Collect. Czech. Chem. Commun. 1987, 52, 1079-1086

Enzymatically catalyzed synthesis of dipeptides containing O4-sulfotyrosine and O4-phosphotyrosine

Václav Čeřovský and Karel Jošt

Institute of Organic Chemistry and Biochemistry, Czechoslovak Academy of Sciences, 166 10 Prague 6


Conditions for the thermolysin- or papain-catalyzed peptide bond formation between tert-butyloxycarbonyl-O4-sulfotyrosine and leucine or methionine phenylhydrazide have been found. Acylation of O4-sulfotyrosine phenylhydrazide with tert-butyloxycarbonylphenylalanine methyl ester was catalyzed by α-chymotrypsin. Tert-butyloxycarbonyl-O4-phosphotyrosyl-leucine phenylhydrazide was prepared by thermolysin-catalyzed reaction.