Absolute configuration of 8-Amino-3,8-dideoxyoct-2-ulosonic acid, the chemical hallmark of lipopolysaccharides of the genus Shewanella

J Nat Prod. 2007 Oct;70(10):1624-7. doi: 10.1021/np0702988. Epub 2007 Oct 4.

Abstract

The novel monosaccharide 8-amino-3,8-dideoxyoct-2-ulosonic acid (Kdo8N) was isolated by methanolysis from the lipooligosaccharide of the marine Gram-negative bacterium Shewanella pacifica. After HPLC purification, the absolute configuration was determined by the Mosher ester method and proven to be 4 R,5 R,6 R,7 R. This established the d- manno- configuration of the monosaccharide.

MeSH terms

  • Lipopolysaccharides / chemistry*
  • Molecular Structure
  • Polysaccharides, Bacterial / chemistry*
  • Shewanella / chemistry*
  • Sugar Acids / chemistry*

Substances

  • 8-amino-3,8-dideoxyoct-2-ulosonic acid
  • Lipopolysaccharides
  • Polysaccharides, Bacterial
  • Sugar Acids