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

Haruo Sekizaki; Kunihiko Itoh; Akiyoshi Shibuya; Eiko Toyota; Kazutaka Tanizawa

doi:10.1248/cpb.55.1514

Notes

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

Haruo Sekizaki, Kunihiko Itoh, Akiyoshi Shibuya, Eiko Toyota, Kazutaka Tanizawa

Author information

Keywords: inverse substrate, enzymatic kinetics, N-tert-butoxycarbonyl-amino acid, bovine trypsin

JOURNAL FREE ACCESS

2007 Volume 55 Issue 10 Pages 1514-1517

DOI https://doi.org/10.1248/cpb.55.1514

Details

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.

Corresponding author

Register with J-STAGE for free!