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Key Documents

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V2013

Sigma-Aldrich

[deamino-Cys1, Val4, D-Arg8]-Vasopressin

≥95%

Sinónimos:

Val4−dDAVP

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About This Item

Fórmula empírica (notación de Hill):
C46H65N13O11S2
Peso molecular:
1040.22
Número MDL:
MFCD00080166
Código UNSPSC:
51111800
ID de la sustancia en PubChem:
329829030
NACRES:
NA.32

origen biológico

synthetic (organic)

esterilidad

non-sterile

Análisis

≥95%

formulario

powder

solubilidad

50% acetic acid: soluble 1 mg/mL, clear, colorless

Condiciones de envío

ambient

temp. de almacenamiento

−20°C

cadena SMILES

CC(C)[C@@H]1NC(=O)[C@H](Cc2ccccc2)NC(=O)[C@H](Cc3ccc(O)cc3)NC(=O)CCSSC[C@H](NC(=O)[C@H](CC(N)=O)NC1=O)C(=O)N4CCC[C@H]4C(=O)N[C@H](CCCNC(N)=N)C(=O)NCC(N)=O

InChI

1S/C46H65N13O11S2/c1-25(2)38-44(69)56-32(22-35(47)61)41(66)57-33(45(70)59-18-7-11-34(59)43(68)54-29(10-6-17-51-46(49)50)39(64)52-23-36(48)62)24-72-71-19-16-37(63)53-30(21-27-12-14-28(60)15-13-27)40(65)55-31(42(67)58-38)20-26-8-4-3-5-9-26/h3-5,8-9,12-15,25,29-34,38,60H,6-7,10-11,16-24H2,1-2H3,(H2,47,61)(H2,48,62)(H,52,64)(H,53,63)(H,54,68)(H,55,65)(H,56,69)(H,57,66)(H,58,67)(H4,49,50,51)/t29-,30+,31+,32+,33+,34+,38+/m1/s1

Clave InChI

KEBRFHAVFOSSOX-WSFLLCRESA-N

Información sobre el gen

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

Amino Acid Sequence

Mpa-Tyr-Phe-Val-Asn-Cys-Pro-Arg-Gly-NH2

Aplicación

[Deamino-Cys1, Val4, D-Arg8]-Vasopressin was used to prepare sample for qualitative detection of desmopressin in plasma by using liquid chromatography-electrospray tandem mass spectrometry.

Acciones bioquímicas o fisiológicas

[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 can also stimulate three acid-base transporters and hence increases the capability of the cell to regulate pHi.

Nota de preparación

[deamino-Cys1, Val4, D-Arg8]-Vasopressin dissolves in water at 1 mg/ml to yield a clear, colorless solution.

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

Eyeshields, Gloves, type N95 (US)

Certificados de análisis (COA)

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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G Croiset et al.
Brain research, 759(1), 18-23 (1997-06-06)
Subcutaneously (s.c.) administered [Arg8]vasopressin (AVP) potentiated seizures induced by intracerebroventricular (i.c.v.) injection of 1.95 mg pilocarpine (a muscarinic cholinergic agonist). A bell-shaped relation between dose and effect was found. I.c.v. pretreatment with a V1, V2 or oxytocin receptor antagonist was
Simone Esposito et al.
Analytical and bioanalytical chemistry, 402(9), 2789-2796 (2012-02-10)
This work describes a liquid chromatography-electrospray tandem mass spectrometry method for detection of desmopressin in human plasma in the low femtomolar range. Desmopressin is a synthetic analogue of the antidiuretic hormone arginine vasopressin and it might be used by athletes
Ana Pena et al.
Journal of medicinal chemistry, 50(4), 835-847 (2007-02-16)
The neurohypophyseal peptides arginine vasopressin (AVP) and oxytocin (OT) mediate a wide variety of peripheral and central physiological and behavioral effects by acting on four different G-protein coupled receptors, termed V1a (vascular), V1b (pituitary), V2 (renal), and OT (uterine). We
S Lundin et al.
Peptides, 15(5), 809-814 (1994-01-01)
The gastrointestinal absorption of a series of vasopressin (VP) analogues with enhanced enzymatic stability was determined in chronically catheterized, conscious rats. The following peptides were used: [Mpa1,D-Arg8]vasopressin (dDAVP), [Mpa1,Asn4,D-Arg8]VP, [Mpa1,Val4,D-Arg8]VP, [Mpa1,(CH3)3Ala4,D-Arg8]VP, [Mpa1,Tyr(ethyl)2,D-Arg8]VP, and [Mpa1,D-Tyr(ethyl)2,Ile3,Val4,D-Arg8]VP. The peptides were administered by gavage
Martin W Dünser et al.
Circulation, 107(18), 2313-2319 (2003-05-07)
Vasodilatory shock is a potentially lethal complication of severe disease in critically ill patients. Currently, catecholamines are the most widely used vasopressor agents to support blood pressure, but loss of catecholamine pressor effects is a well-known clinical dilemma. Arginine vasopressin
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