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Structure–function studies of acinetobactin analogs

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Abstract

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

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Publication details

The article was received on 06 Mar 2017, accepted on 18 Apr 2017 and first published on 18 Apr 2017


Article type: Paper
DOI: 10.1039/C7MT00064B
Citation: Metallomics, 2017, Advance Article
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    Structure–function studies of acinetobactin analogs

    J. A. Shapiro and T. A. Wencewicz, Metallomics, 2017, Advance Article , DOI: 10.1039/C7MT00064B

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