STEREOSELECTIVE MICELLAR CATALYSIS IN THE HYDROLYSIS OF ENANTIOMERIC ESTERS BY DIPEPTIDE DERIVATIVES CONTAINING HISTIDINE RESIDUE

Abstract

Abstract The catalytic hydrolysis of enantiomeric substrates is examined using optically active dipeptide derivatives containing histidine residue in the presence of CTABr micelles. A very high stereoselectivity, kc(L)/kc(D), of 12.2 is observed in the reaction with the enantiomers of p-nitrophenyl N-methoxycarbonylphenylalanate (MocPheONp) and N-(benzyloxycarbonyl-l-leucyl)-l-histidine (ZLeuHis).