Issue 46, 2015

A latent reactive handle for functionalising heparin-like and LMWH deca- and dodecasaccharides

Abstract

D-Glucosamine derivatives bearing latent O4 functionality provide modified H/HS-type disaccharide donors for a final stage capping approach enabling introduction of conjugation-suitable, non-reducing terminal functionality to biologically important glycosaminoglycan oligosaccharides. Application to the synthesis of the first O4-terminus modified synthetic LMWH decasaccharide and an HS-like dodecasaccharide is reported.

Graphical abstract: A latent reactive handle for functionalising heparin-like and LMWH deca- and dodecasaccharides

Supplementary files

Article information

Article type
Paper
Submitted
13 Aug 2015
Accepted
09 Sep 2015
First published
09 Sep 2015
This article is Open Access
Creative Commons BY license

Org. Biomol. Chem., 2015,13, 11208-11219

Author version available

A latent reactive handle for functionalising heparin-like and LMWH deca- and dodecasaccharides

G. J. Miller, Karl. R. Broberg, C. Rudd, M. R. Helliwell, G. C. Jayson and J. M. Gardiner, Org. Biomol. Chem., 2015, 13, 11208 DOI: 10.1039/C5OB01706H

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