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V9879

Sigma-Aldrich

[Arg8]-Vasopressin acetate salt

≥95% (HPLC)

Synonym(s):

β-Hypophamine, AVP, Antidiuretic hormone, Arginine vasopressin

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About This Item

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

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)

Related Categories

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

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

Regulatory Information

监管及禁止进口产品

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
Daniel J van Wamelen et al.
Sleep, 36(1), 117-125 (2013-01-05)
To study whether sleep and circadian rhythm disturbances in patients with Huntington's disease (HD) arise from dysfunction of the body's master clock, the hypothalamic suprachiasmatic nucleus. Postmortem cohort study. Eight patients with HD and eight control subjects matched for sex
Medical Physiology, 424-424 (2009)
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)
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
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