title: Catalytic anions embedded into avidin: importance of their chirality and the chiral environment on the stereocontrol of the aldol reaction.
abstract: Several catalytic anions bearing a pseudo-dipeptide scaffold, in combination with a biotinylated imidazolium cation, were prepared. The assembly of these salts with avidin resulted in the formation of stable biohybrid catalysts, active in ionic liquid/aqueous media for the aldol reaction. By using natural and non-natural amino alcohols as "side chains" for the proline derivative anion, we studied the cooperativity between the anion and its position in avidin. Taking advantage of the large freedom of movement of the anion inside avidin, we also investigated the substrate scope of this type of biohybrid catalyst.
authors.affiliation: Department of Chemistry, Université de Montréal , C.P. 6128 Succursale Centre-ville, Montréal, Québec H3C 3J7, Canada.
authors.forename: Vincent
authors.initials: V
authors.lastname: Gauchot
authors.forename: Andreea R
authors.initials: AR
authors.lastname: Schmitzer
mesh_terms: D000838:Anions / Q000737:chemistry*; D001360:Avidin / Q000737:chemistry*; D019921:Biotinylation; D002384:Catalysis; D002412:Cations / Q000737:chemistry*; D004151:Dipeptides / Q000737:chemistry*; D011392:Proline / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000838:Anions; D002412:Cations; D004151:Dipeptides; D001360:Avidin; D011392:Proline