Fiche publication
Date publication
juin 2014
Journal
Angewandte Chemie (International ed. in English)
Auteurs
Membres identifiés du Cancéropôle Est :
Dr WAGNER Alain
Tous les auteurs :
Bevilacqua V, King M, Chaumontet M, Nothisen M, Gabillet S, Buisson D, Puente C, Wagner A, Taran F
Lien Pubmed
Résumé
The concept of chelation-assisted copper catalysis was employed for the development of new azides that display unprecedented reactivity in the copper(I)-catalyzed azide-alkyne [3+2] cycloaddition (CuAAC) reaction. Azides that bear strong copper-chelating moieties were synthesized; these functional groups allow the formation of azide copper complexes that react almost instantaneously with alkynes under diluted conditions. Efficient ligation occurred at low concentration and in complex media with only one equivalent of copper, which improves the biocompatibility of the CuAAC reaction. Furthermore, such a click reaction allowed the localization of a bioactive compound inside living cells by fluorescence measurements.
Mots clés
Azides, chemistry, Catalysis, Click Chemistry, Copper, chemistry, Cycloaddition Reaction, Reactive Oxygen Species
Référence
Angew. Chem. Int. Ed. Engl.. 2014 Jun;53(23):5872-6
