Commercial Herbicides Can Trigger the Oxidative Inactivation of Acetohydroxyacid Synthase

Lonhienne, Thierry, Nouwens, Amanda, Williams, Craig M., Fraser, James A., Lee, Yu-Ting, West, Nicholas P. and Guddat, Luke W. (2016) Commercial Herbicides Can Trigger the Oxidative Inactivation of Acetohydroxyacid Synthase. Angewandte Chemie - International Edition, 55 13: 4247-4251. doi:10.1002/anie.201511985

Author Lonhienne, Thierry
Nouwens, Amanda
Williams, Craig M.
Fraser, James A.
Lee, Yu-Ting
West, Nicholas P.
Guddat, Luke W.
Title Commercial Herbicides Can Trigger the Oxidative Inactivation of Acetohydroxyacid Synthase
Journal name Angewandte Chemie - International Edition   Check publisher's open access policy
ISSN 1521-3773
Publication date 2016
Year available 2016
Sub-type Article (original research)
DOI 10.1002/anie.201511985
Volume 55
Issue 13
Start page 4247
End page 4251
Total pages 5
Place of publication Weinheim, Germany
Publisher Wiley-VCH Verlag
Collection year 2017
Language eng
Subject 1600 Chemistry
1503 Business and Management
Formatted abstract
Acetohydroxyacid synthase (AHAS) inhibitors are highly successful commercial herbicides. New kinetic data show that the binding of these compounds leads to reversible accumulative inhibition of AHAS. Crystallographic data (to a resolution of 2.17 Å) for an AHAS–herbicide complex shows that closure of the active site occurs when the herbicidal inhibitor binds, thus preventing exchange with solvent. This feature combined with new kinetic data shows that molecular oxygen promotes an accumulative inhibition leading to the conclusion that the exceptional potency of these herbicides is augmented by subversion of an inherent oxygenase side reaction. The reactive oxygen species produced by this reaction are trapped in the active site, triggering oxidation reactions that ultimately lead to the alteration of the redox state of the cofactor flavin adenine dinucleotide (FAD), a feature that accounts for the observed reversible accumulative inhibition.
Keyword Accumulative inhibition
Structure elucidation
Q-Index Code C1
Q-Index Status Provisional Code
Institutional Status UQ

Document type: Journal Article
Sub-type: Article (original research)
Collections: HERDC Pre-Audit
School of Chemistry and Molecular Biosciences
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Created: Fri, 11 Mar 2016, 12:13:35 EST by Mrs Louise Nimwegen on behalf of Learning and Research Services (UQ Library)