Synthesis of branched arabinofuranose pentasaccharide fragment of mycobacterial arabinans as 2-azidoethyl glycoside

Carbohydr Res. 2012 Aug 1:357:62-7. doi: 10.1016/j.carres.2012.05.021. Epub 2012 May 28.

Abstract

Branched arabinofuranose pentasaccharide with 2-azidoethyl aglycon was prepared for the first time by [3+1+1] bis-(1,2-cis)-glycosylation of trisaccharide diol with silyl-protected thioglycoside glycosyl donor. The presence of 2-azidoethyl aglycon would enable the preparation of neoglycoconjugates using the click chemistry approaches.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Arabinose / analogs & derivatives*
  • Arabinose / chemical synthesis
  • Arabinose / chemistry
  • Azides / chemical synthesis*
  • Azides / chemistry
  • Carbohydrate Conformation
  • Carbohydrate Sequence
  • Cell Wall / chemistry*
  • Glycosylation
  • Magnetic Resonance Spectroscopy
  • Molecular Sequence Data
  • Mycobacterium tuberculosis / chemistry*
  • Oligosaccharides, Branched-Chain / chemical synthesis*
  • Oligosaccharides, Branched-Chain / chemistry
  • Polysaccharides / chemical synthesis*
  • Polysaccharides / chemistry

Substances

  • Azides
  • Oligosaccharides, Branched-Chain
  • Polysaccharides
  • arabinofuranose
  • araban
  • Arabinose