V4503
[des-Gly9-β-Mercapto-β,β-cyclopentamethylenepropionyl1,O-Et-Tyr2,Val4,Arg8]-Vasopressin
≥97% (HPLC)
Synonym(s):
(d(CH2)51, Tyr(Et)2, Val4, Arg8, des-Gly-NH29)-Vasopressin
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About This Item
Empirical Formula (Hill Notation):
C51H74N12O10S2
CAS Number:
Molecular Weight:
1079.34
MDL number:
UNSPSC Code:
12352200
assay
≥97% (HPLC)
storage temp.
−20°C
SMILES string
CCOc1ccc(C[C@@H]2NC(=O)CC3(CCCCC3)SSC[C@H](NC(=O)[C@H](CC(N)=O)NC(=O)[C@@H](NC(=O)[C@H](Cc4ccccc4)NC2=O)C(C)C)C(=O)N5CCC[C@H]5C(=O)N[C@@H](CCCNC(N)=N)C(N)=O)cc1
Amino Acid Sequence
(1-Mercaptocyclohexyl)acetyl-Tyr(O-Ethyl)-Phe-Val-Asn-Cys-Pro-Arg-NH2 [Disulfide Bridge: 1-6]
Biochem/physiol Actions
Potent V1 (vasopressor) and V2 (antidiuretic) vasopressin receptor antagonist.
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Determination of a disulfide-containing octapeptide antagonist of vasopressin in human plasma utilizing high-performance liquid chromatography with fluorescence detection.
G R Rhodes et al.
Journal of chromatography, 488(2), 456-462 (1989-03-24)
C R Albrightson-Winslow et al.
The Journal of pharmacology and experimental therapeutics, 249(2), 366-371 (1989-05-01)
The vasopressin (AVP) antagonist, SK&F 101926 (beta-mercapto-beta beta-cyclopentamethylene propionic acid1, D-Tyr(Et)2, Phe3, Val4, Asn5, Cys6, Pro7, Arg8-NH2), is an antidiuretic antagonist in rats and squirrel monkeys in vivo. In rat, dog, pig, squirrel monkey and human in vitro studies, SK&F
N Aiyar et al.
The Journal of pharmacology and experimental therapeutics, 242(1), 217-221 (1987-07-01)
We have previously reported that 8-arginine vasopressin (AVP) stimulates phosphatidylinositol turnover and Ca++ mobilization in rat aortic smooth muscle cells (A10). In the present study, N-ethylmaleimide (NEM) was used to further characterize the putative guanine nucleotide binding protein that transduces
F L Stassen et al.
Molecular pharmacology, 31(3), 267-272 (1987-03-01)
We report the vasopressin receptor-binding properties of [3H-Phe]-desGlyd(CH2)5D-Tyr(Et)VAVP, [3H]-SK&F 101926, the first radiolabeled vasopressin receptor antagonist. We chose to radiolabel SK&F 101926 because this vasopressin analog is a potent antagonist of vascular V1 and renal V2 vasopressin receptors in all
L B Kinter et al.
The American journal of physiology, 258(3 Pt 2), R763-R769 (1990-03-01)
Physiological regulation of receptor-effector pathways is recognized as a significant factor determining target organ selectivity and sensitivity in several hormonal systems. Whether or not physiological regulation of the renal vasopressin (V2) receptor-effector pathway participates in the control of body fluid
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