Isolation and structure elucidation of acinetobactin, a novel siderophore from Acinetobacter baumannii.
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.
Yamamoto
S
S
Faculty of Pharmaceutical Sciences, Okayama University, Japan.
Okujo
N
N
Sakakibara
Y
Y
D000150:Acinetobacter / Q000737:chemistry*; D007093:Imidazoles / Q000737:chemistry* / Q000302:isolation & purification; D009682:Magnetic Resonance Spectroscopy; D010080:Oxazoles / Q000737:chemistry* / Q000302:isolation & purification; D017262:Siderophores / Q000737:chemistry* / Q000302:isolation & purification; D013045:Species Specificity; D016339:Spectrometry, Mass, Fast Atom Bombardment
D007093:Imidazoles; D010080:Oxazoles; D017262:Siderophores; C091186:acinetobactin