Antidiuretic and pressor activities of vasopressin analogs with L-alaninamide and D-alaninamide substitutions at position 9.
Analogs of arginine vasopressin (AVP) and lysine vasopressin (LVP)--with an L-alaninamide residue or a D-alaninamide residue replacing the naturally occurring glycinamide in position 9--lose virtually all pressor activity but retain from 10 to 70% of the antidiuretic activity of their parent hormones. These findings, in conjunction with the data of others on the biological consequences of alterations in positions 7 and 8, show that the antidiuretic receptor will tolerate considerably more structural alteration in the C-terminal tripeptide "tail" of the vasopressins than will the pressor receptor.
D000818:Animals; D001127:Arginine Vasopressin / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology; D001681:Biological Assay; D002851:Chromatography, High Pressure Liquid; D002855:Chromatography, Thin Layer; D004231:Diuresis / Q000187:drug effects*; D007202:Indicators and Reagents; D008236:Lypressin / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology; D051381:Rats; D013329:Structure-Activity Relationship; D014661:Vasoconstriction / Q000187:drug effects; D014662:Vasoconstrictor Agents / Q000138:chemical synthesis*
D007202:Indicators and Reagents; D014662:Vasoconstrictor Agents; D001127:Arginine Vasopressin; C041967:vasopressin, 9-Ala-NH(2)-Lys-; D008236:Lypressin; C030027:argipressin, AlaNH2(9)-