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

Chembiochem : a European Journal of Chemical Biology
Sophie R ThomasAngela Casini

Abstract

To gain more insight into the factors controlling efficient cysteine arylation by cyclometallated AuIII 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.

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Citations

Nov 5, 2020·Current Opinion in Chemical Biology·Melissa O N van de L'IsleAsier Unciti-Broceta
Aug 18, 2021·Inorganic Chemistry·Sailajah GukathasanSamuel G Awuah
Jul 27, 2021·Chemistry : a European Journal·Riccardo BonsignoreAngela Casini

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Methods Mentioned

BETA
proteomic profiling

Software Mentioned

Apm

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