Issue 9, 2013

Smart heparin-based bioconjugates synthesized by a combination of ATRP and click chemistry

Abstract

This article describes the synthesis of novel well defined polysaccharide–polymer bioconjugates. Alkyne-containing bioconjugates were prepared using Cu(I) catalyzed azide–alkyne [3 + 2] dipolar cycloaddition, i.e. ‘click’ chemistry between an alkyne functionalized low molecular weight heparin (LMWH) and α-azide functionalized stimuli-responsive copolymers synthesized by atom transfer radical polymerization using Activators Generated by Electron Transfer (AGET). The alkyne functionality was incorporated into the heparin by conducting a high yield amidation of the polysaccharide using 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride. The structure and composition of the novel bioconjugates were confirmed by FTIR, NMR and thermogravimetric analysis (TGA).

Graphical abstract: Smart heparin-based bioconjugates synthesized by a combination of ATRP and click chemistry

Supplementary files

Article information

Article type
Paper
Submitted
11 Jan 2013
Accepted
24 Feb 2013
First published
25 Feb 2013

Polym. Chem., 2013,4, 2800-2814

Smart heparin-based bioconjugates synthesized by a combination of ATRP and click chemistry

F. Reyes-Ortega, F. J. Parra-Ruiz, S. E. Averick, G. Rodríguez, M. R. Aguilar, K. Matyjaszewski and J. San Román, Polym. Chem., 2013, 4, 2800 DOI: 10.1039/C3PY00055A

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