Optimised ‘click’ synthesis of glycopolymers with mono/di- and trisaccharides
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 1759-9954Full text not available from this repository.
Official URL: http://dx.doi.org/10.1039/C0PY00260G
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|
|Official Date:||January 2011|
|Page Range:||pp. 107-113|
|Access rights to Published version:||Restricted or Subscription Access|
|Funder:||Engineering and Physical Sciences Research Council (EPSRC), China Scholarship Council (CSC), European Union (EU)|
Actions (login required)