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V1005

Sigma-Aldrich

[deamino-Cys1, D-Arg8]-Vasopressin acetate salt hydrate

≥95% (HPLC)

Synonyme(s) :

DDAVP, Desmopressin

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About This Item

Formule empirique (notation de Hill):
C46H64N14O12S2 · xC2H4O2 · yH2O
Numéro CAS:
16679-58-6
Poids moléculaire :
1069.22 (anhydrous free base basis)
Code UNSPSC :
51111800
ID de substance PubChem :
329829026
Nomenclature NACRES :
NA.32

Source biologique

synthetic (organic)

Niveau de qualité

200

Stérilité

non-sterile

Pureté

≥95% (HPLC)

Forme

powder

Solubilité

H2O: soluble 20 mg/mL, clear, colorless

Conditions d'expédition

ambient

Température de stockage

−20°C

Chaîne SMILES 

O.CC(O)=O.NC(=N)NCCC[C@@H](NC(=O)[C@@H]1CCCN1C(=O)[C@@H]2CSSCCC(=O)N[C@@H](Cc3ccc(O)cc3)C(=O)N[C@@H](Cc4ccccc4)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CC(N)=O)C(=O)N2)C(=O)NCC(N)=O

InChI

1S/C46H64N14O12S2.C2H4O2.H2O/c47-35(62)15-14-29-40(67)58-32(22-36(48)63)43(70)59-33(45(72)60-18-5-9-34(60)44(71)56-28(8-4-17-52-46(50)51)39(66)53-23-37(49)64)24-74-73-19-16-38(65)54-30(21-26-10-12-27(61)13-11-26)41(68)57-31(42(69)55-29)20-25-6-2-1-3-7-25;1-2(3)4;/h1-3,6-7,10-13,28-34,61H,4-5,8-9,14-24H2,(H2,47,62)(H2,48,63)(H2,49,64)(H,53,66)(H,54,65)(H,55,69)(H,56,71)(H,57,68)(H,58,67)(H,59,70)(H4,50,51,52);1H3,(H,3,4);1H2/t28-,29+,30+,31+,32+,33+,34+;;/m1../s1

Clé InChI

KWCKGAOCVGPZIC-VCCVNBJCSA-N

Informations sur le gène

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

Amino Acid Sequence

Mpa-Tyr-Phe-Gln-Asn-Cys-Pro-Arg-Gly-NH2 [Disulfide Bridge: 1-6]

Application

[deamino-Cys1, D-Arg8]-Vasopressin acetate salt hydrate has been used:
  • in induction of antidiuresis
  • as agonist of V2-receptor (V2R)
  • for Von Willebrand factor (VWF) secretion in bleeding diathesis

[deamino-Cys1, D-Arg8]-Vasopressin acetate salt hydrate was used to study the impact of vasopressin on pendrin abundance. E3 ubiquitin (Ub)-protein ligases (E3s) was administered in rat kidney and the changes in protein abundance of the selected E3s in response to [deamino-Cys1, D-Arg8]-Vasopressin acetate salt hydrate was examined.

Actions biochimiques/physiologiques

[deamino-Cys1, D-Arg8]-Vasopressin acetate salt hydrate also known as DDAVP, Desmopressin is a selective and potent vasopressor agent that stabilizes the cardiocirculatory function in normal human as well as in patients suffering from catecholamine-resistant vasodilatory shock. It also stimulate three acid-base transporters and hence increases the capability of the cell to regulate pH.

Notes préparatoires

[deamino-Cys1, D-Arg8]-Vasopressin acetate salt hydrate dissolves in water at 20 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

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

David Orlov et al.
Journal of cardiothoracic and vascular anesthesia, 31(3), 883-895 (2017-02-09)
To explore the utilization pattern and hemostatic effectiveness of desmopressin acetate (DDAVP) supplemented with point-of-care (POC) hemostatic testing in contemporary cardiac surgery. Retrospective, observational study. Single quaternary care university hospital. The study comprised 2,468 consecutive patients undergoing cardiac surgery-1,237 before
Yu-Jung Lee et al.
American journal of physiology. Renal physiology, 301(4), F883-F896 (2011-07-08)
The E3 ubiquitin (Ub)-protein ligases (E3s) play a role as regulators of protein trafficking and degradation. We aimed to integrate the profile of E3s in rat kidney and examine the changes in protein abundance of the selected E3s in response
C A Ecelbarger et al.
American journal of physiology. Renal physiology, 279(1), F46-F53 (2000-07-15)
Sodium transport is increased by vasopressin in the cortical collecting ducts of rats and rabbits. Here we investigate, by quantitative immunoblotting, the effects of vasopressin on abundances of the epithelial sodium channel (ENaC) subunits (alpha, beta, and gamma) in rat
Augusto B Federici et al.
Blood, 123(26), 4037-4044 (2014-05-03)
Analyses of the bleeding tendency by means of the bleeding score (BS) have been proposed until now to confirm diagnosis but not to predict clinical outcomes in patients with inherited von Willebrand disease (VWD). We prospectively followed up, for 1
A B Roald et al.
Acta physiologica Scandinavica, 168(2), 351-359 (2000-03-11)
The effect of AVP-V2 receptor agonist desmopressin, dDAVP, its non-peptide antagonist OPC-31260 and vehicle infusion on glomerular filtration rate (GFR) in the outer, middle and inner cortex was studied in both hydropenic and water diuretic Inactin anaesthetized female Sprague-Dawley rats
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