Desmopressin Sulfoxide-II contains an oxidized methionine sulfoxide, generating a more polar and conformationally distinct analogue. Oxidation state impacts side-chain orientation and backbone hydrogen bonding. Researchers employ it as a marker of oxidative stress and degradation in peptide formulations. Applications include redox-stability studies, impurity tracking, and oxidative-modification mapping.
CAT No: R2856
Synonyms/Alias:(S)-1-((2S,4R,7S,10S,13S,16S)-7-(2-amino-2-oxoethyl)-10-(3-amino-3-oxopropyl)-13-benzyl-16-(4-hydroxybenzyl)-2-oxido-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentaazacycloicosane-4-carbonyl)-N-((R)-1-((2-amino-2-oxoethyl)amino)-5-guanidino-1-oxopentan-2-yl)pyrrolidine-2-carboxamide
Desmopressin Sulfoxide-II is a chemically modified peptide derivative, specifically an oxidized metabolite of desmopressin. As a sulfoxide analog, it features an oxidized sulfur atom within its molecular structure, distinguishing it from the parent compound and imparting unique physicochemical and biochemical properties. This molecule is of significant interest in peptide research, particularly for studies investigating peptide metabolism, oxidative modifications, and structure-activity relationships. Its relevance extends to biochemical investigations seeking to elucidate the impact of post-synthetic modifications on peptide stability, receptor interaction, and bioactivity, making it a valuable tool for advanced peptide science and analytical method development.
Metabolic pathway elucidation: Desmopressin Sulfoxide-II serves as a critical reference standard for exploring the metabolic fate of desmopressin and related peptides. By providing a well-characterized oxidized metabolite, researchers can map the enzymatic pathways responsible for peptide oxidation, identify key metabolic intermediates, and assess the stability of peptide-based pharmaceuticals under physiological and stress conditions. Its use facilitates the differentiation of primary and secondary metabolic products in complex biological matrices, supporting a deeper understanding of peptide biotransformation processes.
Analytical method development: The unique structural features of this sulfoxide derivative make it an ideal calibration and validation standard for the development of sensitive analytical techniques, including liquid chromatography-mass spectrometry (LC-MS) and high-performance liquid chromatography (HPLC). By incorporating this compound into method development workflows, laboratories can optimize detection parameters for oxidized peptide species, improve quantification accuracy, and enhance specificity in the identification of desmopressin metabolites in biological samples or pharmaceutical formulations.
Peptide stability studies: The oxidized nature of Desmopressin Sulfoxide-II provides a valuable model for investigating the susceptibility of peptides to oxidative stress during storage, handling, and formulation. Researchers utilize this compound to simulate oxidative degradation pathways, assess the impact of environmental factors on peptide integrity, and develop stabilization strategies for peptide-based products. Such studies are essential for optimizing storage conditions and ensuring the long-term reliability of peptide therapeutics and research reagents.
Structure-activity relationship analysis: By comparing the biological and physicochemical properties of sulfoxide derivatives with their parent peptides, scientists gain insights into the effects of specific oxidative modifications on receptor binding, signal transduction, and functional activity. Desmopressin Sulfoxide-II enables systematic evaluation of how sulfur oxidation alters peptide conformation, molecular recognition, and downstream biochemical responses, thereby informing rational peptide design and optimization efforts.
Reference material for quality control: In peptide manufacturing and pharmaceutical research, well-characterized oxidized analogs such as Desmopressin Sulfoxide-II are essential for establishing robust quality control protocols. The compound is employed as a reference material to monitor process-related impurities, assess batch-to-batch consistency, and validate the identity and purity of desmopressin products. Its inclusion in quality control workflows supports regulatory compliance and ensures the reliability of peptide-based research and development activities.
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