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• W2113280101 abstract "Isoxyl (ISO), a thiourea derivative that was successfully used for the clinical treatment of tuberculosis during the 1960s, is an inhibitor of the synthesis of oleic and mycolic acids in Mycobacterium tuberculosis. Its effect on oleic acid synthesis has been shown to be attributable to its inhibitory activity on the stearoyl-coenzyme A desaturase DesA3, but its enzymatic target(s) in the mycolic acid pathway remains to be identified. With the goal of elucidating the mode of action of ISO, we have isolated a number of spontaneous ISO-resistant mutants of M. tuberculosis and undertaken their genotypic characterization. We report here the characterization of a subset of these strains carrying mutations in the monooxygenase gene ethA. Through complementation studies, we demonstrate for the first time that the EthA-mediated oxidation of ISO is absolutely required for this prodrug to inhibit its lethal enzymatic target(s) in M. tuberculosis. An analysis of the metabolites resulting from the in vitro transformation of ISO by purified EthA revealed the occurrence of a formimidamide allowing the formulation of an activation pathway in which the oxidation of ISO catalyzed by EthA is followed by chemical transformations involving extrusion or elimination and, finally, hydrolysis." @default.
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• W2113280101 date "2007-11-01" @default.
• W2113280101 modified "2023-10-07" @default.
• W2113280101 title "Isoxyl Activation Is Required for Bacteriostatic Activity against <i>Mycobacterium tuberculosis</i>" @default.
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• W2113280101 doi "https://doi.org/10.1128/aac.00433-07" @default.
• W2113280101 hasPubMedCentralId "https://www.ncbi.nlm.nih.gov/pmc/articles/2151411" @default.
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