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[β-Mercapto-β,β-cyclopentamethylenepropionyl1, O-me-Tyr2, Arg8]-Vasopressin

SIGMA/V2255 - ≥97% (HPLC)

CAS Number: 73168-24-8
Empirical Formula (Hill Notation): C52H74N14O12S2
Molecular Weight: 1151.36
MDL Number: MFCD00076747
Linear Formula: C52H74N14O12S2
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-V2255-.1MG 0.1 mg
$52.60
1/EA
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45-V2255-.5MG 0.5 mg
$144.00
1/EA
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45-V2255-1MG 1 mg
$249.00
1/EA
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assay ≥97% (HPLC)
InChI 1S/C52H74N14O12S2/c1-78-32-16-14-31(15-17-32)25-35-46(73)63-36(24-30-10-4-2-5-11-30)47(74)61-34(18-19-40(53)67)45(72)64-37(26-41(54)68)48(75)65-38(29-79-80-52(27-43(70)60-35)20-6-3-7-21-52)50(77)66-23-9-13-39(66)49(76)62-33(12-8-22-58-51(56)57)44(71)59-28-42(55)69/h2,4-5,10-11,14-17,33-39H,3,6-9,12-13,18-29H2,1H3,(H2,53,67)(H2,54,68)(H2,55,69)(H,59,71)(H,60,70)(H,61,74)(H,62,76)(H,63,73)(H,64,72)(H,65,75)(H4,56,57,58)/t33-,34-,35-,36-,37-,38-,39-/m0/s1
InChI key QVQOGNOOAMQKCE-ZTYVOHGWSA-N
Quality Level 200 
SMILES string COc1ccc(C[C@@H]2NC(=O)CC3(CCCCC3)SSC[C@H](NC(=O)[C@H](CC(N)=O)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](Cc4ccccc4)NC2=O)C(=O)N5CCC[C@H]5C(=O)N[C@@H](CCCNC(N)=N)C(=O)NCC(N)=O)cc1
solubility H2O: soluble 1 mg/mL, clear, colorless
storage temp. −20°C
Amino Acid Sequence: (1-Mercaptocyclohexyl)acetyl-Tyr-OMet-Phe-Gln-Asn-Cys-Pro-Arg-Gly-NH2 [Disulfide Bridge: 1-6]
Application: [Beta-Mercapto-beta,beta-cyclopentamethylenepropionyl1, O-me-Tyr2, Arg8]-Vasopressin was used to block Vasopressin (V1a) receptors and study the role of endothelin, vasopressin and angiotensin in regulating arterial pressure during anaesthesia in dogs. The product was used as a test compound for studying the impact of arginine vasopressin and atriopeptin on chloride uptake in cultured Type-I astrocytes.
Biochem/physiol Actions: [Beta-Mercapto-beta,beta-cyclopentamethylenepropionyl1, O-me-Tyr2, Arg8]-Vasopressin is a V1a vasopressin receptor antagonist also referred to as “Manning compound”. Vasopressin can stimulate three acid-base transporters and hence increases the capability of the cell to regulate pHi. It induces reversible translocation of aquaporin-CD water channels from intracellular vesicles to apical plasma membrane, which increases the water permeability of collecting duct cells.
Preparation Note: [Beta-Mercapto-beta,beta-cyclopentamethylenepropionyl1, O-me-Tyr2, Arg8] vasopressin dissolves in water at 1 mg/ml to yield a clear, colorless solution.
Symbol GHS07  GHS07
Signal word Warning
Hazard statements H332
Precautionary statements P304 + P340 + P312
Hazard Codes Xn
Risk Statements 20
Safety Statements 36
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Purity ≥97% (HPLC)
Storage Temp. −20°C
UNSPSC 51111800

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