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Issue 30, 2017
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Structural evidence for the covalent modification of FabH by 4,5-dichloro-1,2-dithiol-3-one (HR45)

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Abstract

We use mass spectrometry analysis and molecular modelling to show the established antimicrobial inhibitor 4,5-dichloro-1,2-dithiol-3-one (HR45) acts by forming a covalent adduct with the target β-ketoacyl-ACP synthase III (FabH). The 5-chloro substituent directs attack of the essential active site thiol (C112) via a Michael-type addition elimination reaction mechanism.

Graphical abstract: Structural evidence for the covalent modification of FabH by 4,5-dichloro-1,2-dithiol-3-one (HR45)

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Publication details

The article was received on 08 Jun 2017, accepted on 05 Jul 2017 and first published on 17 Jul 2017


Article type: Communication
DOI: 10.1039/C7OB01396E
Citation: Org. Biomol. Chem., 2017,15, 6310-6313
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    Structural evidence for the covalent modification of FabH by 4,5-dichloro-1,2-dithiol-3-one (HR45)

    A. G. Ekström, V. Kelly, J. Marles-Wright, S. L. Cockroft and D. J. Campopiano, Org. Biomol. Chem., 2017, 15, 6310
    DOI: 10.1039/C7OB01396E

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