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J. Biochem, 1974, Vol. 76, No. 6 1355-1357
© 1974 Japanese Biochemical Society

research-article

Inhibition of Carboxypeptidase Y by Chloromethyl Ketone Derivatives of Benzyloxycarbonyl-L-phenylalanine1

Rikimaru HAYASHI, Yasuo BAI and Tadao HATA

Research Institute for Food Science, Kyoto University Uji, Kyoto 611

The peptidase and esterase activities of carboxypeptidase Y [EC 3.4.12.1 [EC] ] were both irreversively inhibited by the chloromethyl ketone derivative of benzyloxycarbonyl-L-phenylalanine (ZPCK), with an apparent second order rate constant of approximately 3.3 M–1·Sec–1. The inhibition was retarded by the competitive inhibitors, benzyloxycarbonyl-D-phenylalanyl-D-leucine and trans-cinnamic acid. Using radioactive ZPCK, the reaction of ZPCK with the enzyme was shown to be essentially stoichiometric. Amino acid analysis and the Ellman reaction with ZPCK-inhibited enzyme showed that the site of ZPCK reaction was not cysteine or methionine but was probably histidine.Thses results suggest that ZPCK reacted with a histidine residue in the active site, as in the reaction of ZPCK with so called serine enzymes.

1This work was supported in part by a grant from the Ministry of Education of Japan.


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