Toluenesulfonyl-Oxytocin and Oxytocin Dimer represent modified oxytocin derivatives used to study protective-group effects and higher-order peptide assembly. The toluenesulfonyl group alters charge and reactivity, while dimer formation affects conformational stability. Researchers examine their chromatographic and spectroscopic signatures. Applications include impurity profiling, synthetic intermediate analysis, and supramolecular peptide behavior.
CAT No: R2807
Synonyms/Alias:3,3'-((4S,7R,10S,13R,16S,19R,24S,27R,30S,33R,36S,39R)-19-amino-7,36-bis(2-amino-2-oxoethyl)-39-((R)-2-(((S)-1-((2-amino-2-oxoethyl)amino)-4-methyl-1-oxopentan-2-yl)carbamoyl)pyrrolidine-1-carbonyl)-4-((S)-2-(((R)-1-((2-amino-2-oxoethyl)amino)-4-methyl-1-oxopentan-2-yl)carbamoyl)pyrrolidine-1-carbonyl)-13-((R)-sec-butyl)-30-((S)-sec-butyl)-16,27-bis(4-hydroxybenzyl)-24-(4-methylphenylsulfonamido)-6,9,12,15,18,25,28,31,34,37-decaoxo-1,2,21,22-tetrathia-5,8,11,14,17,26,29,32,35,38-decaazacyclotetracontane-10,33-diyl)dipropanamide
Toluenesulfonyl-Oxytocin and Oxytocin Dimer represent specialized peptide derivatives with significant utility in biochemical and peptide research. As modified forms of the neuropeptide oxytocin, these compounds incorporate a toluenesulfonyl (tosyl) functional group, which imparts unique chemical properties relevant to peptide synthesis, modification, and mechanistic investigation. Their dimeric and derivatized structures make them valuable tools for probing peptide stability, reactivity, and intermolecular interactions, supporting a range of advanced research and development applications in the field of peptide science.
Peptide Synthesis: The toluenesulfonyl modification on oxytocin enables selective protection and activation of specific functional groups during peptide synthesis. By introducing a tosyl group, researchers can facilitate controlled coupling reactions, enhance solubility, and modulate the reactivity of the peptide backbone. Such derivatives are frequently employed as intermediates or building blocks in the stepwise assembly of more complex peptide analogues, allowing for precise manipulation of sequence and structure in solid-phase or solution-phase synthesis workflows.
Peptide Modification Studies: Tosylated oxytocin and its dimeric form serve as model substrates for investigating chemical modification strategies in peptide research. The presence of the toluenesulfonyl group permits site-specific functionalization, enabling the introduction of reporter tags, crosslinkers, or other chemical moieties. These derivatives are instrumental in developing protocols for selective labeling or conjugation, which are essential for downstream applications such as affinity purification, bioconjugation, and the creation of peptide-based probes.
Structure-Activity Relationship Analysis: The availability of oxytocin dimers and tosylated analogues provides a platform for systematic structure-activity relationship (SAR) studies. Researchers can utilize these compounds to examine how dimerization or chemical modification influences peptide conformation, receptor binding affinity, and biological stability. Such investigations are crucial for elucidating the molecular determinants of peptide function, informing the rational design of novel analogues with tailored properties for research and development purposes.
Analytical Method Development: Tosylated peptides and peptide dimers are valuable standards and test materials in the development and validation of analytical techniques. Their distinct chemical signatures facilitate the optimization of chromatographic separation, mass spectrometric detection, and spectroscopic characterization methods. By employing these derivatives, laboratories can refine analytical protocols for peptide purity assessment, structural elucidation, and quantification, enhancing the reliability and reproducibility of peptide analysis workflows.
Intermolecular Interaction Studies: The dimeric form of oxytocin, as well as its tosylated variants, are utilized in research focused on peptide-peptide and peptide-protein interaction mechanisms. These compounds allow for the exploration of aggregation tendencies, intermolecular binding events, and the effect of chemical modification on supramolecular assembly. Insights gained from such studies contribute to a deeper understanding of peptide self-association, aggregation kinetics, and the design of stabilized or functionally enhanced peptide constructs for biochemical research applications.
4. SERS spectrum of the peptide thymosin‐β4 obtained with Ag nanorod substrate
5. C-Peptide replacement therapy and sensory nerve function in type 1 diabetic neuropathy
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