Selective irreversible chemical tagging of cysteine with 3-arylpropiolonitriles.
Fiche publication
Date publication
février 2014
Auteurs
Membres identifiés du Cancéropôle Est :
Dr VAN DORSSELAER Alain, Dr WAGNER Alain
Tous les auteurs :
Koniev O, Leriche G, Nothisen M, Remy JS, Strub JM, Schaeffer-Reiss C, Van Dorsselaer A, Baati R, Wagner A
Lien Pubmed
Résumé
Exquisite chemoselectivity for cysteine has been found for a novel class of remarkably hydrolytically stable reagents, 3-arylpropiolonitriles (APN). The efficacy of the APN-mediated tagging was benchmarked against other cysteine-selective methodologies in a model study on a series of traceable amino acid derivatives. The selectivity of the methodology was further explored on peptide mixtures obtained by trypsin digestion of lysozyme. Additionally, the superior stability of APN-cysteine conjugates in aqueous media, human plasma, and living cells makes this new thiol-click reaction a promising methodology for applications in bioconjugation.
Référence
Bioconjug Chem. 2014 Feb 19;25(2):202-6