Structure of a D-glycero -D-manno-heptan from the lipopolysaccharide of Helicobacter pylori

Carbohydr Res. 2001 Mar 22;331(2):219-24. doi: 10.1016/s0008-6215(01)00021-0.

Abstract

A lipopolysaccharide (LPS) was isolated by hot phenol-water extraction from Helicobacter pylori strain D4 and found to contain no fucosylated poly-N-acetyllactosamine chain typical of most H. pylori strains studied but a homopolymer of D-glycero-D-manno-heptose (DD-Hep). The heptan attached to a core oligosaccharide was released by mild acid degradation of the LPS, and the following structure of the trisaccharide-repeating unit was established by chemical methods and 1H and 13C NMR spectroscopy: --> 2)-D-alpha-D-Hepp-(1 --> 3)-D-alpha-D-Hepp-(1 --> 3)-D-alpha-D-Hepp-(1 -->. 1H NMR spectroscopy performed on small amounts of the intact LPS revealed the presence of the same polysaccharide in LPS of H. pylori strains D2 and D5, but not strain D10.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Helicobacter pylori / chemistry*
  • Heptoses / chemistry*
  • Lipopolysaccharides / chemistry*
  • Magnetic Resonance Spectroscopy

Substances

  • Heptoses
  • Lipopolysaccharides
  • glycero-manno-heptose