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J. Biochem, 1980, Vol. 87, No. 4 1229-1234
© 1980 Japanese Biochemical Society

research-article

Tryptic Hydrolysis of {omega}-Amidino {alpha}-Amino Acid (Indospecine) Esters1

Toshiyuki FUJIOKA, Tsuyoshi SATOH2, Kazutaka TANIZAWA and Yuichi KANAOKA

Faculty of Pharmaceutical Sciences, Hokkaido University Kita-ku, Sapporo, Hokkaido 060

Several esters of a series of {omega}-amidino {alpha}-amino acids were synthesized. Some of them were shown to be efficiently hydrolyzed by bovine trypsin [EC 3.4.21.41 [EC] . The kinetics of hydrolysis of the esters were compared with those of the {omega}-guanidino series. The relationships between the length of the side chain and the susceptibility to hydrolysis by trypsin were somewhat different in the two series. These slight differences are discussed in terms of the molecular structures and their relation to the structural requirements of the trypsin active site.

1 "Proteolytic Enzymes" VIII. This work was supported by grants from the Ministry of Education, Science and Culture (No. 447120), and the Foundation for the Promotion of Research on Medicinal Resources.

2 Present address: Faculty of Pharmaceutical Sciences, Science University of Tokyo, Shinjuku-ku, Tokyo 162.


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