One-pot synthesis of a pentasaccharide with antibiotic activity against Helicobacter pylori

Chem Commun (Camb). 2007 May 21:(19):1963-5. doi: 10.1039/b618662a.

Abstract

A pentasaccharide that contains the alpha-1,4-GlcNAc mucin core two-branched O-glycan has been synthesized by a one-pot, two-step glycosylation strategy; this particular carbohydrate motif may provide protection against H. pylonri induced pathologies since the synthetic pentasaccharide inhibits cholesterol alpha-glucosyltransferase (IC50 of 0.47 mM).

Publication types

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

MeSH terms

  • Anti-Bacterial Agents / chemical synthesis*
  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / pharmacology
  • Carbohydrate Sequence
  • Enzyme Activation / drug effects
  • Glucosyltransferases / antagonists & inhibitors
  • Glucosyltransferases / chemistry
  • Glycosylation
  • Helicobacter pylori / enzymology
  • Molecular Sequence Data
  • Oligosaccharides / chemical synthesis*
  • Oligosaccharides / chemistry
  • Oligosaccharides / pharmacology

Substances

  • Anti-Bacterial Agents
  • Oligosaccharides
  • Glucosyltransferases
  • Hp0421 protein, Helicobacter pylori