title: A facile synthesis of p- and m-(amidinomethyl)phenyl esters derived from amino acid and tryptic hydrolysis of these synthetic inverse substrates.
abstract: 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.
authors.affiliation: Faculty of Pharmaceutical Sciences, Health Sciences University of Hokkaido, Japan. sekizaki@hoku-iryo-u.ac.jp
authors.forename: Haruo
authors.initials: H
authors.lastname: Sekizaki
authors.forename: Kunihiko
authors.initials: K
authors.lastname: Itoh
authors.forename: Akiyoshi
authors.initials: A
authors.lastname: Shibuya
authors.forename: Eiko
authors.initials: E
authors.lastname: Toyota
authors.forename: Kazutaka
authors.initials: K
authors.lastname: Tanizawa
mesh_terms: 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*
chemical_list: D000596:Amino Acids; D001550:Benzamidines; D004952:Esters; C420605:amidinophenyl ester; D014357:Trypsin