pllau - Gemacbio

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
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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
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