A Facile Synthesis of p- and m-(Amidinomethyl)phenyl Esters Derived from Amino Acid and Tryptic Hydrolysis of These Synthetic Inverse Substrates

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  • Sekizaki Haruo
    Faculty of Pharmaceutical Sciences, Health Sciences University of Hokkaido
  • Itoh Kunihiko
    Faculty of Pharmaceutical Sciences, Health Sciences University of Hokkaido
  • Shibuya Akiyoshi
    Faculty of Pharmaceutical Sciences, Health Sciences University of Hokkaido
  • Toyota Eiko
    Faculty of Pharmaceutical Sciences, Health Sciences University of Hokkaido
  • Tanizawa Kazutaka
    Faculty of Pharmaceutical Sciences, Health Sciences University of Hokkaido

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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.

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