Heparan sulfates are highly sulfated polysaccharides exhibiting important functions in many biological processes. The backbone structures and sulfation patterns determine their biological activities. In nature, heparan sulfates exist as part of heparan sulfate proteoglycans with the glycan chain linked to the core protein backbone through a tetrasaccharide linker. Despite the ubiquitous presence of proteoglycans in mammalian systems, methodologies to synthesize this class of glycopeptides bearing homogenous glycans are not well developed. In this presentation, we will discuss our recent results on synthesis of heparan sulfate oligosaccharides and glycopeptides through a combination of chemical and enzymatic methods. Advanced intermediate oligosaccharides were prepared by chemical synthesis, which were subjected to enzymatic modifications. Through this approach, we have obtained multiple structurally defined heparan sulfate oligosaccharides with designed biological activities. Our efforts in extending this methodology towards the preparation of heparan sulfate glycopeptides will also be presented.

Synthesis of heparan sulfate oligosaccharides and glycopeptides

2019 Spring National Meeting

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