Enzymatic Synthesis of Homogenous Chondroitin Sulfate Oligosaccharides

Chondroitin sulfate (CS) is a sulfated polysaccharide that plays essential physiological roles. Here, we report to utilize an enzyme-based method to synthesize a library of CS oligosaccharides consisting of 15 different CS oligosaccharides. The library covers 4-O-sulfated and 6-O-sulfated oligosacch...

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Bibliographic Details
Published inAngewandte Chemie International Edition Vol. 56; no. 39; pp. 11784 - 11787
Main Authors Li, Jine, Su, Guowei, Liu, Jian
Format Journal Article
LanguageEnglish
Published 17.08.2017
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Summary:Chondroitin sulfate (CS) is a sulfated polysaccharide that plays essential physiological roles. Here, we report to utilize an enzyme-based method to synthesize a library of CS oligosaccharides consisting of 15 different CS oligosaccharides. The library covers 4-O-sulfated and 6-O-sulfated oligosaccharides with the size ranging from trisaccharide to nonasaccharide. We also demonstrate the synthesis of unnatural 6-O-sulfated CS pentasaccharides containing either a 6-O-sulfo 2-azido galactosamine or a 6-O-sulfo galactosamine residue. The availability of structurally defined CS oligosaccharides offers a novel approach to investigate the biological functions of CS.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201705638