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Royal Society of Chemistry, Organic and Biomolecular Chemistry, 30(15), p. 6310-6313, 2017

DOI: 10.1039/c7ob01396e

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

Journal article published in 2017 by Alexander G. Ekström, Van Kelly, Jon Marles-Wright ORCID, Scott L. Cockroft ORCID, Dominic J. Campopiano ORCID
This paper is made freely available by the publisher.
This paper is made freely available by the publisher.

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Abstract

Mass spectrometry and modelling shows the 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)viaa Michael type addition elimination reaction mechanism.