154.
Post-polymerization modification of poly(L-glutamic acid) with d-(+)-glucosaminePeter Perdih,
Sašo Čebašek,
Alenka Možir,
Ema Žagar, 2014, original scientific article
Abstract: Carboxyl functional groups of poly(L-glutamic acid) (PGlu) were modified with
a D-(+)-glucosamine (GlcN) by amidation using 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-
methylmorpholinium chloride (DMTMM) as a coupling reagent. The coupling reaction
was performed in aqueous medium without protection of hydroxyl functional groups of
D-(+)-glucosamine. Poly(L-glutamic acid) and GlcN functionalized polyglutamates
(P(Glu-GlcN)) were thoroughly characterized by 1D and 2D NMR spectroscopy and
SEC-MALS to gain detailed information on their structure, composition and molar mass
characteristics. The results reveal successful functionalization with GlcN through the
amide bond and also to a minor extent through ester bond formation in position 1 of GlcN.
In addition, a ratio between the α- and β-form of glucosamine substituent coupled to
polyglutamate repeating units as well as the content of residual dimethoxy triazinyl active
ester moiety in the samples were evaluated.
Keywords: poly(L-glutamic acid), glucosamine, glycopolypeptide
Published in DiRROS: 16.12.2014; Views: 4657; Downloads: 935
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