1. Post-Polymerization Modification of Poly(L-glutamic acid) with D-(+)-Glucosamine.
- Author
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Perdih, Peter, Čebašek, Sašo, Možir, Alenka, and Žagar, Ema
- Subjects
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DEPOLYMERIZATION , *EXCITATORY amino acids , *CHEMICAL reactions , *CHEMICAL processes , *CHEMICAL energy , *CATALYSTS - 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. [ABSTRACT FROM AUTHOR]
- Published
- 2014
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