Facile chemoenzymatic synthesis of biotinylated heparosan hexasaccharide

Org Biomol Chem. 2015 May 14;13(18):5098-101. doi: 10.1039/c5ob00462d.

Abstract

A biotinylated heparosan hexasaccharide was synthesized using a one-pot multi-enzyme strategy, in situ activation and transfer of N-trifluoroacetylglucosamine (GlcNTFA) to a heparin backbone significantly improved the synthetic efficiency. The biotinylated hexasaccharide could serve as a flexible core to diversify its conversion into heparan sulfate isoforms with potential biological applications and therapeutics.

Publication types

  • Research Support, N.I.H., Extramural

MeSH terms

  • Biotin / chemistry*
  • Carbohydrate Sequence
  • Disaccharides / chemistry*
  • Molecular Sequence Data
  • Oligosaccharides / chemical synthesis*

Substances

  • Disaccharides
  • Oligosaccharides
  • heparosan
  • Biotin