Chemistry Letters

Stereoselective micellar catalysis in the hydrolysis of enantiomeric esters by dipeptide derivatives containing histidine residue

Y Ihara, N Kunikiyo, T Kunimasa, M Nango, N Kuroki

Index: Ihara, Yasuji; Kunikiyo, Noriko; Kunimasa, Tomoko; Nango, Mamoru; Kuroki, Nobuhiko Chemistry Letters, 1981 , p. 667 - 670

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Citation Number: 25

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).