Collect. Czech. Chem. Commun. 1981, 46, 1850-1855

Prolonged antidiuretic action of vasopressin analogues in relation to their primary structure

Jana Škopková, Pavel Hrbas, Jiřina Slaninová and Tomislav Barth

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


The effectiveness of vasopressin analogues with prolonged antidiuretic action was related to their primary structure. Prolonged action was primarily due to the absence of the amino group of cysteine in position 1 of the peptide chain. The carba substitution of the disulphide bridge and introduction of basic homologous amino acids into position 8 contributed in differing degrees to the prolonged action of the analogues. [8-L-Norarginine]deamino vasopressin was the most potent of the analogues compared; its action was 10 times more prolonged than that of dDAVP.