Exploring the Chemoselectivity towards Cysteine Arylation by Cyclometallated AuIII Compounds: New Mechanistic Insights

Thomas, Sophie R. ORCID: https://orcid.org/0000-0003-1110-430X, Bonsignore, Riccardo, Escudero, Jorge Sánchez, Meier‐Menches, Samuel M., Brown, Christopher M., Wolf, Michael O., Barone, Giampaolo, Luk, Louis Y. P. and Casini, Angela (2020) Exploring the Chemoselectivity towards Cysteine Arylation by Cyclometallated AuIII Compounds: New Mechanistic Insights. ChemBioChem, 21 (21). pp. 3071-3076. ISSN 1439-4227

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Abstract

To gain more insight into the factors controlling efficient cysteine arylation by cyclometallated Au III complexes, the reaction between selected gold compounds and different peptides was investigated by high-resolution liquid chromatography electrospray ionization mass spectrometry (HR-LC-ESI-MS). The deduced mechanisms of C−S cross-coupling, also supported by density functional theory (DFT) and quantum mechanics/molecular mechanics (QM/MM) calculations, evidenced the key role of secondary peptidic gold binding sites in favouring the process of reductive elimination.

Item Type: Article
Uncontrolled Keywords: chemoselectivity,cyclometallated gold complexes,cysteine arylation,mass spectrometry,peptides,biochemistry,molecular medicine,molecular biology,organic chemistry ,/dk/atira/pure/subjectarea/asjc/1300/1303
Faculty \ School: Faculty of Science > School of Chemistry, Pharmacy and Pharmacology
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Depositing User: LivePure Connector
Date Deposited: 14 Sep 2026 09:40
Last Modified: 14 Sep 2026 15:27
URI: https://ueaeprints.uea.ac.uk/id/eprint/104508
DOI: 10.1002/cbic.202000262

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