5,7-Di-N-acetyl-8-epiacinetaminic acid: A new non-2-ulosonic acid found in the K73 capsule produced by an Acinetobacter baumannii isolate from Singapore

Sci Rep. 2017 Sep 12;7(1):11357. doi: 10.1038/s41598-017-11166-4.

Abstract

Nonulosonic acids are found in the surface polysaccharides of many bacterial species and are often implicated in pathogenesis. Here, the structure of a novel 5,7-diacetamido-3,5,7,9-tetradeoxynon-2-ulosonic acid recovered from the capsular polysaccharide of a multiply antibiotic resistant Acinetobacter baumannii isolate was determined. The isolate carries a sugar synthesis module that differs by only a single gene from the module for the synthesis of 5,7-diacetamido-3,5,7,9-tetradeoxy-L-glycero-L-altro-non-2-ulosonic acid or 5,7-di-N-acetylacinetaminic acid, recently discovered in the capsule of another A. baumannii isolate. The new monosaccharide is the C8-epimer of acinetaminic acid (8eAci; 5,7-diacetamido-3,5,7,9-tetradeoxy-D-glycero-L-altro-non-2-ulosonic acid) and the C7-epimer of legionaminic acid. This monosaccharide had not previously been detected in a biological sample but had been synthesized chemically.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acinetobacter baumannii / genetics
  • Acinetobacter baumannii / isolation & purification
  • Acinetobacter baumannii / metabolism*
  • Bacterial Capsules / chemistry
  • Bacterial Capsules / genetics
  • Bacterial Capsules / metabolism
  • Computational Biology / methods
  • Genes, Bacterial
  • Hydrolysis
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Multigene Family
  • Polysaccharides, Bacterial / chemistry
  • Polysaccharides, Bacterial / isolation & purification
  • Polysaccharides, Bacterial / metabolism
  • Singapore
  • Sugar Acids / chemistry*
  • Sugar Acids / metabolism*

Substances

  • Polysaccharides, Bacterial
  • Sugar Acids