Platform for Orthogonal
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:
15 06 2022
15 06 2022
Historique:
pubmed:
7
6
2022
medline:
18
6
2022
entrez:
6
6
2022
Statut:
ppublish
Résumé
Protein conjugates are valuable tools for studying biological processes or producing therapeutics, such as antibody-drug conjugates. Despite the development of several protein conjugation strategies in recent years, the ability to modify one specific amino acid residue on a protein in the presence of other reactive side chains remains a challenge. We show that monosubstituted cyclopropenone (CPO) reagents react selectively with the 1,2-aminothiol groups of N-terminal cysteine residues to give a stable 1,4-thiazepan-5-one linkage under mild, biocompatible conditions. The CPO-based reagents, all accessible from a common activated ester CPO-pentafluorophenol (
Identifiants
pubmed: 35658467
doi: 10.1021/jacs.2c02185
pmc: PMC9490850
doi:
Substances chimiques
Cyclopropanes
0
Indicators and Reagents
0
Proteins
0
cyclopropenone
0
Cysteine
K848JZ4886
Types de publication
Journal Article
Research Support, Non-U.S. Gov't
Langues
eng
Sous-ensembles de citation
IM
Pagination
10396-10406Subventions
Organisme : Biotechnology and Biological Sciences Research Council
ID : BB/M01194
Pays : United Kingdom
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