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J. Biochem, 1983, Vol. 94, No. 1 123-128
© 1983 Japanese Biochemical Society

research-article

Kinetics of Hydrolysis of N{alpha}Benzoyl-p-Guanidino-L-PhenylaIaiiine p-Nitroanilide by Trypsin

Hideaki TSUNEMATSU, Takayuki IMAMURA and Satoru MAKISUMI1

Department of Chemistry, Faculty of Science, Kyushu University 33 Higashi-ku, Fukuoka, Fukuoka 812

1 To whom correspondence should be addressed.

A new chromogenic substrate, N{alpha}-benzoyl-p-guarudino-L-phenylalanine p-nitro-anilide (Bz-GPA-pNA), was synthesized. This compound is a good substrate for bovine trypsin (Km=1.56 × 10–6 M, kcat = 0.081 S–1, at pH 8.2) and was hydrolyzed as fast as N{alpha}-benzoyl-L-arginine p-nitroanilide (Bz-Arg-pNA) with much the same kcat/Km values. But the values are two orders of magnitude smaller than those for ester substrates, N{alpha}-benzoyl-p-guanidino-L-phenylalanine ethyl ester (Bz-GPA-OEt) and N{alpha}-benzoyl-L-arginine ethyl ester (Bz-Arg-OEt). Substrate activation behavior was observed on tryptic hydrolysis of this new substrate in a substrate concentration range higher than about 5.0 × 10–4 M in analogy with the trypsin-Bz-Arg-pNA system.


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