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V1880

Sigma-Aldrich

[deamino-Pen1, O-Me-Tyr2, Arg8]-Vasopressin

≥97% (HPLC)

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About This Item

Formule empirique (notation de Hill) :
C49H70N14O12S2
Numéro CAS:
67269-08-3
Poids moléculaire :
1111.30
Numéro MDL:
MFCD00076745
Code UNSPSC :
51111800
ID de substance PubChem :
24900721
Nomenclature NACRES :
NA.32

Stérilité

non-sterile

Essai

≥97% (HPLC)

Forme

powder

Solubilité

water: 0.5 mg/mL, clear, colorless

Conditions d'expédition

ambient

Température de stockage

−20°C

Chaîne SMILES 

COc1ccc(CC2NC(=O)CC(C)(C)SSCC(NC(=O)C(CC(N)=O)NC(=O)C(CCC(N)=O)NC(=O)C(Cc3ccccc3)NC2=O)C(=O)N4CCCC4C(=O)NC(CCCNC(N)=N)C(=O)NCC(N)=O)cc1

InChI

1S/C49H70N14O12S2/c1-49(2)24-40(67)57-32(22-28-13-15-29(75-3)16-14-28)43(70)60-33(21-27-9-5-4-6-10-27)44(71)58-31(17-18-37(50)64)42(69)61-34(23-38(51)65)45(72)62-35(26-76-77-49)47(74)63-20-8-12-36(63)46(73)59-30(11-7-19-55-48(53)54)41(68)56-25-39(52)66/h4-6,9-10,13-16,30-36H,7-8,11-12,17-26H2,1-3H3,(H2,50,64)(H2,51,65)(H2,52,66)(H,56,68)(H,57,67)(H,58,71)(H,59,73)(H,60,70)(H,61,69)(H,62,72)(H4,53,54,55)

Clé InChI

HNOGCDKPALYUIG-UHFFFAOYSA-N

Informations sur le gène

human ... AVPI1(60370)
mouse ... AVPI1(69534)
rat ... AVPI1(171386) , LOC689723(689723)

Amino Acid Sequence

3-Mercapto-3-methylbutyryl-Tyr-OMet-Phe-Gln-Asn-Cys-Pro-Arg-Gly-NH2 [Disulfide Bridge: 1-6]

Application

[Deamino-Pen1, O-Me-Tyr2, Arg8]-Vasopressin was used to inhibit the V1 receptor, and study the role of arginine vasopressin receptors V1 and V2 on brain damage, brain edema formation and functional outcome after transient focal cerebral ischemia.[1]

Actions biochimiques/physiologiques

[Deamino-Pen1, O-Me-Tyr2, Arg8]-Vasopressin is a V1 antagonist that stabilizes the cardiocirculatory function in normal human as well as in patients suffering from catecholamine-resistant vasodilatory shock.[2] It also stimulates three acid-base transporters and hence increases the capability of the cell to regulate pHi.[3]

Notes préparatoires

[deamino-Pen1, O-Me-Tyr2, Arg8]-Vasopressin dissolves in water at 0.5 mg/ml to yield a clear, colorless solution.

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H332

Classification des risques

Acute Tox. 4 Inhalation

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

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Certificats d'analyse (COA)

Lot/Batch Number
SLBH5986V
SLBG0624V
SLBF1623V
SLBB5358V
080M1688

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Consulter la Bibliothèque de documents

G J Boer et al.
Neuroscience letters, 156(1-2), 17-20 (1993-06-25)
In order to establish whether vasopressin (VP) influences brain cell survival, [3H]thymidine was injected in 10-day-old vasopressin-deficient Brattleboro rat pups, as well as in Wistar pups treated, neonatally, with the VP antagonist dP[Tyr(Me)2]VP followed by subsequent measurement of [3H]DNA in
F G Snijdewint et al.
Neurotoxicology and teratology, 10(4), 321-325 (1988-07-01)
Two vasopressin antagonists, d(CH2)5[Tyr(Me)2]AVP and dP[Tyr(Me)2]AVP, were given to Wistar rats from postnatal day 1 to 21 in order to investigate the influence on development and later diuresis. The latter antagonist significantly reduced body growth from day 3 postnatally onwards.
T Funabashi et al.
Neuroscience letters, 260(1), 37-40 (1999-02-23)
In the present study, we examined the effect of arginine-vasopressin (AVP) V1 receptor antagonist ([Deamino-Pen1, Tyr(Me)2, Arg8]-vasopressin) injection (1 microg/2 microl saline) into the third ventricle in the proestrous rat on serum concentrations of luteinizing hormone (LH) and prolactin (PRL)
M D Chen et al.
Psychoneuroendocrinology, 23(5), 497-503 (1998-11-05)
Insulin-induced hypoglycemia causes somnolence in rhesus monkeys, a phenomenon usually considered an aspecific consequence of neuroglycopenia. Previous observations from our laboratory have raised the possibility that arginine vasopressin (AVP) may also play a role in this decrease in wakefulness. In
A Heinemann et al.
British journal of pharmacology, 125(6), 1120-1127 (1998-12-24)
The vasopressin receptor subtype involved in the enhancement by vasopressin of adrenoceptor-mediated vasoconstriction was investigated in rat isolated perfused mesenteric arteries. [Arg8]vasopressin (1-10 nM) dose-dependently increased the perfusion pressure and enhanced the pressor response to the adrenoceptor agonist methoxamine (40
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