Toward bifunctional antibody catalysis

K Kikuchi, RB Hannak, MJ Guo, AJ Kirby…

Index: Kikuchi, Kazuya; Hannak, Renate B.; Guo, Mao-Jun; Kirby, Anthony J.; Hilvert, Donald Bioorganic and Medicinal Chemistry, 2006 , vol. 14, # 18 p. 6189 - 6196

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Citation Number: 19

Abstract

Antibodies that catalyze the deprotonation of unactivated benzisoxazoles to give the corresponding salicylonitriles were prepared using as antigen a 2-aminobenzimidazolium derivative coupled to a carrier protein via its benzene ring. The hapten was designed to induce an antibody binding site with both a base and an acid, in position to initiate proton transfer and stabilize developing negative charge at the phenoxide leaving group, ...