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Merck

V2381

Sigma-Aldrich

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

≥95% (HPLC)

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About This Item

Empirische Formel (Hill-System):
C62H94N16O11
CAS-Nummer:
Molekulargewicht:
1239.51
MDL-Nummer:
UNSPSC-Code:
51111800
PubChem Substanz-ID:

Biologische Quelle

synthetic (organic)

Assay

≥95% (HPLC)

Form

powder

Löslichkeit

H2O: soluble 1 mg/mL, clear, colorless

Versandbedingung

ambient

Lagertemp.

−20°C

SMILES String

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)

InChIKey

LEXYSBQMSSPQTG-UHFFFAOYSA-N

Angaben zum Gen

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

Amino Acid Sequence

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

Anwendung

[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.

Biochem./physiol. Wirkung

[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.

Angaben zur Herstellung

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

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)


Analysenzertifikate (COA)

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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
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
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
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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