Crochelins: Siderophores with an Unprecedented Iron-Chelating Moiety from the Nitrogen-Fixing Bacterium Azotobacter chroococcum

Oliver Baars, Xinning Zhang, Marcus I. Gibson, Alan T. Stone, Francois M. M. Morel, Mohammad R. Seyedsayamdost

Research output: Contribution to journalArticle

10 Scopus citations

Abstract

Microbes use siderophores to access essential iron resources in the environment. Over 500 siderophores are known, but they utilize a small set of common moieties to bind iron. Azotobacter chroococcum expresses iron-rich nitrogenases, with which it reduces N2. Though an important agricultural inoculant, the structures of its iron-binding molecules remain unknown. Here, the “chelome” of A. chroococcum is examined using small molecule discovery and bioinformatics. The bacterium produces vibrioferrin and amphibactins as well as a novel family of siderophores, the crochelins. Detailed characterization shows that the most abundant member, crochelin A, binds iron in a hexadentate fashion using a new iron-chelating γ-amino acid. Insights into the biosynthesis of crochelins and the mechanism by which iron may be removed upon import of the holo-siderophore are presented. This work expands the repertoire of iron-chelating moieties in microbial siderophores.

Original languageEnglish (US)
Pages (from-to)536-541
Number of pages6
JournalAngewandte Chemie - International Edition
Volume57
Issue number2
DOIs
StatePublished - Jan 8 2018

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Chemistry(all)

Keywords

  • Azotobacter chroococcum
  • biosynthesis
  • chelome
  • natural products
  • siderophores

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