Optimised ‘click’ synthesis of glycopolymers with mono/di- and trisaccharides
Literature Information
Publication Date
2010-10-04
DOI
10.1039/C0PY00260G
Impact Factor
5.582
Authors
Nicola Vinson, Yanzi Gou, C. Remzi Becer, David M. Haddleton, Matthew I. Gibson
View Original
Abstract
In this paper we investigate the optimum procedure for the post-polymerisation modification of alkyne-bearing polymer scaffolds with glycosyl azides. We first elaborate the one-pot synthesis of glycosyl azides, in aqueous solution, without the need for protecting groups and in multigram scale. Using these azides, the ligand tris[(1-benzyl-1H-1,2,3-triazol-4-yl)methyl]amine (TBTA) was shown to give the fastest kinetics for the ‘click’ reaction at ambient temperature, and was used to prepare homogenous oligosaccharide-modified glycopolymers. The terminal sugars of these oligosaccharides were used to introduce α-linked glucose which is typically synthetically challenging.
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Source Journal
Polymer Chemistry
CiteScore:
8.6
Self-citation Rate:
7.3%
Articles per Year:
457
Polymer Chemistry welcomes submissions in all areas of polymer science that have a strong focus on macromolecular chemistry. Manuscripts may cover a broad range of fields, yet no direct application focus is required.
Recommended Compounds
(R)-2-(Methylamino)propanoic acid hydrochloride
CAS Number:
1155878-14-0
Molecular Formula:
C4H10ClNO2
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