Design and synthesis of active heparan sulfate-based probes

Chem Commun (Camb). 2015 Jul 14;51(55):11019-11021. doi: 10.1039/c5cc02008e.

Abstract

A chemoenzymatic approach for synthesizing heparan sulfate oligosaccharides with a reactive diazoacetyl saccharide residue is reported. The resultant oligosaccharides were demonstrated to serve as specific inhibitors for heparan sulfate sulfotransferases, offering a new set of tools to probe the structural selectivity for heparan sulfate-binding proteins.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Enzyme Inhibitors / chemical synthesis*
  • Enzyme Inhibitors / chemistry
  • Enzyme Inhibitors / pharmacology
  • Heparitin Sulfate / chemical synthesis*
  • Heparitin Sulfate / chemistry
  • Heparitin Sulfate / pharmacology
  • Molecular Probes / chemical synthesis*
  • Molecular Probes / chemistry
  • Molecular Probes / pharmacology
  • Molecular Structure
  • Structure-Activity Relationship
  • Sulfotransferases / antagonists & inhibitors
  • Sulfotransferases / metabolism

Substances

  • Enzyme Inhibitors
  • Molecular Probes
  • Heparitin Sulfate
  • Sulfotransferases
  • heparitin sulfotransferase