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Exploring the chemoselectivity towards cysteine arylation by cyclometalated Au(III) compounds: new mechanistic insights

Thomas, Sophie R., Bonsignore, Riccardo, Escudero Sanchez, Jorge, Meier-Menches, Samuel M., Brown, Christopher, Wolf, Mike, Barone, Giampaolo, Luk, Louis Y. and Casini, Angela 2020. Exploring the chemoselectivity towards cysteine arylation by cyclometalated Au(III) compounds: new mechanistic insights. ChemBioChem 10.1002/cbic.202000262
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Abstract

To gain more insight into the factors controlling the efficient cysteine arylation by cyclometalated 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 deducted 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
Date Type: Published Online
Status: In Press
Schools: Chemistry
Publisher: Wiley
ISSN: 1439-4227
Funders: EPSRC, BBSRC, Leverhulme Trust and the Royal Society
Date of First Compliant Deposit: 23 June 2020
Date of Acceptance: 8 June 2020
Last Modified: 24 Jun 2020 13:46
URI: http://orca.cf.ac.uk/id/eprint/132734

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