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Synthesis and characterization of a chitosan derivative (976.3)
Author(s) -
Lee Julia,
Duncan Andrew,
Townsend Stacy,
Baker Shenda
Publication year - 2014
Publication title -
the faseb journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.709
H-Index - 277
eISSN - 1530-6860
pISSN - 0892-6638
DOI - 10.1096/fasebj.28.1_supplement.976.3
Subject(s) - chitosan , conjugate , chemistry , antimicrobial , solubility , moiety , glucosamine , antibacterial activity , combinatorial chemistry , organic chemistry , bacteria , mathematical analysis , mathematics , biology , genetics
Chitosan, a polymer of N‐acetylglucosamine, has been shown to have activity against both gram‐positive and gram‐negative bacteria at low pH. However, chitosan is insoluble at physiological pH, reducing its utility as an antimicrobial agent. Poly (acetyl, arginyl) glucosamine (PAAG), a chitosan‐arginine conjugate soluble at physiological pH, has been synthesized and shown to have similar antibacterial activity. PAAG’s solubility at physiological pH may be attributed to the guanidinium moiety’s positive charge, but the effect of the guanidinium on the polymer’s bioactivity is unclear. In order to explore the effects of positive charge on chitosan conjugates’ solubility and activity, we have synthesized an ornithine‐chitosan conjugate and investigated its antimicrobial activity. We present a synthetic route toward the ornithine‐chitosan conjugate and data regarding the conjugate’s antimicrobial activity.

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