57203-13-1Relevant articles and documents
[1 β Mercaptopropionic acid, 2 (3,5 dibromo L tyrosine)] oxytocin, a potent inhibitor of oxytocin
Lundell,Ferger
, p. 1045 - 1047 (1975)
[1 β Mercaptopropionic acid,2 (3,5 dibromo L tyrosine)]oxytocin was synthesized from a protected polypeptide intermediate that had been prepared by the condensation of S ethylcarbamoyl β mercaptopropionyl 3,5 dibromotyrosine with H Ile Gln Asn Cys(Ec) Pro Leu Gly NH2, using dicyclohexylcarbodiimide in dimethylformamide. The ethylcarbamoyl (Ec) protecting groups were removed by refluxing NH3, and the resulting disulfhydryl peptide was oxidatively cyclized to the corresponding disulfide by ICH2CH2I. Purification of the analog was effected by partition chromatography and gel filtration. The analog possesses antioxytocic (pA2 = 7.05) and antiavian vasodepressor (pA2 = 7.44) activities but has neither agonist nor antagonist activity in the rat pressor assay.