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ID: ALA1133844

Journal: Bioorg Med Chem Lett

Title: 2-Benzyl-3,4-iminobutanoic acid as inhibitor of carboxypeptidase A.

Authors: Park JI, Kim DH.

Abstract: 2-Benzyl-3,4-iminobutanoic acid (3) was evaluated as a novel class of inhibitor for carboxypeptidase A (CPA). All four stereoisomers of 3 are found to have competitive inhibitory activity for CPA, although their inhibitory potencies differ widely with (2R,3R)-3 being most potent. The molecular modeling study for CPA(2R,3R)-3 complex suggested that the lone pair electrons on the nitrogen of the aziridine ring in the inhibitor forms a coordinative bond with the active site zinc ion and the proton on the nitrogen is engaged in hydrogen bonding with one of the carboxylate oxygens of Glu-270.

CiteXplore: 11677137

DOI: 10.1016/s0960-894x(01)00592-3