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V1005

Sigma-Aldrich

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

≥95% (HPLC)

Synonym(s):

DDAVP, Desmopressin

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About This Item

Empirical Formula (Hill Notation):
C46H64N14O12S2 · xC2H4O2 · yH2O
CAS Number:
16679-58-6
Molecular Weight:
1069.22 (anhydrous free base basis)
UNSPSC Code:
51111800
PubChem Substance ID:
329829026
NACRES:
NA.32

biological source

synthetic (organic)

Quality Level

200

sterility

non-sterile

Assay

≥95% (HPLC)

form

powder

solubility

H2O: soluble 20 mg/mL, clear, colorless

shipped in

ambient

storage temp.

−20°C

SMILES string

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

InChI key

KWCKGAOCVGPZIC-VCCVNBJCSA-N

Gene Information

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.

Biochem/physiol Actions

[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.

Preparation Note

[deamino-Cys1, D-Arg8]-Vasopressin acetate salt hydrate dissolves in water at 20 mg/ml to yield a clear, colorless solution.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H332

Precautionary Statements

P261 - P271 - P304 + P340 + P312

Hazard Classifications

Acute Tox. 4 Inhalation

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
BLOC-2 subunit HPS6 deficiency affects the tubulation and secretion of von Willebrand factor from mouse endothelial cells.
Ma J, et al.
Journal of Genetics and Genomics = Yi Chuan Xue Bao, 43(12), 686-693 (2016)
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
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