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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

Pureté

≥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.

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. It also stimulates three acid-base transporters and hence increases the capability of the cell to regulate pHi.

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

Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

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
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
L E Heisler et al.
Neuroendocrinology, 60(3), 297-304 (1994-09-01)
The objective of the present study was to examine the role of vasopressin in the regulation of LH secretion in the rhesus monkey. The effect of vasopressin administration on basal LH secretion and vasopressin antagonism on stress-induced inhibition of LH
R H Derijk et al.
The American journal of physiology, 266(1 Pt 2), R9-14 (1994-01-01)
Previously, we have reported that intravenous administration of bacterial endotoxin (lipopolysaccharide, LPS) in rats kept at a subthermoneutral ambient temperature of 24 degrees C results in a fall in colonic temperature that involved the release of antipyretic products by peripheral
H J Lenz et al.
Gastroenterology, 98(6), 1490-1492 (1990-06-01)
In awake rats, physical restraint inhibited pentagastrin-stimulated gastric acid secretion by more than 50%. This inhibitory effect was abolished by either ganglionic or noradrenergic blockade. Adrenalectomy, as well as pretreatment with a vasopressin V1-receptor antagonist, significantly attenuated the gastric inhibitory
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