Structures of the O-specific polysaccharide chains of Pectinatus cerevisiiphilus and Pectinatus frisingensis lipopolysaccharides

Eur J Biochem. 1995 Sep 1;232(2):552-7.

Abstract

Mild acid hydrolysis of the smooth-type lipopolysaccharide (LPS) of Pectinatus frisingensis afforded no polysaccharide but monomeric 6-deoxy-L-altrose (L-6dAlt) which was identified by anion-exchange chromatography in borate buffer, GLC/MS, 1H-NMR spectroscopy, and optical rotation. LPS was degraded with alkali under reductive conditions to give a completely O-deacylated polysaccharide, which was studied by methylation analysis, 1H-NMR and 13C-NMR spectroscopy, including sequential, selective spin-decoupling, two-dimensional correlation spectroscopy (COSY), COSY with relayed coherence transfer, two-dimensional heteronuclear 13C, 1H-COSY, one-dimensional NOE and two-dimensional rotating-frame NOE spectroscopy. It was found that the O-specific polysaccharide chain of P. frisingensis LPS is a homopolymer of 6-deoxy-L-altrofuranose built up of tetrasaccharide-repeating units having the following structure: [sequence: see text] Similarly, mild acid degradation of smooth-type LPS of Pectinatus cerevisiiphilus resulted in depolymerisation of the polysaccharide chain to give a disaccharide consisting of D-glucose and D-fucose. Study of the disaccharide by methylation analysis and alkali-degraded LPS by one-dimensional and two-dimensional 1H-NMR and 13C-NMR spectroscopy showed that the O-specific polysaccharide of P. cerevisiiphilus has the following structure: -->2)-beta-D-Fucf-(1-->2)-alpha-D-Glcp-(1-->.

MeSH terms

  • Bacteria, Anaerobic / chemistry*
  • Bacteria, Anaerobic / immunology
  • Carbohydrate Sequence
  • Deoxy Sugars / chemistry
  • Disaccharides / chemistry
  • Disaccharides / isolation & purification
  • Gas Chromatography-Mass Spectrometry
  • Hexoses / chemistry
  • Lipopolysaccharides / chemistry*
  • Magnetic Resonance Spectroscopy
  • Methylation
  • Molecular Sequence Data
  • Molecular Structure
  • O Antigens / chemistry*
  • O Antigens / isolation & purification

Substances

  • Deoxy Sugars
  • Disaccharides
  • Hexoses
  • Lipopolysaccharides
  • O Antigens
  • 6-deoxyaltrose