Cetrorelix Impurity 5 (6-D-Orn) Ditrifluoroacetate incorporates a D-ornithine residue that alters backbone stereochemistry and hydrogen-bond geometry. The modification affects solubility and chromatographic behavior. Researchers use it for impurity quantitation and structural comparison. Applications include QC profiling, stability mapping, and SAR interpretation.
CAT No: Z10-101-171
Synonyms/Alias:(S)-1-(((R)-2-((S)-2-((S)-2-((R)-2-((R)-2-((R)-2-acetamido-3-(naphthalen-2-yl)propanamido)-3-(4-chlorophenyl)propanamido)-3-(pyridin-3-yl)propanamido)-3-hydroxypropanamido)-3-(4-hydroxyphenyl)propanamido)-5-aminopentanoyl)-L-leucyl-L-arginyl)-N-((R)-1-amino-1-oxopropan-2-yl)pyrrolidine-2-carboxamide, 2,2,2-trifluoroacetic acid (1:2)
Cetrorelix Impurity 5 (6-D-Orn) Ditrifluoroacetate is a specialized carbohydrate compound recognized for its utility as a reference standard and research tool in the field of peptide analysis. Structurally distinct due to the incorporation of D-ornithine at the sixth position, this impurity is commonly encountered during the synthesis and quality control of cetrorelix, a well-known synthetic decapeptide. The ditrifluoroacetate salt form enhances its solubility and stability, making it particularly suitable for rigorous analytical applications. Researchers value this compound for its role in elucidating peptide degradation pathways and in supporting the development of robust analytical methods, which are critical for ensuring the consistency and safety of peptide-based products. Its precise structural characterization also enables in-depth studies on peptide impurity profiling, which is essential for advancing peptide therapeutics and manufacturing processes.
Peptide Impurity Profiling: Cetrorelix Impurity 5 (6-D-Orn) Ditrifluoroacetate plays a pivotal role in peptide impurity profiling, serving as a well-characterized reference material for the identification and quantification of process-related impurities in cetrorelix preparations. By spiking analytical samples with this impurity, laboratories can validate their detection methods, ensuring that even trace levels of structurally similar byproducts are accurately detected and quantified. This contributes to a deeper understanding of the impurity landscape in peptide synthesis, facilitating the optimization of purification protocols and enhancing overall product quality.
Analytical Method Development: In the context of analytical method development, 6-D-Orn impurity is indispensable for the calibration and validation of chromatographic and mass spectrometric techniques. Scientists employ this compound to establish retention times, optimize separation parameters, and verify the selectivity of analytical assays designed for peptide analysis. Its use allows for the fine-tuning of high-performance liquid chromatography (HPLC) and ultra-performance liquid chromatography (UPLC) methods, ensuring that the analytical systems are sensitive and specific enough to distinguish between the main peptide product and its impurities.
Degradation Pathway Studies: The unique structure of Cetrorelix Impurity 5 enables researchers to investigate degradation pathways and chemical stability of cetrorelix under various conditions. By subjecting this impurity to stress testing and forced degradation studies, scientists can map out potential transformation products and better understand the mechanisms leading to impurity formation. This information is instrumental in designing more stable peptide formulations and in predicting the shelf-life of peptide-based pharmaceuticals.
Synthetic Process Optimization: The presence of 6-D-Orn impurity provides valuable insights into the synthetic process of cetrorelix. By monitoring the formation and levels of this impurity during peptide synthesis, chemists can identify critical steps where byproduct formation is likely to occur. This knowledge allows for targeted process modifications, such as adjusting coupling reagents or reaction conditions, to minimize impurity generation and improve the overall yield and purity of the desired peptide.
Comparative Structural Analysis: Cetrorelix Impurity 5 (6-D-Orn) Ditrifluoroacetate is also utilized in comparative structural analysis studies, where its distinct D-ornithine substitution serves as a model for evaluating the impact of amino acid configuration on peptide conformation and function. Researchers can compare the physicochemical properties, chromatographic behavior, and interaction profiles of this impurity with those of the parent peptide and other analogs. Such studies enhance the understanding of structure-activity relationships and contribute to the rational design of novel peptide therapeutics with optimized characteristics.
Peptide Reference Standard Validation: As a well-defined impurity, 6-D-Orn ditrifluoroacetate is frequently employed in the validation of peptide reference standards. Laboratories incorporate this compound into standardization protocols to ensure the accuracy and reliability of quantitative assays used in peptide manufacturing and quality assurance. Its inclusion in these validation processes supports the establishment of robust, reproducible analytical frameworks that are essential for the advancement of peptide science and technology.
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