A facile synthesis of p- and m-(amidinomethyl)phenyl esters derived from amino acid and tryptic hydrolysis of these synthetic inverse substrates.
A facile synthetic method for p- and m-(amidinomethyl)phenyl esters derived from a variety of amino acids is presented. We analyzed the kinetic behavior of trypsin towards these synthetic esters, which are inverse substrates. The substituent (meta- and para-isomers) and isosteric effects of (amidinomethyl)phenyl esters are discussed.
Sekizaki
Haruo
H
Faculty of Pharmaceutical Sciences, Health Sciences University of Hokkaido, Japan. sekizaki@hoku-iryo-u.ac.jp
Itoh
Kunihiko
K
Shibuya
Akiyoshi
A
Toyota
Eiko
E
Tanizawa
Kazutaka
K
D000596:Amino Acids / Q000737:chemistry / Q000378:metabolism*; D001550:Benzamidines / Q000138:chemical synthesis*; D002384:Catalysis; D004952:Esters / Q000138:chemical synthesis*; D006868:Hydrolysis; D007700:Kinetics; D013237:Stereoisomerism; D014357:Trypsin / Q000737:chemistry / Q000378:metabolism*
D000596:Amino Acids; D001550:Benzamidines; D004952:Esters; C420605:amidinophenyl ester; D014357:Trypsin