3 years ago

Discovery of New Click and Release Reactions by Screening of Mesoionics and Cycloalkynes Combinations

Jijy Elyian, Antoine Sallustrau, Riomet margaux, Alain Wagner, Sarah Bregant, Sergii Kolodych, Sandra Gabillet, Elodie Decuypere, Sabrina Bernard, Minh Nguyet Trinh, Frédéric Taran, Davide Audisio, Oleksandr Koniev, Ramar Arun Kumar, lucie plougastel
We report the discovery of a new bioorthogonal click and release reaction involving imino-sydnones and strained alkynes. This transformation leads to two products resulting from both ligation and fragmentation of imino-sydnones under physiological conditions. Optimized imino-sydnones were successfully used to design innovative cleavable linkers for protein modifications opening new areas in the fields of drug release and target fishing applications. This click and release technology offers for the first time the possibility to exchange tags on proteins with functionalized cyclooctynes under mild and bioorthogonal conditions.

Publisher URL: http://onlinelibrary.wiley.com/resolve/doi

DOI: 10.1002/anie.201708790

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