V1005

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

≥95% (HPLC)

• Synonym(s): DDAVP, Desmopressin
• Empirical Formula (Hill Notation): C₄₆H₆₄N₁₄O₁₂S₂ · xC₂H₄O₂ · yH₂O
• CAS Number: 16679-58-6
• Molecular Weight: 1069.22 (anhydrous free base basis)
• PubChem Substance ID: 329829026
• NACRES: NA.32

Properties

• 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)

Description

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.

Safety Information

• Pictograms: 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