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Merck
CN

V4253

[β-巯基-β,β-环戊亚甲基丙酰1, O-Et-Tyr2, Val4, Arg8]-加压素

≥97% (HPLC)

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关于此项目

经验公式（希尔记法）:
C53H75N13O11S2
化学文摘社编号:
77453-01-1
分子量:
1134.37
NACRES:
NA.32
PubChem Substance ID:
329829049
UNSPSC Code:
51111800
MDL number:
MFCD00076752
Biological source:
synthetic (organic)
Form:
powder
Assay:
≥97% (HPLC)

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InChI

1S/C53H77N13O11S2/c1-4-77-34-19-17-33(18-20-34)26-36-46(71)62-37(25-32-13-7-5-8-14-32)48(73)65-44(31(2)3)50(75)63-38(27-41(54)67)47(72)64-39(30-78-79-53(28-43(69)60-36)21-9-6-10-22-53)51(76)66-24-12-16-40(66)49(74)61-35(15-11-23-58-52(56)57)45(70)59-29-42(55)68/h5,7-8,13-14,17-20,31,35-40,44H,4,6,9-12,15-16,21-30H2,1-3H3,(H2,54,67)(H2,55,68)(H,59,70)(H,60,69)(H,61,74)(H,62,71)(H,63,75)(H,64,72)(H,65,73)(H4,56,57,58)/t35-,36-,37-,38-,39-,40-,44-/m0/s1

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(=O)NCC(N)=O)cc1

InChI key

SDFJYGJKEXYVCG-ZZTMPEIHSA-N

biological source

synthetic (organic)

assay

≥97% (HPLC)

form

powder

solubility

water: 1 mg/mL, clear, colorless

shipped in

ambient

storage temp.

−20°C

Quality Level

200

Gene Information

human ... AVPR1A(552), AVPR2(554), OXT(5020), OXTR(5021)
mouse ... AVPR1A(54140), AVPR2(12000)
rat ... AVPR1A(25107), AVPR2(25108), OXT(18429), OXTR(18430)

Application

[Beta-Mercapto-beta, beta-cyclopentamethylenepropionyl1, O-Et-Tyr2, Val4, Arg8]-Vasopressin is a potent V1a and V2 vasopressin receptor anatgonist, used for examining the impact of vasopressin V1receptor blockade in rats.The product was also be used for visualizing cell surface V1a receptors in rat hepatocytes by using high-affinity fluorescent linear antagonist, Rhm8 -PVA.

Biochem/physiol Actions

Vasopressin also known as antidiuretic hormone (ADH) or argipressin can stimulate three acid-base transporters and hence increases the capability of the cell to regulate pHi.ADH can induce reversible translocation of aquaporin-CD water channels from intracellular vesicles to apical plasma membrane, which in turn increases the water permeability of collecting duct cells.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H332

Hazard Classifications

Acute Tox. 4 Inhalation

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

法规信息

新产品
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历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
0000267635
SLCQ8849
0000267635
SLCQ5706
031M1823V

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M Manning et al.
Journal of medicinal chemistry, 38(10), 1762-1769 (1995-05-12)
We report the solid-phase synthesis of the D-Cys6 analogues of arginine-vasopressin (AVP), peptide 1, of the selective AVP vasopressor (V1a receptor) antagonist [1-(beta-mercapto-beta,beta-pentamethylenepropionic acid),2-O-methyltyrosine]arginine-vasopressin (d(CH2)5[Tyr(Me)2]-AVP, (A)), peptide 2, of the three nonselective antidiuretic/vasopressor (V2/V1a receptor) AVP antagonists d(CH2)5[Tyr(Et)2]VAVP (B), d(CH2)5[D-Tyr(Et)2]VAVP
W Y Chan et al.
Experimental physiology, 85 Spec No, 7S-18S (2000-05-05)
Synthetic oxytocin and vasopressin agonists and antagonists have become important tools for research and were instrumental in the identification of the four known receptor subtypes, V1a, V2, V1b (V3) and oxytocin, of these peptide hormones. However, the relative lack of
D Tran et al.
The journal of histochemistry and cytochemistry : official journal of the Histochemistry Society, 47(3), 401-410 (1999-02-20)
To visualize cell surface V1a vasopressin receptors in rat hepatocytes in the absence of receptor-mediated endocytosis, we used a high-affinity fluorescent linear antagonist, Rhm8-PVA. Epifluorescence microscopy (3CCD camera) and fluorescence spectroscopy were used. Rhm8-PVA alone did not stimulate Ca2+ signals
L B Kinter et al.
The Journal of pharmacology and experimental therapeutics, 241(3), 797-803 (1987-06-01)
Vasopressin antagonism and water diuresis (aquaresis) is demonstrated after i.p. or i.v. administration of vasopressin antagonists in a primate species, the squirrel monkey (Saimiri sciureus). Antagonism of vasopressin-stimulated renal medullary adenylate cyclase activity was evaluated in vitro; the most potent
Y Tsuboi et al.
Kidney international, 46(1), 237-244 (1994-07-01)
The present study was undertaken to determine whether a non-peptide arginine vasopressin (AVP) antagonist [5-dimethylamino-1-(4-(2-methylbenzoylamino)benzoyl]-2,3,4,5-tetra hydro-1H- benzazepine] (OPC-31260) improves the impaired water excretion in rats with experimental liver cirrhosis. Male Wistar rats weighing 200 to 250 g were injected in
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