Structural analysis of the lipopolysaccharide derived core oligosaccharides of Actinobacillus pleuropneumoniae serotypes 1, 2, 5a and the genome strain 5b

Carbohydr Res. 2004 Aug 2;339(11):1973-84. doi: 10.1016/j.carres.2004.04.019.

Abstract

The structures of the core oligosaccharides of the lipopolysaccharides (LPS) from Actinobacillus pleuropneumoniae serotypes 1, 2, 5a and 5b were elucidated. The LPS's were subjected to a variety of degradative procedures. The structures of the purified products were established by monosaccharide and methylation analyses, NMR spectroscopy and mass spectrometry. The following structures for the core oligosaccharides were determined on the basis of the combined data from these experiments. [carbohydrate formula see text] For serotype 1: R is (1S)-GalaNAc-(1-->4,6)-alpha-Gal II-(1-->3)-beta-Gal I-(1-->, and R' is H For serotype 2: R is beta-Glc III-(1-->, and R' is D-alpha-D-Hep V-(1--> For serotypes 5a and 5b: R is H and R' is D-alpha-D-Hep V-(1--> All oligosaccharides elaborated a conserved inner core structure, as illustrated. All sugars were in the pyranose ring form apart from the open-chain N-acetylgalactosamine, the identification of which in the serotype 1 LPS was of interest.

MeSH terms

  • Actinobacillus pleuropneumoniae / chemistry*
  • Actinobacillus pleuropneumoniae / classification
  • Actinobacillus pleuropneumoniae / genetics
  • Carbohydrate Sequence
  • Lipopolysaccharides / chemistry*
  • Lipopolysaccharides / isolation & purification
  • Molecular Sequence Data
  • Molecular Structure
  • Oligosaccharides / chemistry*
  • Serotyping
  • Substrate Specificity

Substances

  • Lipopolysaccharides
  • Oligosaccharides