V9879

[Arg⁸]-Vasopressin acetate salt

≥95% (HPLC)

• Synonym(s): β-Hypophamine, AVP, Antidiuretic hormone, Arginine vasopressin
• Empirical Formula (Hill Notation): C₄₆H₆₅N₁₅O₁₂S₂ · xC₂H₄O₂
• CAS Number: 113-79-1
• Molecular Weight: 1084.23 (free base basis)
• EC Number: 204-035-4
• MDL number: MFCD00133939
• UNSPSC Code: 51111800
• PubChem Substance ID: 24900773
• NACRES: NA.32

Properties

• biological source: synthetic (organic)
• Quality Level: 200
• sterility: non-sterile
• Assay: ≥95% (HPLC)
• form: powder
• solubility: water: 20.0-20.8 mg/mL, clear, colorless to faintly yellow
• UniProt accession no.: P01185; P30518; P37288; P47901
• shipped in: ambient
• storage temp.: −20°C
• SMILES string: CC(O)=O.N[C@H]1CSSC[C@H](NC(=O)[C@H](CC(N)=O)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](Cc2ccccc2)NC(=O)[C@H](Cc3ccc(O)cc3)NC1=O)C(=O)N4CCC[C@H]4C(=O)N[C@@H](CCCNC(N)=N)C(=O)NCC(N)=O
• InChI: 1S/C46H65N15O12S2.C2H4O2/c47-27-22-74-75-23-33(45(73)61-17-5-9-34(61)44(72)56-28(8-4-16-53-46(51)52)39(67)54-21-37(50)65)60-43(71)32(20-36(49)64)59-40(68)29(14-15-35(48)63)55-41(69)31(18-24-6-2-1-3-7-24)58-42(70)30(57-38(27)66)19-25-10-12-26(62)13-11-25;1-2(3)4/h1-3,6-7,10-13,27-34,62H,4-5,8-9,14-23,47H2,(H2,48,63)(H2,49,64)(H2,50,65)(H,54,67)(H,55,69)(H,56,72)(H,57,66)(H,58,70)(H,59,68)(H,60,71)(H4,51,52,53);1H3,(H,3,4)/t27-,28-,29-,30-,31-,32-,33-,34-;/m0./s1
• InChI key: ZHFGXNMADRRGQP-HPILINOVSA-N
• Gene Information: human ... AVP(551) , AVPR1A(552) , AVPR1B(553) , AVPR2(554)

Description

Amino Acid Sequence

Cys-Tyr-Phe-Gln-Asn-Cys-Pro-Arg-Gly-NH2 [Disulfide Bridge: 1-6]

General description

Arginine vasopressin is a nonapeptide. It is produced by anterior hypothalamus nerve cells.

Application

[Arg8]-Vasopressin acetate salt has been:

• used as a vasopressin receptor agonist to test vasopressin receptors
• used to evoke peripheral V1a receptor-mediated vasoconstriction
• as a supplement in Ham′s F12/Dulbecco′s modified Eagle′s medium for proximal tubule and glomerular explant cell culture

Biochem/physiol Actions

Endogenous antidiuretic hormone in most mammalian species. It is released into the blood from nerve terminals in the posterior pituitary and median eminence. Arg⁸-vasopressin is also a neurotransmitter in the central nervous system. It is implicated in a variety of physiological processes including diuresis, vasoregulation, and memory. Regulates water balance by antidiuretic action; contracts arterioles (vasopressor action).

Preparation Note

[Arg8]-Vasopressin acetate salt dissolves water at 20 mg/ml to yield a clear colorless to faint yellow solution.

Other Notes

Lyophilized from 0.5% acetic acid

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves