Desmopressin Sulfoxide contains an oxidized methionine residue, generating increased polarity and altered side-chain orientation. Researchers use it as a marker of oxidative stress and peptide aging. Structural changes affect disulfide-bond geometry and receptor-contact regions. Applications include stability studies, impurity detection, and oxidation-mechanism analysis.
CAT No: R2859
Synonyms/Alias:(2S)-1-((4R,7S,10S,13S,16S)-7-(2-amino-2-oxoethyl)-10-(3-amino-3-oxopropyl)-13-benzyl-16-(4-hydroxybenzyl)-1-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 is a chemically modified peptide derivative, structurally related to the synthetic nonapeptide desmopressin, in which the methionine residue has undergone sulfoxidation. This alteration introduces a sulfoxide functional group, conferring distinctive physicochemical properties and influencing the molecule's stability, conformation, and interaction with biological targets. As a peptide analog, Desmopressin Sulfoxide holds significance for researchers investigating structure-activity relationships, peptide oxidation mechanisms, and the broader impact of post-synthetic modifications on peptide function. Its unique structural features make it a valuable reference compound for analytical, biochemical, and pharmaceutical research focused on peptide behavior and degradation.
Peptide Oxidation Studies: Desmopressin Sulfoxide is extensively utilized as a model compound for examining oxidative modifications of peptides, particularly those involving methionine residues. The formation of the sulfoxide moiety serves as a representative example of oxidative stress-induced changes that can affect peptide stability and bioactivity. Researchers employ this analog to study the kinetics and pathways of methionine oxidation, evaluate the susceptibility of peptide-based therapeutics to oxidative degradation, and develop analytical methodologies for detecting and quantifying oxidized peptide species in complex matrices.
Analytical Method Development: The sulfoxide derivative of desmopressin provides a well-defined standard for validating and calibrating chromatographic and mass spectrometric techniques employed in peptide analysis. Its distinct mass shift and altered chromatographic behavior relative to the parent compound enable precise differentiation and quantification of oxidized products in peptide formulations or biological samples. Laboratories engaged in quality control, peptide characterization, or stability testing benefit from using this compound to optimize detection limits, assess method specificity, and ensure robust analytical performance.
Peptide Stability and Degradation Research: In the context of pharmaceutical and biotechnological development, understanding the stability of peptide drugs under various storage and formulation conditions is critical. Desmopressin Sulfoxide serves as a benchmark for investigating the impact of oxidative stressors, such as light, metal ions, or reactive oxygen species, on peptide integrity. By incorporating this oxidized analog into forced degradation studies or accelerated stability protocols, researchers can elucidate degradation pathways, identify critical quality attributes, and inform formulation strategies to mitigate unwanted oxidation.
Structure-Activity Relationship (SAR) Investigations: The introduction of a sulfoxide group in desmopressin provides a valuable tool for probing the influence of specific chemical modifications on peptide-receptor interactions and biological activity. Comparative SAR studies utilizing both the unmodified and sulfoxidized forms can reveal how oxidation alters binding affinity, conformational dynamics, or downstream signaling. Such insights are essential for the rational design of more robust peptide therapeutics with improved resistance to oxidative degradation or tailored functional properties.
Peptide Synthesis and Modification Process Control: The presence of Desmopressin Sulfoxide as a potential byproduct or intermediate during solid-phase peptide synthesis highlights the importance of monitoring and controlling oxidation events throughout the manufacturing process. Analytical use of this compound enables chemists to assess the effectiveness of protective strategies, optimize reaction conditions, and validate purification protocols aimed at minimizing undesired side-product formation. Its application in process monitoring supports the production of high-quality peptide materials for research and industrial purposes.
1. Adipose tissue is a key organ for the beneficial effects of GLP-2 metabolic function
4. Peptides as Active Ingredients: A Challenge for Cosmeceutical Industry
If you have any peptide synthesis requirement in mind, please do not hesitate to contact us at . We will endeavor to provide highly satisfying products and services.
Creative Peptides is a trusted CDMO partner specializing in high-quality peptide synthesis, conjugation, and manufacturing under strict cGMP compliance. With advanced technology platforms and a team of experienced scientists, we deliver tailored peptide solutions to support drug discovery, clinical development, and cosmetic innovation worldwide.
From custom peptide synthesis to complex peptide-drug conjugates, we provide flexible, end-to-end services designed to accelerate timelines and ensure regulatory excellence. Our commitment to quality, reliability, and innovation has made us a preferred partner across the pharmaceutical, biotechnology, and personal care industries.
Read More