Fiche publication


Date publication

décembre 2017

Journal

Angewandte Chemie (International ed. in English)

Auteurs

Membres identifiés du Cancéropôle Est :
Dr WAGNER Alain , Dr KOLODYCH Sergii , Dr KONIEV Sasha


Tous les auteurs :
Bernard S, Audisio D, Riomet M, Bregant S, Sallustrau A, Plougastel L, Decuypere E, Gabillet S, Kumar RA, Elyian J, Trinh MN, Koniev O, Wagner A, Kolodych S, Taran F

Résumé

We report the discovery of a new bioorthogonal click-and-release reaction involving iminosydnones and strained alkynes. This transformation leads to two products resulting from the ligation and fragmentation of iminosydnones under physiological conditions. Optimized iminosydnones were successfully used to design innovative cleavable linkers for protein modification, thus opening up new areas in the fields of drug release and target-fishing applications. This click-and-release technology offers the possibility of exchanging tags on proteins for functionalized cyclooctynes under mild and bioorthogonal conditions.

Mots clés

bioorthogonal reactions, chemical biology, cleavage reactions, click chemistry, mesoionic compounds

Référence

Angew. Chem. Int. Ed. Engl.. 2017 Dec 4;56(49):15612-15616