Synthesis of an analogue of lysine-vasopressin, with phenylalanine 'replaced' by two consecutive tyrosyl radicals

Autor: H. C. Beyerman, J. S. Bontekoe
Rok vydání: 2010
Předmět:
Zdroj: Recueil des Travaux Chimiques des Pays-Bas. 79:1165-1173
ISSN: 0165-0513
DOI: 10.1002/recl.19600791111
Popis: A synthesis is described of the protected linear decapeptide: N-benzyloxycarbonyl-S-benzyl-L-cysteinyl-L-tyrosyl-L-tyrosyl-L-tyrosyl-L-glutaminyl-L-asparaginyl-S-benzyl-L-cysteinyl-L-prolyl-Ne-p-toluene-sulphonyl-L-lysylglycineamide (VI) in analytically pure form. Removal of the blocking groups from VI, followed by cyclization through oxidation, yielded a preparation which was assumed to contain an analogue of lysine-vasopressin, with L-phenylalanine “replaced” by two consecutive L-tyrosyl radicals. This synthesis was performed in connection with our previous studies on the relation between chemical structure and biological activity in the oxytocin and vasopressin field.
Databáze: OpenAIRE