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Synthesis of an Isoglutathione Derivative by Proteases and Its α-->γ Transpeptidation
Hayashi, Mineyuki,Misawa, Masanaru,Isowa, Yoshikazu
, p. 2723 - 2730 (2007/10/02)
Benzyloxycarbonyl-L-cysteine and glycine benzhydrylamide were condensed by papain in a yield of 39.5percent.After elimination of the N-protecting group, L-cysteinylglycine benzhydrylamide was condensed with benzyloxycarbonyl-L-glutamic acid protease from Irpex lacteus Fr. in a yield of 21.0percent.From the isoglutathione derivative thus obtained, a γ-linkage between glutamic acid and cysteine was formed by α-->γ transpeptidation in alkaline conditions after esterification of γ-carboxylic acid.
