Exploring the Chemoselectivity towards Cysteine Arylation by Cyclometallated Au(III)Compounds: New Mechanistic Insights

Sophie R. Thomas, Riccardo Bonsignore, Jorge Sanchez Escudero, Samuel M. Meier-Menches, Christopher M. Brown, Michael O. Wolf, Giampaolo Barone, Louis Y. P. Luk (Korresp. Autor*in), Angela Casini (Korresp. Autor*in)

Veröffentlichungen: Beitrag in FachzeitschriftArtikelPeer Reviewed

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.
OriginalspracheEnglisch
Seiten (von - bis)3071-3076
Seitenumfang6
FachzeitschriftChemBioChem: a european journal of chemical biology
Jahrgang21
Ausgabenummer21
DOIs
PublikationsstatusVeröffentlicht - 8 Juli 2020

ÖFOS 2012

  • 106002 Biochemie
  • 106023 Molekularbiologie
  • 301305 Medizinische Chemie

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