Ultra-rapid Electrophilic Cysteine Arylation.

Cysteine Peptides Proteins

Journal

Journal of the American Chemical Society
ISSN: 1520-5126
Titre abrégé: J Am Chem Soc
Pays: United States
ID NLM: 7503056

Informations de publication

Date de publication:
01 11 2023
Historique:
medline: 2 11 2023
pubmed: 20 10 2023
entrez: 19 10 2023
Statut: ppublish

Résumé

Rapid bond-forming reactions are crucial for efficient bioconjugation. We describe a simple and practical strategy for facilitating ultra-rapid electrophilic cysteine arylation. Using a variety of sulfone-activated pyridinium salts, this uncatalyzed reaction proceeds with exceptionally high rate constants, ranging from 9800 to 320,000 M

Identifiants

DOI: 10.1021/jacs.3c10334 PMID: 37857310
pubmed: 37857310
doi: 10.1021/jacs.3c10334
doi:

Substances chimiques

Cysteine K848JZ4886
Peptides 0
Proteins 0

Types de publication

Journal Article Research Support, Non-U.S. Gov't Research Support, N.I.H., Extramural

Langues

eng

Sous-ensembles de citation

IM

Pagination

23427-23432

Subventions

Organisme : NIGMS NIH HHS
ID : P20 GM103430
Pays : United States

Auteurs

Bradley M Lipka (BM)

Department of Chemistry, University of Rhode Island, 140 Flagg Rd, Kingston, Rhode Island 02881, United States.
ORCID: 0000-0002-4700-4813

Daniel S Honeycutt (DS)

Department of Chemistry, University of Rhode Island, 140 Flagg Rd, Kingston, Rhode Island 02881, United States.
ORCID: 0000-0001-6143-4492

Gregory M Bassett (GM)

Department of Chemistry, University of Rhode Island, 140 Flagg Rd, Kingston, Rhode Island 02881, United States.
ORCID: 0000-0002-8484-0239

Taylor N Kowal (TN)

Department of Chemistry, University of Rhode Island, 140 Flagg Rd, Kingston, Rhode Island 02881, United States.
ORCID: 0000-0002-8926-1797

Max Adamczyk (M)

Department of Chemistry, University of Rhode Island, 140 Flagg Rd, Kingston, Rhode Island 02881, United States.

Zachary C Cartnick (ZC)

Department of Chemistry, Colgate University, 13 Oak Drive, Hamilton, New York 13346, United States.
ORCID: 0000-0002-8799-5551

Vincent M Betti (VM)

Department of Chemistry, Colgate University, 13 Oak Drive, Hamilton, New York 13346, United States.
ORCID: 0000-0003-0124-6793

Jacob M Goldberg (JM)

Department of Chemistry, Colgate University, 13 Oak Drive, Hamilton, New York 13346, United States.
ORCID: 0000-0002-8004-3769

Fang Wang (F)

Department of Chemistry, University of Rhode Island, 140 Flagg Rd, Kingston, Rhode Island 02881, United States.
ORCID: 0000-0002-9192-6858

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Classifications MeSH

questionsmedicales.fr › Acides aminés, peptides et protéines › Acides aminés › Acides aminés soufrés › Cystéine › Ultra-rapid Electrophilic Cysteine Arylation.
questionsmedicales.fr › Acides aminés, peptides et protéines › Peptides › Ultra-rapid Electrophilic Cysteine Arylation.
questionsmedicales.fr › Acides aminés, peptides et protéines › Protéines › Ultra-rapid Electrophilic Cysteine Arylation.