Synthesis and biological activities of [7-(azetidine-2-carboxylic acid)]-oxytocin and -lysine-vasopressin.
[7-(Azetidine-2-carboxylic acid)]-oxytocin and -lysine-vasopressin have been synthesised by a (6 + 3) strategy using protected hexapeptide acids with preformed disulphide bridges, and their biological activities have been investigated. All activities were reduced but not to the same extent. In assays of pressor and antidiuretic activity it was observed consistently that the responses to the vasopressin analogue were of shorter duration than responses to lysine-vasopressin of the same amplitude.
D000595:Amino Acid Sequence; D000818:Animals; D001383:Azetidinecarboxylic Acid / Q000031:analogs & derivatives / Q000138:chemical synthesis / Q000494:pharmacology; D001681:Biological Assay; D055598:Chemical Phenomena; D002621:Chemistry; D004220:Disulfides; D008236:Lypressin / Q000031:analogs & derivatives* / Q000032:analysis / Q000138:chemical synthesis / Q000494:pharmacology; D010121:Oxytocin / Q000031:analogs & derivatives* / Q000032:analysis / Q000138:chemical synthesis / Q000494:pharmacology; D011817:Rabbits; D051381:Rats
D004220:Disulfides; D010121:Oxytocin; D008236:Lypressin; D001383:Azetidinecarboxylic Acid