PRODUCT INFORMATION Lauryl-Poly-L-Lysine Ref: PLLAU Product Description Form / Colour: lyophilized powder/ white Molecular weight: ≃ 15 kDa Lauryl linked ratio: 7-15% by Infra-Red quantification Lauric acid is linked to the amino group of Poly-L-Lysine, as Poly-L-Lysine hydrobromide, using ethyl chloroformate as linker, according to published linkage methods (Geffard et al., 2010). Lauryl-Poly-L-Lysine identification is performed by Infra-Red spectroscopy. The development of multiple antibiotic resistance is a global problem. It is necessary to find new tools whose mechanisms of action differ from those of currently used antibiotics (Vidal et al., 2014). Now, Lauric acid is the most effective among the saturated fatty acids that showed antimicrobial activity against six strains of S. aureus (gram-positive bacteria) (Kitahara et al., 2004) and was the only free fatty acid that showed bactericidal activity against H. pylori (gram-negative bacteria). Moreover, lauric acid led a much lower frequency of development of spontaneous resistance in H. pylori than metronidazole and tetracycline (Petschow et al., 1996). However, free fatty acids are insoluble (Kitahara et al., 2004). Lauryl-Poly-L-Lysine opens therefore new perspectives in anti-infective therapeutic strategies. (Vidal et al., 2014). Indeed, the hydrophobicity of lauric acid is increased by Poly-L-Lysine (Chu-Kung et al., 2004; Pag et al., 2004). Moreover, lauric acid covalently attached to Poly-L-Lysine showed reproducible in vitro antibacterial activity against both Gram-positive and Gram-negative bacteria. (Vidal et al., 2014). Moreover, according to published data, the conjugation of lauric acid to Poly-L-lysine may sustain lauric acid in vivo activity (Ali et al., 2004) and should improve lauric acid cellular transport (Ryser and Shen, 1978). Precautions and Disclaimer For Laboratory Use Only. Not for drug, household or other uses. Preparation Instructions This product is soluble in water (6 to 8 mg/mL). Storage/Stability The product is stable for up to 6 months when stored protected from light, at 2-8°C. Gemac - Domaine de Berganton - 33127 Saint Jean d'Illac - France Tel: +33 557 544 544 - email: [email protected] - website: www.gemac.bio 1 References Ali M., Hicks A.E.R., Hellewell P.G., Thomaand G., Norman K.E. (2004) Polymers carrying sLexmimetics are superior inhibitors of E-selectin-dependent leukocyte rolling in vivo. FASEB Journal, 18 : 152-154. Chu-Kung A.F., Bozzelli K.N., Lockwood N.A., Haseman J.R., Mayo K.H. and Tirrell M.V. (2004) Promotion of peptide antimicrobial activity by fatty acid conjugation. Bioconjugate Chemistry, 15(3): 530535. Geffard M., De Bisschop L., Duleu S., Pouns O., Ferran G., Bessede A., Hassaine N., Autran J.-L., Bodet D., Mangas A., Covenas R. (2010) Endotherapia. Anti-inflammatory and anti-allergy agents in Medicinal Chemistry. 9(3):197-211. Kitahara T., Koyama N., Matsuda J. et al. (2004) Antimicrobial activity of saturated fatty acids and fatty amines against methicillin-resistant Staphylococcus aureus. Biological and Pharmaceutical Bulletin, 27(9): 1321-1326. Pag U., Oedenkoven M., Papo N., Oren Z., Shai Y. and Sahl H.-G. (2004) In vitro activity and mode of action of diastereomeric antimicrobial peptides against bacterial clinical isolates. Journal of Antimicrobial Chemotherapy, 53(2): 230-239. Petschow B. W., Batema R. P. and Ford L. L. (1996) Susceptibility of Helicobacter pylori to bactericidal properties of medium-chain monoglycerides and free fatty acids. Antimicrobial Agents and Chemotherapy, 40(2): 302-306. Ryser H.J., Shen W.C. (1978) Conjugation of methotrexate to poly(L-lysine) increases drug transport and overcomes drug resistance in cultured cells. Proc Natl Acad Sci U S A., 75(8): 3867-70. Vidal L., Thuault V., Mangas A., Coveñas R., Thienpont A. and Geffard M. (2014) Lauryl-poly-L-lysine: A New Antimicrobial Agent? Journal of Amino Acids, vol. 2014, Article ID 672367, 10 pages. doi:10.1155/2014/672367 Gemac - Domaine de Berganton - 33127 Saint Jean d'Illac - France Tel: +33 557 544 544 - email: [email protected] - website: www.gemac.bio 2
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