[β-Asp5]Carbetocin contains a β-aspartyl isomer at position 5, altering backbone geometry and hydrogen-bond disposition. Researchers examine how such isomerization affects conformation, disulfide orientation, and receptor-affinity patterns. Applications include degradation-pathway mapping, impurity analysis, and structural variant comparison.
CAT No: Z10-101-192
Synonyms/Alias:Carbetocin Impurity 8(5-beta-Asp Carbetocin); (3R,7S,10S,13S,16S)-3-((S)-2-(((S)-1-((2-amino-2-oxoethyl)amino)-4-methyl-1-oxopentan-2-yl)carbamoyl)pyrrolidine-1-carbonyl)-10-(3-amino-3-oxopropyl)-13-((S)-sec-butyl)-16-(4-methoxybenzyl)-5,9,12,15,18-pentaoxo-1-thia-4,8,11,14,17-pentaazacyclohenicosane-7-carboxylic acid; 5-beta-Asp Carbetocin;
[Beta-Asp5]Carbetocin is a synthetic peptide analog structurally related to oxytocin, distinguished by the substitution of a beta-aspartic acid residue at position five. This modification imparts unique conformational and biochemical properties, making the compound valuable for advanced peptide research and receptor interaction studies. Its stability and receptor selectivity have positioned it as a significant tool in the exploration of peptide hormone analogs, providing researchers with opportunities to dissect structure-activity relationships and signaling mechanisms within the oxytocin/vasopressin peptide family.
Peptide receptor binding studies: The modified sequence of [Beta-Asp5]Carbetocin facilitates detailed investigation into the binding affinities and selectivity profiles of oxytocin and vasopressin receptors. Researchers employ the compound to probe the impact of site-specific amino acid substitutions on ligand-receptor interactions, allowing for precise mapping of critical binding determinants and allosteric modulation sites. Such studies are essential for elucidating the molecular basis of receptor recognition and activation, supporting the rational design of next-generation peptide ligands.
Structure-activity relationship (SAR) analysis: [Beta-Asp5]Carbetocin serves as an effective probe in SAR studies aimed at understanding how specific sequence modifications affect biological activity and receptor specificity. By comparing its functional properties with those of native carbetocin and oxytocin, scientists can systematically evaluate the influence of beta-aspartic acid incorporation on agonist or antagonist behavior. These insights are instrumental in guiding the development of peptide mimetics with tailored pharmacodynamic profiles for research applications.
Peptide stability and degradation research: The presence of a beta-aspartic acid residue in the peptide backbone provides an opportunity to investigate the effects of non-canonical amino acid incorporation on peptide stability, folding, and susceptibility to enzymatic degradation. Studies utilizing [Beta-Asp5]Carbetocin contribute to a deeper understanding of how backbone modifications can enhance peptide resistance to proteolytic cleavage, inform strategies for improving peptide half-life, and support the engineering of more robust peptide-based research tools.
Synthetic peptide methodology: The compound is frequently utilized as a benchmark or reference molecule in the optimization of solid-phase peptide synthesis protocols, particularly those involving the introduction of beta-amino acids or other atypical residues. Its well-characterized structure allows synthetic chemists to evaluate coupling efficiencies, monitor side reaction profiles, and refine purification techniques. These methodological insights are valuable for expanding the synthetic repertoire and improving the yield and fidelity of complex peptide constructs.
Functional studies of peptide analogs: [Beta-Asp5]Carbetocin enables the exploration of functional consequences arising from targeted sequence alterations within peptide hormones. By employing the analog in cellular assays, signal transduction experiments, or receptor desensitization studies, researchers gain a clearer perspective on the roles played by individual amino acids in modulating peptide function. Such investigations advance the broader understanding of peptide signaling networks and support the identification of novel modulatory mechanisms relevant to peptide biology.
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