V1005

Sigma-Aldrich

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

≥95% (HPLC)

Synonym(s):
Desmopressin, DDAVP
Empirical Formula (Hill Notation):
C46H64N14O12S2 · xC2H4O2 · yH2O
Molecular Weight:
1069.22 (anhydrous free base basis)
PubChem Substance ID:
NACRES:
NA.32
Pricing and availability is not currently available.

Quality Level

biological source

synthetic (organic)

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 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.
[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

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

Signal Word

Warning

Hazard Statements

Precautionary Statements

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Hazard Codes

Xn

Risk Statement

20

Safety Statement

36

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis
Certificate of Origin
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...
Joseph G Verbalis et al.
Journal of bone and mineral research : the official journal of the American Society for Bone and Mineral Research, 25(3), 554-563 (2009-09-16)
There is a high prevalence of chronic hyponatremia in the elderly, frequently owing to the syndrome of inappropriate antidiuretic hormone secretion (SIADH). Recent reports have shown that even mild hyponatremia is associated with impaired gait stability and increased falls. An...
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)
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...
Taoye Wang et al.
Nanotechnology, 22(26), 265708-265708 (2011-05-18)
Visible light transparent, UV-shielding and superhydrophobic nanostructured coatings have been successfully fabricated through a facile layer-by-layer deposition of TiO(2) and SiO(2) nanoparticles. The coatings are composed of an underlying UV-shielding TiO(2) layer and a top fully covered protective SiO(2) layer....

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