Vinson, Nicola, Gou, Yanzi, Becer, C. Remzi, Haddleton, David M. and Gibson, Matthew I.. (2011) Optimised ‘click’ synthesis of glycopolymers with mono/di- and trisaccharides. Polymer Chemistry, Vol.2 (No.1). pp. 107-113. ISSN 1759-9954

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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.

Item Type:	Journal Article
Subjects:	Q Science > QD Chemistry Q Science > QP Physiology
Divisions:	Faculty of Science > Chemistry
Library of Congress Subject Headings (LCSH):	Polymerization, Organic compounds -- Synthesis, Ligand binding (Biochemistry), Polymers
Journal or Publication Title:	Polymer Chemistry
Publisher:	Royal Society of Chemistry
ISSN:	1759-9954
Date:	January 2011
Volume:	Vol.2
Number:	No.1
Page Range:	pp. 107-113
Identification Number:	10.1039/c0py00260g
Status:	Peer Reviewed
Publication Status:	Published
Access rights to Published version:	Restricted or Subscription Access
Funder:	Engineering and Physical Sciences Research Council (EPSRC), China Scholarship Council (CSC), European Union (EU)
URI:	http://wrap.warwick.ac.uk/id/eprint/36958

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