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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

Fórmula empírica (notación de Hill):
C62H94N16O11
Número de CAS:
112465-00-6
Peso molecular:
1239.51
MDL number:
MFCD00133935
UNSPSC Code:
51111800
PubChem Substance ID:
24900733

biological source

synthetic (organic)

assay

≥95% (HPLC)

form

powder

solubility

H2O: soluble 1 mg/mL, clear, colorless

shipped in

ambient

storage temp.

−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)

InChI key

LEXYSBQMSSPQTG-UHFFFAOYSA-N

Gene Information

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.

Biochem/physiol Actions

[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.

Preparation Note

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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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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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