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V2381

Sigma-Aldrich

[Adamantaneacetyl1, O-Et-D-Tyr2, Val4, Aminobutyryl6, Arg8,9]-Vasopressin

≥95% (HPLC)

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About This Item

Formule empirique (notation de Hill):
C62H94N16O11
Numéro CAS:
112465-00-6
Poids moléculaire :
1239.51
Numéro MDL:
MFCD00133935
Code UNSPSC :
51111800
ID de substance PubChem :
24900733

Source biologique

synthetic (organic)

Pureté

≥95% (HPLC)

Forme

powder

Solubilité

H2O: soluble 1 mg/mL, clear, colorless

Conditions d'expédition

ambient

Température de stockage

−20°C

Chaîne SMILES 

CCOc1ccc(CC(NC(=O)CC23CC4CC(CC(C4)C2)C3)C(=O)NC(Cc5ccccc5)C(=O)NC(C(C)C)C(=O)NC(CC(N)=O)C(=O)NC(CC)C(=O)N6CCCC6C(=O)NC(CCCNC(N)=N)C(=O)NC(CCCNC(N)=N)C(N)=O)cc1

InChI

1S/C62H94N16O11/c1-5-42(59(88)78-24-12-17-48(78)57(86)74-44(16-11-23-70-61(67)68)53(82)73-43(52(64)81)15-10-22-69-60(65)66)72-55(84)47(30-49(63)79)76-58(87)51(35(3)4)77-56(85)46(28-36-13-8-7-9-14-36)75-54(83)45(29-37-18-20-41(21-19-37)89-6-2)71-50(80)34-62-31-38-25-39(32-62)27-40(26-38)33-62/h7-9,13-14,18-21,35,38-40,42-48,51H,5-6,10-12,15-17,22-34H2,1-4H3,(H2,63,79)(H2,64,81)(H,71,80)(H,72,84)(H,73,82)(H,74,86)(H,75,83)(H,76,87)(H,77,85)(H4,65,66,69)(H4,67,68,70)

Clé InChI

LEXYSBQMSSPQTG-UHFFFAOYSA-N

Informations sur le gène

human ... AVPR2(554)
mouse ... AVPR2(12000)
rat ... AVPR2(25108)

Amino Acid Sequence

Ada-TyrOEt-Phe-Val-Asn-Abu-Pro-Arg-Arg-NH2

Application

[Adamantaneacetyl1, O-Et-D-Tyr2, Val4, Aminobutyryl6, Arg8,9]-Vasopressin was used to inhibit the V2 receptor for studying the role of arginine vasopressin receptors V1 and V2 in brain damage, brain edema formation and functional outcome after transient focal cerebral ischemia.

Actions biochimiques/physiologiques

[Adamantaneacetyl1, O-Et-D-Tyr2, Val4, Aminobutyryl6, Arg8,9]-Vasopressin is a V2 antagonist that stabilizes the cardiocirculatory function in normal human as well as in patients suffering from catecholamine-resistant vasodilatory shock. It can also stimulate three acid-base transporters and hence increases the capability of the cell to regulate pHi. Additionally, vasopressin can induce anion secretion by Human and Porcine Vas Deferens Epithelia.

Notes préparatoires

[Adamantaneacetyl1, O-Et-D-Tyr2, Val4, Aminobutyryl6, Arg8,9]-Vasopressin dissolves in water at 1 mg/ml to yield a clear, colorless solution.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

J R Haselton et al.
The American journal of physiology, 275(4 Pt 2), R1334-R1342 (1998-10-02)
Several lines of evidence support the existence of an oligosynaptic projection from the paraventricular nucleus of the hypothalamus (PVN) to the kidney in the rat. We sought to provide evidence that this neural pathway is capable of influencing renal function
M Manning et al.
Nature, 329(6142), 839-840 (1987-10-04)
Early reports that acyclic analogues of oxytocin and vasopressin (AVP) have drastically reduced agonistic activities established as dogma that an intact hexapeptide ring structure is essential for the pharmacological activities of analogues of neurohypophysial hormones. Thus, virtually all the many
S Tanabe et al.
Pharmacology, biochemistry, and behavior, 63(4), 549-553 (1999-08-26)
Arginine-vasopressin fragment 4-9 (AVP4-9) has been demonstrated in animal studies to facilitate learning and memory. To clarify the mechanisms of this facilitation, we focused on the effects of AVP4-9 on rodent cholinergic systems. AVP4-9 (0.1 microM) enhanced the basal and
Travis M Hagedorn et al.
Biology of reproduction, 77(3), 416-424 (2007-04-20)
Experiments were conducted to characterize the effects of oxytocin (OT) and vasopressin (VP) on epithelial cells isolated from human (1 degree HVD) and porcine (1 degree PVD) vas deferens and an immortalized epithelial cell line derived from porcine vas deferens
Abedin Vakili et al.
Journal of cerebral blood flow and metabolism : official journal of the International Society of Cerebral Blood Flow and Metabolism, 25(8), 1012-1019 (2005-03-04)
Brain edema formation is one of the most important mechanisms responsible for brain damage after ischemic stroke. Despite considerable efforts, no specific therapy is available yet. Arginine vasopressin (AVP) regulates cerebral water homeostasis and has been involved in brain edema
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