Mesotocin

Mesotocin presents a cyclic peptide architecture containing cysteine residues forming a stabilizing disulfide bond. Residue diversity shapes conformational rigidity and receptor-binding behavior. Researchers examine its folding, charge distribution, and structural transitions. Applications include peptide-analogue design, structural biology, and ligand-modeling studies.

Designed for biological research and industrial applications, not intended for individual clinical or medical purposes.
Mesotocin(CAS 362-39-0)

CAT No: R2677

CAS No:362-39-0

Synonyms/Alias:mesotocin;362-39-0;8-Ile-oxytocin;(Ile8)-Oxytocin;Oxytocin, ile(8)-;Oxytocin, isoleucine(8)-;Oxytocin, 8-L-isoleucine-;UNII-3Y635KQT1J;3Y635KQT1J;MESOTOCIN [WHO-DD];8-ISOLEUCINE OXYTOCIN;(2S)-1-[(4R,7S,10S,13S,16S,19R)-19-amino-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]-N-[(2S,3S)-1-[(2-amino-2-oxoethyl)amino]-3-methyl-1-oxopentan-2-yl]pyrrolidine-2-carboxamide;Mesotocin trifluroacetate;HY-P4605;FI108690;CS-0655396;Q27258201;

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M.F/Formula
C43H66N12O12S2
M.W/Mr.
1007.2
Sequence
One Letter Code:CYIQNCPIG
Three Letter Code:H-Cys(1)-Tyr-Ile-Gln-Asn-Cys(1)-Pro-Ile-Gly-NH2

Mesotocin is a naturally occurring nonapeptide hormone closely related to oxytocin, primarily found in non-mammalian vertebrates such as birds, reptiles, and amphibians. Structurally, it shares significant homology with oxytocin, differing by a single amino acid residue, which imparts unique physiological functions and receptor interactions in avian and reptilian species. As a peptide compound, mesotocin plays a pivotal role in modulating social behaviors, reproductive physiology, and osmoregulation. Due to its evolutionary conservation and functional significance, it has become a valuable research tool for comparative endocrinology, behavioral neuroscience, and peptide signaling studies.

Behavioral research: Mesotocin is widely utilized in behavioral studies aiming to elucidate the neurochemical basis of social bonding, affiliative behaviors, and pair-bond formation in birds and other non-mammalian vertebrates. By administering this peptide in controlled experimental models, researchers can dissect the molecular pathways underlying social recognition, cooperation, and parental care. Its use enables detailed investigation into the evolutionary parallels and divergences between avian and mammalian social neuropeptides, providing critical insights into the neuroendocrine regulation of complex behaviors.

Comparative endocrinology: In the field of comparative endocrinology, mesotocin serves as an essential probe for examining the conservation and divergence of peptide hormone function across vertebrate lineages. Studies employing this peptide have clarified its role in oviposition, reproductive tract contractility, and water balance in birds and reptiles. By comparing its physiological actions to those of oxytocin and vasotocin in other taxa, scientists can better understand the adaptive significance of neuropeptide evolution and receptor specificity.

Receptor binding and pharmacology: The peptide is instrumental in receptor binding assays and pharmacological profiling, particularly for characterizing the specificity and affinity of mesotocin receptors in various tissues. Its application in ligand-binding studies allows for the identification and functional annotation of receptor subtypes, contributing to the broader understanding of G protein-coupled receptor signaling in non-mammalian species. These investigations provide foundational data for mapping signal transduction pathways and for the rational design of receptor agonists or antagonists for research use.

Peptide synthesis and analog development: Mesotocin is frequently employed as a model substrate in peptide synthesis research, facilitating the development and optimization of solid-phase peptide synthesis protocols. Its well-characterized structure and biological activity make it an ideal candidate for the synthesis of labeled analogs, modified derivatives, and cross-species chimeric peptides. Such analogs are invaluable for probing structure-activity relationships, enhancing peptide stability, and tailoring bioactivity for experimental applications.

Analytical method development: The compound is also applied in the development and validation of analytical techniques for peptide quantification, such as high-performance liquid chromatography (HPLC) and mass spectrometry. By serving as a standard or target analyte in these methods, mesotocin supports the accurate measurement of endogenous peptide levels in biological samples. This capability is essential for advancing biomarker discovery, physiological monitoring, and the study of neuropeptide dynamics in diverse animal models.

InChI
InChI=1S/C43H66N12O12S2/c1-5-21(3)34(41(65)48-18-33(47)59)54-40(64)30-8-7-15-55(30)43(67)29-20-69-68-19-25(44)36(60)50-27(16-23-9-11-24(56)12-10-23)39(63)53-35(22(4)6-2)42(66)49-26(13-14-31(45)57)37(61)51-28(17-32(46)58)38(62)52-29/h9-12,21-22,25-30,34-35,56H,5-8,13-20,44H2,1-4H3,(H2,45,57)(H2,46,58)(H2,47,59)(H,48,65)(H,49,66)(H,50,60)(H,51,61)(H,52,62)(H,53,63)(H,54,64)/t21-,22-,25-,26-,27-,28-,29-,30-,34-,35-/m0/s1
InChI Key
SILDPWPVKZETMP-AMUMSSSMSA-N

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