V9879

Sigma-Aldrich

[Arg8]-Vasopressin acetate salt

≥95% (HPLC)

Synonym(s):
AVP, β-Hypophamine, 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

Quality Level

biological source

synthetic (organic)

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

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis

Certificate of Origin

Voluntary locomotion linked with cerebral activation is mediated by vasopressin V1a receptors in free-moving mice
Masuki S, et al.
The Journal of Physiology, 591(14), 3651-3665 (2013)
Nucleotide sequence of cloned cDNA encoding bovine arginine vasopressin-neurophysin II precursor
Land H, et al.
Nature, 295(5847), 299-299 (1982)
Shann Ménard et al.
Physiology & behavior, 208, 112577-112577 (2019-06-14)
The neuropeptides oxytocin (OT) and vasopressin (AVP) are critical in the formation of pair bonding in the vole, and potentially in other species. The finding that normally promiscuous male rats display a conditioned ejaculatory preference (CEP) for females that bear...
Rare incorporation of bone marrow-derived cells into kidney after folic acid-induced injury
Szczypka MS, et al.
Stem Cells, 23(1), 44-54 (2005)
Pierre G Milhaud et al.
American journal of physiology. Cell physiology, 283(6), C1752-C1760 (2002-10-22)
The ductal epithelium of the semicircular canal forms much of the boundary between the K+-rich luminal fluid and the Na+-rich abluminal fluid. We sought to determine whether the net ion flux producing the apical-to-basal short-circuit current (I(sc)) in primary cultures...

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service

Social Media

LinkedIn icon
Twitter icon
Facebook Icon
Instagram Icon

MilliporeSigma

Research. Development. Production.

We are a leading supplier to the global Life Science industry with solutions and services for research, biotechnology development and production, and pharmaceutical drug therapy development and production.

© 2021 Merck KGaA, Darmstadt, Germany and/or its affiliates. All Rights Reserved.

Reproduction of any materials from the site is strictly forbidden without permission.