A reinvestigation of the lipopolysaccharide structure of Helicobacter pylori strain Sydney (SS1)

FEBS J. 2011 Sep;278(18):3484-93. doi: 10.1111/j.1742-4658.2011.08270.x.

Abstract

In this study, we describe a reinvestigation of the lipopolysaccharide (LPS) structure of Helicobacter pylori strain Sydney (SS1) based on the NMR analysis of oligosaccharides obtained through the use of various degradations of the LPS as well as capillary electrophoresis-MS data. The results of the analysis indicated that the core region of a major H. pylori SS1 LPS glycoform consists of a backbone core oligosaccharide substituted at the D-glycero-D-manno-heptose (DD-Hep) residue by a linear chain composed of a trisaccharide fragment α-ddHep-3-α-L-Fuc-3-β-GlcNAc, as previously demonstrated for H. pylori strain 26695, further elongated by consecutively added α-Glc and β-Gal residues, and terminating in a novel linear chain consisting of 1,2-linked β-ribofuranosyl residues, where the last β-ribofuranosyl residue provides a point of attachment for the O-chain polysaccharide: [Formula: see text] where [2-β-Ribf-](n) is a short (three to five residues) oligomer of 1,2-linked β-ribofuranose (riban), and PS is a polysaccharide chain consisting of N-acetyllactosamine, substituted with α-Fuc to form Lewis (Le)-type structures. In addition to the previously identified LacNAc, Le(y) and Le(x) components, the O-chain polysaccharide of H. pylori SS1 LPS was found to contain a novel LacNAc unit carrying a phosphoethanolamine substituent at the O-6 position of β-GlcNAc residues.

MeSH terms

  • Acetylglucosamine / analogs & derivatives
  • Acetylglucosamine / analysis
  • Acetylglucosamine / chemistry
  • Acylation
  • Amino Sugars / analysis
  • Amino Sugars / chemistry
  • Deamination
  • Electrophoresis, Capillary
  • Ethanolamines / analysis
  • Ethanolamines / chemistry
  • Helicobacter pylori / metabolism*
  • Heptoses / analysis
  • Heptoses / chemistry
  • Hydrolysis
  • Lipopolysaccharides / chemistry*
  • Magnetic Resonance Spectroscopy
  • Methylation
  • Molecular Structure
  • Ribose / analysis
  • Ribose / chemistry
  • Spectrometry, Mass, Electrospray Ionization
  • Tandem Mass Spectrometry

Substances

  • Amino Sugars
  • Ethanolamines
  • Heptoses
  • Lipopolysaccharides
  • lipopolysaccharide, Helicobacter pylori
  • N-acetyllactosamine
  • glycero-manno-heptose
  • Ribose
  • phosphorylethanolamine
  • Acetylglucosamine