Demoxytocin

Demoxytocin, an artificial manifestation of the natural hormone oxytocin, holds tremendous significance within the biomedical landscape due to its profound curative implications. Assiduously applied to diverse circumstances encompassing postpartum hemorrhage, labor induction, and uterine atony management, this synthetically devised marvel serves as a catalyst, orchestrating uterine contractions conscientiously.

Designed for biological research and industrial applications, not intended for individual clinical or medical purposes.

CAT No: R2030

CAS No:113-78-0

Chemical Name:(2S)-N-[(2S)-1-[(2-amino-2-oxoethyl)amino]-4-methyl-1-oxopentan-2-yl]-1-[(4R,7S,10S,13S,16S)-7-(2-amino-2-oxoethyl)-10-(3-amino-3-oxopropyl)-13-[(2S)-butan-2-yl]-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
C43H65N11O12S2
M.W/Mr.
992.17

Demoxytocin is a synthetic peptide analogue of the naturally occurring hormone oxytocin, characterized by a modified amino acid sequence that confers enhanced stability and receptor selectivity. As a member of the nonapeptide family, it possesses a cyclic structure and mimics the biological activity of oxytocin, primarily through interaction with the oxytocin receptor, a G protein-coupled receptor widely distributed in mammalian tissues. Its unique biochemical properties and resistance to enzymatic degradation make it a valuable tool for researchers investigating peptide-receptor interactions, signal transduction pathways, and the physiological roles of oxytocinergic signaling in various biological systems.

Receptor binding studies: Demoxytocin serves as an important ligand for in vitro and ex vivo assays focused on oxytocin receptor binding and pharmacodynamics. Its structural modifications allow it to exhibit high affinity and selectivity for the oxytocin receptor, making it suitable for competitive binding assays, radioligand displacement studies, and kinetic analyses. Researchers utilize this peptide to dissect the molecular determinants of receptor-ligand interactions, quantify receptor density, and evaluate the functional consequences of receptor activation or inhibition in diverse tissue preparations.

Signal transduction research: The compound is frequently employed in cellular and molecular studies aimed at elucidating the downstream signaling pathways activated by oxytocin receptor engagement. By applying demoxytocin to cultured cells or tissue explants expressing the oxytocin receptor, investigators can monitor second messenger cascades, such as intracellular calcium mobilization, phosphoinositide turnover, and MAP kinase activation. These experiments provide mechanistic insight into the modulation of cellular physiology by peptide hormones and contribute to a deeper understanding of G protein-coupled receptor signaling networks.

Peptide structure-activity relationship analysis: Due to its defined sequence alterations relative to native oxytocin, demoxytocin is a valuable reference compound in structure-activity relationship (SAR) studies. Researchers use it to compare the functional consequences of specific amino acid substitutions on receptor affinity, agonist potency, and metabolic stability. Such comparative analyses inform the rational design of novel peptide analogues with tailored pharmacological profiles, advancing the field of peptide-based drug discovery and molecular pharmacology.

Bioanalytical method development: Analytical laboratories employ demoxytocin as a standard or reference material in the development and validation of quantitative assays for peptide hormones. Its stability and well-characterized properties make it suitable for optimizing chromatographic separation, mass spectrometry detection, and immunoassay calibration. These applications facilitate the accurate measurement of peptide concentrations in complex biological matrices, supporting research in endocrinology, neurobiology, and biochemical pharmacology.

Peptide delivery and formulation studies: The compound is also utilized in investigations of peptide stability, absorption, and delivery technologies. Its resistance to proteolytic degradation serves as a model for evaluating formulation strategies, such as encapsulation, sustained-release systems, and mucosal delivery approaches. By studying the pharmacokinetics and bioavailability of demoxytocin in experimental models, researchers gain valuable data on the challenges and solutions associated with the development of peptide therapeutics and delivery platforms for research use.

InChI
InChI=1S/C43H65N11O12S2/c1-5-23(4)36-42(65)49-26(12-13-32(44)56)38(61)50-29(19-33(45)57)39(62)52-30(21-68-67-16-14-35(59)48-28(40(63)53-36)18-24-8-10-25(55)11-9-24)43(66)54-15-6-7-31(54)41(64)51-27(17-22(2)3)37(60)47-20-34(46)58/h8-11,22-23,26-31,36,55H,5-7,12-21H2,1-4H3,(H2,44,56)(H2,45,57)(H2,46,58)(H,47,60)(H,48,59)(H,49,65)(H,50,61)(H,51,64)(H,52,62)(H,53,63)/t23-,26-,27-,28-,29-,30-,31-,36-/m0/s1
InChI Key
GTYWGUNQAMYZPF-QPLNMOKZSA-N
Canonical SMILES
CCC(C)C1C(=O)NC(C(=O)NC(C(=O)NC(CSSCCC(=O)NC(C(=O)N1)CC2=CC=C(C=C2)O)C(=O)N3CCCC3C(=O)NC(CC(C)C)C(=O)NCC(=O)N)CC(=O)N)CCC(=O)N
Isomeric SMILES
CC[C@H](C)[C@H]1C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@@H](CSSCCC(=O)N[C@H](C(=O)N1)CC2=CC=C(C=C2)O)C(=O)N3CCC[C@H]3C(=O)N[C@@H](CC(C)C)C(=O)NCC(=O)N)CC(=O)N)CCC(=O)N

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