Fiche publication
Date publication
mai 2021
Journal
Organic & biomolecular chemistry
Auteurs
Membres identifiés du Cancéropôle Est :
Dr WAGNER Alain
,
Dr KREZEL Wojciech
,
Dr CHAUBET Guilhem
Tous les auteurs :
Warther D, Dursun E, Recher M, Ursuegui S, Mosser M, Sobska J, Krezel W, Chaubet G, Wagner A
Lien Pubmed
Résumé
Strain-promoted azide-alkyne cycloaddition (SPAAC) is an important member of the bioorthogonal reaction family. Over the past decade, much work has been dedicated to the generation of new strained alkynes with improved reactivity. While kinetics studies of SPAAC are often conducted in organic solvents, buffered solutions or mixtures, these media do not reflect the complexity of in vivo systems. In this work, we show that performing SPAAC in human plasma leads to intriguing kinetics and selectivity effects. In particular, we observed that reactions in plasma could be accelerated up to 70-fold compared to those in methanol, and that selective couplings between a pair of reagents could be possible in competition experiments. These findings highlight the value of evaluating bioorthogonal reactions in such a complex medium, especially when in vivo applications are planned, as unsuspected behaviour can be observed, disrupting the usual rules governing the reactivity in simple solvent systems.
Référence
Org Biomol Chem. 2021 May 24;:
