Degradation pathway and generation of monohydroxamic acids from the trihydroxamated siderophore deferrioxamine B

Siderophores are avid ferric ion-chelating molecules that sequester the metal for microbes. Microbes elicit siderophores in numerous and different environments, but the means by which these molecules reenter the carbon and nitrogen cycles is poorly understood. The metabolism of the trihydroxamic aci...

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Bibliographic Details
Published in:Applied and environmental microbiology 2004-02, Vol.70 (2), p.831
Main Authors: Agnes Pierwola, Tomasz Krupinski, Zalupski, Peter, Chiarelli, Michael, Castignetti, Domenic
Format: Article
Language:English
Subjects:
Biodegradation
Enzymes
Microbiology
Soil contamination
Online Access:Get full text
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Summary:Siderophores are avid ferric ion-chelating molecules that sequester the metal for microbes. Microbes elicit siderophores in numerous and different environments, but the means by which these molecules reenter the carbon and nitrogen cycles is poorly understood. The metabolism of the trihydroxamic acid siderophore deferrioxamine B by a Mesorhizobium loti isolated from soil was investigated. Specifically, the pathway by which the compound is cleaved into its constituent monohydroxamates was examined. High-performance liquid chromatography and mass-spectroscopy analyses demonstrated that M. loti enzyme preparations degraded deferrioxamine B, yielding a mass-to-charge (m/z) 361 dihydroxamic acid intermediate and an m/z 219 monohydroxamate. The dihydroxamic acid was further degraded to yield a second molecule of the m/z 219 monohydroxamate as well as an m/z 161 monohydroxamate. These studies indicate that the dissimilation of deferrioxamine B by M. loti proceeds by a specific, achiral degradation and likely represents the reversal by which hydroxamate siderophores are thought to be synthesized. [PUBLICATION ABSTRACT]
ISSN:0099-2240
1098-5336