Post-polymerization modification of poly(L-glutamic acid) with d-(+)-glucosamine

Peter Perdih (Author), Sašo Čebašek (Author), Alenka Možir (Author), Ema Žagar (Author)

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

materiali;polimerizacija;struktura snovi;

Data

Language:	English
Year of publishing:	2014
Typology:	1.01 - Original Scientific Article
Organization:	KI - National Institute of Chemistry
UDC:	620.1/.2
COBISS:	5609754
ISSN:	1420-3049
Views:	3867
Downloads:	719
Average score:	0 (0 votes)
Metadata:

Other data

Secondary keywords:	materiali;polimerizacija;struktura snovi;
Type (COBISS):	Article
Source comment:	Sodelavci: Sašo Čebašek, Alenka Možir and Ema Žagar; Nasl. z nasl. zaslona; Opis vira z dne 1. 12. 2014;
Pages:	str. 19751-19768
Volume:	ǂVol. ǂ19
Issue:	ǂiss. ǂ12
Chronology:	Dec. 2014
DOI:	10.3390/molecules191219751
ID:	9145162