Issue 5, 2017

Structure–function studies of acinetobactin analogs


Pathogenic Acinetobacter baumannii excrete the siderophore pre-acinetobactin as an iron-scavenging virulence factor. Pre-acinetobactin is a 2,3-dihydroxy-phenyl oxazoline that undergoes pH-dependent isomerization to the isooxazolidinone form acinetobactin in order to expand the pH range for iron acquisition by A. baumannii. In this study we establish important structure–function relationships for the kinetics of isomerization, iron(III) binding, and siderophore utilization by A. baumannii. We showed that electronic properties of the phenyl oxazoline influence isomerization kinetics and iron(III) binding. We found that iron(III) chelation was directly correlated with A. baumannii utilization. Our studies provide important structural and mechanistic insight for understanding how pathogenic A. baumannii uses pre-acinetobactin as a 2-for-1 iron-scavenging siderophore virulence factor.

Graphical abstract: Structure–function studies of acinetobactin analogs

Supplementary files

Article information

Article type
06 Mar 2017
18 Apr 2017
First published
18 Apr 2017

Metallomics, 2017,9, 463-470