Teriparatide Impurity 2 (Teri-Met 8(O)) carries a single methionine sulfoxide at position 8, increasing polarity and modifying side-chain geometry. Researchers study its formation to understand oxidative pathways in teriparatide formulations. Conformational shifts affect helix packing and stability. Applications include oxidative-stress profiling, impurity specification, and structural-comparison studies.
CAT No: Z10-101-230
Synonyms/Alias:Teriparatide Impurity 2 (Teri-Met 8(O)); L-seryl-L-valyl-L-seryl-L-glutamyl-L-isoleucyl-L-glutaminyl-L-leucyl-L-methionyl(O)-L-histidyl-L-asparagyl-L-leucyl-glycyl-L-lysyl-L-histidyl-L-leucyl-L-asparagyl-L-seryl-L-methionyl-L-glutamyl-L-arginyl-L-valyl-L-alpha-glutamyl-L-tryptophyl-L-leucyl-L-arginyl-L-lysyl-L-lysyl-L-leucyl-L-glutaminyl-L-alpha-aspartyl-L-valyl-L-histidyl-L-asparagyl-L-phenylalanine; Met(O)8-Teriparatide; H-Ser-Val-Ser-Glu-Ile-Gln-Leu-Met(O)-His-Asn-Leu-Gly-Lys-His-Leu-Asn-Ser-Met-Glu-Arg-Val-Glu-Trp-Leu-Arg-Lys-Lys-Leu-Gln-Asp-Val-His-Asn-Phe-OH
Teriparatide Impurity 2 (Teri-Met 8(O)) is a synthetic peptide derivative identified as a specific impurity associated with teriparatide, a recombinant fragment of parathyroid hormone. As an oxidized methionine variant at position 8 of the peptide chain, this compound holds significant relevance for peptide characterization studies and quality control in the context of peptide drug development and manufacturing. Its defined sequence modification enables researchers to investigate the effects of oxidative modifications on peptide structure, stability, and biological activity, providing a valuable reference material for analytical and process development laboratories focused on peptide therapeutics.
Analytical method development: The oxidized methionine residue in Teri-Met 8(O) serves as a critical reference standard for developing and validating high-performance liquid chromatography (HPLC), mass spectrometry (MS), and related analytical techniques. By incorporating this impurity into method development workflows, laboratories can assess detection sensitivity, specificity, and quantification accuracy for oxidized peptide species, ensuring robust analytical protocols for the identification and monitoring of peptide impurities in research and manufacturing settings.
Peptide stability studies: Oxidative modifications, such as methionine oxidation, are common degradation pathways for peptide-based pharmaceuticals. Teri-Met 8(O) provides an essential tool for conducting forced degradation and stability-indicating studies. Researchers can use it to simulate and characterize oxidation-related changes in peptide formulations, facilitating the identification of degradation products, elucidation of degradation mechanisms, and optimization of formulation strategies to enhance peptide stability during storage and handling.
Quality control and impurity profiling: The availability of a well-characterized peptide impurity standard enables precise impurity profiling in teriparatide and related peptide products. Teri-Met 8(O) is instrumental for setting impurity acceptance criteria, calibrating analytical instruments, and verifying the accuracy of impurity quantitation in batch release and in-process quality control. Its use supports regulatory compliance in research and manufacturing environments by providing reliable benchmarks for impurity identification and quantification.
Peptide synthesis process optimization: The presence of oxidized methionine impurities can indicate specific vulnerabilities in solid-phase peptide synthesis (SPPS) or downstream processing. Researchers and process chemists can employ Teri-Met 8(O) as a marker to evaluate the efficiency of synthesis protocols, purification steps, and oxidation control strategies. Comparative studies using this impurity help identify process improvements that minimize unwanted oxidation and enhance overall peptide yield and purity.
Structure-activity relationship (SAR) investigations: The introduction of a single methionine oxidation at position 8 allows for detailed studies on the impact of site-specific modifications on peptide structure and function. By incorporating Teri-Met 8(O) into functional assays or biophysical characterization experiments, scientists can dissect the influence of oxidative changes on peptide conformation, receptor binding affinity, and other physicochemical properties. Such insights are valuable for understanding the role of post-synthetic modifications in peptide biology and for guiding rational design of more stable peptide analogs.
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