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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)

Related Categories

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

signalword

Warning

hcodes

H332

Hazard Classifications

Acute Tox. 4 Inhalation

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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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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
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
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
Osmoprotective proteome adjustments in mouse kidney papilla.
Gabert BJ and Kultz D
Biochimica et Biophysica Acta (BBA)-Proteins and Proteomics, 1814(3), 435-448 (2011)
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