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 synthetic peptide derivative structurally related to cetrorelix, a well-known gonadotropin-releasing hormone (GnRH) antagonist. As an impurity standard, it incorporates a D-ornithine residue at the sixth position, which differentiates it from the parent compound and provides a valuable reference for analytical and quality control purposes. The presence of the ditrifluoroacetate counterion further ensures compatibility with peptide purification and analytical workflows. Its unique structure and close relationship to cetrorelix make it highly relevant for peptide research, pharmaceutical development, and analytical method validation, particularly in the context of peptide drug synthesis and characterization.
Analytical method development: Cetrorelix Impurity 5 (6-D-Orn) Ditrifluoroacetate serves as a critical reference standard in the development and validation of chromatographic and spectrometric techniques for peptide analysis. Its defined structure enables researchers to optimize high-performance liquid chromatography (HPLC), liquid chromatography-mass spectrometry (LC-MS), and related methods for the detection, quantification, and separation of process-related impurities in cetrorelix manufacturing. By providing a precise retention time and mass spectral profile, it enhances the reliability and reproducibility of analytical assays used in quality control laboratories.
Peptide impurity profiling: In peptide synthesis and pharmaceutical development, accurate identification and quantification of impurities are essential for product safety and efficacy. The inclusion of this D-ornithine-containing impurity allows for comprehensive impurity profiling of cetrorelix active pharmaceutical ingredient (API) batches. Its use facilitates the assessment of synthetic process fidelity, monitoring of side reactions, and establishment of impurity thresholds during batch release and stability studies. This supports regulatory compliance and robust process optimization efforts.
Process optimization in peptide manufacturing: The presence of specific impurities such as Cetrorelix Impurity 5 (6-D-Orn) Ditrifluoroacetate can inform process chemists about the mechanistic pathways and side reactions occurring during solid-phase peptide synthesis (SPPS). By tracking the formation and persistence of this impurity under varying reaction conditions, researchers can refine coupling strategies, deprotection protocols, and purification steps to minimize undesired by-products. Such insights contribute to higher yields and improved product purity in large-scale peptide production.
Structural elucidation and peptide mapping: The well-characterized nature of this impurity makes it a valuable tool for structural elucidation studies and peptide mapping exercises. By comparing its chromatographic and spectrometric signatures to those of the target peptide and other related compounds, scientists can confirm sequence integrity, identify modification sites, and validate the primary structure of synthetic peptides. This is particularly important in the context of biosimilar development and lot-to-lot consistency assessments.
Stability studies and forced degradation analysis: Incorporating Cetrorelix Impurity 5 (6-D-Orn) Ditrifluoroacetate into forced degradation and stability-indicating studies enables researchers to evaluate the degradation pathways of cetrorelix formulations. Its use as a known impurity standard allows for the accurate tracking of impurity generation under stress conditions such as heat, light, oxidation, or pH extremes. This information is vital for establishing robust shelf-life claims, designing suitable packaging, and ensuring the long-term integrity of peptide drug products.
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