Literature DB >> 29870126

Gold-Catalyzed C-S Aryl-Group Transfer in Zinc Finger Proteins.

Raphael E F de Paiva1,2, Zhifeng Du1, Douglas H Nakahata2, Frederico A Lima3,4, Pedro P Corbi2, Nicholas P Farrell1.   

Abstract

Reaction of the Au-C N chelate [Au(bnpy)Cl2 ] with the full-length zinc finger (ZnF; ZnCys3 His) of HIV nucleocapsid protein NCp7 results in C-S aryl transfer from the AuIII organometallic species to a cysteine of the ZnF. The reaction is general and occurs even for finger 3 of the transcription factor Sp1, containing a ZnCys2 His2 coordination sphere. This reaction is the first demonstration of group transfer from a coordination compound to biologically important zinc fingers, and is especially noteworthy for the ZnCys2 His2 transcription factors. The work expands the corpus of organometallic species which can efficiently modify biomolecules through C-atom transfer. The electronic features of the gold compound leading to this unexpected reaction were explored by X-ray absorption spectroscopy.
© 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  C−S coupling; gold complexes; mass spectrometry; proteins; zinc

Mesh:

Substances:

Year:  2018        PMID: 29870126     DOI: 10.1002/anie.201803082

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  4 in total

1.  Targeting Zinc Finger Proteins with Exogenous Metals and Molecules: Lessons learned from Tristetraprolin, a CCCH type Zinc Finger.

Authors:  Kiwon Ok; Milos R Filipovic; Sarah L J Michel
Journal:  Eur J Inorg Chem       Date:  2021-07-21       Impact factor: 2.551

2.  Homogeneous Gold Redox Chemistry: Organometallics, Catalysis, and Beyond.

Authors:  Banruo Huang; Mingyou Hu; F Dean Toste
Journal:  Trends Chem       Date:  2020-06-02

3.  Gold(III) Aryl Complexes as Reagents for Constructing Hybrid Peptide-Based Assemblies via Cysteine S-Arylation.

Authors:  Julia M Stauber; Arnold L Rheingold; Alexander M Spokoyny
Journal:  Inorg Chem       Date:  2021-03-19       Impact factor: 5.165

4.  Cyclometalated AuIII Complexes for Cysteine Arylation in Zinc Finger Protein Domains: towards Controlled Reductive Elimination.

Authors:  Margot N Wenzel; Riccardo Bonsignore; Sophie R Thomas; Didier Bourissou; Giampaolo Barone; Angela Casini
Journal:  Chemistry       Date:  2019-05-09       Impact factor: 5.236

  4 in total

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