Tetrahedron

Kinetics of the alkaline hydrolysis of several N-benzyloxycarbonyldipeptide methyl and ethyl esters

DA Hoogwater, M Peereboom

Index: Hoogwater, D. A.; Peereboom, M. Tetrahedron, 1990 , vol. 46, # 15 p. 5325 - 5332

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Citation Number: 15

Abstract

The reaction rates of the alkaline hydrolysis of synthesized N-protected dipeptide methyl and ethyl esters were studied systematically. From the kinetic data the energies of activation, the pre-exponential factors and the reference values at 40° C were calculated. The rate of hydrolysis shows to be strongly dependent on the C-terminal amino acid in the sequence Gly⪢ Ala/Met/Phe⪢ Leu⪢ Val/Pro. Surprisingly the N-terminal amino acid also exerts an ...

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