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V9879

Sigma-Aldrich

[Arg8]-Vasopressin acetate salt

≥95% (HPLC)

Synonym(s):
β-Hypophamine, AVP, Antidiuretic hormone, Arginine vasopressin
Empirical Formula (Hill Notation):
C46H65N15O12S2 · xC2H4O2
CAS Number:
Molecular Weight:
1084.23 (free base basis)
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.32

biological source

synthetic (organic)

Quality Level

sterility

non-sterile

assay

≥95% (HPLC)

form

powder

solubility

water: 20.0-20.8 mg/mL, clear, colorless to faintly yellow

UniProt accession no.

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

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

Storage Class Code

13 - Non 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

Certificate of Analysis

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Certificate of Origin

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