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Enzymatic Synthesis of Homogeneous Chondroitin Sulfate Oligosaccharides.

ABSTRACT: Chondroitin sulfate (CS) is a sulfated polysaccharide that plays essential physiological roles. Here, we report an enzyme-based method for the synthesis of a library of 15 different CS oligosaccharides. This library covers 4-O-sulfated and 6-O-sulfated oligosaccharides ranging from trisaccharides to nonasaccharides. We also describe the synthesis of unnatural 6-O-sulfated CS pentasaccharides containing either a 6-O-sulfo-2-azidogalactosamine or a 6-O-sulfogalactosamine residue. The availability of structurally defined CS oligosaccharides offers a novel approach to investigate the biological functions of CS.

SUBMITTER: Li J

PROVIDER: S-EPMC5818278 | biostudies-other | 2017 Sep

REPOSITORIES: biostudies-other

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Enzymatic Synthesis of Homogeneous Chondroitin Sulfate Oligosaccharides.

Li Jine J Su Guowei G Liu Jian J

Angewandte Chemie (International ed. in English) 20170817 39

Chondroitin sulfate (CS) is a sulfated polysaccharide that plays essential physiological roles. Here, we report an enzyme-based method for the synthesis of a library of 15 different CS oligosaccharides. This library covers 4-O-sulfated and 6-O-sulfated oligosaccharides ranging from trisaccharides to nonasaccharides. We also describe the synthesis of unnatural 6-O-sulfated CS pentasaccharides containing either a 6-O-sulfo-2-azidogalactosamine or a 6-O-sulfogalactosamine residue. The availability ...[more]

PMID: 28731518

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