These authors contributed equally to this work.
Nitro versus Hydroxamate in Siderophores of Pathogenic Bacteria: Effect of Missing Hydroxylamine Protection in Malleobactin Biosynthesis†
Article first published online: 2 JUL 2013
Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Angewandte Chemie International Edition
Volume 52, Issue 32, pages 8271–8275, August 5, 2013
How to Cite
Franke, J., Ishida, K., Ishida-Ito, M. and Hertweck, C. (2013), Nitro versus Hydroxamate in Siderophores of Pathogenic Bacteria: Effect of Missing Hydroxylamine Protection in Malleobactin Biosynthesis . Angew. Chem. Int. Ed., 52: 8271–8275. doi: 10.1002/anie.201303196
We thank A. Perner and H. Heinecke for MS and NMR measurements. This work was supported by the “Pakt für Forschung und Innovation” of the Free State of Thuringia and the BMBF.
- Issue published online: 2 AUG 2013
- Article first published online: 2 JUL 2013
- Manuscript Received: 16 APR 2013
- Free State of Thuringia
- Burkholderia pseudomallei;
- Burkholderia thailandensis;
- genome mining;
- virulence factor
The elusive structure of malleobactin, a virulence factor of pathogens belonging to the Burkholderia mallei family, was finally unveiled by genetic and chemical analyses. The novel nitro-substituted siderophore is derived from an unusual, unprotected hydroxylamine, which undergoes spontaneous oxidation, as shown by in vitro assays and detection of analogues featuring hydroxylamino, nitroso, and azoxide groups.