Glycoproducts for life sciences Engineering and production OligoTech ® Key to catalog reading 1 2 GLY022 Lacto-N-neohexaose LNnH 7 C40H68N2O31 FW 1072 GalE-4GlcNAcE-3GalE-4GlcNAcE-GalE-4Glc 3 [64003-52-7] 4 OH OH OH O 5 HO AcNH HO O OH OH O O AcNH HO O OH O OH O OH Human Milk Oligosaccharide Kunz et al., 2000. Ann Rev Nutr. 20, 699-722 6 O OH OH 9 OH OH O O HO O OH OH 5 mg, 25 mg, 100 mg, 1 g, 5 g 1 Product Code 5 Structure 7 Formula 2 Product Name 6 Reference 8 Formula Weight 3 Synonym or Acronym 9 Cas Number 4 Text Formula 10 Typical pack size www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 1 8 10 3 13/06/12 8:01:09 Glycoproducts for life sciences Engineering and production Table of contents x x x x x x Key to catalogue reading About OligoTech® - Catalogue, customized delivery and services Products Product Code Index Product Name Index Sale Terms and conditions 3 6 11 162 165 175 Products x 4 Natural polysaccharides and oligosaccharides extracted from biomass Glucan 13 Xanthan Chitin / Chitosan Ulvan Fucoidan / Galactofucan Xylan Galactan 33 35 41 45 49 53 Mannan 59 Alginate Galacturonan / Apiogalacturonan Arabinan Fructan Spirulan Heteroglycan 69 75 79 81 85 87 Xyloglucan Cellodextrin / Maltodextrin Laminaran Lichenan / Isolichenan Scleroglucan Lentinan Pustulan Arabinogalactan Carrageenan Agar Mannan Xylomannan Galactomannan Glucomannan Galactoglucomannan Inulin 11 14 20 26 28 30 31 32 33 35 41 45 49 54 56 58 60 62 63 66 68 69 75 79 82 85 87 www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 2 13/06/12 8:01:09 Glycoproducts for life sciences Engineering and production x Glycan oligosaccharides 89 Core structures 93 Blood groups and Lewis antigens 96 Fucosylated oligosaccharides 1099 Galα--3 oligosaccharides 1112 Sialylated oligosaccharides 1155 Ganglioside sugars (Ganglio--Series) Globo--series (P antigens) 1188 1233 Glucuronylated oligosaccharides Miscellaneous 1288 1299 Type 1 Type 4 Type 2 H (O )antigens A antigens B antigens Lewis antigens Lacto-series 3 Fucosyllactose core oligosaccharides Galili and xeno antigens Isoglobo-series Type 1 Type 2 P blood group antigens and analogues Globo-series Stage-Specific Embryonic antigens Forssman antigens Trehalose-like sugars Blood-group-related antigens Globo-series analogues IsoGlobo-series analogues Ganglio-series antigens analogues 93 94 94 97 99 102 105 109 110 112 114 115 116 118 124 125 126 127 128 129 130 130 133 136 x Monosaccharides, di-, tri, tetrasaccharides 137 x GlycoBricks®: Functionalized Glycans 141 x Glycosaminoglycans 151 Heparosan & Derived Oligosaccharides x x 1522 Heparosan K5 polysaccharide Heparosan-Derived oligosaccharides 152 153 Aminoglycoside derivatives Human & Bacterial Lectins www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 3 155 157 5 13/06/12 8:01:09 Glycoproducts for life sciences Engineering and production About OligoTech® Catalogue, customized delivery and services Mission Elicityl is a biotech company specialized in carbohydrate engineering and production that offers a wide and unique collection of glycoproducts for research, development and for industrial applications. Elicityl provides a wide range of products and services for the rapidly growing field of research and innovation in glycosciences through the OligoTech®. Elicityl is customer-oriented and we evaluate all specific demand to accompany your project. We use the appropriate methodologies of purification, characterization and quality control to guarantee that our products meet customer needs. Our original technology of production allows getting available specific carbohydrates in large quantities at competitive cost. OligoTech®: Glycoproducts for life sciences The OligoTech® catalogue includes over 400 products for glycosciences and in particular for biomedical, phytopharmaceutical, cosmetics and nutraceutics R&D. x Natural polysaccharides and oligosaccharides extracted from biomass x Glycan oligosaccharides x Monosaccharides, di-, tri-, tetrasaccharides x Glycobricks®: Functionalized Glycans x Glycosaminoglycans x Aminoglycoside derivatives x Lectins Bulk quantities are available on specific demand. 6 www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 4 13/06/12 8:01:10 Glycoproducts for life sciences Engineering and production OligoTech ® Catalogue, customized delivery and services The OligoTech® offer Catalogue x Unique offer of Glycoproducts x Reagents for research x Order on-line –NEW- Customized delivery x x x x x x x x Feasibility study Customized production Production from the g, 100 g and multi kg scale For development and/or production of specific needs Targeted selections of carbohydrates for screening Affinity adsorbents Immobilizable oligosaccharides for spotting Glycan array Analysis services x x x x Natural carbohydrate characterization & identification Purification of samples for analysis Structure, monomer composition, sulfation… Purity determination www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 5 7 13/06/12 8:01:10 Glycoproducts for life sciences Engineering and production OligoTech ® Catalogue, customized delivery and services OligoTech® know-how & capabilities x Elicityl supplies carbohydrates and glycoproducts manufactured in our facilities by extraction, enzymatic processes and fermentation. x Elicityl develops industrial methods of production based on its expertise in carbohydrate elaboration, purification and characterization. Analysis and quality control x Elicityl develops standardized production processes reproducibility and traceability of production batches. in a QA/QC policy allowing x The products supplied are consistent with internal standards. They are analysed by adapted and efficient technologies such as HPLC, HPAEC, NMR, Mass spectrometry or SEC. x Production traceability is guaranteed by individual production dossier for each Product. x Storage of reference samples at Elicityl for each batch of production. x Production processes are consistent with ISO9001 procedures. Each product is supplied with its Certificate of Analysis. 8 www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 6 13/06/12 8:01:10 Glycoproducts for life sciences Engineering and production OligoTech ® Catalogue, customized delivery and services Elicityl distinctive points x Process know-how, development and production lines fully owned by Elicityl. x Exclusive license agreements for the exploitation of innovative technologies for large scale oligosaccharide production. x Products available in large quantities. x Cooperative expertise network and partnerships for biological activity screening programs. x Selections of carbohydrates available in large quantities: ÆHuman milk oligosaccharides (HMOs) ÆTumor-associated carbohydrate antigens (TACAs) ÆHisto-blood group antigens (ABH, Lewis and P systems) ÆCosmetic applications following INCI x Flexibility x Confidentiality Distribution Elicityl’s OligoTech® is distributed in Japan by Ikeda Scientific (www.ikedarika.co.jp). www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 7 9 13/06/12 8:01:13 INTERIEUR Catalogue OligoTech 2012.pdf 8 13/06/12 8:01:13 OligoTech® Natural Polysaccharides & Oligosaccharides Extraction from Biomass www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 9 11 13/06/12 8:01:13 OligoTech® 12 www.elicityl-oligotech.com www.e licityl-oligo Contact us for bulk quantities - c ontact@e [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 10 13/06/12 8:01:13 OligoTech® Glucan Extraction from biomass Xyloglucan Cellodextrin / Maltodextrin Laminaran Lichenan / Isolichenan Scleroglucan Lentinan Pustulan www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 11 13 13/06/12 8:01:16 OligoTech® Glucan Xyloglucan Extraction from biomass STRUCTURAL DESCRIPTION Xyloglucans are hemicellulosic polysaccharides present in the primary cell walls of all types of higher plants. Xyloglucans consist of a β-D-(1-4) glucan backbone with α-D-xylosyl residues attached to the 6-position of approximatively 75% of the glucosyl residues of the backbone. Some of the α-Dxylosyl residues are themselves substituted at the 2-position with E-galactosyl or α(1-2) Fucosyl-β(1-2) galactosyl moieties. Æ Xyloglucan oligosaccharides nomenclature according Fry et al. Plant Physiol. 1993 103:1-5. β-D-Glc α-D-Xyl 1 ↓ 6 β-D-Glc β-D-Gal 1 ↓ 2 α-D-Xyl 1 ↓ 6 β-D-Glc α-L-Fuc 1 ↓ 2 β-D-Gal 1 ↓ 2 α-D-Xyl 1 ↓ 6 β-D-Glc α-L-Gal 1 ↓ 2 β-D-Gal 1 ↓ 2 α-D-Xyl 1 ↓ 6 β-D-Glc α-L-Ara 1 ↓ 2 α-D-Xyl 1 ↓ 6 β-D-Glc β-L-Ara 1 ↓ 2 α-L-Ara 1 ↓ 2 α-D-Xyl 1 ↓ 6 β-D-Glc G X L F J S T α-D-Xyl 1 ↓ 6 β-D-Glc 2 ↑ 1 α-L-Ara α-D-Xyl 1 ↓ 6 β-D-Glc 2 ↑ 1 β-D-Xyl α-D-Xyl 1 ↓ 6 β-D-Glc 2 ↑ 1 β-D-Xyl 3 ↑ 1 α-L-Ara A B C D-Glcol Gol POSSIBLE BIOMASS SOURCE(S) Apple Tamarind Bilberry Olive fruit… ACTIVITIES AND USES Xyloglucan is a source of biologically active oligosaccharides and polysaccharides. They have been shown to control plant development and metabolism. Oligosaccharides issued from apple and tamarind are considered as biofertilizers and elicitors of plant defences (Elicityl Patents). Additionally, Xyloglucans were indicated to possess immunomodulatory activity (Rosário MM et al., Phytochemistry. 2008 Jan; 69(2):464-72) and are also likely to be used as immunoprotective ingredients in sun creams. Æ Recommended paper: A. Lama-Muñoz et al. Food Hydrocolloids 28 (2012) 92-104 14 www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 12 13/06/12 8:01:16 OligoTech® Glucan Xyloglucan Extraction from biomass This group of fucosylated Xyloglucan oligosaccharides is produced by enzymatic engineering and is extracted from apple. Each product is purified by semi-preparative HPLC. GLU1000 Xyloglucan oligosaccharides 100% xyloglucan oligosaccharides extracted and purified from apple. Obtained through enzymatic clivage and Solid Phase Extraction Chromatography. 100 mg, 1 g, 10 g GLU1110 XFG xyloglucan oligosaccharide (DP7) 100% xyloglucan oligosaccharides containing almost 80% of XFG. Reducing end. C40H68O33 FW 1076.94 α-L-Fuc 1 ↓ 2 β-D-Gal 1 ↓ 2 α-D-Xyl α-D-Xyl 1 1 ↓ ↓ 6 6 β-D-Glc1→4β-D-Glc1→4β-D-Glc X F G Product provided for the following study : Audfray et al., 2012. Fucose-binding Lectin from Opportunistic Pathogen Burkholderia ambifaria binds to both Plant and Human Oligosaccharidic Epitopes. Journal of Biol. Chem, vol 287. N°6. GLU1111 10 mg, 100 mg, 1 g Reduced XFG xyloglucan oligosaccharide (DP7) XFGol 100% xyloglucan oligosaccharides containing almost 80% of reduced XFG (XFGol). α-L-Fuc 1 ↓ 2 β-D-Gal 1 ↓ 2 α-D-Xyl α-D-Xyl 1 1 ↓ ↓ 6 6 β-D-Glc1→4β-D-Glc1→4β-D-Gol X F C40H70O33 FW 1078.95 [870721-81-6] Gol 10 mg, 100 mg, 1 g www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 13 15 13/06/12 8:01:17 OligoTech® GLU1112 Acetylated XFG xyloglucan oligosaccharide (DP7) XFG(Ac) 100% xyloglucan oligosaccharides containing almost 80% of mono-acetylated and non-reduced XFG or XFG(Ac). Mono acetylation y occurs on the galactosyl residue. C42H70O34 FW 1118.98 10 mg, 100 mg, 1 g GLU1160 XLFG xyloglucan oligosaccharide (DP10) 100% xyloglucan oligosaccharides containing almost 60% of XLFG. Reducing g end. C57H96O47 FW 1533.33 10 mg, 100 mg, 1 g GLU1161 Reduced XLFG xyloglucan oligosaccharide (DP10) XLFGol 100% xyloglucan oligosaccharides containing almost 75% of reduced XLFG or XLFGol. C57H98O47 FW 1535.35 10 mg, 100 mg, 1 g 16 www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 14 13/06/12 8:01:17 OligoTech® GLU1162 Acetylated XLFG xyloglucan oligosaccharide (DP10) XLFG(Ac) 100% xyloglucan oligosaccharides containing almost 60% of mono-acetylated and non-reduced XLFG or XLFG(Ac). C59H98O48 FW 1575.37 10 mg, 100 mg, 1 g GLU1180 XLLFG xyloglucan oligosaccharide (DP13) 100% xyloglucan oligosaccharides containing almost 55% of non-reduced XLLFG. C74H124O61 FW 1989.72 10 mg, 100 mg, 1 g GLU1181 Reduced XLLFG xyloglucan oligosaccharide (DP13) XLLFGol 100% xyloglucan oligosaccharides containing almost 55% of reduced XLLFG or XLLFGol. C74H126O61 FW 1991.74 10 mg, 100 mg, 1 g www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 15 17 13/06/12 8:01:17 OligoTech® GLU1182 Acetylated XLLFG xyloglucan oligosaccharide (DP13) XLLFG(Ac) 100% xyloglucan oligosaccharides containing almost 55% of nonreduced and mono-acetylated XLLFG or XLLFGol(Ac). C76H126O62 FW 2031.76 10 mg, 100 mg, 1 g Other Xyloglucan oligosaccharides available upon request Product Code Product Name GLU1100 XLG oligosaccharide GLU1101 Acetylated XLG oligosaccharide GLU1120 XXLG oligosaccharide GLU1121 Reduced XXLG oligosaccharide (XXLGol) Reduced form of XXLG with terminal glucitol Degree of polymerization DP8 C45H78O38 FW 1227.07 GLU1122 Acetylated XXLG oligosaccharide (XXLG(Ac)) Mono-acetylated form of XXLG oligosaccharide Degree of polymerization DP8 C47H78O39 FW 1267.09 GLU1130 LFG oligosaccharide 18 Structure Degree of polymerization DP 6 C34H58O29 FW 930.80 Mono-acetylated form of XLG oligosaccharide Degree of polymerization DP6 C36H60O30 FW 972.84 Degree of polymerization DP8 C45H76O38 FW 1225.05 Degree of polymerization DP8 C46H78O38 FW 1239.08 www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 16 13/06/12 8:01:18 OligoTech® Product Code Product Name GLU1131 Reduced LFG oligosaccharide GLU1140 XLLG oligosaccharide GLU1141 Reduced XLLG oligosaccharide (XLLGol) Reduced form of XLLG with terminal glucitol Degree of polymerization DP 9 C51H88O43 FW 1389.21 GLU1142 Acetylated XLLG oligosaccharide (XLLG(Ac)) Mono-acetylated form of XLLG Degree of polymerization DP 9 C53H88O44 FW 1429.23 GLU1150 XXFG oligosaccharide GLU1151 Reduced XXFG oligosaccharide (XXFGol) Reduced form of XXFG with terminal glucitol Degree of polymerization DP 9 C51H88O43 FW 1373.21 GLU1152 Acetylated XXFG oligosaccharide (XLLG(Ac)) Mono-acetylated form of XXFG Degree of polymerization DP 9 C53H88O43 FW 1413.23 GLU1170 XLFGG oligosaccharide GLU1171 Reduced XLFGG oligosaccharide (XXLGol) Structure Reduced form of LFG with terminal glucitol Degree of polymerization DP8 C46H80O38 FW 1241.09 Degree of polymerization DP 9 C51H86O43 FW 1387.19 Degree of polymerization DP 9 C51H86O42 FW 1371.19 Degree of polymerization DP11 C63H106O52 FW 1695.47 Reduced form of XLFGG with terminal glucitol Degree of polymerization DP11 C63H108O52 FW 1697.49 Available prepacks 10 mg, 100 mg, 1 g on request www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 17 19 13/06/12 8:01:19 OligoTech® Glucan Extraction from biomass Cellodextrin / Maltodextrin STRUCTURAL DESCRIPTION Cellodextrins are glucose polymers of two or more glucose monomers resulting from the breakdown of cellulose (from cotton linters as raw material). Cellodextrins consist of repeating β(1-4) linked D-glucose monomers. The most common cellodextrins are: x cellobiose (DP=2) x cellotriaose (DP=3) x cellotetraose (DP=4) x cellopentaose (DP=5) x cellohexaose (DP=6) The degree of polymerization (DP) indicates the number of linked glucose monomers it contains. Maltodextrins are a group of low-molecular-weight sugar produced by the hydrolysis of starch. Maltodextrins are a linear α(1-4) linked D-glucose polymer. Industrial production is, in general, performed by acidic hydrolysis of potato starch. ACTIVITIES AND USES Cellodextrins are found a wide range of applications in functional food (probiotic benefits), pharmaceutical and chemical industries as well as agriculture and environmental engineering. Maltodextrins are used as: x x x crispness enhancer for food processing, in food batters, coatings and glazes, (E number 1400), textile finishing agent to increase weight and stiffness of textile fabrics, thickening and binding agent in pharmaceuticals and paper coatings. Widely used as Analytical and Chromatographic tools enabling SEC calibration. 20 www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 18 13/06/12 8:01:21 OligoTech® Glucan Cellodextrin Extraction from biomass GLU300 Cellobiose β(1-4) linked D-glucose Degree of polymerization (DP): 2. O O HO O OH 10 mg, 100 mg OH OH GLU301 [528-50-7] OH OH HO HO C12H22O11 FW 342.29 Cellotriose β(1-4) linked D-glucose Degree of polymerization (DP): 3. C18H32O16 FW 504.43 [33404-34-1] OH O HO HO HO O O OH GLU302 OH OH O O HO OH 10 mg, 100 mg OH OH Cellotetraose β(1-4) linked D-glucose Degree of polymerization (DP): 4. C24H42O21 FW 666.57 [38819-01-1] OH OH HO HO O O O HO HO O O O HO O OH OH OH OH OH OH OH 10 mg, 100 mg GLU303 Cellopentaose β(1-4) linked D-glucose Degree of polymerization (DP): 5. C30H52O26 FW 828.71 [2240-27-9] OH HO O O OH OH OH HO O O OH O HO O OH OH 2 10 mg, 100 mg www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 19 21 13/06/12 8:01:21 OligoTech® GLU304 Cellohexaose β(1-4) linked D-glucose Degree of polymerization (DP): 6. O O HO O OH OH OH GLU305 [2478-35-5] OH OH HO O C36H62O31 FW 990.85 3 10 mg, 100 mg Celloheptaose β(1-4) linked D-glucose Degree of polymerization (DP): 7. OH HO O O HO O [52646-27-2] OH OH O O HO O OH GLU306 C42H72O36 FW 1152.99 OH OH OH 3 5 mg, 10 mg, 100 mg Cellooctaose β(1-4) linked D-glucose Degree of polymerization (DP): 8. OH OH HO O O O HO OH GLU308 C48H82O41 FW 1315.13 O OH OH 4 5 mg, 10 mg High DP Cello-Oligosaccharides β(1-4) linked D-glucose oligomers Mixture containing 20% DP9 & 40% DP8 (HPAEC analysis) 5 mg, 10 mg GLU309 Cello-Oligosaccharides Kit Individually packaged Cello-oligosaccharide kit from Cellobiose (DP2) to Celloheptaose (DP7). NEW 22 Each proposed in first coming pack size www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 20 13/06/12 8:01:21 OligoTech® Glucan Maltodextrin Extraction from biomass GLU310 Maltodextrin High DP oligosaccharide mixture α(1-4) linked D-glucose / α(1-6) branching Observed Degree of polymerization (DP): 10 to 40. α(1-6) branching degree determined by 1H NMR 100 mg, 1 g, 10 g GLU311 Maltodextrin oligosaccharide mixture α(1-4) linked D-glucose / traces of α(1-6) branching Observed Degree of polymerization (DP): 2 to 15. α(1-6) branching degree determined by 1H NMR 100 mg, 1 g, 10 g GLU312 Maltose α(1-4) linked D-glucose Degree of polymerization (DP): 2. C12H22O11 FW 342.29 [6363-53-7] OH O HO HO OH OH O O HO OH GLU313 100 mg, 1 g, 10 g OH Maltotriose α(1-4) linked D-glucose Degree of polymerization (DP): 3. C18H32O16 FW 504.43 [1109-28-0] OH O HO HO OH OH O O HO OH OH O O HO OH GLU314 OH 100 mg, 1 g, 10 g Maltotetraose α(1-4) linked D-glucose Degree of polymerization (DP): 4. C24H42O21 FW 666.57 [34612-38-9] OH HO HO O OH OH O O OH HO OH O O HO n=2 OH OH 100 mg, 1 g, 10 g www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 21 23 13/06/12 8:01:21 OligoTech® GLU315 Maltopentaose α(1-4) linked D-glucose / traces of α(1-6) branching Degree of polymerization (DP): 5. C30H52O26 FW 828.71 [34620-76-3] OH O HO HO OH OH O O OH HO OH O O HO n=3 GLU316 OH OH 100 mg, 1 g Maltohexaose α(1-4) linked D-glucose / traces of α(1-6) branching Degree of polymerization (DP): 6. C36H62O31 FW 990.85 [34620-77-4] OH O HO HO OH OH O O OH HO OH O O HO OH n=4 OH 100 mg, 1 g GLU317 Maltoheptaose α(1-4) linked D-glucose / traces of α(1-6) branching Degree of polymerization (DP): 7. C42H72O36 FW 1152.99 [34620-78-5] OH O HO HO OH OH O O OH HO OH O O HO OH n=5 GLU318 OH 100 mg, 1 g Maltooctaose α(1-4) linked D-glucose / traces of α(1-6) branching Degree of polymerization (DP): 8. C48H82O41 FW 1315.13 [6156-84-9] OH HO HO O OH OH O O OH HO OH O O HO n=6 OH OH 100 mg, 1 g 24 www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 22 13/06/12 8:01:21 OligoTech® GLU319 Maltononaose α(1-4) linked D-glucose / traces of α(1-6) branching Degree of polymerization (DP): 9. C54H92O46 FW 1477.27 [6471-60-9] OH O HO HO OH OH O O OH HO OH O O HO OH n=7 GLU320 OH 10 mg, 100 mg, 1 g Maltodecaose α(1-4) linked D-glucose / traces of α(1-6) branching Degree of polymerization (DP): 10. C60H102O51 FW 1639.41 [37331-89-8] OH O HO HO OH OH O O OH HO OH O O HO OH n=8 GLU322 OH 10 mg, 100 mg, 1 g Malto-Oligosaccharides Kit Individually packaged Malto-oligosaccharide kit from Maltose (DP2) to Maltodecaose (DP10). NEW Each proposed in first coming pack size GLU330 Starch α(1-4) linked D-glucose / traces of α(1-6) branching estimated by 1H NMR. [9005-25-8] OH O HO HO OH O O HO O OH OH O O OH HO OH O O HO n OH OH On request www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 23 25 13/06/12 8:01:22 OligoTech® Glucan Laminaran Extraction from biomass STRUCTURAL DESCRIPTION Laminaran (or laminarin) is a storage polysaccharide of Laminaria sp and other brown algae such as Fucus vesiculosus, Saccharina longicruris and Ascophyllum nodosum. It is a linear polysaccharide made up of β(1-3) glucan with some β(1-6) branch point. The majority of laminarans contain polymeric chains of two types: one type is built only of Glcp residues (G-chains), whereas the other type is terminated with 1-O-substituted D-mannitol residues (M-chains). EXAMPLES OF BIOMASS SOURCES Laminaria digitata Ascophyllum nodosum ACTIVITIES AND USES Laminaran is claimed to modulate immune responses in mammals. Sulfated laminaran has been shown to have heparin-like properties and to be an elicitor of plant defense reactions against viral infections. Laminaran also has dietary fiber properties. Æ Recommended paper(s) : Rioux et al. / Phytochemistry 70 (2009) 1069–1075). 26 www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 24 13/06/12 8:01:22 OligoTech® Glucan Laminaran Extraction from biomass GLU500 Laminaran polysaccharide from Laminaria sp. β(1-3) linked D-glucose extracted and purified from Laminaria sp. OH O OH GLU510 OH OH O O HO [9008-22-4] O HO HO O O OH OH n 100 mg, 1 g Laminaran polysaccharide from Fucus v. β(1-3) linked D-glucose extracted and purified from Fucus vesiculosus [9008-22-4] 100 mg, 1 g GLU501 Laminaran oligosaccharide mixture (<10 kDa cut-off) β(1-3) linked D-glucose oligosaccharides prepared and purified from Laminaria sp. D-glucan polysaccharide by 10 kDa cut-off Ultrafiltration 10 mg, 100 mg Please contact us for custom Laminari-oligosaccharide length tailored to your need www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 25 27 13/06/12 8:01:22 OligoTech® Glucan Lichenan / Isolichenan Extraction from biomass STRUCTURAL DESCRIPTION Lichenan (lichenin) is a linear polysaccharide isolated from lichen (ex Cetraria islandica, Evernia prunastri). It is a homologous (1-3) and (1-4) β-D-glucan. Lichenan structure is similar to that of barley and oat β-D-glucan; but the proportion of 1-4 to 1-3 linkage is higher (approximately 2:1). OH OH O HO OH O O HO O HO O O HO O OH OH OH O OH O n OH Isolichenan (isolichenin), a cold-water-soluble linear (1-3) and (1-4) α-glucan, with different linkage groups among diverse taxa of lichens. OH OH OH O O O OH HO HO O O OH O O HO HO OH O OH OH n EXAMPLES OF BIOMASS SOURCES Cetraria islandica Evernia prunastri ACTIVITIES AND USES Recent data showed that lichenan exhibits potential anticancer and antiviral properties. Lichenan was also found to be a serious candidate for plant health product use (Stübler et al., 1996. Journal of Phytopathology, 144, no1;. 37-43). Æ Recommended paper : Freysdottir et al., 2008. Internat. Immunopharmacol., 8, 423–430. 28 www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 26 13/06/12 8:01:22 OligoTech® Glucan Lichenan / Isolichenan Extraction from biomass GLU600 Lichenan polysaccharide (1-3) and (1-4) β-D-glucan OH OH O HO [1402-10-4] OH O O HO O HO O O OH OH OH O O HO O OH n OH 1 g, 10 g GLU601 Isolichenan polysaccharide (1-3) and (1-4) α–D-glucan [53025-03-9] OH OH HO OH O O O OH HO O OH O HO OH O HO OH O O OH n 100 mg, 1 g, 10 g GLU602 Lichenan & Isolichenan polysaccharide Native grade (1-3) and (1-4) β-D-glucan, (1-3) and (1-4) α-D-glucan 1 g, 10 g GLU610 Isolichenan oligosaccharides (Cut-off< 10kDa) Oligosaccharide mixture with average DP 30 to 50 hydrolyzed and purified from isolichenan polysaccharides by ultra-filtration 10 mg, 100 mg, 1 g GLU611 Isolichenan oligosaccharides (Cut-off:3<->10 kDa) Oligosaccharide mixture with average DP 10 to 20 hydrolyzed and purified from isolichenan polysaccharides by successive ultra-filtration steps 10 mg, 100 mg, 1 g www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 27 29 13/06/12 8:01:22 OligoTech® Glucan Scleroglucan Extraction from biomass STRUCTURAL DESCRIPTION Scleroglucan is a natural polysaccharide produced by fermentation of the filamentous fungus Sclerotium rolfsii. Its chemical structure consists of a linear β(1-3) D-glucose backbone with one β(1-6) D-glucose side chain every three main residue. EXAMPLES OF BIOMASS SOURCES Sclerotium rolfsii ACTIVITIES AND USES Scleroglucan is intended for drug delivery system improvement (Coviello et al., 2005. Molecules, 10(1), 6-33). More precisely, scleroglucan is suitable for the preparation of sustained release tablets and ocular formulations. This peculiar Polysaccharide exhibits antiviral activities against Herpes Virus. Scleroglucan also has applications in formulation for agriculture. In a view to replace Xanthan gum, Scleroglucan could be especially useful in food manufacturing where a heating process is involved, because of thermal stability that it exhibits (Survase et al.,2007. Fermentative Production of Scleroglucan, Food Technol. Biotechnol. 45 (2) 107–118). GLU700 Scleroglucan polysaccharide β(1-3) linked D-glucose with side chain of β(1-6) glucose every three unit. [37339-90-5] HO HO OH OH OH O HO O OH O O HO O O OH OH HO O O O OH n 1 g, 10 g, 100 g 30 www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 28 13/06/12 8:01:23 OligoTech® Glucan Lentinan Extraction from biomass STRUCTURAL DESCRIPTION Lentinan is a polysaccharide obtained from Lentinula edodes (Berk./ Pegler, 1976) which is an edible mushroom popular in East Asia known as Shiitake. This mushroom is one of the most popular edible mushrooms in the world, production globally being second only to the button mushroom Agaricus bisporus. Lentinan is a beta glucan and its structure is reported as a β(1-3) linked D-glucose with β(1-6) branching point. EXAMPLES OF BIOMASS SOURCES Shiitake (Lentinula edodes) ACTIVITIES AND USES Lentinan interest is increasing because of its high nutritional value and medicinal properties, traditionally acknowledged by oriental cultures, especially in China and Japan. Lentinan is attributed to have many functional properties such as antitumour and antiviral properties, as well as antimicrobial potential. Lentinula has shown neither evidence of being acutely toxic nor of having serious side effects. Æ Recommended paper: R. Hearst et al., 2009. Complementary Therapies in Clinical Practice, 15; 5–7. GLU800 Lentinan polysaccharide β(1-3) linked D-glucose with 2 side chains of single β(1-6) D-glucose every five unit. HO HO HO OH OH HO O HO OH HO O HO HO O O O O HO O OH HO HO OH [37339-90-5] O O O OH HO O OH O OH HO O O OH HO O 5 O O OH 10 mg, 100 mg, 1 g www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 29 31 13/06/12 8:01:23 OligoTech® Glucan Pustulan Extraction from biomass STRUCTURAL DESCRIPTION Pustulan was first isolated from Lichen Lasallia pustulata and is a linear Glucan having β(1-6) linkage. Pustulan contains up to 2% of O-Acetyl groups (1 acetyl group every 10/12 glucose units). This polysaccharide is distributed in lichen group of Umbilicariaceae. EXAMPLES OF BIOMASS SOURCES Lasallia pustulata ACTIVITIES AND USES Gentiooligosaccharides are useful as a taste improver for certain beverages. Gentiooligosaccharides (D.P. 2–3) have also been noted as prebiotic substances showing bifidogenetic activity. Such characteristics suggest the further potential of these gentiooligosaccharides in food and biology. GLU900 Pustulan polysaccharide β(1-6) linked D-glucose polysaccharide [37331-28-5] OH HO HO O O OH HO OH OH O O HO n O GLU910 OH OH OH 100 mg, 1 g, 10 g Gentio-oligosaccharides mixture β(1-6) linked D-glucose oligomers prepared by partial hydrolysis of pustulan. Mixture of gentiobiose, gentriose, gentiotetraose... 100 mg, 1 g, 10 g 32 www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 30 13/06/12 8:01:23 OligoTech® Xanthan Extraction from biomass www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 31 33 13/06/12 8:01:23 OligoTech® Xanthan Extraction from biomass STRUCTURAL DESCRIPTION Xanthan gum is a bacterial polysaccharide produced by a process involving fermentation of glucose by the Xanthomonas campestris bacterium. Xanthan gum chain consists of repeating modules of five sugar units. The backbone of the polysaccharide chain consists of two β-D-glucose units linked through the 1 and 4 positions and the side chain consists of two mannose and one glucuronic acid. The side chain is linked to every other glucose of the backbone at the 3 position. About half of the terminal mannose units have a pyruvic acid group linked as a ketal to its 4 and 6 positions. The other mannose unit has an acetyl group at the 6 positions. EXAMPLES OF BIOMASS SOURCES Xanthomonas campestris ACTIVITIES AND USES Xanthan gum is used as a food additive (thickener, stabilizer) and rheological modifier. It is accepted as a safe food additive in the USA, Canada and Europe, with E number E415. In cosmetics xanthan gum is used to prepare water gels usually in conjunction with bentonite clays. It is also used in oil-in-water emulsions to help stabilise the oil droplets against coalescence. It has some skin hydrating properties. GLU200 Xanthan gum polysaccharide [98112-77-7] COO H3C O HO O O HOOC O O HO HO OH H3COOC O HO HO OH OH O O HO O O O O O OH OH n 34 1 g, 10 g www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 32 13/06/12 8:01:23 OligoTech® Chitin / Chitosan Extraction from biomass www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 33 35 13/06/12 8:01:23 OligoTech® Chitin / Chitosan Extraction from biomass STRUCTURAL DESCRIPTION Chitin, the second most abundant natural biopolymer, is an unbranched chain of β(1-4) Nacetyl-D-glucosamine units. It is present in the cell walls of fungi and is the principal component of arthropod and lower animal exoskeletons (insect, crab, and shrimp shells…). Chitin is analogous in chemical structure to cellulose and it may be regarded as a derivative of cellulose, in which the hydroxyl groups of the second carbon of each glucose unit have been replaced with acetamido (-NH(C=O)-CH3) groups. The degree of acetylation (DA) is generally over 90%. Chitosan is obtained by removing the acetyl groups (CH3-CO-) of the chitin. This process, called deacetylation, releases amine groups (NH) and gives the chitosan a cationic characteristic. The degree of acetylation is generally lower than 20%. EXAMPLES OF BIOMASS SOURCES Agaricus bisporus Aspergillus niger Exoskeletons of Crustaceans ACTIVITIES AND USES Chitin and chitosan have been proven useful for several medical and industrial purposes (Kumar et al., 2000. Reactive and Functional Polymers, 46, 1-27). Many of the biological activities reported for Chitin/Chitosan are surrounding the fields of as antimicrobial, anticancer, antioxidant, and immunostimulant effects depending on their physico-chemical properties (SeKwon Kim et al., 2005. Carbohydrate Polymers 62, 357–368). Æ Recommended paper: Dai-Nghiep Ngo et al. 2009, Journal of Functional Foods, Vol. 1, Issue 2, pp 188-198. 36 www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 34 13/06/12 8:01:23 OligoTech® Chitin Extraction from biomass GLU410 Chitin polysaccharide β(1-4) linked N-acetyl-D-glucosamine Polymer DA>90% [1398-61-4] OH NHAc O O HO HO O O NHAc OH GLU411 1 g, 10 g, 100g n Colloidal Chitin polysaccharide β(1-4) linked N-acetyl-D-glucosamine Polymer Suitable for enzyme assay (chitinases, …) [1398-61-4] 100 mg, 1 g, 10 g GLU432 Chitin oligosaccharide DP2 Chitinbiose β(1-4) linked N-acetylglucosamine; DP:2. Dimer prepared by hydrolysis of chitin; DA: 100%. [35061-50-8] OH AcNH O HO HO O HO OH O AcNH OH NEW GLU433 C16H28N2O11 FW 424.40 10 mg, 100 mg, 1 g Chitin oligosaccharide DP3 Chitintriaose β(1-4) linked N-acetylglucosamine; DP:3. Trimer prepared by hydrolysis of chitin; DA: 100%. [38864-21-0] OH HO O O O HO OH HO O NHAc NHAc OH NEW GLU434 OH NHAc O HO C24H41N3O16 FW 627.59 10 mg, 100 mg, 1 g Chitin oligosaccharide DP4 Chitintetraose β(1-4) linked N-acetylglucosamine; DP:4. Tetramer prepared by hydrolysis of chitin; DA: 100%. OH HO HO O NHAc NEW OH NHAc O O O HO [2706-65-2] OH NHAc O C32H54N4O21 FW 830.78 HO OH O HO O NHAc OH 10 mg, 100 mg, 1 g www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 35 37 13/06/12 8:01:24 OligoTech® Chitin Extraction from biomass GLU435 Chitin oligosaccharide DP5 Chitinpentaose β(1-4) linked N-acetylglucosamine; DP:5. Pentamer prepared by hydrolysis of chitin; DA: 100%. [36467-68-2] OH HO O O O HO OH NHAc O HO C40H67N5O26 FW 1033.97 NHAc OH HO O NHAc OH 3 NEW 10 mg, 100 mg, 1 g GLU436 Chitin oligosaccharide DP6 Chitinhexaose β(1-4) linked N-acetylglucosamine; DP:6. Hexamer prepared by hydrolysis of chitin; DA: 100%. [38854-46-5] OH HO O O O HO OH NHAc O HO C48H80N6O31 FW 1237.16 NHAc OH HO O NHAc OH 4 NEW 10 mg, 100 mg GLU437 Chitin oligosaccharide DP7 Chitinheptaose β(1-4) linked N-acetylglucosamine; DP:7. Heptamer prepared by hydrolysis of chitin; DA: 100%. [38854-46-5] OH HO OH NHAc O HO O O O HO OH NEW OH HO O NHAc GLU440 C56H93N7O36 FW 1440.35 NHAc 5 10 mg, 100 mg Chitin-Oligosaccharides Kit Individually packaged Chitin-oligosaccharide kit from Chitinbiose (DP2) to Chitinheptaose (DP7). NEW Each proposed in 10 mg pack size Please contact us for custom oligosaccharide length and grade tailored to your need 38 www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 36 13/06/12 8:01:24 OligoTech® Chitoosan Extraction from biomass GLU420 Chitosan polysaccharide β(1-4) linked D-glucosamine polymer DA<10%; Viscosimetry 50 Cps [9012-76-4] OH O HO HO O NH2 GLU421 NH2 O O OH 1 g, 10 g, 100 g n Chitosan oligosaccharides mixture β(1-4) linked D-glucosamine; average range DP:2 to 25. Oligomer mixture prepared by hydrolysis of chitosan polymer. DA<20%. 100 mg, 1 g, 10 g GLU422 Chitosan oligosaccharides DP60 β(1-4) linked D-glucosamine; average DP:60 Oligomers prepared by hydrolysis of chitosan; DA<20%. 10 mg, 100 mg GLU423 Chitosan oligosaccharides DP40 β(1-4) linked D-glucosamine; average DP:40 Oligomers prepared by hydrolysis of chitosan; DA<20%. 10 mg, 100 mg GLU424 Chitosan oligosaccharides DP24 β(1-4) linked D-glucosamine; average DP:24 Oligomers prepared by hydrolysis of chitosan; DA<20%. 10 mg, 100 mg GLU425 Chitosan oligosaccharides DP12 β(1-4) linked D-glucosamine; average DP:12 Oligomers prepared by hydrolysis of chitosan; DA<20%. 10 mg, 100 mg GLU426 Chitosan oligosaccharides DP6 β(1-4) linked D-glucosamine; average DP:6 Oligomers prepared by hydrolysis of chitosan; DA<20%. 10 mg, 100 mg www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 37 39 13/06/12 8:01:24 INTERIEUR Catalogue OligoTech 2012.pdf 38 13/06/12 8:01:24 OligoTech® Ulvan Extraction from biomass www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 39 41 13/06/12 8:01:24 OligoTech® Ulvan Extraction from biomass STRUCTURAL DESCRIPTION Ulvans are structural acid polysaccharides present in cell wall of green algae (Ulva and Enteromorpha). They are highly sulphated and essentially composed with rhamnose 3-sulfate, xylose, xylose 2-sulfate, glucuronic acid and iduronic acide units. The four recurrent units are: x Ulvanobiuric 3-sulfate type A acid x Ulvanobiuric 3-sulfate type B acid x Ulvanobiose 3-sulfate acid x Ulvanobiose 2’, 3 disulfate acid Ulvanobiuric 3-sulfate type A acid β(1-4) D-GlcA- α(1-4) L-Rha 3 sulfate Ulvanobiose 3-sulfate acid β(1-4)-D-Xyl- α(1-4)-L-Rha 3 sulfate Ulvanobiuric 3-sulfate type B acid β(1-4) L-IdoA- α(1-4)-L-Rha 3 sulfate Ulvanobiose 2’, 3 disulfate acid β(1-4) D-Xyl 2-sulfate- α(1-4)-L-Rha 3 sulfate EXAMPLES OF BIOMASS SOURCES Ulva sp. Enteromorpha sp. ACTIVITIES AND USES Ulvan presents several potentially valuable biological properties for agricultural, food and pharmaceutical applicationsamong which Anticoagulant activities (heparin like), Antioxydant activities, Antihyperlipidemic activities, Antitumoral activities. Æ Recommended paper: Lahaye and Robic, 2007. Biomacromolecules, vol. 8, N°6. 42 www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 40 13/06/12 8:01:24 OligoTech® Ulvan Extraction from biomass ULV100 Ulvan polysaccharides from Ulva sp. Native grade Polysaccharides extracted and purified from the green seaweed Ulva armoricana. Molecular weight generally observed from 90 to 500 kDa. (SEC & 1H NMR characterization). 1 g, 10 g, 100 g ULV102 Ulvan polysaccharides from Ulva sp. Fine Grade Polysaccharide extracted from the green seaweed Ulva armoricana and purified by Anion Affinity. Low Glucan content Molecular weight generally observed over 300 kDa. (SEC & 1H NMR characterization). Low Glucan content. 100 mg, 1 g, 10 g ULV101 Ulvan polysaccharides from Enteromorpha sp. Native grade Polysaccharides extracted and purified from the green seaweed Enteromorpha intestinalis. Molecular weight generally observed around 400 kDa. (SEC & 1H NMR characterization). 1 g, 10 g, 100 g ULV103 Ulvan polysaccharides from Enteromorpha sp. Fine grade Polysaccharide extracted from the green seaweed Enteromorpha intestinalis and purified by Anion Affinity. Low Glucan content. Molecular weight generally observed over 300 kDa. (SEC & 1H NMR characterization). Low Glucan content. 100 mg, 1 g, 10 g ULV010 Ulvan oligosaccharides (cut-off<10kDa) from Ulva sp. Oligosaccharides obtained from Ulva armoricana polysaccharide hydrolysis. Purified by 10kDa cut-off ultrafiltration. 10 mg, 100 mg, 1 g www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 41 43 13/06/12 8:01:25 OligoTech® Ulvan Extraction from biomass ULV011 Ulvan oligosaccharides (cut-off<10kDa) from Enteromorpha sp. Oligosaccharides obtained from Enteromorpha intestinalis polysaccharide hydrolysis. Purified by 10kDa cut-off ultrafiltration. 10 mg, 100 mg, 1 g ULV001 Ulvan oligosaccharides (cut-off: 3<->5kDa) from Ulva sp. Oligosaccharides obtained from Ulva armoricana polysaccharide hydrolysis. Purified by 3kDa and 5kDa cut-off ultrafiltration steps. 10 mg, 100 mg, 1 g ULV002 Ulvan oligosaccharides (cut-off: 1<->3kDa ) from Ulva sp Oligosaccharides obtained from Ulva armoricana polysaccharide hydrolysis. Purified by 1kDa and 3kDa cut-off ultrafiltration steps. 10 mg, 100 mg, 1 g ULV003 Ulvan oligosaccharides (cut-off: 650 Da<->1kDa) from Ulva sp. Oligosaccharides obtained from Ulva armoricana polysaccharide hydrolysis. Purified by 650Da and 1kDa cut-off ultrafiltration steps. 10 mg, 100 mg, 1 g ULV005 Ulvan oligosaccharides (cut-off: 3<->5kDa) from Enteromorpha sp. Oligosaccharides obtained from Enteromorpha intestinalis polysaccharide hydrolysis. Purified by 3kDa and 5kDa cut-off ultrafiltration steps. 10 mg, 100 mg, 1 g ULV006 Ulvan oligosaccharides (cut-off: 1<->3kDa ) from Enteromorpha sp. Oligosaccharides obtained from Enteromorpha intestinalis polysaccharide hydrolysis. Purified by 1kDa and 3kDa cut-off ultrafiltration steps. 10 mg, 100 mg, 1 g ULV007 Ulvan oligosaccharides (cut-off: 650 Da<->1kDa) from Enteromorpha sp Oligosaccharides obtained from Enteromorpha intestinalis polysaccharide hydrolysis. Purified by 650Da and 1kDa cut-off ultrafiltration steps. 10 mg, 100 mg, 1 g Please contact us for custom ulvan oligosaccharide length tailored to your need 44 www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 42 13/06/12 8:01:25 OligoTech® Fucooidann / Galactofucan Extraction from biomass www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 43 45 13/06/12 8:01:25 OligoTech® Fucooidan / Galactofucan Extraction from biomass STRUCTURAL DESCRIPTION Fucoidans are sulfated fucan polysaccharides occurring in brown marine seaweeds cell wall (Phaeophyceae, mainly Fucales and Laminariales), in sea urchin egg gelatinous coat, and in sea cucumber cuticule. Numerous variations of the basic structure are found in different species of Phaeophycea. The structure of fucan polysaccharide consists of α(1-3) linked sulphated L-fucose backbone in some order (eg Laminariales) with alternating α(1-3) and α(1-4) linked residues in other orders (eg Fucales). Other units (like galactose) and substitutions (acetate) also occur. Galactofucan is a sulphated (10-30%) backbone dominated by both 3-linked α-fucopyranose and β-galactopyranose moieties. Galactofucan can be extracted from the brown seaweed Undaria pinnatifida and Saccharina longicruris. O O OSO3OH OH O O OH - O3SO O3SO OH OH OH O OH OH - O3SO O OH - O 3SO OH O O O OH OH OH O O OSO3- OH O OH O O OSO3- OSO3- O O O OSO3- O O OH O O OSO3- OSO3- HO OH OH HO O OH O O O O OH O O O OH - OH OSO3- O OSO3 O O O O - HO OH OSO3- O OSO 3- OH OSO3- O O OSO3- O O OSO3- O OH OH OH Versatility of fucoidan structures POSSIBLE BIOMASS SOURCES Fucus vesiculosus Undaria pinnatifida Ascophyllum n. Durvillea antarctica ACTIVITIES AND USES Fucoidan and galactofucan exhibit numerous potential therapeutic activities. Noteworthy, they have been shown to have anti-inflammatory, anticoagulant/heparin-like activities, antiviral and antiparasitic activities. They can act has antiangiogenic and antitumoral agents. Æ Recommended papers: x x 46 Synytsya et al., 2010. Carbohydrate Polymers, vol.81, pp 41-48. Rioux et al., 2010. Phytochem., vol.71. www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 44 13/06/12 8:01:25 OligoTech® Fucooiddan / Galactofucan Extraction from biomass FUC100 Fucoidan polysaccharide from Fucus vesiculosus Highly sulphated L-fucose polymer extracted and purified from the brown seaweed Fucus vesiculosus. Non-reduced extremity. 1 H NMR characterization [9072-19-9] 100 mg, 1 g, 10 g FUC300 Fucoidan polysaccharide from Chorda filum Highly sulphated L-fucose polymer extracted and purified from the brown seaweed Chorda filum. Non-reduced extremity.1H NMR characterization [9072-19-9] 100 mg, 1 g, 10 g FUC400 Fucoidan polysaccharide from Ascophyllum nodosum Highly sulphated L-fucose polymer extracted and purified from the brown seaweed Ascophyllum nodosum. Non-reduced extremity. 1H NMR characterization [9072-19-9] 100 mg, 1 g, 10 g FUC500 Fucoidan polysaccharide from Durvillea antarctica Highly sulphated L-fucose polymer extracted and purified from the brown seaweed Durvillea antarctica. Non-reduced extremity.1H NMR characterization [9072-19-9] 100 mg, 1 g, 10 g FUC200 Galactofucan polysaccharide from Undaria pinnatifida Sulfated polymer of L-fucose and D-galactose extracted and purified from the brown seaweed Undaria pinnatifida. Non-reduced extremity.1H NMR characterization [9061-39-6] 100 mg, 1 g FUC600 Fucoidan polysaccharide Kit Individually packaged Highly sulphated L-fucose polymer extracted and purified from 4 species of brown seaweed. NEW Each proposed in 100 mg pack size www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 45 47 13/06/12 8:01:26 OligoTech® Fucooidan / Galactofucan Extraction from biomass FUC110 Fucoidan oligosaccharides (Cut-off<10kDa) from Fucus vesiculosus Highly sulphated L-fucose oligomer obtained from the brown seaweed Fucus vesiculosus polysaccharide hydrolysis. Purified by 10kDa cut-off ultrafiltration. 10 mg, 100 mg, 1 g FUC310 Fucoidan oligosaccharides (Cut-off<10kDa) from Chorda filum Highly sulphated L-fucose oligomer obtained from the brown seaweed Chorda filum polysaccharide hydrolysis. Purified by 10kDa cut-off ultrafiltration. 10 mg, 100 mg, 1 g FUC410 Fucoidan oligosaccharides (Cut-off<10kDa) from Ascophyllum n. Highly sulphated L-fucose oligomer obtained from the brown seaweed Ascophyllum nodosum polysaccharide hydrolysis. Purified by 10kDa cut-off ultrafiltration. 10 mg, 100 mg, 1 g FUC510 Fucoidan oligosaccharides (Cut-off<10kDa) from Durvillea a. Highly sulphated L-fucose oligomer obtained from the brown seaweed Durvillea Antarctica polysaccharide hydrolysis. Purified by 10kDa cut-off ultrafiltration. 10 mg, 100 mg, 1 g FUC210 Galactofucan oligosaccharides (Cut-off<10kDa) from Undaria pinnatifida Highly sulphated Galactofucan oligomer obtained from the brown seaweed Undaria pinnatifida polysaccharide hydrolysis. Purified by 10kDa cut-off ultrafiltration. 10 mg, 100 mg Please contact us for custom oligosaccharide length and grade tailored to your need 48 www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 46 13/06/12 8:01:26 OligoTech® Xylan Extraction from biomass www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 47 49 13/06/12 8:01:26 OligoTech® Xylan Extraction from biomass STRUCTURAL DESCRIPTION Xylan is a wide family of highly complex polysaccharides that are found in plant cell walls (Hardwood such as birch, larch woods) and some algae. Xylan, the most abundant of the hemicelluloses in plant cell walls, has a linear backbone structure consisting of β-D-(1-4) linked xylosyl residues that, depending on its origin, may contain branches of L-arabinofuranosyl, acetyl, D-glucuronosyl and 4-O-methylglucuronosyl residues. Xylans are cell wall constituants: x Of some green algae (mainly macrophytic siphonous genera, like Codium, Caulerpa or Bryopsis Genus). The linear backbone structure is then based on β-D-(1-3)-xylose chain. x Of some red algae (Nemaliales and Palmariales). According to their origins, they may be made of β(1-3) and/or β(1-4)-D-xylose residues and may contain galactopyranosyl, uronic acids, sulfate and phosphate residues. POSSIBLE BIOMASS SOURCES Palmaria palmata ACTIVITIES AND USES Xylan represents an interesting source of raw material for the preparation of modified polysaccharides with novel biological activities. In particular, anticoagulant, antithrombotic and antiviral activities has been shown for sulphated or phosphorylated xylan polysaccharides (P. Mandal, et al., Int. J. Biol. Macromol.2010). Æ Recommended paper: E. Deniaud et al. International Journal of Biological Macromolecules ; 33 (2003) 9–18. 50 www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 48 13/06/12 8:01:26 OligoTech® Xylan Extraction from biomass XYL100 Xylan polysaccharide from Palmaria palmata Xylan polysaccharide is extracted and purified from the red seaweed Palmaria palmata. β(1-3) and β(1-4) D-xylose linked polymer. β(1-3)/β(1-4) ratio 1:4 Xylose, ≥98% HPAEC OH OH O O HO O OH OH HO HO O O O HO O O O n 1 g, 10 g, 100 g XYL101 Glucurono-Arabinoxylan polysaccharide from wheat bran Glucurono-Arabinoxylan polysaccharide is extracted and purified from wheat bran β(1-4)-D-xylose linked polymer branched with arabinose and glucuronic acid. 100 mg, 1 g, 10 g XYL110 Xylan oligosaccharides XOs (Cut-off<10kDa) from Palmaria p. Xylan oligosaccharides (XOs) are obtained from Palmaria palmata polysaccharide hydrolysis. Purified by 10kDa cut-off ultrafiltration. Degree of polymerization (DP): generally observed from 2 to 25. 10 mg, 100 mg, 1 g XYL111 Xylan oligosaccharides XOs (cut-off: 650Da<->3kDa) from Palmaria p. Xylan oligosaccharides (XOs) are obtained from Palmaria palmata polysaccharide hydrolysis. Purified by 3kDa and 650 Da cut-off ultrafiltration steps. 10 mg, 100 mg, 1 g Please contact us for custom Xylo-oligosaccharide length tailored to your need www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 49 51 13/06/12 8:01:26 INTERIEUR Catalogue OligoTech 2012.pdf 50 13/06/12 8:01:27 OligoTech® Galactan Extraction from biomass Arabinogalactan Carrageenan Agar www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 51 53 13/06/12 8:01:27 OligoTech® Galactan Arabinogalactan Extraction from biomass STRUCTURAL DESCRIPTION Green seaweeds Codium fragile and Codium vermilara biosynthesize water-soluble sulfated arabinogalactans (AG) and minor α(1-4) D-glucans and β(1-4) D-mannans. Arabinogalactan polysaccharides are composed of 3-linked β-D-galactopyranose and β-L-arabinopyranose residues; they are highly sulfated and potentially substituted with pyruvic acid ketals. Moreover, it has been found that polysaccharide components cellulose, galactomannan and arabinogalactan-proteins (AGPs) represent about 50% of dry weight of coffee beans, from which AGPs constitute about 15%. POSSIBLE BIOMASS SOURCES Codium fragile Coffee beans ACTIVITIES AND USES Arabinogalactan (AG) has a wide spectrum of possible uses. It can be employed, for example, as an adhesion-promoting agent in cardboard production, binding agent for gouache and watercolor, thickener in textile industry. AG has also been proposed for use in pharmaceutical industry as a binder in pill production, emulsifying agent for stabilizing oil emulsions (E number E409). Arabinogalactans become important due to their prebiotic, cholesterol-lowering, emulsifying, immunomodulatory, and other properties which make from these glycoconjugates commercially important article for food and pharmaceutical industries (Capek et al., 2009. Carbohydrate Polymers). Æ Recommended paper: M. Ciancia et al.; International Journal of Biological Macromolecules. 41, (2007), 641–649. 54 www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 52 13/06/12 8:01:27 OligoTech® Galactan Extraction from biomass GAL100 Arabinogalactan Sulfated Arabinogalactan polysaccharide (from Codium f.) Native grade Arabinogalactan polysaccharide is extracted and purified from the green seaweed Codium fragile. The sulphated polysaccharide is composed of 3-linked β-D-galactopyranose (C4 or C6 sulfated) and β-L-arabinopyranose (C2 or C3 sulfated) residues. Polysaccharide extremity is non-reduced. 1 g, 10 g GAL101 Sulfated Arabinogalactan polysaccharide (from Codium f.) Fine grade Arabinogalactan polysaccharide is extracted from the green seaweed Codium fragile and purified by Anion Affinity. Low Mannan & Glucan content. Polysaccharide extremity is non-reduced. 100 mg, 1g GAL110 Sulfated Arabinogalactan oligosaccharides (Cut-off<10kDa) Sulfated Arabinogalactan oligosaccharide obtained from the hydrolysis of green seaweed Codium fragile polysaccharide. Purified by 10kDa cut-off ultrafiltration 10 mg, 100 mg GAL111 Sulfated Arabinogalactan oligosaccharides (Cut-off: 3kDa<->10kDa) Sulfated Arabinogalactan oligosaccharide obtained from the hydrolysis of green seaweed Codium fragile polysaccharide. Purified by successive 10kDa and 3 kDa cut-off ultrafiltration 10 mg, 100 mg GAL112 Sulfated Arabinogalactan oligosaccharides (Cut-off<3kDa) Sulfated Arabinogalactan oligosaccharide obtained from the hydrolysis of green seaweed Codium fragile polysaccharide. Purified by 3 kDa cut-off ultrafiltration 10 mg, 100 mg www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 53 55 13/06/12 8:01:27 OligoTech® Galactan Carrageenan Extraction from biomass STRUCTURAL DESCRIPTION Carrageenan is a generic term for several polysaccharides also extracted from red seaweeds (Rhodophyceae). Carrageenan compounds differ from agar in that they have sulfate groups (OSO3-) in place of some hydroxyl groups. Carrageenans are water-soluble galactans extracted from some red seaweeds (mainly Chondrus, Euchema and Gigartina Genuses). They have a repeating backbone of 3-linked β-D-galactose (G-units) and 4-linked α-D-galactose (D-units), containing a varying degree of sulphate (from 20 to 50% sulfation degree). 4-linked α-Dgalactose residues may also be found as 3’ and 6’ anhydro residues (DA-units). The commercially important κ-carrageenan contains a 3,6-anhydro-D-galactopyranose (AnGalp) in place of α-D-galactopyranose, giving it gelling properties. The addition of a 2-O-sulfo group to the κ-carrageenan affords another commercially important carrageenan, L-carrageenan. Carrageenan classification is based on number, position of sulfo groups and presence of 3,6anhydro-D-galactopyranose (AnGalp) in place of α-D-galactopyranose (Nomenclature given in Knutsen et al.1994. Botanica marina, 37, 163-169). POSSIBLE BIOMASS SOURCES Chondrus crispus Agardhiella tenera ACTIVITIES AND USES In the food industry field, carageenan are thickening suspending, gelling and stabilizing agents (Food additive with E number 407). Antiviral (HSV, HIV), Antitumor activities. Cosmetics (anti-oxydant activity, antihyperlipidemic). Carrageenans have shown plant health activities. κ-carrageenans have shown immunomodulation and antitumor activities (H. Yuan et al. 2006/ Cancer Letters 243; 228–234). Æ Recommended paper: V.L. Campo et al. / Carbohydrate Polymers 77 (2009) 167–180 56 www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 54 13/06/12 8:01:27 OligoTech® Galactan Carrageenan Extraction from biomass GAL200 Kappa-Carrageenan polysaccharides Kappa (κ) group containing polysaccharides which residues are C4-sulfated β-D-galactopyranosyl. B unit contains 3,6 anhydo bridge. [1114-20-8] O O OSO 3- OH O O OH O O OH On request GAL300 Lambda-Carrageenan polysaccharides Lambda (O) Group containing polysaccharides which residues are C2 sulfated β-D-galactopyranosyl. OH [9064-57-7] OH O OSO3- O OH O - O3SO O O OSO3- On request GAL400 Iota-Carrageenan polysaccharides Iota (L) Group containing polysaccharides which residues are C4 sulfated E-D-galactopyranosyl. G4S-DA2S [9062-07-1] O O OSO3- OH O O - O3SO O O OH On request www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 55 57 13/06/12 8:01:27 OligoTech® Galactan Agar Extraction from biomass STRUCTURAL DESCRIPTION Agar is extracted from red seaweed (mainly from Gelidium and Gracilaria genera) and is used in many foods as a gelling agent. Agar is a polymer of agarobiose, a disaccharide composed of D-galactose and 3,6-anhydro-L-galactose. POSSIBLE BIOMASS SOURCES Gracilaria sp. ACTIVITIES AND USES Highly refined agarose is an industrially important high value material and is extensively used in biotechnology and molecular biology applications (used as a medium for culturing bacteria, cellular tissues, and for DNA fingerprinting). In the food industry field, Agarose is widely used as stabilizer, gelling agent and thickener (E number E406). Laxative properties and stabilizer of pharmaceutical products. GAL500 Agar polysaccharides Polysaccharide extracted from red seaweed Gracilaria composed of β-D-Galactose and 3,6 anhydro-Lgalactose disaccharide repeating units OH O OH 58 CH2 O O OH [9002-18-0] O O OH On request www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 56 13/06/12 8:01:27 OligoTech® Mannan Extraction from biomass Mannan Xylomannan Galactomannan Glucomannan Galactoglucomannan www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 57 59 13/06/12 8:01:27 OligoTech® Mannan Mannan Extraction from biomass STRUCTURAL DESCRIPTION Mannan that consists of β(1-4)-mannosyl residues is abundant in nature, and is obtained as a pure homopolymer from the endosperm of the monocotyledonous (e.g. Arecaceae family), such as ivory nuts (Phytelephas sp.), dates (Phoenix dactylifera), as well as from the cell walls of several green algae belonging to the Codiaceae and Dasycladaceae families. It is also distributed within some species from Apiaceae, Rubiaceae (Coffea sp.) and Asteraceae. Mannan is found to be a major constituent of Mycobacteriae and yeast cell wall representing principal surface antigen, with species-specific structure and composition. Saccharomyces cerevisiae mannan differs, for example from that of C. albicans by side chain structure as well as substitution frequency. Mannan is often compared to another abundant natural polymer, cellulose, because of the similarities in their chemical structures. POSSIBLE BIOMASS SOURCES Coffee beans Ivory nuts ACTIVITIES AND USES Mannans are known as important biological response modifiers, which can exhibit a remarkable range of immunopharmacological and therapeutic activities. Aloe species contain O-acetyl-β-D-(1-4) mannan, which have been reported to show antiviral and antiproliferative properties in vivo. Mannan from Aloe saponaria inhibits the proliferative response in normal and tumoral cells (C.L.O. Petkowicz et al., 2007. Carbohydrate Polymers, 69, 659–664). Æ Recommended paper: R. Hori et al., 2007. Carbohydrate Polymers, 70, 298–303. 60 www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 58 13/06/12 8:01:27 OligoTech® Mannan Mannan Extraction from biomass MAN800 Mannan polysaccharide (Ivory Nut or Tagua) β(1-4) linked D-mannopyranosyl residues extracted and purified from Ivory Nut (Tagua). [37251-487-1] Mannose content >90% O OH HO O OH HO O O HO O HO n 1 g, 10 g, 100 g MAN801 Acemannan polysaccharide (Aloe vera) β(1-4) linked D-mannopyranosyl residues partially O-acetylated extracted and purified from Aloe vera. 10 mg, 100 mg MAN810 Mannan oligosaccharides (cut-off<10kDa) β(1-4) linked D-mannose oligosaccharides prepared by mannan or galactomannan polysaccharide hydrolysis. Purified by 10 kDa cut-off ultrafiltration. Degree of polymerization (DP): generally observed from 2 to 24 O OH HO O HO OH HO O O O HO n n=1 to 12 10 mg, 100 mg, 1 g Please contact us for custom Manno-oligosaccharide length tailored to your need www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 59 61 13/06/12 8:01:27 OligoTech® Mannan Xylomannan Extraction from biomass STRUCTURAL DESCRIPTION The red seaweed Nothogenia fastigiata synthesizes a complex system of polysaccharides comprising neutral xylans of the β-D-(1-3), β-D-(1-4)-mixed linkage type, sulfated xylogalactans of the agaroid type and a family of sulfated xylomannans. These polysaccharides are α(1-3)-linked O-mannans with position 2- and 6-sulfated. The main mannose backbone has β-D-(1-2)-linked O-xylose side chains. POSSIBLE BIOMASS SOURCES Nothogenia fastigiata ACTIVITIES AND USES Antiviral activity, Herpes simplex virus type 1 and 2 in vitro activity: inhibits replication of Herpes simplex (HVS) 1 and 2, human cyclomegalovirus (HCLV), respiratory syncytial virus (RSV), Influenza A & B, Junin virus, Tacaribe, Simian virus (P. Mandal et al., 2008. Phytochem., vol. 69, 2193–2199). Xylomannan is a newly discovered antifreeze molecule, found in the freeze-tolerant Alaskan beetle Upis ceramboides (Walters KR Jr et al., 2009. PNAS; 106 (48):20210-5). MAN100 Sulfated Xylomannan polysaccharides Sulfated α(1-3) linked Mannose Polymers + Branched β(1-2)-Xylose Mannopyranosyl residues: C2 and C4 sulfated. HO HO HO OSO3HO O OH O HO O HO O OSO3O OH O HO O O O On request 62 www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 60 13/06/12 8:01:28 OligoTech® Mannan Galactomannan Extraction from biomass STRUCTURAL DESCRIPTION Among storage polysaccharides of higher plants, galactomannans constitute the second most abundant group. They are found especially in legume seeds, and have different degrees of side-chain substitution, molecular masses, and fine structures. Their structure consists of a main chain of (1-4)-linked β-D-mannopyranosyl units substituted by α-D-galactopyranosyl units and are distinguished by the content of D-mannopyranosyl units which ranges from 60 to 80%. Galactomannans can also be found in Fungus species such as Aspergillus. Their related structure consists of a linear α-linked mannan core with side chains of an average of five β(1-5) linked galactofuranosyl residues. POSSIBLE BIOMASS SOURCES Galactomannan mainly found in leguminous seeds: x x x x Fenugreek Gum, mannose:galactose Ratio~1:1 Guar Gum, mannose:galactose Ratio~2:1 – E412 Tara Gum, mannose:galactose Ratio~3:1 – E417 Carob Gum, mannose:galactose Ratio ~4:1 – E410 Fenugreek Carob Guar ACTIVITIES AND USES Galactomannans are polysaccharides widely used as emulsion stabilizers in the pharmaceutical and food industries (monitoring the viscosity of the water phase) which are mainly obtained from endosperm of leguminous seeds. Given their low toxicity, they are also used in the cosmetic and biomedical industries, either alone or conjugated to antimumoral drugs. Guar and Locust Bean Gum (LBG) are commonly used in ice cream to improve texture and reduce ice cream meltdown. Tara is seeing growing acceptability as a food ingredient but is still used to a much lesser extent than guar or LBG. Guar has the highest usage in foods. Lubricants to improve eye comfort. This polysaccharides from Caesalpinia spinosa also revealed immunoregulatory activities in human DCs and could be possibly used as antitumoral adjuvant. Æ Recommended paper : S.P. Santander et al., International Immunopharmacology 11 (2011) 652–660. www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 61 63 13/06/12 8:01:28 OligoTech® Mannan Extraction from biomass MAN200 Galactomannan Galactomannan polysaccharides from Guar β(1-4) linked D-mannopyranosyl units substituted by α(1-6)-D-galactopyranosyl units. Ratio~2:1. Viscosimetry (1%, H2O):2400-3400 cps MAN201 [9000-30-0] 1 g, 10 g Galactomannan polysaccharides from Carob (locust bean gum) β(1-4) linked D-mannopyranosyl units substituted by α(1-6)-D-galactopyranosyl units. Ratio~4:1. Viscosimetry (1%, H2O):2500-3000 cps MAN202 [9000-40-2] 1 g, 10 g Galactomannan polysaccharides from Fenugreek β(1-4) linked D-mannopyranosyl units substituted by α(1-6)-D-galactopyranosyl units. Ratio~1:1. [9000-40-2] 100mg, 1 g, 10 g MAN213 Galactomannan oligosaccharides DP3 from Carob Mixture of β(1-4) linked D-mannose oligosaccharides Prepared by controlled hydrolysis from carob Average DP: 3. Average observed Man/Gal Ratio~ 4-7. 10 mg, 100 mg, 1 g MAN215 Galactomannan oligosaccharides DP5 from Carob Mixture of β(1-4) linked D-mannose oligosaccharides Prepared by controlled hydrolysis from carob Average DP: 5. Average observed Man/Gal Ratio~ 4-7. 10 mg, 100 mg, 1 g MAN219 Galactomannan oligosaccharides DP9 from Carob Mixture of β(1-4) linked D-mannose oligosaccharides Prepared by controlled hydrolysis from carob Average DP: 9. Average observed Man/Gal Ratio~ 4-7. 10 mg, 100 mg, 1 g 64 www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 62 13/06/12 8:01:28 OligoTech® Mannan Galactomannan Extraction from biomass MAN300 α-Digalactosyl mannopentaose Manβ1-4(Galα1-6)Manβ1-4(Galα1-6)Manβ1-4Manβ1-4Man OH OH OH OH O O HO HO OH OH HO O O OH HO O OH HO O O O HO HO OH HO O OHO OHO O HO O HO OH HO 10 mg, 100 mg MAN400 α-galactosyl Mannobiose & Mannotriose Manβ1-4(Galα1-6)Man + Manβ1-4Manβ1-4Man OH OH O HO OH O OH HO O HO OHO HO O HO OH OH OH HO O HO HO OH HO O OH O O O HO OH HO 10 mg, 100 mg MAN500 α-galactosyl Mannotriose Manβ1-4Manβ1-4(Galα1-6)Man OH OH O HO OH O HO HO OH HO O OH HO O O OHO O HO OH HO 10 mg, 100 mg www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 63 65 13/06/12 8:01:28 OligoTech® Mannan Extraction from biomass Glucomannan STRUCTURAL DESCRIPTION Glucomannan is a dietary fiber obtained from tubers of Amorphophallus konjac cultivated in Asia. Flour from the konjac tubers is used to make Japanese shirataki noodles which are very low in calories. The polysaccharide consists of glucose (G) and mannose (M) in a proportion of 5:8 joined by β(1-4) linkages. The basic polymeric repeating unit has the pattern: GGMMGMMMMMGGM. Short side chains of 11-16 monosaccharides occur at intervals of 50-60 units of the main chain attached by β(1-3) linkages. Also, acetate groups on carbon 6 occur at every 9-19 units of the main chain. Hydrolysis of the acetate groups favors the formation of intermolecular hydrogen bonds that are responsible for the gelling action. POSSIBLE BIOMASS SOURCES Glucomannan comprises 40% by dry weight of the roots or corm of the konjac plant. It is also a hemicellulose that is present in large amounts in the wood of conifers and in smaller amounts in the wood of dicotyledons. Konjac Conifers ACTIVITIES AND USES As a food additive, glucomannan is used as an emulsifier and thickener. It has E number E425(ii). Glucomannan is used as a hunger suppressant because it produces a feeling of fullness by creating very viscous solutions that retard absorption of the nutrients in food. One gram of this soluble polysaccharide can absorb up to 200 ml of water, so it is also used for absorbent articles such as disposable diapers and sanitary napkins. Glucomannan also makes up the majority of shirataki noodles. Glucomannans show health benefits for: constipation, cholesterol, diabetes, obesity (An et al., 2010. Carbohydrate Polymers). 66 www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 64 13/06/12 8:01:28 OligoTech® Mannan Glucomannan Extraction from biomass MAN600 Glucomannan polysaccharide from Konjac Portion (GGMM) of the glucomannan repeating unit randomly distributed. The second glucose has an acetate group. [37220-17-0] DA (acetylation %) generally observed <15%. M/G ratio ~ 1.5 DA and Mannose/glucose ratio performed by HPAEC and 1H NMR OH OAc OH O O O HO O HO HO O O OH OH OH OH O O HO O OH 1 g, 10 g MAN610 Glucomannan oligosaccharides (Cut-off<10kDa) Oligomers obtained from glucomannan polysaccharide hydrolysis and purified by 10kDa cut-off ultrafiltration. DA and Mannose/glucose ratio performed by HPAEC and 1H NMR O O HO O OH OH OAc OH O HO HO O O OH OH O HO OH O O OH n 10 mg, 100 mg, 1 g www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 65 67 13/06/12 8:01:28 OligoTech® Mannan Galactoglucomannan Extraction from biomass STRUCTURAL DESCRIPTION Galactoglucomannans are polysaccharides consisting of a mannose backbone with side groups. Main chain is composed of β(1-4) linked D-mannopyranosyl units interspersed with a lower number of β(1-4) linked D-glucopyranosyl units. Single (1-6)-linked α-galactopyranosyl units are found as side groups branched to the mannopyranosyl units. In softwood, the GGMs are O-acetylated at C-2 and C-3 of the mannosyl units. Their structures are numerous due to their ability to be acetylated and due to their wide distribution among higher plants (hemicellulose). They are soluble in alkali. POSSIBLE BIOMASS SOURCES Galactoglucomannans (i.e GGMs) are a large group of polysaccharides which are prominent components of coniferous woods (almost 20% of dry matter from softwoods are hemicellulosic galactoglucomannan). GGMs are also found in other wood species as well as in the primary cell walls of other plants, fruits, and seeds, such as flax, tobacco plants, or kiwifruit. Spruce (Picea abies) ACTIVITIES AND USES Plant Health Product acting on growth development 㻌 (Kollarova et al. 2009. Plant Science 177 324–330). Additives with immuno-potentiating and antioxidant properties in food products and pharmaceutical formulations. MAN700 Galactoglucomannan polysaccharide OH OH O HO OH OH OH R R O O O R R O ...O R O OH OH O O HO R OH O O O HO O... OH n R= -OAC or OH 68 n On request www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 66 13/06/12 8:01:28 OligoTech® Alginate Extraction from biomass www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 67 69 13/06/12 8:01:30 OligoTech® Algiinate Extraction from biomass STRUCTURAL DESCRIPTION Alginic acid (algin, alginate) is a polysaccharide that is abundant in the cell walls of brown algae. (Pheophyceae, mainly laminariales and fucales) and in specific bacteria (acetylated form). Chemically, it is a linear copolymer with homopolymeric blocks of (1-4)-linked β-Dmannuronate (M) and its C-5 epimer α-L-guluronate (G) residues, respectively, covalently linked together in different sequences or blocks. The monomers can appear in homopolymeric blocks of consecutive G-residues (G-blocks), consecutive M-residues (M-blocks), alternating M and G-residues (MG-blocks) or randomly organized blocks. OH - OOC O OH G O OH - OOC O OH - OOC G O OH G O HO HO O HOOC O OOC O OH O HO HOOC HO O O HOOC OH M OH - OH O HOOC O OH HOOC O O OH M M G OH O HO M OH O OH HOOC HO OH O HO M O OH - OOC O O HO O OH M G Chemical Structures of Alginate POSSIBLE BIOMASS SOURCES Fucus vesiculosus Laminaria japonica ACTIVITIES AND USES Alginates are widely used as waterproofing and fireproofing fabrics, as a gelling agent, for thickening drinks, ice cream and cosmetics, as a detoxifier that can absorb poisonous metals from the blood, as food additives (E number from E400 to E405), healthcare products (rheological properties)… Alginates also show health benefits as dermal fibroblast Modulators and antitumoral as well. Finally, the so called compounds are described as products intended for agriculture applications (Courtois, Current Opinion in Microbiology, 2009, 12:261–273). 70 www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 68 13/06/12 8:01:30 OligoTech® Alginate Extraction from biomass ALG100 Alginate polysaccharides (from Laminaria japonica) Sodium salt alginates extracted and purified from brown seaweed Laminaria japonica [9005-38-3] 1 g, 10 g, 100 g ALG101 Alginate polysaccharides (from Fucus vesiculosus) Sodium salt alginates extracted and purified from brown seaweed Fucus vesiculosus [9005-38-3] 1 g, 10 g, 100 g ALG102 Alginate polysaccharides (from Ascophyllum nodosum) Sodium salt alginates extracted and purified from brown seaweed Ascophyllum nodosum [9005-38-3] 1 g, 10 g, 100 g ALG103 Alginate polysaccharides (from Chorda filum) Sodium salt alginates extracted and purified from brown seaweed Chorda filum [9005-38-3] 1 g, 10 g, 100 g ALG104 Alginate polysaccharides (from Durvillaea antarctica) Sodium salt alginates extracted and purified from brown seaweed Durvillaea antarctica [9005-38-3] 1 g, 10 g, 100 g ALG105 Alginate polysaccharides Kit NEW Individually packaged Sodium salt alginates extracted and purified from 5 species of brown seaweeds Each proposed in 100 mg pack size www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 69 71 13/06/12 8:01:30 OligoTech® Algiinate Extraction from biomass ALG300 Guluronate oligosaccharides DP20 (sodium salt) Oligosaccharides prepared by α(1-4) linked L-guluronate block hydrolysis. Sodium salt. Average Degree of polymerization (DP):20. OH OH - OOC O OH O OH - G OOC O OH O n OH - OOC O OH M/G ratio<0.25 ALG310 O OH 100 mg, 1 g, 10 g Guluronate oligosaccharides DP10 (sodium salt) Oligosaccharides prepared by α(1-4) linked L-guluronate block hydrolysis. Sodium salt. Average Degree of polymerization (DP): 10. M/G ratio<0.25 ALG320 10 mg, 100 mg, 1 g Guluronate oligosaccharides DP5 (sodium salt) Oligosaccharides prepared by α(1-4) linked L-guluronate block hydrolysis. Sodium salt. Average Degree of polymerization (DP): 5. M/G ratio<0.25 ALG330 10 mg, 100 mg, 1 g Guluronate oligosaccharides DP3 (sodium salt) Oligosaccharides prepared by α(1-4) linked L-guluronate block hydrolysis. Sodium salt. Average Degree of polymerization (DP): 3. M/G ratio<0.30 10 mg, 100 mg, 1 g Please contact us for custom oligosaccharide length and grade tailored to your need Lower or higher M/G ratio can be obtained on demand 72 www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 70 13/06/12 8:01:30 OligoTech® Algiinate Extraction from biomass ALG500 Mannuronate oligosaccharides DP20 (sodium salt) Oligosaccharides prepared by β(1-4) linked D-mannuronate block hydrolysis. Sodium salt. Average Degree of polymerization (DP): 20. M - OOC O HO O - O OOC OH HO OH O HO O O O - OOC n OH M/G ratio>4 100 mg, 1 g, 10 g ALG510 Mannuronate oligosaccharides DP10 (sodium salt) Oligosaccharides prepared by β(1-4) linked D-mannuronate block hydrolysis. Sodium salt. Average Degree of polymerization (DP): 10. M/G ratio>4 ALG520 10 mg, 100 mg, 1 g Mannuronate oligosaccharides DP5 (sodium salt) Oligosaccharides prepared by β(1-4) linked D-mannuronate block hydrolysis. Sodium salt. Average Degree of polymerization (DP): 5. M/G ratio>4 ALG530 10 mg, 100 mg, 1 g Mannuronate oligosaccharides DP3 (sodium salt) Oligosaccharides prepared by β(1-4) linked D-mannuronate block hydrolysis. Sodium salt. Average Degree of polymerization (DP): 3. M/G ratio>4 10 mg, 100 mg, 1 g Please contact us for custom oligosaccharide length and grade tailored to your need Lower or higher M/G ratio can be obtained on demand www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 71 73 13/06/12 8:01:30 INTERIEUR Catalogue OligoTech 2012.pdf 72 13/06/12 8:01:31 OligoTech® Galacturronan / Apiogalacturonan Extraction from biomass www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 73 75 13/06/12 8:01:31 OligoTech® Galacturonan / Apiogalacturonan Extraction from biomass STRUCTURAL DESCRIPTION Pectic polysaccharides are a major part of the plant cell wall. They form a network independent from the hemicellulose/cellulose network and influence cell wall properties such as porosity or tensile strength. Pectins consist of three major structural elements: galacturonan, which is a linear chain of α(1-4)-linked D-galacturonic acids, rhamnogalacturonan I, which consists of a back bone of altering α-1,4-linked galacturonic acid and α(1-2)-linked rhamnose units and the complex rhamnogalacturonan II (RG II). RG II is a well-defined structural element of pectin. It is of low molecular weight. Its 12 different sugars are connected via 20 different linkages. Attached to a backbone of 8–10 galacturonic acid residues rhamnogalacturonan II contains four side chains with rare and therefore diagnostic sugars: 2-O-methyl fucose, 2-O-methyl xylose, apiose, 3-C-carboxy-5-deoxy-Lxylose (aceric acid), 3-deoxy-D-lyxo-2-heptulosaric acid (DHA), and 3-deoxy-D-manno-2octulosonic acid (KDO). Apiogalacturonans are present in the walls of some aquatic monocots including Lemna minor and Zostera marina. The backbone is mainly made of α(1-4) linked D-galacturonic acid substituted with single β-D-Apiose and β-D-Apiose-(1-5)-β-D-Apiose side chains at C2/C3 position. In the ramified region of the macromolecule, Arabinose, galactose, xylose and O-MeXylose are possible minor components of side chains. POSSIBLE BIOMASS SOURCES Apple Pectin Lemon Pectin Zostera marina (Apiogalacturonan) ACTIVITIES AND USES The main use for galacturonan (pectin) is as a gelling agent, thickening agent and stabilizer in food. They have shown prebiotic activities as dietary fibers, anti-angiogenic and immunomodulatory activities. Oligogalacturonides (OGA) prepared by homogalacturonan hydrolysis (either by chemical or enzymatic): x Induce reponse involved in plant defenses (B.L. Ridley et al., 2001. Phytochem., 57; 929– 967) x Have bifidogenic, prebiotic properties, inhibit the adherence of bacteria to epithelial cells, the initial and crucial stage of infection. (DP2-DP7) x Stimulate the apoptosis of colon cancer cells x Might implicate an additional mechanism of immunologic protection provided by human milk of the infants (Vos, A. P., Stahl, B., et al. 2007 Pediatric Allergy and Immuno., 18, 304312) Apiogalacturonan are used as ingredient intended for skin care. 76 www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 74 13/06/12 8:01:31 OligoTech® Galacturonan / Apiogalacturonan Extraction from biomass GAT100 Galacturonate polysaccharides LM from apple (sodium salt) Low methylated α(1-4) linked D-galacturonate extracted and purified from apple pectins. Sodium salt. Degree of esterification (DE)<5%. HO HO O O O OH - OOC O OH - OOC - OH O - OOC OOC OH O O O HO GAT101 [25990-10-7] O HO 1 g, 10 g, 100 g Galacturonate polysaccharides HM from apple (sodium salt) High methylated α(1-4) linked D-galacturonate extracted and purified from apple pectins. Degree of esterification (DE)>70%. HO HO O O O OH MeOOC O GAT102 O OH MeOOC - OOC OH MeOOC O O HO [9000-69-5] OH O O HO 1 g, 10 g, 100 g Galacturonate polysaccharides LM from citrus (sodium salt) Low methylated α(1-4) linked D-galacturonate extracted and purified from apple pectins. Sodium salt. Degree of esterification (DE)<5%. HO HO O O O OH - OOC O OH - OOC - OH O OOC - OOC OH O O HO GAT103 [9049-37-0] O O HO 1 g, 10 g, 100 g Galacturonate polysaccharides HM from citrus (sodium salt) High methylated α(1-4) linked D-galacturonate extracted and purified from citrus pectins. Sodium salt. Degree of esterification (DE)>65%. HO HO O O O MeOOC O HO OH [9046-40-6] - OOC OH MeOOC O O HO O OH MeOOC OH O O 1 g, 10 g, 100 g www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 75 77 13/06/12 8:01:34 OligoTech® Galacturonan / Apiogalacturonan Extraction from biomass GAT200 Apiogalacturonan polysaccharide (sodium salt) Apiogalacturonan polysaccharide is extracted and purified from Zostera marina. OH HO CH2OH HO O O HO O O O OH - - OOC O OOC - O O OOC - OOC OH O O O HO O O HO O O CH2OH HO HO GAT300 OH OH 10 mg, 100 mg, 1 g Rhamnogalacturonan polysaccharide from gombo (sodium salt) Acetylated and galactose branched Rhamnogalaturonate polysaccharide extracted and purified from Gombo or Okra (Abelmoschus esculentus). 10 mg, 100 mg, 1 g GAT110 Galacturonan oligosaccharide block (OGAs) α(1-4) linked D-galacturonate oligosaccharides with mixed DP prepared by low methylated galacturonate polysaccharide hydrolysis. Sodium salt. Average observed DP: 25 100 mg, 1 g, 10 g GAT111 Galacturonan oligosaccharides Mixture DP3/DP4 α(1-4) linked D-galacturonate oligosaccharides with mixed DP3/DP4 prepared by galacturonate polysaccharide hydrolysis. Sodium salt. HPAEC>99% galacturonic acid 10 mg, 100 mg, 1g GAT112 Galacturonan oligosaccharides Mixture DP7/DP8 α(1-4) linked D-galacturonate oligosaccharides with mixed DP7/DP8 prepared by galacturonate polysaccharide hydrolysis. Sodium salt. HPAEC>99% galacturonic acid 10 mg, 100 mg, 1g Please contact us for custom oligosaccharide length and grade tailored to your need 78 www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 76 13/06/12 8:01:34 OligoTech® Arabinan Extraction from biomass www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 77 79 13/06/12 8:01:34 OligoTech® Arabinan Extraction from biomass STRUCTURAL DESCRIPTION The L-arabinose-rich polysaccharides are named arabinans. So called polymers have a main structure of α(1-5)-linked L-arabinofuranose units, substituted at either O-2 or O-3 or at both of these positions. Arabinans are side chains of the complex rhamnogalacturonan I found in the hemicellulosic part of dicotyledonous cell walls also called pectins. Arabinans can also be found as a minor component of the mycobacterial cell walls. In this peculiar case, arabinan glycosidic linkages are α(1-3), α(1-5) and β(1-2) and branched the microbial galactan. POSSIBLE BIOMASS SOURCES Apple Pomace Olive pomace Sugar beet ACTIVITIES AND USES Arabinans were found to be immunobiological active compounds (F. Dourado et al., 2004. Carbohydrate Research 339; 2555–2566) and have hypoglycemic properties. Used as Prebiotic/dietary fibers. ARB105 Arabinan polysaccharides from Apple Linear Arabinan polysaccharide extracted and purified from apple pomace. The polysaccharide is an α(1-5) linked L-arabinose homopolymer. Arabinose content (HPAEC)>99% O O... OH O O OH OH ...O 80 OH n 1 g, 10 g, 100 g www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 78 13/06/12 8:01:34 OligoTech® Fructan Extraction from biomass www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 79 Inulin 81 13/06/12 8:01:37 OligoTech® Fructan Inulin Extraction from biomass STRUCTURAL DESCRIPTION Some plants store carbohydrates in the form of inulin as an alternative, or in addition, to starch. Inulins are composed of β(2-1) linked fructose units having a typical terminal glucose. Native inulin encompasses a family of linear structures varying in degree of polymerization (DP) from 3 to 60 (average DP=10). Oligofructose is obtained by partial hydrolysis of inulin and has a small DP ranging from 2 to 8 (average DP=4). Oligofructose nomenclature is given by the formula GFn (Glucose and Fructose number). POSSIBLE BIOMASS SOURCES Inulins are present in many vegetables and fruits, including onions, leeks, garlic, bananas, asparagus, chicory, and Jerusalem artichokes. Common chicory Jerusalem artichoke ACTIVITIES AND USES This polymer is a recognised source for the production of either ultra-high fructose or oligofructose syrups. Hence, Fructan are widely used in Agrofood industry. Inulin and oligofructose are used to replace fat or sugar and reduce the calories of foods like ice cream, dairy products, confections and baked goods Oligofructose (FOs) is a prebiotic, and its positive effect on human health has been widely acknowledged (e.g. osteoporosis). Oligofructose has approximately 30 to 50 percent of the sweetness of table sugar. Inulin is less soluble than oligofructose and has a smooth creamy texture that provides a fat-like mouthfeel. Æ Recommended papers: x x 82 Kaur et al., Applications of inulin and oligofructose in health and nutrition, Journal of Bioscience, 27 (2002), pp. 703–714. D. Bosscher et al., 2006. International Dairy Journal, 16, 1092–1097. www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 80 13/06/12 8:01:37 OligoTech® Fructan Inulin Extraction from biomass FRU100 Inulin from chicory roots Fruβ(2-1)-[Fruβ(2-1)]35-α(2-1)Glc. [9005-80-5] Inulin extracted and purified from chicory roots 1 g, 10 g, 100 g FRU110 Fructo-oligosaccharides mixture from Jerusalem artichoke (Cut-off< 10 kDa) Fructo-oligosaccharides prepared by inulin hydrolysis Purified by 10 kDa cut-off Ultrafiltration 100 mg, 1 g, 10 g FRU101 1-kestose (DP3) GF2 Fruβ(2-1)-Fruα(2-1)-Glc C18H32O16 FW 504.43 OH [470-69-9] O HO HO OH HOH2 C O O HO CH 2 OH HOH 2 C O O HO OH FRU102 CH 2OH 10 mg, 100 mg, 1 g Nystose (DP4) GF3 Fruβ(2-1)-Fruβ(2-1)-Fruα(2-1)-Glc C24H42O21 FW 666.57 [13133-07-8] 10 mg, 100 mg, 1 g FRU111 Fructo-oligosaccharide DP5 GF4 / Fructofuranosyl-Nystose Fruβ(2-1)-[Fruβ(2-1)]3-α(2-1)Glc C30H52O26 FW 828.71 10 mg, 100 mg, 1 g www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 81 83 13/06/12 8:01:40 OligoTech® FRU112 Fructo-oligosaccharide DP6 GF5 / 1-F-(1-β-fructofuranosyl)-2-nystose Fruβ(2-1)-[Fruβ(2-1)]4-α(2-1)Glc C36H62O31 FW 990.85 10 mg, 100 mg, 1 g FRU113 Fructo-oligosaccharide DP7 GF6 / 1-F-(1-β-fructofuranosyl)-3-nystose Fruβ(2-1)-[Fruβ(2-1)]5-α(2-1)Glc C42H72O36 FW 1152.99 10 mg, 100 mg, 1 g FRU114 Fructo-oligosaccharide DP8 GF7 Fruβ(2-1)-[Fruβ(2-1)]6-α(2-1)Glc C48H82O41 FW 1315.13 10 mg, 100 mg, 1 g FRU115 Fructo-oligosaccharide DP9 GF8 Fruβ(2-1)-[Fruβ(2-1)]7-α(2-1)Glc NEW C54H92O46 FW 1477.27 10 mg, 100 mg, 1 g FRU116 Fructo-oligosaccharide DP10 GF9 Fruβ(2-1)-[Fruβ(2-1)]8-α(2-1)Glc NEW C60H102O51 FW 1639.41 10 mg, 100 mg FRU117 Fructo-oligosaccharide DP11 GF10 Fruβ(2-1)-[Fruβ(2-1)]9-α(2-1)Glc NEW C66H112O56 FW 1801.55 10 mg, 100 mg FRU118 Fructo-oligosaccharide DP12 GF11 Fruβ(2-1)-[Fruβ(2-1)]10-α(2-1)Glc NEW C72H122O61 FW 1963.69 10 mg, 100 mg FRU130 Fructo-Oligosaccharides Kit Individually packaged Fructo-oligosaccharide kit from 1-kestose (DP2) to Fructo-oligo GF9 (DP10). NEW 84 Each proposed in 10 mg pack size www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 82 13/06/12 8:01:40 OligoTech® Spirulan Extraction from biomass www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 83 85 13/06/12 8:01:41 OligoTech® Spirulan Extraction from biomass STRUCTURAL DESCRIPTION Spirulan (mostly found in its calcium form) is an acidic sulfated polysaccharide extracted from Spirulina (Arthrospira platensis) which is a multicellular, filamentous cyanobacterium, belonging to a blue-green alga of Cyanobacteria. Spirulan is a sulfated polysaccharide which consists of two types of disaccharide repeating units, O-hexuronosylrhamnose (aldobiuronic acid) and O-rhamnosyl-3-O-methylrhamnose (acofriose) with sulfate groups substituting rhamnose and O-methyl rhamnose at respectively C2 and C4 position, other minor saccharides and sodium ions. POSSIBLE BIOMASS SOURCES Arthrospira platensis ACTIVITIES AND USES Spirulina contains much good-quality protein as well as carotenoids, vitamins, and minerals. It has received attention as a most promising and highly nutritious food source (dietary supplement). It has exhibited various biological activities such as lowering plasma cholesterol levels and blood pressure. Calcium Spirulan is a potent inhibitor of thrombin through heparin cofactor II (Y. Hayakawa et al., 1997.Biochimica et Biophysica Acta 1355; 241–247) and is thought to enhance antiviral and anti-coagulation effects (J.-B. Lee et al., 2007.Carbohydrate Polymers 69; 651–658). Æ Recommended paper: x J. Yasuhara-Bell, Y. Lu., 2010. Antiviral Research, 86, 231–240. SPR100 Spirulan polysaccharides Fine Grade Spirulan polysaccharides are extracted and purified from Arthrospira O... platensis. O HO O HOOC OR O O MeO O OH O R= -O-SO 3- O HO OR O HO ...O 86 HO O RO OR 10 mg, 100 mg, 1 g www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 84 13/06/12 8:01:41 OligoTech® Heteroglycan Extraction from biomass www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 85 87 13/06/12 8:01:41 OligoTech® Heteroglycan Extraction from biomass STRUCTURAL DESCRIPTION Caulerpa racemosa is green seaweed of great interest since it has been highlighted antiviral and biological activity evidences. Extracts from Caulerpa racemosa contain two major polysaccharides which are α(1-4) glucan and sulphated xyloarabinogalactan. POSSIBLE BIOMASS SOURCES Caulerpa racemosa ACTIVITIES AND USES Antiviral effects (Chattopadhyay et al., 2007. Carbohydrate Polymers, 68; 407–415). HGL100 Sulfated heteropolysaccharides native grade Sulfated heteropolysaccharides and beta glucan are extracted and purified from Caulerpa racemosa 100 mg, 1 g, 10 g HGL101 Sulfated heteropolysaccharides fine grade Sulfated heteropolysaccharides are extracted from Caulerpa racemosa and purified by Anion affinity. Low Glucan content. 10 mg, 100 mg, 1 g 88 www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 86 13/06/12 8:01:41 OligoTech® Glycan Oligosaccharides Production by bacterial fermentation www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 87 89 13/06/12 8:01:41 OligoTech® 90 www.elicityl-oligotech.com icityl-oligotech.com [email protected] - + 33 ((0) 0) 4 76 40 71 61 Contact us for bulk quantities - c [email protected] +33 INTERIEUR Catalogue OligoTech 2012.pdf 88 13/06/12 8:01:41 OligoTech® Glycan oligosaccharides Production by bacterial fermentation The offer x Elicityl’s OligoTech® encompasses a collection of almost 200 glycan-type bioactive oligosaccharides involved in key biological pathways (cell adhesion, immunological recognition, embryogenesis, oncogenesis, infection…). x The collection comprises a large diversity of bioactive oligosaccharides such as carbohydrate determinants of human blood groups (ABH, Lewis, P) and carbohydrate portions of the major glycosphingolipids (gangliosides, globosides). x These oligosaccharides have numerous potential applications in different fields as anticancer vaccines, anti-infective, anti-neurodegenerative, diagnosis or functional food. x Elicityl also provides Glycobricks®, functionalized oligosaccharides which could be used as elementary building blocks for click chemistry. x The products are available from the mg to the multi-gram scale. Production x Elicityl produces all OligoTech® oligosaccharides in its own laboratories. x Elicityl develops industrial methods of production based on oligosaccharide elaboration, purification and characterization. x Glycan-type bioactive oligosaccharides production is based on the “living factory process”, a unique patented technology consisting in bacterial fermentation of metabolically engineered strains. its expertise in Analysis and Quality Control x Elicityl develops standardized production processes in a QA/QC policy allowing reproducibility and traceability of production batches. x The products supplied are consistent with internal standards. They are analysed by adapted and efficient technologies such as HPLC, HPAEC, NMR & Mass spectrometries. www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 89 91 13/06/12 8:01:41 OligoTech® Glycan oligosaccharides Production by bacterial fermentation Something to know about our glycans x Our glycans are the carbohydrate moiety of complex Glycosphingolipids Our Glycans Phosphosphingolipids β1-3 β1- Ceramide GlcCer β1β1-4 β1-3 β1-3 β1-3 α2-3 α2-3 β1-3 Galactose α2-8 N-Acetyl Galactosamine α2-3 α2-3/6 α2-6 β1-6 α1-3 GalCer Isoglobo-Series α2-3 Globo-Series Neo-Lacto-Series Lacto-Series α2-8 Ganglio-Series Glucose N-Acetyl Glucosamine N-Acetyl Neuraminic Acid / Sialic Acid • Modified from the Consortium for Functional Glycomics • CFG nomenclature http://www.functionalglycomics.org/static/consortium/Nomenclature.shtml x Decrypting the Structure and Biosynthesis of Antigens : The main precursors Type 1 Type 2 Type 3 Type 4 Type 5 β3 β1-R β4 • Found in N- or O-glycoproteins • Found in Glycolipids of the Lacto-Series β1-R β3 α1-R • Only found in O-Glycans (Core 1 subtype) β1-R • Found in glycolipids of Globo-Series • Found in glycolipids of Ganglio-Series β1-R • Free lactose or lactosyl ceramide β3 β4 • Iso & Forssman antigens precursor 92 www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 90 13/06/12 8:01:42 OligoTech® Glycan oligosaccharides Core Structures Production by bacterial fermentation We offer a range of glycan from type 1, 2 & 4 core structures. Some of them, namely type 1 and 2 core structures are elementary building blocks for Human (HMO) and mammalian milk oligosaccharides (HMO). For more information please refer to our Human milk oligosaccharides (HMO) brochure. Core structures type 1 GLY009 Lacto-N-Biose Galβ1-3GlcNAc OH C14H25NO11 FW 383.35 [50787-09-2] OH OH O HO HO O OH O NHAc OH 5 mg, 25 mg, 100 mg, 1 g, 5 g GLY005 Core type 1 triaose Galβ1-3GlcNAcβ1-3Gal OH O HO HO OH O O O O OH NHAc OH GLY010 OH OH OH C20H35NO16 FW 545.48 OH 5 mg, 25 mg, 100 mg, 1 g, 5 g Lacto-N-tetraose LNT Galβ1-3GlcNAcβ1-3Galβ1-4Glc OH OH OH O HO OH HO C26H45NO21 FW 707.62 OH [14116-68-8] OH O O O O NHAc Human Milk Oligosaccharide Kunz et al., 2000. Ann Rev Nutr. 20, 699-722 OH OH OH HO O O OH 5 mg, 25 mg, 100 mg, 1 g, 5 g www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 91 93 13/06/12 8:01:43 OligoTech® GLY011 Lacto-N-Triaose LNT2 GlcNAcβ1-3Galβ1-4Glc OH OH C20H35NO16 FW 545.48 OH O HO HO OH HO O O NHAc [75645-27-1] OH O O OH OH 5 mg, 25 mg, 100 mg, 1 g, 5 g Core structures type 4 GLY126 Core type 4 Gb5 Triaose core structure Galβ1-3GalNAcβ1-3Gal OH OH OH C20H35NO16 FW 545.48 OH OH OH O O O O O HO OH OH NHAc OH 5 mg, 25 mg, 100 mg, 1 g, 5 g Core structures type 2 GLY008 N-Acetyl-D-Lactosamine LacNAc Galβ1-4GlcNAc OH C14H25NO11 FW 383.35 OH [32181-59-2] NHAc O HO O HO OH OH O OH 5 mg, 25 mg, 100 mg, 1 g, 5 g GLY006 Core type 2 triaose Galβ1-4GlcNAcβ1-3Gal OH OH O HO OH AcNH HO O OH OH O O O OH C20H35NO16 FW 545.48 OH OH 5 mg, 25 mg, 100 mg, 1 g, 5 g 94 www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 92 13/06/12 8:01:43 OligoTech® GLY021 Lacto-N-neotetraose LNnT / neo-LNT Galβ1-4GlcNAcβ1-3Galβ1-4Glc OH OH AcNH O HO O HO OH OH O O OH OH OH OH OH Human Milk Oligosaccharide Boehm et al., 2007 J Nutr Mar;137(3 Suppl 2):847S GLY022 [13007-32-4] O O HO O OH C26H45NO21 FW 707.62 5 mg, 25 mg, 100 mg, 1 g, 5 g Para-Lacto-N-neohexaose Para-LNnH Galβ1-4GlcNAcβ1-3Galβ1-4GlcNAcβ1-3Galβ1-4Glc C40H68N2O31 FW 1072.96 [64331-48-2] OH OH OH O HO OH AcNH HO O OH O O AcNH HO O O OH O OH O O HO O OH OH Human Milk Oligosaccharide Kunz et al., 2000. Ann Rev Nutr. 20, 699-722 GLY023 OH OH O OH OH OH 5 mg, 25 mg, 100 mg, 1 g, 5 g Lacto-N-neooctaose LNnO C54H91N3O41 FW 1438.29 Galβ1-4GlcNAcβ1-3Galβ1-4GlcNAcβ1-3Galβ1-4GlcNAcβ1-3Galβ1-4Glc OH OH OH AcNH O HO O HO OH O OH O HO O OH OH AcNH HO O O O HO OH Human Milk Oligosaccharide Kunz et al., 2000. Ann Rev Nutr. 20, 699-722 O OH AcNH HO O O OH OH OH O O OH O HO OH OH OH 5 mg, 25 mg, 100 mg, 1 g, 5 g www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 93 O 95 13/06/12 8:01:43 OligoTech® Glycan oligosaccharides Blood group and Lewis antigens Production by bacterial fermentation Product description Histo-Blood groups antigens also called HBGs (A, B, H) and related antigens are complex carbohydrates present on the surface of red blood cells and mucosal epithelium of the respiratory, genitourinary and digestive tracks. They are also present as free oligosaccharides in biologic fluids such as saliva, intestinal content, milk (HMO) and blood. x Secretor phenotype (Se): ABH antigens are expressed along the oro-gastrointestinal mucosal of individuals of positive secretor status. Se individuals express the Secretor-fucosyl transferase FUT2 producing the H antigen. x Non secretor phenotype (Se0): Individuals of non secretor phenotype lack the secretor-transferase and make shorter Lewisa antigen (Lea) x Bombay phenotype: Individuals lack fucosylated ABH antigens on erythrocytes in circulation (rare phenotype) due to mutation of FUT1 allele. Sialyl type 1/ 2 Refer to GLY084-1 & 84-2 αST FUT 3/4 α2-3 β3/4 Type 1/2 precursor FUT2 Secretor α2 α3/4 β3/4 H Type 1/2 β3/4 FUT3/4 Lewis Leb/y A or B enzymes SialylLewis Le a/x Non Secretor α2 α2 α3 β3/4 A Type 1/2 α2 β3/4 B Type 1/2 FUT3/4 FUT3/4 α3 α3 α3/4 β3/4 ALeb/y α2 α3 α3/4 β3/4 BLe b/y Further readings: x x x 96 Marionneau et al. 2001. ABH and Histo-blood Group antigens. Biochimie, 83; 565−573. Tan et al. Norovirus and its HBGA receptors: an answer to historical puzzle. Trends in microbiology, Vol.13 No.6 (2005) For more information please refer to our HBGA blood group systems brochure www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 94 13/06/12 8:01:43 OligoTech® Blood group H antigens (Blood group O) GLY030 Blood group H antigen disaccharide Fucα1-2Gal OH C12H22O10 FW 326.29 OH [16741-18-7] [24656-24-4] [146076-26-8] O OH HO O O OH 5 mg, 25 mg, 100 mg, 1 g, 5 g HO OH GLY031-1 Blood group H antigen triaose type 1 Fucα1-2Galβ1-3GlcNAc OH C20H35O15 FW 529.49 OH OH O HO HO O O OH NHAc O O OH 5 mg, 25 mg, 100 mg, 1 g, 5 g HO OH GLY031-2 Blood group H antigen triaose type 2 Fucα1-2Galβ1-4GlcNAc OH OH O HO C20H35O15 FW 529.49 AcNH HO O O OH O OH O OH HO GLY031-3 OH 5 mg, 25 mg, 100 mg, 1 g, 5 g Blood group H antigen triaose type 5 2’Fucosyllactose/ 2’FL Fucα1-2Galβ1-4Glc OH OH O HO O OH HO O C18H32O15 FW 488.43 OH [41263-94-9] O OH O OH HO OH Human Milk Oligosaccharide Kunz et al., 2000. Ann Rev Nutr. 20, 699-722 5 mg, 25 mg, 100 mg, 1 g, 5 g www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 95 97 13/06/12 8:01:46 OligoTech® GLY032-1 Blood group H antigen tetraose type 1 Fucα1-2Galβ1-3GlcNAcβ1-3Gal OH OH OH O HO HO C26H45NO20 FW 691.62 OH OH O O O O OH NHAc O OH O OH HO OH GLY032-2 5 mg, 25 mg, 100 mg, 1 g, 5 g Blood group H antigen tetraose type 2 Fucα1-2Galβ1-4GlcNAcβ1-3Gal OH OH C26H45NO20 FW 691.62 AcNH O HO O HO O OH OH O O O OH OH OH O OH HO OH 5 mg, 25 mg, 100 mg, 1 g, 5 g GLY127 Blood group H antigen tetraose type 4/ Globo H tetraose Fucα1-2Galβ1-3GalNAcβ1-3Gal OH OH OH O OH OH O O OH O O HO C26H45NO20 FW 691.62 OH O NHAc OH O OH HO OH 5 mg, 25 mg, 100 mg, 1 g, 5 g GLY033-1 Blood group H antigen pentaose type 1 Lacto-N-fucopentaose I (LNFP I) Fucα1-2Galβ1-3GlcNAcβ1-3Galβ1-4Glc OH OH OH OH O HO HO O OH O O O O C32H55NO25 FW 853.76 NHAc OH [7578-25-8] OH OH HO O O OH O OH HO OH Human Milk Oligosaccharide Kunz et al., 2000. Ann Rev Nutr. 20, 699-722 98 5 mg, 25 mg, 100 mg, 1 g, 5 g www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 96 13/06/12 8:01:46 OligoTech® GLY033-2 Blood group H antigen pentaose type 2 Lacto-N-neofucopentaose I (LnNFP I) Fucα1-2Galβ1-4GlcNAcβ1-3Galβ1-4Glc OH OH AcNH O HO O HO OH OH O O O C32H55NO25 FW 853.76 O OH OH O HO OH O OH OH O OH HO OH 5 mg, 25 mg, 100 mg, 1 g, 5 g Blood group A antigens GLY034 Blood group A antigen triaose GalNAcα1-3(Fucα1-2)Gal OH C20H35NO15 FW 529.49 OH [49777-13-1] O HO OH OH O AcHN O OH O O OH HO OH GLY035-1 5 mg, 25 mg, 100 mg, 1 g, 5 g Blood group A antigen tetraose type 1 GalNAcα1-3(Fucα1-2)Galβ1-3GlcNAc OH C28H48N2O20 FW 732.68 OH O HO OH AcHN OH OH O O HO O O OH NHAc O O OH HO GLY035-2 OH 5 mg, 25 mg, 100 mg, 1 g, 5 g Blood group A antigen tetraose type 2 GalNAcα1-3(Fucα1-2)Galβ1-4GlcNAc OH OH C28H48N2O20 FW 732.68 O OH OH HO AcHN O O O O HO OH AcHN HO O OH O OH OH 5 mg, 25 mg, 100 mg, 1 g, 5 g www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 97 99 13/06/12 8:01:47 OligoTech® GLY035-3 Blood group A antigen tetraose type 5 GalNAcα1-3(Fucα1-2)Galβ1-4Glc OH C26H45NO20 FW 691.62 OH [59957-92-5] O HO OH OH OH O AcHN HO O O OH O O OH O OH HO OH 5 mg, 25 mg, 100 mg, 1 g, 5 g Blood group A Lewisb antigen pentaose type 1 GLY035-4 GalNAcα1-3(Fucα1-2)Galβ1-3(Fucα1-4)GlcNAc OH OH OH C34H58N2O24 FW 878.82 OH HO O O HO OH OH OH O AcHN O O O O OH NHAc O O OH HO OH 5 mg, 25 mg, 100 mg, 1 g, 5 g Blood group A LewisY antigen pentaose type 2 GLY035-5 GalNAcα1-3(Fucα1-2)Galβ1-4(Fucα1-3)GlcNAc OH OH OH OH HO O HO O AcHN OH OH O AcHN O O O O OH O O OH OH HO OH GLY036-1 C34H58N2O24 FW 878.82 5 mg, 25 mg, 100 mg, 1 g, 5 g Blood group A antigen pentaose type 1 GalNAcα1-3(Fucα1-2)Galβ1-3GlcNAcβ1-3Gal OH C34H58N2O25 FW 894.82 [50624-46-9] OH O HO OH OH OH O AcHN O HO O OH O OH O O O NHAc OH OH O OH HO OH 100 5 mg, 25 mg, 100 mg, 1 g, 5 g www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 98 13/06/12 8:01:47 OligoTech® GLY036-2 Blood group A antigen pentaose type 2 GalNAcα1-3(Fucα1-2)Galβ1-4GlcNAcβ1-3Gal OH C34H58N2O25 FW 894.82 OH O OH HO OH AcNH O AcHN HO O O OH OH O O O O OH OH OH O OH OH HO GLY128 5 mg, 25 mg, 100 mg, 1 g, 5 g Blood group A antigen pentaose type 4 GalNAcα1-3(Fucα1-2)Galβ1-3GalNAcβ1-3Gal OH C34H58N2O25 FW 894.82 OH O HO OH OH OH OH OH OH O O AcHN O O O O O OH NHAc OH O OH OH HO 5 mg, 25 mg, 100 mg, 1 g, 5 g GLY037-1 Blood group A antigen hexaose type 1 GalNAcα1-3(Fucα1-2)Galβ1-3GlcNAcβ1-3Galβ1-4Glc OH C40H68N2O30 FW 1056.96 OH O HO OH OH OH O AcHN O HO OH OH O O O O NHAc O OH OH HO O OH O OH O OH HO OH GLY037-2 5 mg, 25 mg, 100 mg, 1 g, 5 g Blood group A antigen hexaose type 2 GalNAcα1-3(Fucα1-2)Galβ1-4GlcNAcβ1-3Galβ1-4Glc OH C40H68N2O30 FW 1056.96 OH O OH HO OH O AcHN O O AcHN HO O O OH OH OH O O OH OH O HO O OH OH O OH HO OH 5 mg, 25 mg, 100 mg, 1 g, 5 g www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 99 101 13/06/12 8:01:47 OligoTech® Blood group B antigens GLY038-1 Blood group B antigen tetraose type 1 Galα1-3(Fucα1-2)Galβ1-3GlcNAc OH C26H45NO20 FW 691.62 OH O OH HO OH OH O HO HO O O O OH NHAc O O OH 5 mg, 25 mg, 100 mg, 1 g, 5 g HO OH GLY038-2 Blood group B antigen tetraose type 2 Galα1-3(Fucα1-2)Galβ1-4GlcNAc OH C26H45NO20 FW 691.62 OH O OH HO OH OH AcNH O HO O O OH O O OH O OH 5 mg, 25 mg, 100 mg, 1 g, 5 g HO OH GLY038-3 Blood group B antigen tetraose type 5 Galα1-3(Fucα1-2)Galβ1-4Glc OH C24H42O20 FW 650.57 OH O OH HO OH OH O OH HO O O OH O O OH O OH HO GLY038-4 OH 5 mg, 25 mg, 100 mg, 1 g, 5 g Blood group B Lewisb antigen pentaose type 1 Galα1-3(Fucα1-2)Galβ1-3(Fucα1-4)GlcNAc OH OH OH C32H55NO24 FW 837.77 OH HO O O OH HO OH OH O HO O O O O O OH NHAc O OH HO 102 OH 5 mg, 25 mg, 100 mg, 1 g, 5 g www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 100 13/06/12 8:01:47 OligoTech® GLY038-5 Blood group B LewisY antigen pentaose type 2 Galα1-3(Fucα1-2)Galβ1-4(Fucα1-3)GlcNAc OH OH OH HO O OH HO OH OH C32H55NO24 FW 837.77 OH O AcNH O O OH O O O O OH O OH GLY039-1 5 mg, 25 mg, 100 mg, 1 g, 5 g OH HO Blood group B antigen pentaose type 1 Galα1-3(Fucα1-2)Galβ1-3GlcNAcβ1-3Gal OH C32H55NO25 FW 853.76 OH O HO OH HO OH OH O O HO OH O O O O OH NHAc O OH OH O OH HO OH 5 mg, 25 mg, 100 mg, 1 g, 5 g GLY039-2 Blood group B antigen pentaose type 2 Galα1-3(Fucα1-2)Galβ1-4GlcNAcβ1-3Gal OH C32H55NO25 FW 853.76 OH O OH HO OH OH O O O AcNH HO O OH OH O O O OH OH OH O OH HO OH 5 mg, 25 mg, 100 mg, 1 g, 5 g www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 101 103 13/06/12 8:01:47 OligoTech® GLY129 Blood group B antigen pentaose type 4 Galα1-3(Fucα1-2)Galβ1-3GalNAcβ1-3Gal OH C32H55NO25 FW 853.76 OH O OH HO OH OH OH OH OH OH O O O O O OH O O OH NHAc O OH HO OH GLY040-1 5 mg, 25 mg, 100 mg, 1 g, 5 g Blood group B antigen hexaose type 1 Galα1-3(Fucα1-2)Galβ1-3GlcNAcβ1-3Galβ1-4Glc OH C38H65NO30 FW 1015.90 OH O HO OH OH OH O HO O HO OH OH O OH O NHAc O OH HO O O O O OH OH O OH HO GLY040-2 OH 5 mg, 25 mg, 100 mg, 1 g, 5 g Blood group B antigen hexaose type 2 Galα1-3(Fucα1-2)Galβ1-4GlcNAcβ1-3Galβ1-4Glc OH C38H65NO30 FW 1015.90 OH O OH HO OH OH O O O AcNH HO O O O OH OH OH O OH OH O HO O OH OH O OH HO OH 5 mg, 25 mg, 100 mg, 1 g, 5 g 104 www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 102 13/06/12 8:01:48 OligoTech® Lewis antigens GLY049 LewisX (LeX) triaose SSEA-1 / CD15 Galβ1-4(Fucα1-3)GlcNAc C20H35NO15 FW 529.49 OH OH [71208-06-5] HO O OH OH AcNH O O O HO OH O OH GLY050 OH 5 mg, 25 mg, 100 mg, 1 g, 5 g LewisX (LeX) tetraose Galβ1-4(Fucα1-3)GlcNAcβ1-3Gal C26H45NO20 FW 691.62 OH OH HO O OH OH AcNH O HO O O OH O O OH GLY051 OH O OH OH OH 5 mg, 25 mg, 100 mg, 1 g, 5 g LewisX (LeX) hexaose Lacto-N-neodifucohexaose (LNnDFH) Galβ1-4(Fucα1-3)GlcNAcβ1-3Galβ1-4(Fucα1-3)Glc OH C38H65NO29 FW 999.90 OH HO O OH O OH AcNH O O HO OH O O O OH OH OH O OH O OH OH O OH O OH HO OH Human Milk Oligosaccharide Kunz et al., 2000. Ann Rev Nutr. 20, 699-722 Product provided for the following study : “Structural basis for the interaction between human milk oligosaccharide and the bacterial lectin PA-IIL of Pseudomonas aeruginosa” Perret S et al., 2005. Biochem J. Jul 15;389. 5 mg, 25 mg, 100 mg, 1 g, 5 g www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 103 105 13/06/12 8:01:48 OligoTech® GLY048 LewisY (LeY) tetraose Fucα1-2Galβ1-4(Fucα1-3)GlcNAc OH C26H45NO19 FW 675.63 OH [82993-43-9] HO O OH OH AcNH O O O HO OH O O OH O OH OH HO GLY052 5 mg, 25 mg, 100 mg, 1 g, 5 g LewisY (LeY) pentaose Fucα1-2Galβ1-4(Fucα1-3)GlcNAcβ1-3Gal OH C32H55NO24 FW 837.77 OH HO O OH OH OH AcNH O O O HO O OH O O O OH OH OH O OH HO GLY046 OH 5 mg, 25 mg, 100 mg, 1 g, 5 g Lewisa (Lea) triaose Galβ1-3(Fucα1-4)GlcNAc OH HO OH [56570-03-7] O OH OH O O HO O O OH NHAc OH GLY054 C20H35NO15 FW 529.49 OH 5 mg, 25 mg, 100 mg, 1 g, 5 g Lewisa (Lea) tetraose Galβ1-3(Fucα1-4)GlcNAcβ1-3Gal OH HO OH O OH OH O HO OH O C26H45NO20 FW 837.77 OH OH O O OH O O NHAc OH OH 5 mg, 25 mg, 100 mg, 1 g, 5 g 106 www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 104 13/06/12 8:01:48 OligoTech® GLY055 Lewisa (Lea) hexaose Lacto-N-difucohexaose II (LNDFH II) Galβ1-3(Fucα1-4)GlcNAcβ1-3Galβ1-4(Fucα1-3)Glc OH HO OH OH O OH OH O HO OH OH O O OH O O O NHAc O OH OH Human Milk Oligosaccharide Kunz et al., 2000. Ann Rev Nutr. 20, 699-722 GLY045 [62258-12-2] O OH O O OH OH OH HO C38H65NO29 FW 999.90 5 mg, 25 mg, 100 mg, 1 g, 5 g Lewisb (Leb) tetraose Fucα1-2Galβ1-3(Fucα1-4)GlcNAc OH HO OH C26H45NO19 FW 675.63 OH [80081-06-7] O OH OH O O HO O O OH NHAc O O OH OH HO GLY056 5 mg, 25 mg, 100 mg, 1 g, 5 g Lewisb (Leb) pentaose Fucα1-2Galβ1-3(Fucα1-4)GlcNAcβ1-3Gal OH HO OH O OH OH O O HO C32H55NO24 FW 837.77 OH OH OH O O O O OH NHAc O OH O OH HO OH Receptor of gastric pathogenic strain Becker DJ, Lowe JB. 2003. Glycobiology. Jul; 13(7): 41R53R GLY047 5 mg, 25 mg, 100 mg, 1 g, 5 g Sialyl LewisX (sLeX) tetraose Sodium salt Neu5Acα2-3Galβ1-4(Fucα1-3)GlcNAc OH C31H51N2O23Na FW 842.72 OH [98603-84-0] HO O HOOC OH HO O HO AcHN OH OH OH AcNH O O OH O O OH O OH 5 mg, 25 mg, 100 mg, 1 g, 5 g www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 105 107 13/06/12 8:01:48 OligoTech® GLY053 Sialyl LewisX (sLeX) pentaose Sodium salt Neu5Acα2-3Galβ1-4(Fucα1-3)GlcNAcβ1-3Gal OH C37H61N2O28Na FW 1004.86 OH HO O HOOC OH HO OH AcNH O O HO AcHN OH O O O OH OH Ligand of selectin-dependent leukocyte adhesion Berg EL et al,. 1991. J Biol Chem. 266(23):14869-72 Tumor-associated-antigen (TACA) Magnani JL. 1991. Glycobiology. Sep;1(4):318-20 GLY044 OH O O OH OH OH O OH 5 mg, 25 mg, 100 mg, 1 g, 5 g Sialyl Lewisa (sLea) tetraose Sodium salt Neu5Acα2-3Galβ1-3(Fucα1-4)GlcNAc OH C31H51N2O23Na FW 842.73 OH [92448-22-1] HO O HOOC OH HO O HO AcHN OH 108 OH OH OH O O OH O O OH O NHAc 5 mg, 25 mg, 100 mg, 1 g, 5 g www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 106 13/06/12 8:01:49 OligoTech® Glycan oligosaccharides Fucosylated oligosaccharides Production by bacterial fermentation Lacto-Series GLY060 3 Fucosyllactose 3-FL Galβ1-4(Fucα1-3)Glc OH C18H32O15 FW 488.43 OH [41312-47-4] HO Human Milk Oligosaccharide Kunz et al., 2000. Ann Rev Nutr. 20, 699-722. O OH OH OH O HO Product provided for the following study : “Structural basis for the interaction between human milk oligosaccharide and the bacterial lectin PA-IIL of Pseudomonas aeruginosa” Perret S et al., 2005. Biochem J. Jul 15;389 OH O O O OH OH 5 mg, 25 mg, 100 mg, 1 g, 5 g GLY066 Lactodifucotetraose Difucosyllactose / DF-L Fucα1-2Galβ1-4(Fucα1-3)Glc OH HO OH C24H42O19 FW 634.57 OH [20768-11-0] Human Milk Oligosaccharide Kunz et al., 2000. Ann Rev Nutr. 20, 699722. O OH OH O OH O O HO O O OH O OH 5 mg, 25 mg, 100 mg, 1 g, 5 g HO OH GLY063 3’Sialyl-3Fucosyllactose F-SL Sodium salt Neu5Acα2-3Galβ1-4(Fucα1-3)Glc OH C29H48NO23Na FW 801.67 OH HO O HOOC OH HO O HO AcHN OH OH OH OH O O OH Human Milk Oligosaccharide Kunz et al., 2000. Ann Rev Nutr. 20, 699-722. OH O O O OH 5 mg, 25 mg, 100 mg, 1 g, 5 g www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 107 109 13/06/12 8:01:49 OligoTech® GLY061 Lacto-N-neofucopentaose LNnFP-V/LNFP VI Galβ1-4GlcNAcβ1-3Galβ1-4(Fucα1-3)Glc OH OH AcNH O HO HO O OH OH O O OH OH OH OH OH O Human milk oligosaccharide Kunz et al., 2000. Ann Rev Nutr. 20, 699OH 722. Rosenstein et al., 1992. Infect. Immun. 60:5078-5084. O O O O OH C32H55NO25 FW 853.76 Product provided for the following study : Perret S et al., 2005. Biochem J. Jul 15;389. OH HO 5 mg, 25 mg, 100 mg, 1 g, 5 g GLY062 Lacto-N-fucopentaose V LNFP V Galβ1-3GlcNAcβ1-3Galβ1-4(Fucα1-3)Glc OH OH HO OH OH OH OH O HO HO OH O NHAc OH OH O O O O [60254-64-0] O OH O C32H55NO25 FW 853.76 OH O OH Human Milk Oligosaccharide Kunz et al., 2000. Ann Rev Nutr. 20, 699-722. 5 mg, 25 mg, 100 mg, 1 g, 5 g “3-Fucosyllactose core” Oligosaccharides GLY064 α1-3Galactosyl-3Fucosyllactose Galα1-3Galβ1-4(Fucα1-3)Glc OH OH C24H42O20 FW 650.57 OH HO OH O O OH HO HO OH OH O O OH OH O O O OH 5 mg, 25 mg, 100 mg, 1 g, 5 g 110 www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 108 13/06/12 8:01:49 OligoTech® GLY065 α1-4Gal-3Fucosyllactose Galα1-4Galβ1-4(Fucα1-3)Glc OH C24H42O20 FW 650.57 OH O OH HO HO OH O HO OH O OH O OH O O HO O OH OH 5 mg, 25 mg, 100 mg, 1 g, 5 g GLY067 3-Fucosylated Blood group A tetraose GalNAcα1-3(Fucα1-2)Galβ1-4(Fucα1-3)Glc OH OH OH C32H55NO24 FW 837.77 OH HO O O OH HO OH OH O AcHN O O OH O O O OH O OH HO OH GLY068 5 mg, 25 mg, 100 mg, 1 g, 5 g 3-Fucosylated Blood group B tetraose Galα1-3(Fucα1-2)Galβ1-4(Fucα1-3)Glc OH OH OH C30H52O24 FW 796.71 OH HO O O OH HO OH OH O OH O O O O OH O OH O OH HO OH 5 mg, 25 mg, 100 mg, 1 g, 5 g www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 109 111 13/06/12 8:01:49 OligoTech® Glycan oligosaccharides Galα-3Gal oligosaccharides Production by bacterial fermentation Xeno and Galili antigens are major antigens responsible for the hyperacute rejection and identified as α-galactosyl epitopes. The first one identified was the Linear-B trisaccharide (Galili et al. 1985, 1987) namely Galα1-3Galβ1-4GlcNAc. α-Gal epitopes are abundantly expressed on cells of non-primate mammals and new world monkeys whereas humans, apes and old world monkeys lack this epitope but produce against it large amounts of antibodies anti-Gal. This interaction between them is of major clinical significance causing rejection of pig organ transplants in human and monkeys (Zhao Chun chen et al., Glycobiology,vol.11, 2001). Further Reading(s): Caroline Gebus et al. Carbohydrate research, 2012. Galili & Xeno antigens GLY074-1 Xeno antigen type 1 Galα1-3Galβ1-3GlcNAc OH C20H35NO16 FW 545.48 OH O HO OH OH OH OH O O HO O OH O OH GLY074-2 5 mg, 25 mg, 100 mg, 1 g, 5 g NHAc Xeno antigen type 2 Galili antigen triaose/Galα-3 epitope/Linear B-2 trisaccharide Galα1-3Galβ1-4GlcNAc OH C20H35NO16 FW 545.48 OH O OH HO OH OH NHAc O OH HO O O O OH OH Major porcine antigen responsible for xenograft rejection. Sarkar et al., Carbohydrate Research. 1992. 233 245-50. Ligand for Bovine Norovirus Newbury2 Expected to Prevent Cross-Species Transmission. Zakhour M, et al. (2009) PLoS Pathog 5(7): e1000504. GLY071 5 mg, 25 mg, 100 mg, 1 g, 5 g Galili antigen pentaose Galα1-3Galβ1-4GlcNAcβ1-3Galβ1-4Glc OH C32H55NO26 FW 869.76 OH O HO OH OH OH O O OH AcNH HO O O OH OH OH O O OH OH O HO O OH OH 5 mg, 25 mg, 100 mg, 1 g, 5 g 112 www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 110 13/06/12 8:01:50 OligoTech® GLY077 Galili antigen heptaose Galα1-3[Galβ1-4GlcNAcβ1-3]2Galβ1-4Glc OH C46H78N2O36 FW 1235.09 OH O HO OH OH OH AcNH O HO O O O OH O OH O O HO OH OH OH OH 5 mg, 25 mg, 100 mg, 1 g, 5 g 2 GLY078 OH OH O Galili antigen nonaose Galα1-3[Galβ1-4GlcNAcβ1-3]3Galβ1-4Glc OH C60H101N3O46 FW 1600.42 OH O HO OH OH OH AcNH O HO O O O OH O HO O OH OH OH O OH OH 5 mg, 25 mg, 100 mg, 1 g, 5 g 3 GLY079 OH OH O Galili antigen undecaose Galα1-3[Galβ1-4GlcNAcβ1-3]4Galβ1-4Glc OH C74H124N4O56 FW 1964.76 OH O HO OH OH OH AcNH O HO O O O OH O OH OH OH O HO O OH OH 5 mg, 25 mg, 100 mg, 1 g, 5 g 4 GLY075 OH OH O Xeno lewisX / α-Gal-LewisX Galα1-3Galβ1-4(Fucα1-3)GlcNAc OH OH OH OH HO O OH HO OH C26H45NO20 FW 691.62 O OH NHAc O O O OH O O OH OH 5 mg, 25 mg, 100 mg, 1 g, 5 g Xeno Lewisa / α-Gal-Lewisa GLY076 Galα1-3Galβ1-3(Fucα1-4)GlcNAc OH OH OH HO O HO OH OH C26H45NO20 FW 691.62 OH O OH OH O O O O O OH OH NHAc 5 mg, 25 mg, 100 mg, 1 g, 5 g www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 111 113 13/06/12 8:01:50 OligoTech® Isoglobo-Series GLY070 Isoglobotriaose iGb3/ linear B-6 trisaccharide Galα1-3Galβ1-4Glc OH C18H32O16 FW 504.43 OH [56038-36-9] O OH HO OH OH O OH OH HO O O O OH GLY072 OH 5 mg, 25 mg, 100 mg, 1 g, 5 g Isoglobotetraose iGb4 / Cytolipin R GalNAcβ1-3Galα1-3Galβ1-4Glc OH OH OH C26H45NO21 FW 707.62 OH O [75645-26-0] O HO OH O NHAc OH OH OH O OH HO O O OH O OH 5 mg, 25 mg, 100 mg, 1 g, 5 g GLY073 Isoglobopentaose / iGb5 Galβ1-3GalNAcβ1-3Galα1-3Galβ1-4Glc OH OH OH O OH OH O O HO O OH O NHAc OH C32H55NO26 FW 869.76 OH OH OH O O OH OH HO O OH O OH 5 mg, 25 mg, 100 mg, 1 g, 5 g GLY134 Isoforssman antigen pentaose GalNAcα1-3GalNAcβ1-3Galα1-3Galβ1-4Glc OH C34H58N2O26 FW 910.82 OH O OH HO NHAc O OH OH O OH O O NHAc OH OH O OH O OH OH HO O OH O OH 5 mg, 25 mg, 100 mg, 1 g, 5 g 114 www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 112 13/06/12 8:01:50 OligoTech® Glycan oligosaccharides Sialylated oligosaccharides Production by bacterial fermentation Type 1 GLY084-1 Sialylated triaose type 1 Sialyl Lea precursor Sodium salt Neu5Acα2-3Galβ1-3GlcNAc C25H41N2O19Na FW 696.58 HOOC OH HO OH OH OH O O HO AcHN HO O OH O OH O NHAc OH 5 mg, 25 mg, 100 mg, 1 g, 5 g GLY080 Sialylated tetraose type 1 Sodium salt Neu5Acα2-3Galβ1-3GlcNAcβ1-3Gal HOOC OH HO OH HO O OH GLY085-1 OH OH O O HO AcHN C31H51N2O24Na FW 858.72 OH OH O O O O OH NHAc OH OH 5 mg, 25 mg, 100 mg, 1 g, 5 g Disialylated tetraose type 1 Sodium salt NeuAcα2-8Neu5Acα2-3Galβ1-3GlcNAc C36H57N3O27Na2 FW 1009.81 HOOC OH HO O HO AcHN OH HOOC O OH HO O O OH GLY086-1 OH OH O HO AcHN HO O O OH NHAc OH 5 mg, 25 mg, 100 mg, 1 g, 5 g Trisialylated pentaose type 1 Sodium salt NeuAcα2-8NeuAcα2-8Neu5Acα2-3Galβ1-3GlcNAc C47H73N4O35Na3 FW 1323.05 HOOC OH HO O HO AcHN OH O HO HO AcHN HOOC O OH HO HOOC O OH HO AcHN OH OH O O O OH OH HO O OH O NHAc 5 mg, 25 mg, 100 mg, 1 g, 5 g www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 113 115 13/06/12 8:01:50 OligoTech® GLY081 LS-Tetrasaccharide a (LSTa) Sialyl-lacto-N-tetraose a Sodium salt Neu5Acα2-3Galβ1-3GlcNAcβ1-3Galβ1-4Glc C37H61N2O29Na FW 1020.86 [64003-58-5] HOOC OH HO OH OH OH O O HO AcHN OH O OH HO O O OH O NHAc OH OH HO O O O OH Human milk oligosaccharide Kunz et al., 2000. Ann Rev Nutr. 20, 699-722 GLY172 OH OH 5 mg, 25 mg, 100 mg, 1 g, 5 g Disialylated pentaose type 1 Sodium salt NeuAcα2-8Neu5Acα2-3Galβ1-3GlcNAcβ1-3Gal HOOC OH HO HO AcHN C42H67N3O32Na2 FW 1171.95 O OHHO HOOC O O HO AcHN OH O O HO OH O O O O OH OH OH OH OH OH NHAc OH 5 mg, 25 mg, 100 mg, 1 g, 5 g Type 2 GLY084-2 Sialylated triaose type 2 3’-α-sialyl-N-Acetyl-Lactosamine/ Sialyl Le Sodium salt x precursor Neu5Acα2-3Galβ1-4GlcNAc HOOC OH HO OH C25H41N2O19Na FW 696.58 OH O O HO AcHN O OH OH [81693-22-3] NHAc HO O OH O OH 5 mg, 25 mg, 100 mg, 1 g, 5 g GLY082 Sialylated tetraose type 2 Sodium salt Neu5Acα2-3Galβ1-4GlcNAcβ1-3Gal HOOC OH HO O HO AcHN OH OH C31H51N2O24Na FW 858.72 OH O O OH AcNH OH O HO O OH O O OH OH OH 5 mg, 25 mg, 100 mg, 1 g, 5 g 116 www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 114 13/06/12 8:01:51 OligoTech® GLY085-2 Disialylated tetraose type 2 Sodium salt NeuAcα2-8Neu5Acα2-3Galβ1-4GlcNAc C36H57N3O27Na2 FW 1009.81 HOOC OH HO O HO AcHN OH HOOC O HO OH OH NHAc O O HO AcHN HO O O OH O OH OH OH 5 mg, 25 mg, 100 mg, 1 g, 5 g GLY086-2 Trisialylated pentaose type 2 Sodium salt NeuAcα2-8NeuAcα2-8Neu5Acα2-3Galβ1-4GlcNAc C47H73N4O35Na3 FW 1323.05 HOOC OH HO O HO AcHN OH HOOC O HO O HO AcHN HOOC O OH HO OH OH NHAc O O HO AcHN HO O O OH OH OH O OH 5 mg, 25 mg, 100 mg, 1 g, 5 g GLY083 LS-Tetrasaccharide d (LSTd) Sialyl-lacto-N-tetraose d Sodium salt Neu5Acα2-3Galβ1-4GlcNAcβ1-3Galβ1-4Glc C37H61N2O29Na FW 1020.86 [100789-83-1] OH HOOC OH HO OH O O HO AcHN OH OH O OH O HO O NHAc OH OH O O HO OH O OH O OH OH 5 mg, 25 mg, 100 mg, 1 g, 5 g www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 115 117 13/06/12 8:01:51 OligoTech® Glycan oligosaccharides Ganglioside sugars (Ganglio-Series) Production by bacterial fermentation Product description Gangliosides are complex glycosphingolipids (abbreviated GSL and also called glycolipids) that contain a sialic acid. They are buildings blocks of cell membrane of vertebrates and play key roles in cell to cell and cell to extracellular matrix communication (receptors for toxin, hormone, virus…) As part of tumor pathogenesis, these molecules are proposed as vaccine targets. Ganglioside sugar Nomenclature: x G stands for Ganglioside x M, D, T & Q stands for mono, di, tri, quadri number of sialic acids x 1, 2 3 as the order of distance migration in thin layer chromatography GQ3 α8 α8 α3 β4 c-series Gangliosides GT2 GT1c GQ1c GD2 GD1b GT1b GT3 α8 α3 β4 b-series Gangliosides GD3 α3 β4 a-series Gangliosides GM3 β4 GM2 GM1a GD1a GT1a β3 β4 β4 β4 β4 GM1b GD1c Modified from Essentials of Glycobiology 2nd Edition GlcCer LacCer x x x 118 GA2 GA1 Varki A, Cummings RD, Esko JD, et al., editors. Cold Spring Harbor (NY): Cold Spring Harbor Laboratory Press; 2009. Further readings: J. Heimburg-Molinaro et al., Vaccine 29 (2011) 8802-8826. S. Hakomori. Biochimica etBiophysica Acta 1780 (2008) 325-346. For more information please refer to our Tumor-associated carbohydrate antigens (TACA) brochure www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 116 13/06/12 8:01:51 OligoTech® GLY090 GM3 Ganglioside sugar 3'Sialyllactose Sodium salt Neu5Acα2-3Galβ1-4Glc HOOC OH HO OH OH OH O O HO AcHN HO O O [35890-38-1] OH O OH OH C23H38NO19Na FW 655.53 OH Human Milk Oligosaccharide Kunz et al., 2000. Ann Rev Nutr 20, 699-722 Product provided for the following study: “Chemoenzymatic synthesis of GM3 and GM2 gangliosides containing a truncated ceramide functionalized for glycoconjugate synthesis and solid phase applications”. Jacques S et al,. 2006. Org Biomol Chem. 2006 Jan 7;4(1):142-54 GLY091 100 mg, 1 g, 5 g GD3 Ganglioside sugar Disialyl lactose / DS-L Sodium salt Neu5Acα2-8Neu5Acα2-3Galβ1-4Glc HO HO AcHN C34H54N2O27Na2 FW 968.76 HOOC OH O HOOC O OH HO OH OH OH O O HO AcHN HO O O OH OH OH Tumor-associated carbohydrate antigen (TACA) Birkle S et al. 2003. Biochimie. 85(3-4): 455-63 Bovine Milk & Colostrum P. K. Gopal et al. British Journal of Nutrition (2000), 84, Suppl 1, S69-S74 GLY092 OH O 5 mg, 25 mg, 100 mg, 1 g, 5 g GT3 Ganglioside sugar Trisialyl lactose Sodium salt Neu5Acα2-8Neu5Acβ2-8Neu5Acα2-3Galβ1-4Glc C45H70N3O35Na3 FW 1282.00 HOOC OH HO O HO AcHN OH HOOC O HO HO AcHN O HOOC O OHHO OH OH OH O O HO AcHN HO O O OH OH OH O OH 5 mg, 25 mg, 100 mg, 1 g, 5 g GLY105 GQ3 Ganglioside sugar Quadrisialyl lactose Sodium salt C56H86N4O43Na4 FW 1595.23 Neu5Acα2-8Neu5Acα2-8Neu5Acβ2-8Neu5Acα2-3Galβ1-4Glc OH HO HO AcHN HOOC O OH HO HOOC O O HO AcHN OH HOOC O HO O HO AcHN OH HOOC O HO O HO AcHN OH OH OH O O OH OH HO O OH O OH 5 mg, 25 mg, 100 mg, 1 g, 5 g www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 117 119 13/06/12 8:01:54 OligoTech® GLY093 GM2 Ganglioside sugar Sodium salt GalNAcβ1-4(Neu5Acα2-3)Galβ1-4Glc C31H51N2O24Na FW 858.72 HO NHAc HO OH O HOOC OH O OH HO HO AcHN OH O O OH HO O O O OH OH OH Tumor-associated carbohydrate antigen (TACA) Birkle S et al. 2003. Biochimie. 85(3-4): 455-63 GLY094 5 mg, 25 mg, 100 mg, 1 g, 5 g GD2 Ganglioside sugar Sodium salt GalNAcβ1-4(Neu5Acα2-8Neu5Acα2-3)Galβ1-4Glc C42H67N3O32 Na2 FW 1171.95 HO NHAc HOOC OH HO HO O HO AcHN OH O HOOC O HO OH OH OH O O HO AcHN O OH OH OH HO O O O OH 5 mg, 25 mg, 100 mg, 1 g, 5 g GLY095 GT2 Ganglioside sugar Sodium salt C53H83N4O40 Na3 FW 1485.19 GalNAcβ1-4(Neu5Acα2-8Neu5Acα2-8Neu5Acα2-3)Galβ1-4Glc HO HOOC OH HO O HO AcHN OH NHAc HOOC O HO HO AcHN O OH HO HO OH O O HOOC O OH O O HO AcHN O OH OH OH HO O OH O OH 5 mg, 25 mg, 100 mg, 1 g, 5 g GLY096 GM1a Ganglioside sugar Sodium salt Galβ1-3GalNAcβ1-4(Neu5Acα2-3)Galβ1-4Glc HO [67063-78-9] OH HO OH O O NHAc HO OH OH O HOOC O OH HO O HO AcHN OH 120 C37H61N2O29 Na FW 1020.86 O O OH OH HO O OH Product provided for this study: “Solid phase immunoadsorption for therapeutic and analytical studies on neuropathy-associated anti-GM1 antibodies” Townson K et al,. Glycobiology. 2007 Mar;17(3):294-303 O OH 5 mg, 25 mg, 100 mg, 1 g, 5 g www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 118 13/06/12 8:01:55 OligoTech® GLY097 GM1b Ganglioside sugar Sodium salt Neu5Acα2-3Galβ1-3GalNAcβ1-4Galβ1-4Glc C37H61N2O29Na FW 1020.86 HOOC OH HO NHAc OH O HO AcHN O O O OH O OH OH OH OH OH O O OH HO O HO OH O OH OH 5 mg, 25 mg, 100 mg, 1 g, 5 g GLY098 GD1a Ganglioside sugar Sodium salt Neu5Acα2-3Galβ1-3GalNAcβ1-4(Neu5Acα2-3)Galβ1-4Glc HO C48H77N3O37Na2 FW 1334.09 HOOC OH O HO AcHN O NHAc OH OH O O O OH OH HOOC O OH OH HO OH OH OH O O HO AcHN HO O O OH OH OH Functional ligands for myelin stability and the control of nerve regeneration Vyas, A et al., 2001. Biochimie. 83(7): 677-82. GLY099 OH O 5 mg, 25 mg, 100 mg, 1 g, 5 g GD1b Ganglioside sugar Sodium salt Galβ1-3GalNAcβ1-4(Neu5Acα2-8Neu5Acα2-3)Galβ1-4Glc C48H77N3O37Na2 FW 1334.09 HO OH HO O OH O NHAc HOOC OH HO HO O HO AcHN HO OH OH O HOOC O O OH O O HO AcHN O OH HO O OH O OH OH OH 5 mg, 25 mg, 100 mg, 1 g, 5 g GLY100 GT1a Ganglioside sugar Sodium salt Neu5Acα2-8Neu5Acα2-3Galβ1-3GalNAcβ1-4(Neu5Acα2-3)Galβ1-4Glc OH OH HO HO AcHN HO HOOC O HO HO O HOOC O HO AcHN OH O HOOC O HO AcHN OH OH HO OH O AcNH O O OH OH C59H93N4O45Na3 FW 1647.33 O OH O O OH O HO OH O OH OH 5 mg, 25 mg, 100 mg, 1 g, 5 g www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 119 121 13/06/12 8:01:55 OligoTech® GLY101 GT1c Ganglioside sugar Sodium salt C59H93N4O45Na3 FW 1647.33 Galβ1-3GalNAcβ1-4(Neu5Acα2-8Neu5Acα2-8Neu5Acα2-3)Galβ1-4Glc OH HO HOOC O HO AcHN O HO HO HOOC HO AcHN O HOOC O HO HO O HO AcHN OH OH HO OH O O O OH OH GLY102 O AcNH O O HO OH OH OH OH OH O OH O 5 mg, 25 mg, 100 mg, 1 g, 5 g aGM1 (asialo GM1) Ganglioside sugar / GA1 Galβ1-3GalNAcβ1-4Galβ1-4Glc OH HO O O OH OH OH [75645-24-8] OH O O HO C26H45NO21 FW 707.62 NHAc OH O HO O HO OH O OH GLY103 OH 5 mg, 25 mg, 100 mg, 1 g, 5 g Fucosyl GM1 Ganglioside sugar Sodium salt Fucα1-2Galβ1-3GalNAcβ1-4(Neu5Acα2-3)Galβ1-4Glc OH OH C43H71N2O33Na FW 1168.00 HO O HO O HO OH O O NHAc HO OH O HOOC OH O OH HO O HO AcHN O O OH HO O OH O OH OH OH Tumor associated carbohydrate antigen expressed in small cell lung cancer (TACA) Dickler. MN et al,. Clin Cancer Res. 1999. Oct ; 5(10): 2773-9 GLY104 5 mg, 25 mg, 100 mg, 1 g, 5 g aGM2 (asialo GM2) Ganglioside sugar / GA2 GalNAcβ1-4Galβ1-4Glc C20H35NO16 FW 545.48 NHAc HO O O HO OH OH O HO OH 122 OH OH HO O O OH 5 mg, 25 mg, 100 mg, 1 g, 5 g www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 120 13/06/12 8:01:55 OligoTech® Glycan oligosaccharides Globo-Series (P antigens) Production by bacterial fermentation Product description Globosides are major components of human erythrocytes and were termed like this since it was obtained as a globular precipitate. Glycosphingolipids (GLS’s) of the globo-series are membraneassociated antigens possessing as structural feature a Galα1-4Gal (galabiose-like) linkage which is responsible for their specific roles in recognition and cell differentiation. They are recognized by proteins of pathogenic E. coli in human epithelial cells of the urinary tract. They are also receptors for Shiga toxin and verotoxin (Shiga-like toxin) and constitute the basis of the P-blood group system. Many of them have been described as tumor-associated antigens. Galα1-4Galβ1-4Glc The inner carbohydrate core structure of all globo-series GSL x The P blood group antigens are expressed on glycolipids of the red cell membrane and in tissues, including the urothelium. x The stage specific embryogenic antigens (also known as SSEA) are highly expressed in early embryo or embryonal carcinoma of mouse, primates and humans and are assumed to be important functional molecules involved in defining stage of stem cell development. x The Forssman antigens are glycolipids that very closely resembles the Globo H antigen as they share an identical Gb4 tetrasaccharide core. It is species specific as expressed in some mammals (e.g., sheep, dogs, horses, etc.) but not in others (rabbits, pigs, humans, etc.). Interestingly, it is present in several forms of human cancers making it a potential candidate for cancer therapy. CFG nomenclature http://www.functionalglycomics.org/static/consortium/Nomenclature.shtml Globo-H SSEA-3b Fucose α2 Galactose N-Acetyl Galactosamine α2-3 β3 β3 Glucose N-Acetyl Glucosamine N-Acetyl Neuraminic Acid / Sialic Acid α4 β4 β1-Ceramide Globotriaose Gb3 Pk antigen Globotetraose Gb4 P antigen Globopentaose Gb5 SSEA-3a Sialyl-Globopentaose Gb5 SSEA-4 x x Further readings: A.J. Wright, P.W. Andrews. Stem Cell Research (2009) 3, 3-11. For more information please refer to our Tumor-associated carbohydrate antigens (TACA) brochure www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 121 123 13/06/12 8:01:55 OligoTech® P Blood group antigens & Analogues GLY120 Globotriaose (Gb3) Pk antigen Galα1-4Galβ1-4Glc OH C18H32O16 FW 504.43 OH [66580-68-5] O HO OH O OH OH O OH HO O HO O OH OH Tumor associated antigen expressed in Burkitt's lymphoma (TACA) Wiels J et al., 1984. J Biol Chem. Dec 10;259(23):14783-7 GLY121 5 mg, 25 mg, 100 mg, 1 g, 5 g Globotetraose (Gb4) P antigen GalNAcβ1-3Galα1-4Galβ1-4Glc OH OH OH C26H45NO21 FW 707.62 OH O [75660-79-6] O HO O NHAc OH O OH OH O OH O OH Receptor of B19 parvovirus Brown KE et al,. 1993. Science. 262 :114-117. GLY135 OH HO O HO 5 mg, 25 mg, 100 mg, 1 g, 5 g Globotriaose analogue type 1 Galα1-4Galβ1-3GlcNAc OH C20H35NO16 FW 545.48 OH O HO OH O OH OH O O HO O HO OH NHAc OH GLY136 5 mg, 25 mg, 100 mg, 1 g, 5 g Globotriaose analogue type 2/ P1 antigen Galα1-4Galβ1-4GlcNAc OH C20H35NO16 FW 545.48 OH O HO OH O OH O HO OH 124 NHAc OH HO O O OH 5 mg, 25 mg, 100 mg, 1 g, 5 g www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 122 13/06/12 8:01:56 OligoTech® GLY171 Sialylated globotriaose/ 3Sialyl-Gb3 Sodium salt Neu5Acα2-3Galα1-4Galβ1-4Glc HOOC OH HO OH OH O O HO AcHN C29H48NO24Na FW 817.67 O OH OH O OH OH O OH HO O HO O OH OH 5 mg, 25 mg, 100 mg, 1 g, 5 g Globo-Series (Core structure type 4) GLY127 Globo-H tetraose / Blood group H antigen tetraose type 4 Fucα1-2Galβ1-3GalNAcβ1-3Gal OH OH OH OH OH O C26H45NO20 FW 691.62 OH O O O HO OH O O NHAc OH O OH HO OH GLY124 5 mg, 25 mg, 100 mg, 1 g, 5 g Globo-A heptaose GalNAcα1-3(Fucα1-2)Galβ1-3GalNAcβ1-3Galα1-4Galβ1-4Glc OH C46H78N2O35 FW 1219.09 OH O OH OH OH OH OH O OH O O O AcHN O O O OH NHAc O O OH HO OH OH HO O HO O OH Tumor associated antigen expressed in human kidney cancer (TACA) Breimer, M. and Jovall, P.A. 1985. FEBS Lett. 179, 165-172 GLY125 OH O OH OH 5 mg, 25 mg, 100 mg, 1 g, 5 g Globo-B heptaose Galα1-3(Fucα1-2)Galβ1-3GalNAcβ1-3Galα1-4Galβ1-4Glc OH C44H75NO35 FW 1178.04 OH O OH HO OH OH O OH OH O O OH O O O OH O NHAc OH O O HO OH OH O OH HO OH OH OH HO O O OH 5 mg, 25 mg, 100 mg, 1 g, 5 g www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 123 125 13/06/12 8:01:56 OligoTech® Stage-specific embryonic antigens (SSEA-3 & 4) GLY122 Globopentaose (Gb5) Stage Specific Embryonic Antigen 3a (SSEA-3a) Galβ1-3GalNAcβ1-3Galα1-4Galβ1-4Glc OH OH OH OH OH O O [71937-76-3] O O HO C32H55NO26 FW 869.76 OH O OH NHAc OH O OH OH O OH HO O HO O OH OH Tumor associated antigen expressed in testicular cancer (TACA) Olie et al,. Br J Cancer. 1996. 74, 133-140 GLY123 5 mg, 25 mg, 100 mg, 1 g, 5 g Globo-H hexaose Stage Specific Embryonic Antigen 3b (SSEA-3b) Fucα1-2Galβ1-3GalNAcβ1-3Galα1-4Galβ1-4Glc OH OH OH OH OH OH O O O O O HO O NHAc OH O O OH OH HO OH O OH HO O HO OH Tumor associated antigen expressed in various types of cancer (breast, prostate, ovarian) Zhang et al., 1998. Clin Cancer Res. Feb; 4(2):295-302 Hakomori. 1990. Hum. Canc Immunol. 10:781-802 GLY130 C38H65NO30 FW 1015.90 O OH OH 5 mg, 25 mg, 100 mg, 1 g, 5 g SSEA-4 tetraose Stage-Specific Embryonic Antigen-4 Sodium salt Neu5Acα2-3Galβ1-3GalNAcβ1-3Gal OH COOH OH HO O HO AcHN OH OH OH OH OH O O O O O O OH C31H51N2O24Na FW 858.72 OH OH NHAc OH 5 mg, 25 mg, 100 mg, 1 g, 5 g GLY131 SSEA-4 hexaose Stage-Specific Embryonic Antigen-4 Sodium salt Neu5Acα2-3Galβ1-3GalNAcβ1-3Galα1-4Galβ1-4Glc OH COOH OH HO O HO AcHN OH OH OH OH OH O O OH C43H71N2O34Na FW 1183.00 O O O O OH NHAc OH O OH O HO OH OH OH HO O O OH 5 mg, 25 mg, 100 mg, 1 g, 5 g 126 www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 124 13/06/12 8:01:56 OligoTech® Forssman antigens GLY132 Forssman antigen pentaose GalNAcα1-3GalNAcβ1-3Galα1-4Galβ1-4Glc OH C34H58N2O26 FW 910.82 OH O HO NHAc OH OH OH OH O O O O NHAc OH O OH O HO OH OH Tumor associated antigen expressed in gastric cancer Hirayama R et al,. 1989. Cancer. Apr 15;63(8):1528-33 GLY133 OH HO O O OH 5 mg, 25 mg, 100 mg, 1 g, 5 g Forssman antigen triaose GalNAcα1-3GalNAcβ1-3Gal OH C22H38N2O16 FW 586.54 OH O OH HO NHAc O OH OH OH O O O NHAc OH OH Tumor associated antigen expressed in gastric cancer Hirayama R et al,. 1989. Cancer. Apr 15;63(8):1528-33 5 mg, 25 mg, 100 mg, 1 g, 5 g www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 125 127 13/06/12 8:01:56 OligoTech® Glycan oligosaccharides Glucuronylated oligosaccharides Production by bacterial fermentation GLY180 Glucuronyl-lactose HNK 1 epitope precursor Sodium salt GlcAβ1-3Galβ1-4Glc C18H29O17Na FW 540.00 COOH HO HO OH OH O O O OH OH OH HO O OH O OH precursor of the brain carbohydrate motif HNK-1, involved in neural cell adhesion 5 mg, 25 mg, 100 mg, 1 g, 5 g Glycobiology, 18, n°2, pp. 152–157, 2008 GLY181 Glucuronyl-LNT Glucuronyl-Lacto-N-tetraose Sodium salt GlcAβ1-3Galβ1-3GlcNAcβ1-3Galβ1-4Glc HO HO OH COOH O OH OH O O OH C32H52NO27 Na FW 883.75 OH HO OH OH O O O O NHAc OH OH OH HO O O OH 5 mg, 25 mg, 100 mg, 1 g, 5 g 128 www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 126 13/06/12 8:01:57 OligoTech® Glycan oligosaccharides Miscellaneous Production by bacterial fermentation Trehalose-like oligosaccharides GLY160 Galactosyl-lactose Galβ1-4Glcβ1-1βGal OH C18H32O16 FW 504.43 OH OH O HO O HO HO O OH O OH O OH OH OH 5 mg, 25 mg, 100 mg, 1 g, 5 g GLY161 Difucosylpentaose Fucα1-2Galβ1-4Glcβ1-1βGalα2-1Fuc C30H52O24 FW 796.71 OH OH HO O OH OH O HO OH HO O O O O O OH O OH OH OH O OH HO OH GLY162 5 mg, 25 mg, 100 mg, 1 g, 5 g Disialosylpentaose Sodium salt Neu5Acα2-3Galβ1-4Glcβ1-1βGalα2-3Neu5Ac C40H64N2O32Na2 FW 1130.90 OH AcH N OH OH HO O HOOC OH HO O HO AcHN OH OH OH O O OH OH HO O O OH COOH HO O O O OH OH 5 mg, 25 mg, 100 mg, 1 g, 5 g www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 127 129 13/06/12 8:01:57 OligoTech® Blood group-related oligosaccharides GLY163 2'2 DiFucosyllactose Fucα1-2Galβ1-4(Fucα1-2)Glc C24H42O19 FW 634.57 OH OH HO O OH OH O HO O HO O OH O O OH O OH HO GLY164 5 mg, 25 mg, 100 mg, 1 g, 5 g OH Fucosylated A antigen type 5 GalNAcα1-3(Fucα1-2)Galβ1-4(Fucα1-2)Glc OH OH HO OH C32H55NO24 FW 837.77 OH O O HO OH OH O O AcHN O OH HO O O O OH O OH 5 mg, 25 mg, 100 mg, 1 g, 5 g HO OH GLY165 Fucosylated B antigen type 5 Galα1-3(Fucα1-2)Galβ1-4(Fucα1-2)Glc C30H52O24 FW 796.71 OH OH OH HO OH O O OH HO OH O OH O O HO O OH O O OH O OH 5 mg, 25 mg, 100 mg, 1 g, 5 g HO OH Globo-Series analogues (Core structure type 1 & 2) GLY190 Globotetraose analogue / Gb4 analogue GlcNAcβ1-3Galα1-4Galβ1-4Glc OH OH HO HO C26H45NO21 FW 707.62 OH O O O NHAc OH O OH O HO OH 130 OH OH HO O O OH 5 mg, 25 mg, 100 mg, 1 g, 5 g www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 128 13/06/12 8:01:57 OligoTech® GLY191-1 Globopentaose analogue type 1 Gb5 analogue type 1 Galβ1-3GlcNAcβ1-3Galα1-4Galβ1-4Glc OH OH OH OH O HO OH O O HO O C32H55NO26 FW 869.76 O OH NHAc OH O OH OH O OH HO O HO O OH OH 5 mg, 25 mg, 100 mg, 1 g, 5 g GLY191-2 Globopentaose analogue type 2 Gb5 analogue type 2 Galβ1-4GlcNAcβ1-3Galα1-4Galβ1-4Glc OH OH OH OH AcNH O HO O HO C32H55NO26 FW 869.76 O O O OH OH OH O OH OH O OH HO O HO O OH OH 5 mg, 25 mg, 100 mg, 1 g, 5 g GLY192 Globotetraose Lewisa analogue Gb4-Lewisa analogue Galβ1-3(Fucα1-4)GlcNAcβ1-3Galα1-4Galβ1-4Glc OH HO OH O OH OH OH O OH O O O O HO C38H65NO30 FW 1015.90 OH O OH NHAc OH O OH O HO OH OH HO O O OH OH 5 mg, 25 mg, 100 mg, 1 g, 5 g GLY193 Globotetraose Lewisx analogue Gb4-Lewisx analogue Galβ1-4(Fucα1-3)GlcNAcβ1-3Galα1-4Galβ1-4Glc OH HO OH OH O OH AcNH O O HO OH C38H65NO30 FW 1015.90 OH O OH O O O OH OH O OH O HO OH OH OH HO O O OH 5 mg, 25 mg, 100 mg, 1 g, 5 g www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 129 131 13/06/12 8:01:57 OligoTech® GLY194-1 Globo-H analogue type 1 Fucα1-2Galβ1-3GlcNAcβ1-3Galα1-4Galβ1-4Glc OH OH OH OH O O O HO O HO C38H65NO30 FW 1015.90 OH O NHAc O OH O OH OH O O OH HO OH OH HO O HO OH O OH 5 mg, 25 mg, 100 mg, 1 g, 5 g GLY194-2 Globo-H analogue type 2 Fucα1-2Galβ1-4GlcNAcβ1-3Galα1-4Galβ1-4Glc OH OH OH O HO AcNH HO O O O O O OH OH O OH OH O O OH OH HO O HO OH OH C38H65NO30 FW 1015.90 OH OH O OH 5 mg, 25 mg, 100 mg, 1 g, 5 g GLY195-1 SSEA-4 hexaose analogue type 1 Sodium salt NeuAcα2-3Galβ1-3GlcNAcβ1-3Galα1-4Galβ1-4Glc HOOC OH HO O HO AcHN OH O O OH OH OH OH HO O O O O NHAc OH C43H71N2O34Na FW 1183.00 OH OH O OH OH O OH HO O HO OH O OH 5 mg, 25 mg, 100 mg, 1 g, 5 g GLY195-2 SSEA-4 hexaose analogue type 2 Sodium salt NeuAcα2-3Galβ1-4GlcNAcβ1-3Galα1-4Galβ1-4Glc OH HOOC OH OH HO O HO AcHN OH OH O O OH AcNH HO O C43H71N2O34Na FW 1183.00 OH O O O OH O OH OH O HO OH OH OH HO O O OH 5 mg, 25 mg, 100 mg, 1 g, 5 g 132 www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 130 13/06/12 8:01:57 OligoTech® GLY196-1 Sialylated-SSEA-4 hexaose analogue type 1 Sodium salt C54H87N3O42Na2 FW 1496.23 NeuAcα2-8NeuAcα2-3Galβ1-3GlcNAcβ1-3Galα1-4Galβ1-4Glc HOOC OH HO O HO AcHN OH HO HOOC O OH O O HO AcHN OH O HO O O OH OH OH OH O O NHAc OH OH O OH OH O OH HO O HO OH O OH 5 mg, 25 mg, 100 mg, 1 g, 5 g GLY196-2 Sialylated-SSEA-4 hexaose analogue type 2 Sodium salt C54H87N3O42Na2 FW 1496.23 NeuAcα2-8NeuAcα2-3Galβ1-4GlcNAcβ1-3Galα1-4Galβ1-4Glc HOOC OH HO O HO AcHN OH O OH HOOC OH OH HO O O HO AcHN O OH OH AcNH HO O O O O OH OH O OH OH O HO OH OH HO O O OH OH 5 mg, 25 mg, 100 mg, 1 g, 5 g Isoglobo-Series analogues (Core structure type 1 & 2) GLY197 Isoglobotetraose analogue / iGb4 analogue GlcNAcβ1-3Galα1-3Galβ1-4Glc OH OH OH O HO HO C26H45NO21 FW 707.62 O OH O NHAc OH OH OH O OH HO O O O OH OH 5 mg, 25 mg, 100 mg, 1 g, 5 g GLY198-1 Isoglobopentaose analogue type 1/ iGb5 analogue type 1 Galβ1-3GlcNAcβ1-3Galα1-3Galβ1-4Glc OH OH OH OH O HO OH HO O O C32H55NO26 FW 869.76 OH O OH O NHAc OH OH O O OH OH OH HO O O OH 5 mg, 25 mg, 100 mg, 1 g, 5 g www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 131 133 13/06/12 8:01:57 OligoTech® GLY198-2 Isoglobopentaose analogue type 2 / iGb5 analogue type 2 Galβ1-4GlcNAcβ1-3Galα1-3Galβ1-4Glc OH OH OH OH NHAc O HO O HO C32H55NO26 FW 869.76 O OH O O OH OH OH OH OH O OH HO O O O OH OH 5 mg, 25 mg, 100 mg, 1 g, 5 g GLY199 Isoglobotetraose Lewisa analogue iGb4-Lewisa analogue Galβ1-3(Fucα1-4)GlcNAcβ1-3Galα1-3Galβ1-4Glc OH HO OH O OH OH OH O HO C38H65NO30 FW 1015.90 OH O O OH O O OH O NHAc OH OH OH OH O OH HO O O OH O OH 5 mg, 25 mg, 100 mg, 1 g, 5 g GLY200 Isoglobotetraose Lewisx analogue type 2 iGb4-Lewisx analogue type 2 Galβ1-4(Fucα1-3)GlcNAcβ1-3Galα1-3Galβ1-4Glc OH HO OH O OH OH O HO OH NHAc O OH C38H65NO30 FW 1015.90 OH O O OH O O OH OH OH O O OH OH HO O OH O OH 5 mg, 25 mg, 100 mg, 1 g, 5 g GLY201-1 Isoglobo-H analogue type 1 Fucα1-2Galβ1-3GlcNAcβ1-3Galα1-3Galβ1-4Glc OH OH HO O O OH HO OH 134 OH OH O HO O OH O OH O O NHAc C38H65NO30 FW 1015.90 OH OH O O OH OH OH HO O O OH 5 mg, 25 mg, 100 mg, 1 g, 5 g www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 132 13/06/12 8:01:58 OligoTech® GLY201-2 Isoglobo-H analogue type 2 Fucα1-2Galβ1-4GlcNAcβ1-3Galα1-3Galβ1-4Glc OH OH OH O HO HO O O OH O O O C38H65NO30 FW 1015.90 OH AcNH OH OH OH O OH O O OH OH OH 5 mg, 25 mg, 100 mg, 1 g, 5 g HO OH GLY202-1 OH HO O O Sialylated isoglobopentaose analogue type 1 Sialylated iGb5 analogue type 1 Sodium salt NeuAcα2-3Galβ1-3GlcNAcβ1-3Galα1-3Galβ1-4Glc C43H71N2O34Na FW 1183.00 HOOC OH HO OH OH O HO O O OH OH OH O O HO AcHN OH O OH O NHAc OH OH OH O OH OH HO O O OH O OH 5 mg, 25 mg, 100 mg, 1 g, 5 g GLY202-2 Sialylated isoglobopentaose analogue type 2 Sialylated iGb5 analogue type 2 Sodium salt NeuAcα2-3Galβ1-4GlcNAcβ1-3Galα1-3Galβ1-4Glc C43H71N2O34Na FW 1183.00 HOOC OH HO O HO AcHN OH OH OH NHAc O HO O O O OH O O OH OH OH OH OH OH OH O OH HO O O O OH OH 5 mg, 25 mg, 100 mg, 1 g, 5 g GLY203-1 Disialylated isoglobopentaose analogue type 1 Disialylated iGb5 analogue type 1 Sodium salt C54H87N3O42Na2 FW 1496.23 NeuAcα2-8NeuAcα2-3Galβ1-3GlcNAcβ1-3Galα1-3Galβ1-4Glc HOOC OH HO O HO AcHN OH HO HOOC O OH OH OH O HO O O OH OH OH O O HO AcHN O OH O NHAc OH OH OH OH O OH HO O O O OH OH 5 mg, 25 mg, 100 mg, 1 g, 5 g GLY203-2 Disialylated isoglobopentaose analogue type 2 Disialylated iGb5 analogue type 2 Sodium salt C54H87N3O42Na2 FW 1496.23 NeuAcα2-8NeuAcα2-3Galβ1-4GlcNAcβ1-3Galα1-3Galβ1-4Glc HOOC OH HO O HO AcHN OH HOOC O HO O HO AcHN OH OH OH OH NHAc O O OH HO O OH O OH O O OH OH OH O O OH OH HO O OH O OH 5 mg, 25 mg, 100 mg, 1 g, 5 g www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 133 135 13/06/12 8:01:58 OligoTech® Ganglio-Series analogues GLY111 GM2 Ganglioside sugar analogue Sodium salt Galβ1-4(Neu5Acα2-3)Galβ1-4Glc C29H48NO24Na FW 817.67 HOOC OH HO O HO AcHN OH OH O OH OH O HO O O O O HO OH OH OH OH OH 5 mg, 25 mg, 100 mg, 1 g, 5 g GLY173 GalNAc-aGM1 (GalNAc-asialo GM1) Ganglioside sugar GalNAcβ1-4Galβ1-3GalNAcβ1-4Galβ1-4Glc NHAc OH OH HO OH OH OH OH O O O HO O O O C34H58N2O26 FW 910.82 O OH HO NHAc OH HO O OH OH O OH 5 mg, 25 mg, 100 mg, 1 g, 5 g GLY174 GalGalNac-aGM1 (GalGalNAc asialo GM1) Ganglioside sugar Galβ1-3GalNAcβ1-4Galβ1-3GalNAcβ1-4Galβ1-4Glc OH OH OH O HO OH O HO OH O O NHAc O O O O OH C40H68N2O31 FW 1072.95 NHAc OH OH OH O OH HO OH OH HO O OH O OH 5 mg, 25 mg, 100 mg, 1 g, 5 g 136 www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 134 13/06/12 8:01:58 OligoTech® Monosaccharides, Di-, Tri-, Tetrasaccharides Production by bacterial fermentation www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 135 137 13/06/12 8:01:58 OligoTech® Glycan oligosaccharides Monosaccharides Production by bacterial fermentation GLY140 Sialic acid (N-acetylneuraminic acid) NeuAc HOOC OH HO [131-48-6] O HO AcHN Sodium salt C11H18NO9Na FW 331.26 OH OH 1 g, 5 g GLY141 N-acetylgalactosamine GalNAc OH C8H15NO6 FW 221.21 OH [1811-31-0] O HO OH NHAc 1 g, 5 g GLY142 N-acetylmannosamine ManNAc HO HO HO C8H15NO6 FW 221.21 NHAc O [3615-17-6] OH 1 g, 5 g GLY143 L-fucose Fuc OH C6H12O5 FW 164.15 [2438-80-4] O OH HO OH 138 1 g, 5 g www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 136 13/06/12 8:01:59 OligoTech® Glycan oligosaccharides Di-Tri-Tetrasaccharides Production by bacterial fermentation Disaccharides GLY151 GalNAcβ1-3Gal / Gb4 Globoside terminal OH OH OH C14H25NO11 FW 383.35 OH O O HO OH O NHAc OH “Common oligosaccharide moieties inhibit the adherence of typical and atypical respiratory pathogens” R. Thomas and T. Brooks, Journal of Medical Microbiology (2004), 53, 833– 840 5 mg, 25 mg, 100 mg, 1 g, 5 g GLY153 α1-3 galactobiose Galα1-3Gal OH C12H22O11 FW 342.29 OH [13168-24-6] O OH HO OH O OH OH O OH 5 mg, 25 mg, 100 mg, 1 g, 5 g GLY154 α1-4 galactobiose Galα1-4Gal/ Galabiose OH C12H22O11 FW 342.29 OH O [80446-85-1] HO OH O OH O HO OH 5 mg, 25 mg, 100 mg, 1 g, 5 g OH GLY155 GlcNAcβ1-3Gal OH OH HO HO O O OH O NHAc C14H25NO11 FW 383.35 OH OH 5 mg, 25 mg, 100 mg, 1 g, 5 g www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 137 139 13/06/12 8:01:59 OligoTech® GLY156 N,N’-diacetylchitobiose Chitinbiose) GlcNAcβ1-4GlcNAc C16H28N2O11 FW 424.40 OH HO HO HO O OH O AcNH GLY157 [35061-50-8] AcNH O OH 5 mg, 25 mg, 100 mg, 1 g, 5 g 3 Sialylgalactose Sodium salt Neu5Acα2-3Gal C17H28NO14Na FW 493.40 HOOC OH HO HO AcHN OH OH O O O OH OH OH 5 mg, 25 mg, 100 mg, 1 g, 5 g Trisaccharides GLY158 Galα1-4Galα1-4Gal Galα1-4Galα1-4Gal OH C18H32O16 FW 504.43 OH O HO OH O OH O HO OH O OH O HO OH 5 mg, 25 mg, 100 mg, 1 g, 5 g OH Tetrasaccharides GLY159 Galα1-4Galα1-4Galα1-4Gal Galα1-4Galα1-4Galα1-4Gal OH C24H42O21 FW 666.57 OH O HO OH O OH O HO OH O OH O HO OH O OH O HO OH OH 140 5 mg, 25 mg, 100 mg, 1 g, 5 g www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 138 13/06/12 8:01:59 OligoTech® GlycoBricks® Functionalized Glycans Production by bacterial fermentation www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 139 141 13/06/12 8:01:59 OligoTech® GlycoBBricks® Functionalized Glycans About GlycoBricks® x GlycoBricks® are functionalized oligosaccharides derived from bioactive oligosaccharides x A choice of different types of activated groups is proposed at the reducing end of the Glycobricks®: Spacer+Propargyl AminoPropyl Spacer is to be defined following the request and can be an O, an N-Acetyl, or an aliphatic group x Any customized Glycobricks® request is evaluated covering all oligosaccharides disclosed in this catalogue and beyond on demand. x The products are available from the mg to the multi-gram scale. x They are produced through manufacturable process to anticipate potential industrial application GlycoBricks® Applications Affinity adsorbents GlycoBrick 142 ® • Beads / Resins • Purification / removal of antibodies, viruses, toxins, lectins • Immunology studies Click chemistry • Building of macromolecular architectures (glycoclusters, dendrimers...) • Ready for glycan array immobilization Labeled oligosaccharides • Fluorescent probes or biotin • Imaging, analysis of interactions, analysis by HPLC, targeting www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 140 13/06/12 8:01:59 OligoTech® GlycoBBricks® Functionalized Glycans Each glycan or natural oligosaccharide structures proposed in this catalogue can be potentially functionalized by Aminopropyl and / or Propargyl reactive groups. The following items are examples of glycobricks already made and available on the shelf. GLY034AP Blood group A antigen triaose-β-Aminopropyl GalNAcα1-3(Fucα1-2)Galβ-O-(CH2)3-NH2 OH C23H42N2O15 FW 586.58 OH O HO OH OH O AcHN O O NH2 O O OH HO OH NEW 1 mg, 5 mg, 25 mg, 100 mg, 1 g, 5 g GLY036-1PR Blood group A antigen pentaose type 1-β-Propargyl GalNAcα1-3(Fucα1-2)Galβ1-3GlcNAcβ1-3Galβ-O-CH2-C{CH OH C37H60N2O25 FW 932.86 OH O HO OH OH OH O AcHN O HO OH OH O O O O O NHAc O OH O OH HO OH NEW 1 mg, 5 mg, 25 mg, 100 mg, 1 g, 5 g GLY037-1NPR OH Blood group A antigen hexaose type 1-β-N-Acetyl Propargyl GalNAcα1-3(Fucα1-2)Galβ1-3GlcNAcβ1-3Galβ1-4Glcβ-NAc-CH2-C{CH OH O HO OH OH OH O AcHN O HO O OH OH OH O O NHAc N HO O O O C45H73N3O30 FW 1136.06 OH O Ac OH O OH HO NEW OH 1 mg, 5 mg, 25 mg, 100 mg, 1 g, 5 g www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 141 143 13/06/12 8:01:59 OligoTech® GLY058-AP Blood group B antigen triaose-β-Aminopropyl Galα1-3(Fucα1-2)Galβ-O-(CH2)3-NH2 OH C21H39NO15 FW 545.53 OH O HO OH OH O OH O NH2 O O O OH HO OH NEW 1 mg, 5 mg, 25 mg, 100 mg, 1 g, 5 g GLY040-1NPR Blood group B antigen hexaose type 1-β-N-Acetyl Propargyl Galα1-3(Fucα1-2)Galβ1-3GlcNAcβ1-3Galβ1-4Glcβ-NAc-CH2-C{CH OH OH C43H70N2O30 FW 1095.00 O HO OH OH OH O OH O HO OH OH OH O O O NHAc O N HO O O O OH Ac OH O OH HO OH NEW 1 mg, 5 mg, 25 mg, 100 mg, 1 g, 5 g GLY050-PR LewisX tetraose-β-Propargyl Galβ1-4(Fucα1-3)GlcNAcβ1-3Galβ-O-CH2-C{CH C29H47NO20 FW 729.67 OH OH HO O OH OH AcNH O HO OH O O O O O O OH OH OH OH NEW 1 mg, 5 mg, 25 mg, 100 mg, 1 g, 5 g GLY053-PR Sialyl LewisX pentaose-β-Propargyl Sodium salt Neu5Acα2-3Galβ1-4(Fucα1-3)GlcNAcβ1-3Galβ-O-CH2-C{CH OH C40H63N2O28Na FW 1042.91 OH HO O HOOC OH HO O HO AcHN OH NEW 144 OH OH AcNH O O OH OH O O O O O O OH OH OH 1 mg, 5 mg, 25 mg, 100 mg, 1 g, 5 g www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 142 13/06/12 8:02:00 OligoTech® Lewisb pentaose-β-N-Acetyl Propargyl GLY056NPR Fucα1-2Galβ1-3(Fucα1-4)GlcNAcβ1-3Galβ-NAc-CH2-C{CH OH HO OH O OH OH O HO C37H60N2O24 FW 913.87 OH O OH OH O O O O N NHAc O Ac OH O OH NEW HO GLY090-AP OH 1 mg, 5 mg, 25 mg, 100 mg, 1 g, 5 g 3'Sialyllactose-β-Aminopropyl GM3 Ganglioside sugar-β-Aminopropyl Sodium salt Neu5Acα2-3Galβ1-4Glcβ-O-(CH2)3-NH2 OH HOOC HO HO AcHN OH OH O O C26H45N2O19Na FW 712.62 O OH HO O OH OH NH2 O O OH 1 mg, 5 mg, 25 mg, 100 mg, 1 g, 5 g NEW GLY090NPR 3'Sialyllactose-β-N-Acetyl Propargyl GM3 Ganglioside sugar-β-N-Acetyl Propargyl Sodium salt Neu5Acα2-3Galβ1-4Glcβ-NAc-CH2-C{CH OH HOOC HO OH O O HO AcHN C28H43N2O19Na FW 734.63 OH O OH HO O N O OH OH Ac OH 1 mg, 5 mg, 25 mg, 100 mg, 1 g, 5 g NEW GLY094NPR GD2 Ganglioside sugar-β-N-Acetyl Propargyl Sodium salt GalNAcβ1-4(Neu5Acα2-8Neu5Acα2-3)Galβ1-4Glcβ-NAc-CH2-C{CH C47H72N4O32Na2 FW 1251.05 HO OH HO HO AcHN NHAc HOOC O HO OH HO O OH O HOOC O HO AcHN OH O OH O O OH OH HO O N O OH Ac 1 mg, 5 mg, 25 mg, 100 mg, 1 g, 5 g NEW www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 143 145 13/06/12 8:02:00 OligoTech® GLY096-AP GM1a Ganglioside sugar-β-Aminopropyl Sodium salt Galβ1-3GalNAcβ1-4(Neu5Acα2-3)Galβ1-4Glcβ-O-(CH2)3-NH2 C40H68N3O29 Na FW 1077.95 HO OH HO O OH O NHAc HO OH O HOOC OH O OH HO OH O O HO AcHN HO O O OH OH NH2 O O OH 1 mg, 5 mg, 25 mg, 100 mg, 1 g, 5 g NEW GLY096NPR GM1a Ganglioside sugar-β-N-Acetyl Propargyl Sodium salt Galβ1-3GalNAcβ1-4(Neu5Acα2-3)Galβ1-4Glcβ-NAc-CH2-C{CH C42H66N3O29Na FW 1099.96 HO OH HO OH O O NHAc HO OH OH O HOOC O OH HO OH O O HO AcHN HO O O OH OH Ac OH 1 mg, 5 mg, 25 mg, 100 mg, 1 g, 5 g NEW GLY098NPR N O GD1a Ganglioside sugar-β-N-Acetyl Propargyl Sodium salt Neu5Acα2-3Galβ1-3GalNAcβ1-4(Neu5Acα2-3)Galβ1-4Glcβ-NAc-CH2-C{CH HO C53H82N4O37Na2 FW 1413.19 HOOC OH O HO AcHN O NHAc OH OH O O OH OH HO OH O O OH OH HOOC O HO AcHN OH O O OH OH N HO O O Ac OH 1 mg, 5 mg, 25 mg, 100 mg, 1 g, 5 g NEW 146 OH www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 144 13/06/12 8:02:00 OligoTech® GLY120NPR Globotriaose /Gb3-β-N-Acetyl Propargyl Pk antigen-β-N-Acetyl Propargyl Galα1-4Galβ1-4Glcβ-NAc-CH2-C{CH OH C23H37NO16 FW 588.53 OH O HO OH O OH OH O N HO O HO O OH Ac OH 1 mg, 5 mg, 25 mg, 100 mg, 1 g, 5 g NEW GLY123NPR Globo-H-β-N-Acetyl Propargyl SSEA-3b-β-N-Acetyl Propargyl Fucα1-2Galβ1-3GalNAcβ1-3Galα1-4Galβ1-4Glcβ-NAc-CH2-C{CH OH OH OH OH OH OH O O O O O HO C43H70N2O30 FW 1095.00 O NHAc OH O O OH O OH HO HO OH OH OH N HO O O Ac OH 1 mg, 5 mg, 25 mg, 100 mg, 1 g, 5 g NEW GLY220-NPR Lactose-β-N-Acetyl Propargyl Galβ1-4Glcβ-NAc-CH2-C{CH OH OH OH O OH GLY221-AP N HO O HO NEW C17H27NO11 FW 421.39 O Ac OH 1 mg, 5 mg, 25 mg, 100 mg, 1 g, 5 g Galactose-β-Aminopropyl Galβ-O-(CH2)3-NH2 OH C9H19N1O6 FW 237.25 OH O O HO OH NEW GLY221-PR NH2 1 mg, 5 mg, 25 mg, 100 mg, 1 g, 5 g Galactose-β-Propargyl Galβ-O-CH2-C{CH OH C9H14O6 FW 218.20 OH O O HO NEW OH 1 mg, 5 mg, 25 mg, 100 mg, 1 g, 5 g www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 145 147 13/06/12 8:02:01 OligoTech® Other functionalized Mono-Disaccharides available upon request Available prepacks on request Product code Product name GLY141-PR N-acetylgalactosamineα-propargyl Structure Text formula GalNAc-α-O-CH{CH (Tn antigen analogue-αpropargyl) GLY141-Ab N-acetylgalactosamineβ-aminooxy N-GlcNAc-β-O-NH2 (Tn antigen analogue-βaminooxy) GLY141-Aa N-acetylgalactosamineα-aminooxy N-GlcNAc-α-O-NH2 GLY143-Ab L-Fucose-β-aminooxy Fuc-β-O-NH2 GLY143-Aa L-Fucose-α-aminooxy Fuc-α-O-NH2 GLY143-PR L-Fucose-α-propargyl L-Fuc-α-O-CH{CH GLY220-PR Lactose-β-propargyl Galβ1-4Glc-β-OCH{CH GLY220-Aa Lactose-β-aminooxy Galβ1-4Glc-β-O-NH2 GLY221-Ab Galactose-β-aminooxy Gal-β-O-NH2 GLY222-Ab Glucose-β-aminooxy Glc-β-O-NH2 GLY222-PR Glucose-β-propargyl Glc-β-O-CH{CH 148 www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 146 13/06/12 8:02:01 OligoTech® Other functionalized Mono-Disaccharides available upon request Available prepacks on request Product code Product name GLY223-AM Mannose-α-aminooxy Man-α-O-NH2 GLY223-PR Mannose-α-propargyl Man-α-O-CH{CH GLY224-PR N-acetylglucosamine-βpropargyl GlcNAc-β-O-CH{CH GLY224-Ab N-acetylglucosamine-βaminooxy GlcNAc-β-O-NH2 GLY224-Aa N-acetylglucosamine-αaminooxy GlcNAc-α-O-NH2 GLY225-PR Galβ1-3Gal-α-propargyl Galβ1-3Gal-α-OCH{CH (TF antigen analogue-αpropargyl) GLY225-Aa Galβ1-3Gal-α-aminooxy Structure Text formula Galβ1-3Gal-α-O-NH2 (TF antigen analogue-αaminooxy) www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 147 149 13/06/12 8:02:01 INTERIEUR Catalogue OligoTech 2012.pdf 148 13/06/12 8:02:01 OligoTech® Glycosaminoglycans www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 149 151 13/06/12 8:02:01 OligoTech® Glycosaminoglycans Heparosan & derived oligosaccharides Production by bacterial fermentation x Heparosan from E. coli K12 Strain STRUCTURAL DESCRIPTION Heparosan is a bacterial glycosaminoglycan composed of regular repeats of 4-β-glucuronyl(1o4)-α-N-acetylglucosaminyl-1 produced and found in the capsule of some pathogenic bacteria such as Escherichia coli K5 and Pasteurella multocida. The heparosan skeleton is a precursor of heparin synthesis, and bacterial heparosan itself can serve as a precursor for the synthesis of non-animal sourced heparin-like products. GAG070 Heparosan K5 polysaccharide Sodium salt Polysaccharide produced by fermentation in engineered E coli K-12 Strain Average MW: 105 kDa (~DP500) Osamine/ uronic acids ratio: ~ 1 - OH OOC O HO O O HO HO OH - NHAc OH OOC O O O O HO HO OH n NEW x NHAc OH 100 mg, 1 g, 10 g Heparosan-derived oligosaccharides STRUCTURAL DESCRIPTION Heparosan-derived oligosaccharides are produced by bacterial fermentation in engineered bacteria by Lyase degrading enzyme expression. We offer a range of oligosaccharides from Dp 2 to Dp 10 (degree of polymerization). General Formula : ΔGlcAβ(1-4)[GlcNAcα(1-4)GlcAβ(1-4)]nGlcNAc Glucuronic acid GlcA is unsaturated at the non-reducing end of the oligosaccharides due to Lyase activity. The C4-C5 double bond absorbs strongly at 232 nm and can be used for monitoring the oligosaccharides in various separation system. GAG071 Heparosan-derived oligosaccharide DP2 Sodium salt ΔGlcAβ(1-4)GlcNAc - O OH 152 O O HO HO NEW C14H20NO11 FW 401.30 OH OOC OH NHAc 5 mg, 25 mg www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 150 13/06/12 8:02:01 OligoTech® GAG072 Heparosan-derived oligosaccharide DP4 Sodium salt ΔGlcAβ(1-4)GlcNAcα(1-4)GlcAβ(1-4)GlcNAc - C28H40N2O22Na2 FW 802.59 OH OOC O O O HO HO OH - NHAc OH OOC O O O O HO HO OH OH NHAc NEW GAG073 5 mg, 25 mg Heparosan-derived oligosaccharide DP6 Sodium salt ΔGlcAβ(1-4)[GlcNAcα(1-4)GlcAβ(1-4)]2GlcNAc - C42H60N3O33Na3 FW 1203.89 OH OOC O O O HO HO OH - NHAc OH OOC O O O O HO HO OH OH NHAc 2 NEW GAG074 5 mg, 25 mg Heparosan-derived oligosaccharide DP8 Sodium salt ΔGlcAβ(1-4)[GlcNAcα(1-4)GlcAβ(1-4)]3GlcNAc - C56H80N4O44Na4 FW 1605.18 OH OOC O O O HO HO OH - NHAc OH OOC O O O O HO HO OH OH NHAc 3 NEW GAG075 5 mg, 25 mg Heparosan-derived oligosaccharide DP10 Sodium salt ΔGlcAβ(1-4)[GlcNAcα(1-4)GlcAβ(1-4)]4GlcNAc C70H100N5O55Na5 FW 2006.48 - OH OOC O O O HO HO OH - NHAc OH OOC O O O O HO HO OH NEW 4 OH NHAc 5 mg, 25 mg www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 151 153 13/06/12 8:02:02 INTERIEUR Catalogue OligoTech 2012.pdf 152 13/06/12 8:02:02 OligoTech® Aminoglycoside derivatives www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 153 155 13/06/12 8:02:02 OligoTech® Aminoglycoside derivatives Beyond antibacterial applications, aminoglycoside derivatives are of large interest as a source of new molecules for the research community for example for dynamic combinatorial chemistry. Indeed, these compounds can receive many applications (such as potential antiviral agents, transfection agents or agents useful in chiral -exchange chromatography). AMG001 Aminoglycoside platform 1 R1=H R2=H NHTr O R1O R1O TrHN TrHN O * AMG002 NHTr O R2 OR1 5 R1=PMB* with: R2=(CH2)6Br or (CH2)6N3 or (CH2)6NH2 or (CH2)6NHC(O)(CH2)2COOH 5 mg, 25 mg, 100 mg, 1 g, 5 g PMB=para-methoxybenzyl, Tr=Trityl Aminoglycoside platform 2 R2=H: neamine NH2 O HO HO H2N H2N O R2 NH2 O 5 OH R2=(CH2)nBr or (CH2)nN3 or (CH2)nNH2 or (CH2)6NHC(O)(CH2)2COOH or (CH2)n-CH3 (n≥ 6) 5 mg, 25 mg, 100 mg, 1 g, 5 g AMG003 Aminoglycoside platform 3 R2 NHTr 4' O O R1O TrHN TrHN O HO NHTr OR1 * AMG004 PMB=para-methoxybenzyl, Tr=Trityl R1=PMB with: R2=H or (CH2)nBr or (CH2)nN3 or (CH2)nNH2 or (CH2)nNHC(O)(CH2)2COOH (n≥ 6) 5 mg, 25 mg, 100 mg, 1 g, 5 g Aminoglycoside platform 4 NH2 4' R2 O O HO H2N H2N O HO NH2 OH R2=(CH2)nBr or (CH2)nN3 or (CH2)nNH2 or (CH2)nNHC(O)(CH2)2COOH or (CH2)n-CH3 (n≥ 4) 5 mg, 25 mg, 100 mg, 1 g, 5 g 156 www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 154 13/06/12 8:02:02 OligoTech® Human & Bacterial Lectins Production by bacterial fermentation www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 155 157 13/06/12 8:02:02 OligoTech® Human & Bacterial Lectins Production by bacterial fermentation Our Lectin offer Produced by bacterial fermentation Ensuring repeatability and reliability of production and structure. heavy metals free, no glycosylated lectins. This process allows any scale-up demand fitting your need. High affinity for ligands Very low Kd from micromolar range giving a better sensitivity to the ligand. Fully Characterized, QA/QC policies Monitoring by ITC (isothermal titration calorimetry) ensuring reliability of calculated Kd for a given lectin, affinity checking. Tested on microarray developped by CFG (Consortium for Functional Glycomics). Product information is also available from CFG web Site. http://www.functionalglycomics.org/static/consortium/resources.shtml Crystal structure is available for each lectin. Calcium dependent (from 5 out of 6 proposed lectins) Calcium is required for the carbohydrate attachment which is an Asset for using these items as biotechnology tools for affinity chromatography. Available with biotine or fluorophore labels on demand (FITC, Cy…) No alterations of binding properties despite presence of labeling. Lectin Uses and Applications 158 x Biomedical research x Carbohydrate recognition studies x Biochemical tools (glycoproteins purification, …) www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 156 13/06/12 8:02:05 OligoTech® LEC101 LecB (PA-IIL) from Pseudomonas aeruginosa Molecular weight 12.75 kDa (monomer) Oligomerization Tetramer Appearance Lyophilized Sugar specificity Fucose Sugar affinity Kd for αMeFuc : 0.41 μM Other known specificity Lewisa > αMeFuc > Fuc> Man Properties Calcium dependent Caution Standard conditions of use LEC102 LecA (PA-IL) from Pseudomonas aeruginosa Molecular weight 11.73 kDa (monomer) Oligomerization Tetramer Appearance Lyophilized Sugar specificity αGalactose Sugar affinity Kd for αMeGal: 50 μM Other known specificity αGal disaccharides > αMeGal > βMelGal Properties Calcium dependent Caution Cytotoxic/requires trained and qualified personnel LEC202 RSL from Ralstonia solanacearum Molecular weight Oligomerization 9.9 kDa (monomer) Trimer (with 6 fucose binding sites) Appearance Lyophilized Sugar specificity Fucose Sugar affinity Kd for aMeFuc: 0.74 μM Other known specificity αFuc1-2Gal > αFuc1-6GlcNAC > αFuc1-4GlcNAC… Properties Caution Pack size 1, 5, 10 mg Pack size 1, 5, 10 mg Pack size Standard conditions of use 1, 5, 10 mg LEC301 BC2LA from Burkholderia cenocepacia Molecular weight 13.76 kDa (monomer) Oligomerization Dimer Appearance Lyophilized Sugar specificity Mannose Sugar affinity Other known specificity Kd for aMeMan: 2.75 μM All αMan- terminating oligosaccharides Properties Calcium dependent Caution Standard conditions of use Pack size 1, 5, 10 mg www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 157 159 13/06/12 8:02:05 OligoTech® LEC302 BC2LC-Nt from Burkholderia cenocepacia Molecular weight 19.26 kDa (monomer) Oligomerization Trimer Appearance Solution in Tris buffer Sugar specificity Sugar affinity Fucose Kd for Lewisy: 2.4 μM Other known specificity Properties Pack size Kd for Fuc: 2.7 mM y Lewis > H type 1 > Lewisa > ...> Fuc - Caution Standard conditions of use 1 mg/mL DC-SIGN ECD (extra-cellular domain) LEC401 Pack size Human protein produced in E.coli Molecular weight 38.8 kDa (monomer) Oligomerization Tetramer Solution in 150 mM NaCl, 25 mM M Tri Tris s pH 8,4 mM CaCl2 buffer Appearance Sugar specificity High Mannose Other known specificity Various pathogen surface glycoconjugates conjugates (HIV, HCV, CMV, Ebola, Dengue,, M. tuberculosis...) Fucose, Lewisx , Lewisy Properties Calcium dependent Caution Standard conditions of use Known interaction 0.2 mg, 1 mg Langerin ECD (extra-cellular domain) LEC402 Pack size Human protein produced in E.coli Molecular weight Oligomerization Appearance Sugar specificity 29.4 kDa (monomer) Trimer Solution in 150 mM NaCl, 25 mM Tris pH H 8,4 mM CaCl2 buffer High Mannose Known interaction Other known specificity Properties gp120 (HIV), Keratan sulfate Caution Standard conditions of use Sulfated sugars (Sulfated Lewisx , sulfated galactose ) Calcium dependent 0.2 mg, 1 mg 160 www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 Catalogue OligoTech 2012 p160.pdf 1 13/06/12 14:05:45 OligoTech® Index Product code & Product name www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 159 161 13/06/12 8:02:08 OligoTech® Product code index A ALG100 · 71 ALG101 · 71 ALG102 · 71 ALG103 · 71 ALG104 · 71 ALG105 · 71 ALG300 · 72 ALG310 · 72 ALG320 · 72 ALG330 · 72 ALG500 · 73 ALG510 · 73 ALG520 · 73 ALG530 · 73 AMG001 · 156 AMG002 · 156 AMG003 · 156 AMG004 · 156 ARB105 · 80 F FRU100 · 83 FRU101 · 83 FRU102 · 83 FRU110 · 83 FRU111 · 83 FRU112 · 84 FRU113 · 84 FRU114 · 84 FRU115 · 84 FRU116 · 84 FRU117 · 84 FRU118 · 84 FRU130 · 84 FUC100 · 47 FUC110 · 48 FUC200 · 47 FUC210 · 48 FUC300 · 47 FUC310 · 48 FUC400 · 47 FUC410 · 48 FUC500 · 47 FUC510 · 48 FUC600 · 47 G GAG070 · 152 GAG071 · 152 162 GAG072 · 153 GAG073 · 153 GAG074 · 153 GAL100 · 55 GAL101 · 55 GAL110 · 55 GAL111 · 55 GAL112 · 55 GAL200 · 57 GAL300 · 57 GAL400 · 57 GAL500 · 58 GAT100 · 77 GAT101 · 77 GAT102 · 77 GAT103 · 77 GAT110 · 78 GAT111 · 78 GAT112 · 78 GAT200 · 78 GAT300 · 78 GLU1000 · 15 GLU1100 · 18 GLU1101 · 18 GLU1110 · 15 GLU1111 · 15 GLU1112 · 16 GLU1120 · 18 GLU1121 · 18 GLU1122 · 18 GLU1131 · 19 GLU1140 · 19 GLU1141 · 19 GLU1142 · 19 GLU1150 · 19 GLU1151 · 19 GLU1152 · 19 GLU1160 · 16 GLU1161 · 16 GLU1162 · 17 GLU1170 · 19 GLU1171 · 19 GLU1180 · 17 GLU1181 · 17 GLU1182 · 18 GLU200 · 34 GLU300 · 21 GLU301 · 21 GLU302 · 21 GLU303 · 21 GLU304 · 22 GLU305 · 22 GLU306 · 22 GLU308 · 22 GLU309 · 22 GLU311 · 23 GLU312 · 23 GLU313 · 23 GLU314 · 23 GLU315 · 24 GLU316 · 24 GLU317 · 24 GLU318 · 24 GLU319 · 25 GLU320 · 25 GLU322 · 25 GLU330 · 25 GLU340 · 38 GLU410 · 37 GLU411 · 37 GLU420 · 39 GLU421 · 39 GLU422 · 39 GLU423 · 39 GLU424 · 39 GLU425 · 39 GLU426 · 39 GLU432 · 37 GLU433 · 37 GLU434 · 37 GLU435 · 38 GLU436 · 38 GLU437 · 38 GLU500 · 27 GLU501 · 27 GLU510 · 27 GLU600 · 29 GLU601 · 29 GLU602 · 29 GLU610 · 29 GLU611 · 29 GLU700 · 30 GLU800 · 31 GLU900 · 32 GLU910 · 32 GLY005 · 93 GLY006 · 94 GLY008 · 94 GLY009 · 93 GLY010 · 93 GLY011 · 94 GLY021 · 95 GLY022 · 95 GLY023 · 95 GLY030 · 97 GLY031-1 · 97 GLY031-2 · 97 GLY031-3 · 97 GLY032-1 · 98 GLY032-2 · 98 GLY033-1 · 98 www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 160 13/06/12 8:02:09 OligoTech® GLY033-2 · 99 GLY034 · 99 GLY034-AP · 143 GLY035-1 · 99 GLY035-2 · 99 GLY035-3 · 100 GLY035-4 · 100 GLY035-5 · 100 GLY036-1 · 100 GLY036-1-PR · 143 GLY036-2 · 101 GLY037-1 · 101 GLY037-1-NPR · 143 GLY037-2 · 101 GLY038-1 · 102 GLY038-2 · 102 GLY038-3 · 102 GLY038-4 · 102 GLY038-5 · 103 GLY039-1 · 103 GLY039-2 · 103 GLY040-1 · 104 GLY040-1-NPR · 144 GLY040-2 · 104 GLY044 · 108 GLY045 · 107 GLY046 · 106 GLY047 · 107 GLY048 · 106 GLY049 · 105 GLY050 · 105 GLY050-PR · 144 GLY051 · 105 GLY052 · 106 GLY053 · 108 GLY053-PR · 144 GLY054 · 106 GLY055 · 107 GLY056 · 107 GLY056-NPR · 145 GLY058-AP · 144 GLY060 · 109 GLY061 · 110 GLY062 · 110 GLY063 · 109 GLY064 · 110 GLY065 · 111 GLY066 · 109 GLY067 · 111 GLY068 · 111 GLY070 · 114 GLY071 · 112 GLY072 · 114 GLY073 · 114 GLY074-1 · 112 GLY074-2 · 112 GLY075 · 113 GLY076 · 113 GLY077 · 113 GLY078 · 113 GLY079 · 113 GLY080 · 115 GLY081 · 116 GLY082 · 116 GLY083 · 117 GLY084-1 · 115 GLY084-2 · 116 GLY085-1 · 115 GLY085-2 · 117 GLY086-1 · 115 GLY086-2 · 117 GLY090 · 119 GLY090-AP · 145 GLY090-NPR · 145 GLY091 · 119 GLY092 · 119 GLY093 · 120 GLY094 · 120 GLY094-NPR · 145 GLY095 · 120 GLY096 · 120 GLY096-AP · 146 GLY096-NPR · 146 GLY097 · 121 GLY098 · 121 GLY098-NPR · 146 GLY099 · 121 GLY100 · 121 GLY101 · 122 GLY102 · 122 GLY103 · 122 GLY104 · 122 GLY105 · 119 GLY111 · 136 GLY120 · 124 GLY120-NPR · 147 GLY121 · 124 GLY122 · 126 GLY123 · 126 GLY123-NPR · 147 GLY124 · 125 GLY125 · 125 GLY126 · 94 GLY127 · 98, 125 GLY128 · 101 GLY129 · 104 GLY130 · 126 GLY131 · 126 GLY132 · 127 GLY133 · 127 GLY134 · 114 GLY135 · 124 GLY136 · 124 GLY140 · 138 GLY141 · 138 GLY141-Aa · 148 GLY141-Ab · 148 GLY141-PR · 148 GLY142 · 138 GLY143 · 138 GLY143-Aa · 148 GLY143-Ab · 148 GLY143-PR · 148 GLY151 · 139 GLY153 · 139 GLY154 · 139 GLY155 · 139 GLY156 · 140 GLY157 · 140 GLY158 · 140 GLY159 · 140 GLY160 · 129 GLY161 · 129 GLY162 · 129 GLY163 · 130 GLY164 · 130 GLY165 · 130 GLY171 · 125 GLY172 · 116 GLY173 · 136 GLY174 · 136 GLY180 · 128 GLY181 · 128 GLY190 · 130 GLY191-1 · 131 GLY191-2 · 131 GLY192 · 131 GLY193 · 131 GLY194-1 · 132 GLY194-2 · 132 GLY195-1 · 132 GLY195-2 · 132 GLY196-1 · 133 GLY196-2 · 133 GLY197 · 133 GLY198-1 · 133 GLY198-2 · 134 GLY199 · 134 GLY200 · 134 GLY201-1 · 134 GLY201-2 · 135 GLY202-1 · 135 GLY202-2 · 135 GLY203-1 · 135 GLY203-2 · 135 GLY220-NPR · 147 GLY220-PR · 148 GLY221-Ab · 148 GLY221-AP · 147 GLY221-PR · 147 GLY222-Ab · 148 GLY222-PR · 148 GLY223-AM · 149 GLY223-PR · 149 GLY224-Aa · 149 GLY224-Ab · 149 GLY224-PR · 149 GLY225-Aa · 149 GLY225-PR · 149 www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 161 163 13/06/12 8:02:09 OligoTech® H HGL100 · 88 HGL101 · 88 L LEC101 · 159 LEC102 · 159 LEC202 · 159 LEC301 · 159 LEC302 · 160 LEC401 · 160 LEC402 · 160 MAN213 · 64 MAN215 · 64 MAN219 · 64 MAN300 · 65 MAN400 · 65 MAN500 · 65 MAN600 · 67 MAN610 · 67 MAN700 · 68 MAN800 · 61 MAN801 · 61 MAN810 · 61 ULV003 · 44 ULV005 · 44 ULV006 · 44 ULV007 · 44 ULV010 · 43 ULV011 · 44 ULV100 · 43 ULV101 · 43 ULV102 · 43 ULV103 · 43 S XYL100 · 51 XYL101 · 51 XYL110 · 51 XYL111 · 51 SPR100 · 86 M MAN100 · 62 MAN200 · 64 MAN201 · 64 MAN202 · 64 164 X U ULV001 · 44 ULV002 · 44 www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 162 13/06/12 8:02:09 OligoTech® Product name index A-B 1-F-(1-β-fructofuranosyl)-2-nystose .....................................................................................84 1-F-(1-β-fructofuranosyl)-3-nystose .....................................................................................84 1-kestose (DP3) .................................................................................................................83 2’FL ..................................................................................................................................97 2’Fucosyllactose .................................................................................................................97 2'2 DiFucosyllactose ......................................................................................................... 130 3 Fucosyllactose ............................................................................................................... 109 3 Sialylgalactose .............................................................................................................. 140 3’Sialyl-3Fucosyllactose..................................................................................................... 109 3’-α-sialyl-N-Acetyl-Lactosamine ........................................................................................ 116 3-FL................................................................................................................................ 109 3-Fucosylated Blood group A tetraose ................................................................................. 111 3-Fucosylated Blood group B tetraose ................................................................................. 111 3Sialyl-Gb3...................................................................................................................... 125 3'Sialyllactose .................................................................................................................. 119 3'Sialyllactose-β-Aminopropyl ............................................................................................ 145 3'Sialyllactose-β-N-Acetyl Propargyl.................................................................................... 145 Acemannan polysaccharide (Aloe vera) .................................................................................61 Acetylated XFG xyloglucan oligosaccharide (DP7) ...................................................................16 Acetylated XLFG xyloglucan oligosaccharide (DP10) ................................................................17 Acetylated XLG oligosaccharide ............................................................................................18 Acetylated XLLFG xyloglucan oligosaccharide (DP13) ..............................................................18 Acetylated XLLG oligosaccharide...........................................................................................19 Acetylated XXFG oligosaccharide ..........................................................................................19 Acetylated XXLG oligosaccharide (XXLG(Ac)) .........................................................................18 Agar polysaccharides ..........................................................................................................58 aGM1 (asialo GM1) Ganglioside sugar ................................................................................. 122 aGM2 (asialo GM2) Ganglioside sugar ................................................................................. 122 Alginate polysaccharides (from Ascophyllum nodosum) ...........................................................71 Alginate polysaccharides (from Chorda filum) ........................................................................71 Alginate polysaccharides (from Durvillaea antarctica)..............................................................71 Alginate polysaccharides (from Fucus vesiculosus)..................................................................71 Alginate polysaccharides (from Laminaria) .............................................................................71 Alginate polysaccharides Kit.................................................................................................71 Aminoglycoside platform 1 ................................................................................................ 156 Aminoglycoside platform 2 ................................................................................................ 156 Aminoglycoside platform 3 ................................................................................................ 156 Aminoglycoside platform 4 ................................................................................................ 156 Apiogalacturonan polysaccharide (sodium salt) ......................................................................78 Arabinan polysaccharides from Apple ....................................................................................80 BC2LA from Burkholderia cenocepacia ................................................................................. 159 BC2LC-Nt from Burkholderia cenocepacia ............................................................................ 160 Blood group A antigen hexaose type 1 ................................................................................ 101 Blood group A antigen hexaose type 1-β-N-Acetyl Propargyl .................................................. 143 Blood group A antigen hexaose type 2 ................................................................................ 101 Blood group A antigen pentaose type 1 ............................................................................... 100 Blood group A antigen pentaose type 1-β-Propargyl.............................................................. 143 Blood group A antigen pentaose type 2 ............................................................................... 101 Blood group A antigen pentaose type 4 ............................................................................... 101 Blood group A antigen tetraose type 1 ..................................................................................99 Blood group A antigen tetraose type 2 ..................................................................................99 Blood group A antigen tetraose type 5 ................................................................................ 100 Blood group A antigen triaose ..............................................................................................99 www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 163 165 13/06/12 8:02:09 OligoTech® Product name index B-C Blood group A antigen triaose-β-Aminopropyl ...................................................................... 143 Blood group A Lewisb antigen pentaose type 1 ..................................................................... 100 Blood group A LewisY antigen pentaose type 2 ..................................................................... 100 Blood group B antigen hexaose type 1 ................................................................................ 104 Blood group B antigen hexaose type 1-β-N-Acetyl Propargyl .................................................. 144 Blood group B antigen hexaose type 2 ................................................................................ 104 Blood group B antigen pentaose type 1 ............................................................................... 103 Blood group B antigen pentaose type 2 ............................................................................... 103 Blood group B antigen pentaose type 4 ............................................................................... 104 Blood group B antigen tetraose type 1 ................................................................................ 102 Blood group B antigen tetraose type 2 ................................................................................ 102 Blood group B antigen tetraose type 5 ................................................................................ 102 Blood group B antigen triaose-β-Aminopropyl ...................................................................... 144 Blood group B Lewisb antigen pentaose type 1 ..................................................................... 102 Blood group B LewisY antigen pentaose type 2 ..................................................................... 103 Blood group H antigen disaccharide ......................................................................................97 Blood group H antigen pentaose type 1 .................................................................................98 Blood group H antigen pentaose type 2 .................................................................................99 Blood group H antigen tetraose type 1 ..................................................................................98 Blood group H antigen tetraose type 2 ..................................................................................98 Blood group H antigen tetraose type 4 .......................................................................... 98, 125 Blood group H antigen triaose type 1 ....................................................................................97 Blood group H antigen triaose type 2 ....................................................................................97 Blood group H antigen triaose type 5 ....................................................................................97 CD15 .............................................................................................................................. 105 Cellobiose ..........................................................................................................................21 Celloheptaose ....................................................................................................................22 Cellohexaose .....................................................................................................................22 Cellooctaose ......................................................................................................................22 Cello-Oligosaccharides Kit....................................................................................................22 Cellopentaose ....................................................................................................................21 Cellotetraose .....................................................................................................................21 Cellotriose .........................................................................................................................21 Chitin oligosaccharide DP2 ...................................................................................................37 Chitin oligosaccharide DP3 ...................................................................................................37 Chitin oligosaccharide DP4 ...................................................................................................37 Chitin oligosaccharide DP5 ...................................................................................................38 Chitin oligosaccharide DP6 ...................................................................................................38 Chitin oligosaccharide DP7 ...................................................................................................38 Chitin polysaccharide ..........................................................................................................37 Chitinbiose ................................................................................................................ 37, 140 Chitinheptaose ...................................................................................................................38 Chitinhexaose ....................................................................................................................38 Chitin-Oligosaccharides Kit ..................................................................................................38 Chitinpentaose ...................................................................................................................38 Chitintetraose ....................................................................................................................37 Chitintriaose ......................................................................................................................37 Chitosan oligosaccharides DP12 ...........................................................................................39 Chitosan oligosaccharides DP40 ...........................................................................................39 Chitosan oligosaccharides DP6 .............................................................................................39 Chitosan oligosaccharides DP60 ...........................................................................................39 Chitosan oligosaccharides mixture ........................................................................................39 Chitosan polysaccharide ......................................................................................................39 166 www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 164 13/06/12 8:02:09 OligoTech® Product name index C-G Colloidal Chitin polysaccharide .............................................................................................37 Core type 1 triaose .............................................................................................................93 Core type 2 triaose .............................................................................................................94 Core type 4 .......................................................................................................................94 Cytolipin R ....................................................................................................................... 114 DC-SIGN ECD (extra-cellular domain) ................................................................................. 160 DF-L ............................................................................................................................... 109 Difucosyllactose ............................................................................................................... 109 Difucosylpentaose ............................................................................................................ 129 Disialosylpentaose ............................................................................................................ 129 Disialyl lactose / DS-L ....................................................................................................... 119 Disialylated iGb5 analogue type 1 ....................................................................................... 135 Disialylated iGb5 analogue type 2 ....................................................................................... 135 Disialylated isoglobopentaose analogue type 1 ..................................................................... 135 Disialylated isoglobopentaose analogue type 2 ..................................................................... 135 Disialylated pentaose type 1 .............................................................................................. 116 Disialylated tetraose type 1 ............................................................................................... 115 Disialylated tetraose type 2 ............................................................................................... 117 Forssman antigen pentaose ............................................................................................... 127 Forssman antigen triaose .................................................................................................. 127 Fructofuranosyl-Nystose ......................................................................................................83 Fructo-oligosaccharide DP10 ................................................................................................84 Fructo-oligosaccharide DP11 ................................................................................................84 Fructo-oligosaccharide DP12 ................................................................................................84 Fructo-oligosaccharide DP5 ..................................................................................................83 Fructo-oligosaccharide DP6 ..................................................................................................84 Fructo-oligosaccharide DP7 ..................................................................................................84 Fructo-oligosaccharide DP8 ..................................................................................................84 Fructo-oligosaccharide DP9 ..................................................................................................84 Fructo-Oligosaccharides Kit..................................................................................................84 Fructo-oligosaccharides mixture from Jerusalem artichoke (Cut-off< 10 kDa) ............................83 F-SL ............................................................................................................................... 109 Fucoidan oligosaccharides (Cut-off<10kDa) from Ascophyllum n. .............................................48 Fucoidan oligosaccharides (Cut-off<10kDa) from Chorda filum .................................................48 Fucoidan oligosaccharides (Cut-off<10kDa) from Durvillea a....................................................48 Fucoidan oligosaccharides (Cut-off<10kDa) from Fucus vesiculosus ..........................................48 Fucoidan polysaccharide from Ascophyllum nodosum ..............................................................47 Fucoidan polysaccharide from Chorda filum ...........................................................................47 Fucoidan polysaccharide from Durvillea antarctica ..................................................................47 Fucoidan polysaccharide from Fucus vesiculosus ....................................................................47 Fucoidan polysaccharide Kit .................................................................................................47 Fucosyl GM1 Ganglioside sugar .......................................................................................... 122 Fucosylated A antigen type 5 ............................................................................................. 130 Fucosylated B antigen type 5 ............................................................................................. 130 GA1 ................................................................................................................................ 122 GA2 ................................................................................................................................ 122 Galabiose ........................................................................................................................ 139 Galactofucan oligosaccharides (Cut-off<10kDa) from Undaria pinnatifida ..................................48 Galactofucan polysaccharide from Undaria pinnatifida .............................................................47 Galactoglucomannan polysaccharide .....................................................................................68 Galactomannan oligosaccharides DP3 from Carob ...................................................................64 Galactomannan oligosaccharides DP5 from Carob ...................................................................64 Galactomannan oligosaccharides DP9 from Carob ...................................................................64 www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 165 167 13/06/12 8:02:09 OligoTech® Product name index G Galactomannan polysaccharides from Carob (locust bean gum) ...............................................64 Galactomannan polysaccharides from Fenugreek ....................................................................64 Galactomannan polysaccharides from Guar ............................................................................64 Galactose-β-aminooxy ...................................................................................................... 148 Galactose-β-Aminopropyl .................................................................................................. 147 Galactose-β-Propargyl ....................................................................................................... 147 Galactosyl-lactose ............................................................................................................ 129 Galacturonan oligosaccharide block(OGAs) ............................................................................78 Galacturonan oligosaccharides Mixture DP3/DP4 ....................................................................78 Galacturonan oligosaccharides Mixture DP7/DP8 ....................................................................78 Galacturonate polysaccharides HM from apple (sodium salt) ....................................................77 Galacturonate polysaccharides HM from citrus (sodium salt) ....................................................77 Galacturonate polysaccharides LM from apple (sodium salt) .....................................................77 Galacturonate polysaccharides LM from citrus (sodium salt) ....................................................77 GalGalNac-aGM1 (GalGalNAc asialo GM1) Ganglioside sugar .................................................. 136 Galili antigen heptaose ...................................................................................................... 113 Galili antigen nonaose ....................................................................................................... 113 Galili antigen pentaose ...................................................................................................... 112 Galili antigen triaose ......................................................................................................... 112 Galili antigen undecaose .................................................................................................... 113 GalNAc-aGM1 (GalNAc-asialo GM1) Ganglioside sugar ........................................................... 136 GalNAcβ1-3Gal ................................................................................................................. 139 Galα1-3Gal ...................................................................................................................... 139 Galα1-4Gal ...................................................................................................................... 139 Galα1-4Galα1-4Gal ........................................................................................................... 140 Galα1-4Galα1-4Galα1-4Gal ................................................................................................ 140 Galα-3 epitope ................................................................................................................. 112 Galβ1-3Gal-α-aminooxy .................................................................................................... 149 Galβ1-3Gal-α-propargyl .................................................................................................... 149 Gb3 ................................................................................................................................. 124 Gb4 ................................................................................................................................. 124 Gb4 analogue ................................................................................................................... 130 Gb4 Globoside terminal ..................................................................................................... 139 Gb4-Lewisa analogue ......................................................................................................... 131 Gb4-Lewisx analogue ......................................................................................................... 131 Gb5 analogue type 1 ......................................................................................................... 131 Gb5 analogue type 2 ......................................................................................................... 131 Gb5 Triaose core structure ..................................................................................................94 GD1a Ganglioside sugar .................................................................................................... 121 GD1a Ganglioside sugar-β-N-Acetyl Propargyl ...................................................................... 146 GD1b Ganglioside sugar .................................................................................................... 121 GD2 Ganglioside sugar ...................................................................................................... 120 GD2 Ganglioside sugar-β-N-Acetyl Propargyl ....................................................................... 145 GD3 Ganglioside sugar ...................................................................................................... 119 Gentio-oligosaccharides mixture ...........................................................................................32 GF10 ..................................................................................................................................84 GF11 ..................................................................................................................................84 GF2 ...................................................................................................................................83 GF3 ...................................................................................................................................83 GF4 ...................................................................................................................................83 GF5 ...................................................................................................................................84 GF6 ...................................................................................................................................84 GF7 ...................................................................................................................................84 168 www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 166 13/06/12 8:02:09 OligoTech® Product name index G-H GF8 ...................................................................................................................................84 GF9 ...................................................................................................................................84 GlcNAcβ1-3Gal ................................................................................................................. 139 Globo -H tetraose ............................................................................................................. 125 Globo-A........................................................................................................................... 125 Globo-B .......................................................................................................................... 125 Globo-H .......................................................................................................................... 126 Globo-H analogue type 1 ................................................................................................... 132 Globo-H analogue type 2 ................................................................................................... 132 Globo-H-β-N-Acetyl Propargyl ............................................................................................ 147 Globopentaose (Gb5) ........................................................................................................ 126 Globopentaose analogue type 1 ......................................................................................... 131 Globopentaose analogue type 2 ......................................................................................... 131 Globotetraose .................................................................................................................. 124 Globotetraose analogue..................................................................................................... 130 Globotetraose Lewisa analogue ........................................................................................... 131 Globotetraose Lewisx analogue ........................................................................................... 131 Globotriaose .................................................................................................................... 124 Globotriaose /Gb3-β-N-Acetyl Propargyl............................................................................... 147 Globotriaose analogue type 1 ............................................................................................. 124 Globotriaose analogue type 2 ............................................................................................. 124 Glucomannan oligosaccharides (Cut-off<10kDa) ....................................................................67 Glucomannan polysaccharide from Konjac .............................................................................67 Glucose-β-aminooxy ......................................................................................................... 148 Glucose-β-propargyl ......................................................................................................... 148 Glucurono-Arabinoxylan polysaccharide from wheat bran ........................................................51 Glucuronyl-Lacto-N-tetraose .............................................................................................. 128 Glucuronyl-lactose ............................................................................................................ 128 Glucuronyl-LNT ................................................................................................................ 128 GM1a Ganglioside sugar .................................................................................................... 120 GM1a Ganglioside sugar-β-Aminopropyl .............................................................................. 146 GM1a Ganglioside sugar-β-N-Acetyl Propargyl ...................................................................... 146 GM1b Ganglioside sugar .................................................................................................... 121 GM2 Ganglioside sugar ...................................................................................................... 120 GM2 Ganglioside sugar analogue ........................................................................................ 136 GM3 Ganglioside sugar ...................................................................................................... 119 GM3 Ganglioside sugar-β-Aminopropyl ................................................................................ 145 GM3 Ganglioside sugar-β-N-Acetyl Propargyl ....................................................................... 145 GQ3 Ganglioside sugar ...................................................................................................... 119 GT1a Ganglioside sugar..................................................................................................... 121 GT1c Ganglioside sugar ..................................................................................................... 122 GT2 Ganglioside sugar ...................................................................................................... 120 GT3 Ganglioside sugar ...................................................................................................... 119 Guluronate oligosaccharides DP10 (sodium salt).....................................................................72 Guluronate oligosaccharides DP20 (sodium salt).....................................................................72 Guluronate oligosaccharides DP3 (sodium salt) ......................................................................72 Guluronate oligosaccharides DP5 (sodium salt) ......................................................................72 Heparosan K5 polysaccharide............................................................................................. 152 Heparosan-derived oligosaccharide DP10 ............................................................................ 153 Heparosan-derived oligosaccharide DP2 .............................................................................. 152 Heparosan-derived oligosaccharide DP4 .............................................................................. 153 Heparosan-derived oligosaccharide DP6 .............................................................................. 153 Heparosan-derived oligosaccharide DP8 .............................................................................. 153 www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 167 169 13/06/12 8:02:10 OligoTech® Product name index H-L High DP Cello-Oligosaccharides ............................................................................................22 HNK 1 epitope precursor ................................................................................................... 128 iGb3 ............................................................................................................................... 114 iGb4 ............................................................................................................................... 114 iGb4 analogue .................................................................................................................. 133 iGb4-Lewisa analogue ........................................................................................................ 134 iGb4-Lewisx analogue type 2 .............................................................................................. 134 iGb5 ............................................................................................................................... 114 iGb5 analogue type 2 ........................................................................................................ 134 Inulin from chicory roots .....................................................................................................83 Iota-Carrageenan polysaccharides ........................................................................................57 Isoforssman antigen pentaose ........................................................................................... 114 Isoglobo-H analogue type 1 ............................................................................................... 134 Isoglobo-H analogue type 2 ............................................................................................... 135 Isoglobopentaose ............................................................................................................. 114 Isoglobopentaose analogue type 1 ...................................................................................... 133 Isoglobotetraose .............................................................................................................. 114 Isoglobotetraose analogue ................................................................................................. 133 Isoglobotetraose Lewisa analogue ....................................................................................... 134 Isoglobotetraose Lewisx analogue type 2 ............................................................................. 134 Isoglobotriaose ................................................................................................................ 114 Isolichenan oligosaccharides (Cut-off:3<->10 kDa) ................................................................29 Isolichenan oligosaccharides (Cut-off< 10kDa).......................................................................29 Isolichenan polysaccharide ..................................................................................................29 Kappa-Carrageenan polysaccharides .....................................................................................57 LacNAc ..............................................................................................................................94 Lactodifucotetraose .......................................................................................................... 109 Lacto-N-Biose ....................................................................................................................93 Lacto-N-difucohexaose II .................................................................................................. 107 Lacto-N-fucopentaose I .......................................................................................................98 Lacto-N-fucopentaose V .................................................................................................... 110 Lacto-N-neodifucohexaose ................................................................................................. 105 Lacto-N-neofucopentaose .................................................................................................. 110 Lacto-N-neofucopentaose I ..................................................................................................99 Lacto-N-neooctaose ............................................................................................................95 Lacto-N-neotetraose ...........................................................................................................95 Lacto-N-tetraose ................................................................................................................93 Lacto-N-Triaose..................................................................................................................94 Lactose-β-aminooxy ......................................................................................................... 148 Lactose-β-N-Acetyl Propargyl ............................................................................................. 147 Lactose-β-propargyl.......................................................................................................... 148 Lambda-Carrageenan polysaccharides ..................................................................................57 Laminaran oligosaccharide mixture (<10 kDa cut-off) .............................................................27 Laminaran polysaccharide from Fucus v. ...............................................................................27 Laminaran polysaccharide from Laminaria sp. ........................................................................27 Langerin ECD (extra-cellular domain) ................................................................................. 160 LEC401 ........................................................................................................................... 160 LecA (PA-IL) from Pseudomonas aeruginosa ........................................................................ 159 LecB (PA-IIL) from Pseudomonas aeruginosa ....................................................................... 159 Lentinan polysaccharide ......................................................................................................31 Lewisa (Lea) hexaose ......................................................................................................... 107 Lewisa (Lea) tetraose ......................................................................................................... 106 Lewisa (Lea) triaose ........................................................................................................... 106 170 www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 168 13/06/12 8:02:10 OligoTech® Product name index L-N Lewisb (Leb) pentaose ....................................................................................................... 107 Lewisb (Leb) tetraose ......................................................................................................... 107 Lewisb pentaose-β-N-Acetyl Propargyl ................................................................................. 145 LewisX (LeX) hexaose ........................................................................................................ 105 LewisX (LeX) tetraose ........................................................................................................ 105 LewisX (LeX) triaose .......................................................................................................... 105 LewisX tetraose-β-Propargyl ............................................................................................... 144 LewisY (LeY) pentaose ....................................................................................................... 106 LewisY (LeY) tetraose ......................................................................................................... 106 LFG oligosaccharide ............................................................................................................18 L-fucose .......................................................................................................................... 138 L-Fucose-α-aminooxy ....................................................................................................... 148 L-Fucose-α-propargyl ........................................................................................................ 148 L-Fucose-β-aminooxy ....................................................................................................... 148 Lichenan & Isolichenan polysaccharide Native grade ...............................................................29 Lichenan polysaccharide ......................................................................................................29 Linear B-2 trisaccharide .................................................................................................... 112 linear B-6 trisaccharide ..................................................................................................... 114 LNDFH II ......................................................................................................................... 107 LNFP I ...............................................................................................................................98 LNFP V ............................................................................................................................ 110 LNFP VI ........................................................................................................................... 110 LNnDFH .......................................................................................................................... 105 LnNFP I .............................................................................................................................99 LNnFP-V .......................................................................................................................... 110 LNnO ................................................................................................................................95 LNnT .................................................................................................................................95 LNT ..................................................................................................................................93 LNT2 .................................................................................................................................94 LSTa ............................................................................................................................... 116 LSTd ............................................................................................................................... 117 LS-Tetrasaccharide a ........................................................................................................ 116 LS-Tetrasaccharide d ........................................................................................................ 117 Maltodecaose .....................................................................................................................25 Maltodextrin oligosaccharide mixture ....................................................................................23 Maltoheptaose ...................................................................................................................24 Maltohexaose .....................................................................................................................24 Maltononaose ....................................................................................................................25 Maltooctaose .....................................................................................................................24 Malto-Oligosaccharides Kit ...................................................................................................25 Maltopentaose ...................................................................................................................24 Maltose .............................................................................................................................23 Maltotetraose .....................................................................................................................23 Maltotriose ........................................................................................................................23 Mannan oligosaccharides (cut-off<10kDa) .............................................................................61 Mannan polysaccharide (Ivory Nut or Tagua) .........................................................................61 Mannose-α-aminooxy........................................................................................................ 149 Mannose-α-propargyl ........................................................................................................ 149 Mannuronate oligosaccharides DP10 (sodium salt) ..................................................................73 Mannuronate oligosaccharides DP20 (sodium salt) ..................................................................73 Mannuronate oligosaccharides DP3 (sodium salt) ...................................................................73 Mannuronate oligosaccharides DP5 (sodium salt) ...................................................................73 N,N’-diacetylchitobiose ...................................................................................................... 140 www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 169 171 13/06/12 8:02:10 OligoTech® Product name index N-S N-Acetyl-D-Lactosamine ......................................................................................................94 N-acetylgalactosamine ...................................................................................................... 138 N-acetylgalactosamine-α-aminooxy .................................................................................... 148 N-acetylgalactosamine-α-propargyl .................................................................................... 148 N-acetylgalactosamine-β-aminooxy .................................................................................... 148 N-acetylglucosamine-α-aminooxy ....................................................................................... 149 N-acetylglucosamine-β-aminooxy ....................................................................................... 149 N-acetylglucosamine-β-propargyl ....................................................................................... 149 N-acetylmannosamine....................................................................................................... 138 N-acetylneuraminic acid .................................................................................................... 138 neo-LNT ............................................................................................................................95 Nystose (DP4) ....................................................................................................................83 P antigen ......................................................................................................................... 124 P1 antigen ....................................................................................................................... 124 Para-Lacto-N-neohexaose....................................................................................................95 Para-LNnH .........................................................................................................................95 Pk antigen........................................................................................................................ 124 Pk antigen-β-N-Acetyl Propargyl ......................................................................................... 147 Pustulan polysaccharide ......................................................................................................32 Quadrisialyl lactose ........................................................................................................... 119 Reduced LFG......................................................................................................................19 Reduced XFG xyloglucan oligosaccharide (DP7) ......................................................................15 Reduced XLFGG oligosaccharide (XXLGol) ..............................................................................19 Reduced XLLFG xyloglucan oligosaccharide (DP13) .................................................................17 Reduced XLLG oligosaccharide .............................................................................................19 Reduced XXFG oligosaccharide .............................................................................................19 Reduced XXLG oligosaccharide (XXLGol) ...............................................................................18 Rhamnogalacturonan polysaccharide from gombo (sodium salt) ...............................................78 RSL from Ralstonia solanacearum ....................................................................................... 159 Scleroglucan polysaccharide ................................................................................................30 Sialic acid ........................................................................................................................ 138 Sialyl Le x precursor .......................................................................................................... 116 Sialyl Lea precursor ........................................................................................................... 115 Sialyl Lewisa (sLea) tetraose ............................................................................................... 108 Sialyl LewisX (sLeX) pentaose ............................................................................................. 108 Sialyl LewisX (sLeX) tetraose .............................................................................................. 107 Sialyl LewisX pentaose-β-Propargyl ..................................................................................... 144 Sialylated globotriaose ...................................................................................................... 125 Sialylated iGb5 analogue type 1 .......................................................................................... 135 Sialylated iGb5 analogue type 2 .......................................................................................... 135 Sialylated isoglobopentaose analogue type 1 ....................................................................... 135 Sialylated isoglobopentaose analogue type 2 ....................................................................... 135 Sialylated tetraose type 1 .................................................................................................. 115 Sialylated tetraose type 2 .................................................................................................. 116 Sialylated triaose type 1 .................................................................................................... 115 Sialylated triaose type 2 .................................................................................................... 116 Sialylated-SSEA-4 hexaose analogue type 1 ........................................................................ 133 Sialylated-SSEA-4 hexaose analogue type 2 ........................................................................ 133 Sialyl-lacto-N-tetraose a.................................................................................................... 116 Sialyl-lacto-N-tetraose d ................................................................................................... 117 Spirulan polysaccharides Fine Grade .....................................................................................86 SSEA-1 ........................................................................................................................... 105 SSEA-3b-β-N-Acetyl Propargyl ........................................................................................... 147 172 www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 170 13/06/12 8:02:10 OligoTech® Product name index S-X SSEA-4 hexaose ............................................................................................................... 126 SSEA-4 hexaose analogue type 1 ....................................................................................... 132 SSEA-4 hexaose analogue type 2 ....................................................................................... 132 SSEA-4 tetraose ............................................................................................................... 126 Stage Specific Embryonic Antigen 3a (SSEA-3a) ................................................................... 126 Stage Specific Embryonic Antigen 3b (SSEA-3b)................................................................... 126 Stage-Specific Embryonic Antigen-4 ................................................................................... 126 Starch ...............................................................................................................................25 Sulfated Arabinogalactan oligosaccharides (Cut-off: 3kDa<->10kDa) .......................................55 Sulfated Arabinogalactan oligosaccharides (Cut-off<10kDa) ....................................................55 Sulfated Arabinogalactan oligosaccharides (Cut-off<3kDa) ......................................................55 Sulfated Arabinogalactan polysaccharide (from Codium f.) Fine grade .......................................55 Sulfated Arabinogalactan polysaccharide (from Codium f.) Native grade ....................................55 Sulfated heteropolysaccharides fine grade .............................................................................88 Sulfated heteropolysaccharides native grade..........................................................................88 Sulfated Xylomannan polysaccharides ...................................................................................62 TF antigen analogue-α-aminooxy ....................................................................................... 149 TF antigen analogue-α-propargyl ........................................................................................ 149 Tn antigen analogue-α-propargyl........................................................................................ 148 Tn antigen analogue-β-aminooxy ....................................................................................... 148 Trisialyl lactose ................................................................................................................ 119 Trisialylated pentaose type 1 ............................................................................................. 115 Trisialylated pentaose type 2 ............................................................................................. 117 Ulvan oligosaccharides (cut-off: 1<->3kDa ) from Enteromorpha sp. ........................................44 Ulvan oligosaccharides (cut-off: 1<->3kDa ) from Ulva sp.......................................................44 Ulvan oligosaccharides (cut-off: 3<->5kDa) from Enteromorpha sp. .........................................44 Ulvan oligosaccharides (cut-off: 3<->5kDa) from Ulva sp. ......................................................44 Ulvan oligosaccharides (cut-off: 650 Da<->1kDa) from Enteromorpha sp .................................44 Ulvan oligosaccharides (cut-off: 650 Da<->1kDa) from Ulva sp. ..............................................44 Ulvan oligosaccharides (cut-off<10kDa) from Enteromorpha sp. ..............................................44 Ulvan oligosaccharides (cut-off<10kDa) from Ulva sp. ............................................................43 Ulvan polysaccharides from Enteromorpha sp. Fine grade........................................................43 Ulvan polysaccharides from Enteromorpha sp. Native grade ....................................................43 Ulvan polysaccharides from Ulva sp. Fine Grade .....................................................................43 Ulvan polysaccharides from Ulva sp. Native grade ..................................................................43 Xanthan gum polysaccharide ...............................................................................................34 Xeno antigen type 1 ......................................................................................................... 112 Xeno antigen type 2 ......................................................................................................... 112 Xeno Lewisa ..................................................................................................................... 113 Xeno lewisX...................................................................................................................... 113 XFG xyloglucan oligosaccharide (DP7) ...................................................................................15 XFG(Ac) ............................................................................................................................16 XFGol ................................................................................................................................15 XLFG xyloglucan oligosaccharide (DP10) ...............................................................................16 XLFG(Ac) ...........................................................................................................................17 XLFGG oligosaccharide ........................................................................................................19 XLG oligosaccharide ............................................................................................................18 XLLFG xyloglucan oligosaccharide (DP13) ..............................................................................17 XLLFG(Ac) .........................................................................................................................18 XLLFGol ............................................................................................................................17 XLLG oligosaccharide ..........................................................................................................19 XXFG oligosaccharide ..........................................................................................................19 XXLG oligosaccharide ..........................................................................................................18 www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 171 173 13/06/12 8:02:10 OligoTech® Product name index X-α Xylan oligosaccharides XOs (cut-off: 650Da<->3kDa) from Palmaria p. ....................................51 Xylan oligosaccharides XOs (Cut-off<10kDa) from Palmaria p. .................................................51 Xylan polysaccharide from Palmaria palmata..........................................................................51 Xyloglucan oligosaccharides .................................................................................................15 Xyloglucan oligosaccharides available upon request ................................................................18 α1-3 galactobiose ............................................................................................................. 139 α1-3Galactosyl-3Fucosyllactose .......................................................................................... 110 α1-4 galactobiose ............................................................................................................. 139 α1-4Gal-3Fucosyllactose ................................................................................................... 111 α-Digalactosyl mannopentaose .............................................................................................65 α-galactosyl Mannobiose & Mannotriose ................................................................................65 α-galactosyl Mannotriose .....................................................................................................65 α-Gal-Lewisa .................................................................................................................... 113 α-Gal-LewisX .................................................................................................................... 113 174 www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 172 13/06/12 8:02:10 OligoTech® Sale Terms & Conditions www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 173 175 13/06/12 8:02:10 INTERIEUR Catalogue OligoTech 2012.pdf 174 13/06/12 8:02:11 OligoTech® Glycoproducts for life sciences Engineering and production OligoTech ® Sale Terms and Conditions (1/2) These conditions apply to all sales of goods by Elicityl (The Seller) to any Purchaser (The Buyer), whatever is the nationality of the Buyer. In placing its order with the Supplier, the Buyer has accepted all of the general terms & conditions of sale as described herein, notwithstanding any proposed change in terms contained in its own purchasing documents. Ordering. We will only accept orders from Companies, Universities and Colleges, Research Institutes, Hospitals, Government Agencies. We cannot supply retailers, wholesalers, brokers or individuals. The Buyer agrees that the Products sold and delivered to the Buyer hereunder are to be used solely for Buyer's proper use and are not to be resold or used by customer for any other purpose or in any other manner whatsoever. Buyer’s orders are thereafter subject to our written acceptance, and, prior to such acceptance, may be refused or canceled by us for any reason, including our inability to supply, or if the customer could not be identified. Orders may be placed by mail, fax, e-mail, through our website (www.elicityl-oligotech.com). Orders should be accompanied by a delivery and invoicing address, a Purchase Order Number, a confirmation of the acceptation of the price of products, delivery cost and our present Terms and Conditions. Elicityl validates the order by sending an acknowledgement receipt of order. Ordering by e-mail at [email protected]. Ordering by fax on +33 (0)4 76 45 59 50. Customers can order by mail to the following address: Elicityl, 746 avenue Ambroise Croizat, F-38920 Crolles, France. Products. Our products are supplied solely for research purpose and for use in the laboratory by experienced and qualified personnel. They are not intended for human consumption; in particular they are not for nutritional, drug use or human experimentation. They are not intended for resale. Any other use has to be approved and confirmed in written by Elicityl. All or products should be handled by qualified personnel only; trained in laboratory procedures, and familiar with potential hazards. Information is not available on the possible hazards of many compounds. The absence of a warning must not be interpreted as indication of safety. The ultimate responsibility for the proper handling of any product lies with the user. Prices. All prices are listed in Euros. Duty, applicable taxes, freight charges and any special packaging charges are excluded and will be added to the invoice. Products and prices are correct at the time of printing and order on the web site but are subject to change without notice. The prices payable for the goods shall be those contained in the Seller’s price list current at the time of dispatch, or confirmed on request by the Seller. Quotations are valid for 60 days from the date on the quotation. Prices for orders placed after this period must be re-confirmed by the Seller. We overcharge transportation cost and any applicable taxes to the customer. Local custom fees and VAT will be separately invoiced by Transport Company or forwarding agent. Payment. Prepaid orders (credit card or checks): Elicityl generally ships the product within two open days, customer receiving the product within one week (Europe) to two weeks when the stock is available. See also Availability. Credit orders: For new customers, credit acceptance has to be confirmed by Elicityl prior to shipment. Our payment terms are usually within 30 days of the date of invoice. Payment may be made in Euros by Credit Card through Paypal, electronic transfer or cheque to Elicityl or to our current factoring agent, as mentioned on the invoice. We will not accept deduction of the customer’s own bank charges. Unpaid balances shall be subject to interest at the rate of 3 times the French applicable legal rate from the invoice date. In addition, the Supplier may, after giving eight (8) days written notice, suspend the supply of any Products without liability until all past due accounts (including fees and accrued interest) have been paid. The Supplier does no pay any rebate for early payment. Data Sheets. All orders dispatched will be accompanied by product data sheets. The specifications are made on the base of our best knowledge and the seller shall have no liability for any deviation from this. The seller accepts no liability for any errors. To complete the data sheet and in accordance with the regulation, the Buyer shall provide assistance to the Supplier in connection with the collection of Information in connection with the Products complete and deliver on first request, a “Information Form” provided by the Supplier. www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 175 177 13/06/12 8:02:11 OligoTech® Glycoproducts for life sciences Engineering and production OligoTech ® Sale Terms and Conditions (2/2) Shipping. Delivery dates mentioned in any quotation, acknowledgement of order or elsewhere are approximate only and not of any contractual effect and the Seller shall not be under any liability to the Buyer in respect of any failure to deliver on any particular date or dates. In case of inability of the Seller to deliver the products eight (8) weeks after the Purchase Order, the Buyer will be informed. Small orders will be sent by mail or registered mail. Most orders will be sent by international registered courier. The Buyer shall meet the cost of any special packaging requested by the Buyer for any packaging rendered necessary for delivery by any means other than the Seller’s normal means of delivery. Whenever authorizations concerning import, exchange transactions or other formalities are required for the importation of our Products into the country of destination, or for the payment thereof, the obtaining of such authorizations and compliance therewith within the applicable time period is at the sole expense and complete responsibility of the Buyer. Partial shipment: In the event that a complete order cannot be shipped, a partial shipment will be made at our discretion. Customer must indicate at the time an order is placed in the event that a partial shipment is not acceptable. An invoice will be processed for each partial shipment. Shipping fees will be invoiced only once, on the first invoice. Storage. Our products are mainly sold as freeze dried. Most products are stable for some years at ambient temperature, provided they are not opened and the seal is not broken. Variation. The Seller shall be determined to have fulfilled its contractual obligations in respect of any delivery though the quantity may be up to 10% more or less than the quantity specified in the contract and in such event the Buyer shall pay for the actual quantity delivered. Availability. Some products require lengthy re-make periods and sometimes are derived from raw materials which have uncertain or intermittent availability. They may therefore be unavailable for considerable periods of time. The buyer cannot drive any right from any delay, which is no longer than two months (one month in case of prepayment). Thereafter, the buyer’s rights are limited to cancellation of the undelivered part of the order, prepayments are refunded. Distribution. Some products could be delivered by local distributors. In this case the Seller informs the Purchaser of the name and the contact of the distributor. Warranty. In case of proven default in a product or delivery, the Seller’s responsibility cannot exceed the replacement of the delivered product by a conform one. The Supplier shall not in no event be liable for any lost, damage, delay, costs, diminished profits, revenues, or opportunities; or any other incidental, special, indirect, or consequential damages of any kind or nature whatsoever arising from the contract supported by the Buyer. Buyer must notify the Seller within five days after the products have been received or such products shall be deemed to have been accepted. Any return of product is subject to prior agreement between the Buyer and the Seller. Any product return without such agreement will be kept in custody and will not give rise to any reimbursement. All costs and expenses connected to such return will be charged to the Buyer. Intellectual Property. The Buyer shall not use the Seller’s Intellectual Property Rights in a manner that disparages the other party or its products or services, blurs, dilutes or otherwise diminishes the Seller's trade names, trademarks, service marks or other intellectual property, or portrays the Seller or its products or services in a false, competitively adverse or poor light. The Buyer shall comply with the Seller's requests as to the use of the Seller’s Property Rights and will avoid any action that diminishes the value of such marks. Without limiting the foregoing, the Buyer shall not, without written permission from the Seller use any of the Seller's brand names, keywords or derivations of either of the above for any purpose. Governing Law. This contract shall be governed in all respects by the French laws and the parties hereby submit to the jurisdiction of the Grenoble Court. Derogation. Any derogation to these terms and conditions are specified in written in the quotation signed by Elicityl. These Sale Terms and conditions are subject to change without notice. 178 www.elicityl-oligotech.com Contact us for bulk quantities - [email protected] - +33 (0) 4 76 40 71 61 INTERIEUR Catalogue OligoTech 2012.pdf 176 13/06/12 8:02:11 746 avenue Ambroise Croizat F-38920 Crolles - France tel: +33 (0) 4 76 40 71 61 fax: +33 (0) 4 76 45 59 50 [email protected] www.elicityl-oligotech.com SA à Directoire et Conseil de Surveillance Siret: 442 055 893 00022. Code APE: 7211Z Intra-community VAT number: FR 844 420 558 93 © 2012 Elicityl SA. All rights reserved. Oligotech Product catalogue 4th Edition, July 2012. Printed on 100% recycled paper with vegetable-based inks Imprimerie Notre-Dame France
© Copyright 2026 Paperzz