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Current Medicinal Chemistry

Editor-in-Chief

ISSN (Print): 0929-8673
ISSN (Online): 1875-533X

Recent Chemical and Enzymatic Approaches to the Synthesis of Glycosaminoglycan Oligosaccharides

Author(s): Nathalie A. Karst and Robert J. Linhardt

Volume 10, Issue 19, 2003

Page: [1993 - 2031] Pages: 39

DOI: 10.2174/0929867033456891

Price: $65

Abstract

Glycosaminoglycans, highly charged polycarboxylated, polysulfated polysaccharides, are an important class of therapeutic agents and investigational drug candidates. Heparin has been widely used as a clinical anticoagulant for over 60 years. Low molecular weight heparins have begun to displace heparin and recently a synthetic heparin pentasaccharide was approved for clinical use in Europe. In addition to heparin (and the related heparan sulfate glycosaminoglycan), dermatan sulfate, chondroitin sulfate, hyaluronan and their derivatives are all in various stages of clinical evaluation. This review focuses on the chemical and chemoenzymatic synthesis of glycosaminoglycan oligosaccharides. Recent advances in functional group protection chemistry, conversion of D-gluco to L-ido or D-galacto configurations, glycosylation reactions and the preparation and use of novel starting materials in acidic oligosaccharide synthesis are discussed.

Keywords: glycosaminoglycans, hyaluronic acid, chondroitin sulfate, dermatan sulfate, heparin, heparan sulfate, oligosaccharide synthesis, enzymatic synthesis


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