Desmopressin Diacetate

Desmopressin acetate is a synthetic replacement for vasopressin, the hormone that reduces urine production. It may be taken nasally, intravenously, or as a tablet. Desmopressin (1-desamino-8-D-arginine vasopressin) is a modified form of the normal human hormone arginine vasopressin, a peptide containing nine amino acids.

Designed for biological research and industrial applications, not intended for individual clinical or medical purposes.
Desmopressin Diacetate(CAS 16789-98-3)

CAT No: R1963

CAS No:16789-98-3

Synonyms/Alias:Desmopressin diacetate;16789-98-3;1-Deamino-8-D-arginine-vasopressin diacetate;UNII-242K8LE2BC;242K8LE2BC;Desmopressin diacetate anhydrous;Desmopressin Acetate(1:2);Glycinamide, N-(3-mercapto-1-oxopropyl)-L-tyrosyl-L-phenylalanyl-L-glutaminyl-L-asparaginyl-L-cysteinyl-L-prolyl-D-arginyl-, cyclic (1-->5)-disulfide, acetate (1:2);Vasopressin, 1-(3-mercaptopropanoic acid)-8-D-arginine-, diacetate (salt);acetic acid;(2S)-N-[(2R)-1-[(2-amino-2-oxoethyl)amino]-5-(diaminomethylideneamino)-1-oxopentan-2-yl]-1-[(4R,7S,10S,13S,16S)-7-(2-amino-2-oxoethyl)-10-(3-amino-3-oxopropyl)-13-benzyl-16-[(4-hydroxyphenyl)methyl]-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentazacycloicosane-4-carbonyl]pyrrolidine-2-carboxamide;DESMOPRESSIN DIACETATE [WHO-DD];1-(3-MERCAPTOPROPIONIC ACID)-8-D-ARGININE-VASOPRESSIN DIACETATE (SALT);bis(acetic acid); desmopressin;AT41850;Q27253805;(S)-1-((4R,7S,10S,13S,16S)-7-(2-Amino-2-oxoethyl)-10-(3-amino-3-oxopropyl)-13-benzyl-16-(4-hydroxybenzyl)-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentaazacycloicosane-4-carbonyl)-N-((R)-1-((2-amino-2-oxoethyl)amino)-5-guanidino-1-oxopentan-2-yl)pyrrolidine-2-carboxamide diacetate;

Chemical Name:acetic acid;N-[1-[(2-amino-2-oxoethyl)amino]-5-(diaminomethylideneamino)-1-oxopentan-2-yl]-1-[7-(2-amino-2-oxoethyl)-10-(3-amino-3-oxopropyl)-13-benzyl-16-[(4-hydroxyphenyl)methyl]-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentazacycloicosane-4-carbonyl]pyrrolidine-2-carboxamide

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M.F/Formula
C50H72N14O16S2
M.W/Mr.
1189.3
Sequence
One Letter Code:CYFQNCPRG
Three Letter Code:deamino-Cys(1)-Tyr-Phe-Gln-Asn-Cys(1)-Pro-D-Arg-Gly-NH2.2CH3CO2H

Desmopressin Diacetate is a synthetic peptide analog of the natural antidiuretic hormone vasopressin, engineered to possess enhanced selectivity and stability for research applications. As a nonapeptide with specific modifications, it demonstrates increased resistance to enzymatic degradation and exhibits a strong affinity for the V2 vasopressin receptor. These characteristics make Desmopressin Diacetate a valuable tool in biochemical studies focused on water homeostasis, receptor pharmacology, and peptide signaling pathways. Its utility extends to a range of in vitro and ex vivo experimental systems, where precise modulation of vasopressin-mediated processes is required to elucidate underlying physiological and molecular mechanisms.

Receptor Pharmacology: In pharmacological research, Desmopressin Diacetate serves as a selective agonist for the V2 subtype of vasopressin receptors. Its high receptor specificity allows investigators to dissect the signaling cascades associated with V2 activation, such as cyclic AMP-mediated pathways in renal collecting duct cells. This selectivity is especially beneficial for distinguishing V2-driven responses from those mediated by V1a or V1b receptors, thereby providing clarity in studies of receptor subtype function, ligand binding kinetics, and downstream effector interactions.

Signal Transduction Analysis: The compound is widely employed in studies aimed at unraveling the mechanisms of peptide hormone signaling. By utilizing Desmopressin Diacetate in cell-based assays, researchers can monitor the activation of second messenger systems, including cAMP production and protein kinase A activation, following V2 receptor engagement. These investigations are instrumental in mapping the molecular events triggered by vasopressin analogs and in defining the specificity and efficiency of intracellular signaling networks.

Water Transport and Homeostasis: Experimental models investigating renal physiology frequently utilize this peptide analog to probe the regulation of water reabsorption in the kidney. Through its action on V2 receptors, Desmopressin Diacetate facilitates the translocation of aquaporin-2 channels to the apical membrane of collecting duct cells, thereby enhancing water permeability. Such studies provide critical insights into the molecular control of water balance, osmoregulation, and the pathophysiology of disorders involving antidiuretic hormone signaling.

Peptide Stability and Metabolism Research: Due to its structural modifications, Desmopressin Diacetate is less susceptible to proteolytic degradation compared to endogenous vasopressin. This property makes it an ideal model compound for investigations into peptide metabolism, enzymatic cleavage, and the development of stable peptide-based ligands. Researchers can utilize it to evaluate the impact of specific amino acid substitutions on peptide half-life, bioavailability, and resistance to peptidases, thereby informing the design of next-generation peptide therapeutics and research probes.

Analytical Method Development: The robust physicochemical profile of Desmopressin Diacetate supports its use as a reference standard or positive control in analytical method validation. Laboratories developing or optimizing chromatographic, mass spectrometric, or immunoassay-based detection techniques often employ this compound to assess assay sensitivity, specificity, and reproducibility. Its well-characterized structure and predictable behavior in analytical systems enable reliable calibration and quality control in peptide quantification workflows.

InChI
InChI=1S/C46H64N14O12S2.2C2H4O2/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;2*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);2*1H3,(H,3,4)/t28-,29+,30+,31+,32+,33+,34+;;/m1../s1
InChI Key
GNASTRMPURYAFJ-VCCVNBJCSA-N
Canonical SMILES
CC(=O)O.CC(=O)O.C1CC(N(C1)C(=O)C2CSSCCC(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N2)CC(=O)N)CCC(=O)N)CC3=CC=CC=C3)CC4=CC=C(C=C4)O)C(=O)NC(CCCN=C(N)N)C(=O)NCC(=O)N

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