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

Lookup NU author(s): Dr Jon Marles-WrightORCiD

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This work is licensed under a Creative Commons Attribution 4.0 International License (CC BY 4.0).

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.

Publication metadata

Author(s): Ekström AG, Kelly V, Marles-Wright J, Cockroft SL, Campopiano DJ

Publication type: Article

Publication status: Published

Journal: Organic and Biomolecular Chemistry

Year: 2017

Volume: 15

Issue: 30

Pages: 6310-6313

Print publication date: 14/08/2017

Online publication date: 15/07/2017

Acceptance date: 05/07/2017

Date deposited: 04/08/2017

ISSN (print): 1477-0520

ISSN (electronic): 1477-0539

Publisher: Royal Society of Chemistry

URL: https://doi.org/10.1039/C7OB01396E

DOI: 10.1039/c7ob01396e

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Funding

Funder referenceFunder name
BB/N005570/1Biotechnology and Biological Sciences Research Council (BBSRC)
BB/M003493/1
EP/K039717/1

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