Publication
740
Chem.-Eur. J., 20 (6), 1530-1538, 2014
DOI:10.1002/chem.201303865
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Encapsulation of a catalytic imidazolium salt into avidin: towards the development of a biohybrid catalyst active in ionic liquids. |
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Vincent Gauchot, Mathieu Branca, and Andreea Schmitzer
Departement de Chimie, Université de Montréal, C. P. 6128 Succursale Centre-Ville, Montréal, Québec H3C 3 J7, Canada
Laboratoire d’Electrochimie Moléculaire, UMR 7591, CNRS, Université Paris Diderot – Paris 7, Bât. Lavoisier, 15 rue Jean-Antoine de Baïf, 75205 Paris Cedex 13, France
Herein, we report the development of biohybrid catalysts that are capable of catalyzing the aldol reaction. The use of biotinylated imidazolium salts in combination with racemic or enantiomerically pure catalytic anions allowed us to study the adaptive and cooperative positioning of the anionic catalyst inside the protein. Supramolecular encapsulation of the biotinylated catalyst into avidin resulted in good selectivity for the aldol reaction performed in ionic liquid/water mixtures. |