Isolation and structure elucidation of acinetobactin, a novel siderophore from Acinetobacter baumannii

Arch Microbiol. 1994;162(4):249-54. doi: 10.1007/BF00301846.

Abstract

A novel siderophore, called acinetobactin, with both catecholate and hydroxamate functional groups was isolated from low-iron cultures of Acinetobacter baumannii ATCC 19606. The structure was elucidated by chemical degradation, fast-atom bombardment mass spectrometry and 1H and 13C NMR spectroscopy. Acinetobactin was composed of omega-N-hydroxyhistamine, threonine and 2,3-dihydroxybenzoic acid, the last two components forming an oxazoline ring. Acinetobactin was structurally related to anguibactin, a plasmid-encoded siderophore of Vibrio anguillarum. The only difference was that acinetobactin possessed an oxazoline ring instead of a thiazoline ring. Four of 12 other clinical A. baumannii strains examined produced acinetobactin, indicative of strain-to-strain variation in the ability to produce acinetobactin. In addition, a relatively small amount of acinetobactin was also detected in A. haemolyticus ATCC 17906.

MeSH terms

  • Acinetobacter / chemistry*
  • Imidazoles / chemistry*
  • Imidazoles / isolation & purification
  • Magnetic Resonance Spectroscopy
  • Oxazoles / chemistry*
  • Oxazoles / isolation & purification
  • Siderophores / chemistry*
  • Siderophores / isolation & purification
  • Species Specificity
  • Spectrometry, Mass, Fast Atom Bombardment

Substances

  • Imidazoles
  • Oxazoles
  • Siderophores
  • acinetobactin