Caerulein, desulfated is the desulfurated form of Caerulein. Caerulein is a decapeptide having the same five carboxyl-terminal amino acids as gastrin and cholecystokinin (CCK).
CAT No: R1258
CAS No:20994-83-6
Synonyms/Alias:20994-83-6;Caerulein, desulfated;Caerulein (desulfated);Caerulein, 4-desulfo-;EINECS 244-142-3;Caerulein(desulfated);KVLTWEUIUPCNAM-HYAOXDFASA-N;FC108639;Pyr-Gln-Asp-Tyr-Thr-Gly-Trp-Met-Asp-Phe-NH2; pE-QDYTGWMDF-NH2;
Caerulein, desulfated is a synthetic peptide analogue derived from the naturally occurring decapeptide caerulein, originally isolated from amphibian skin. Distinguished by the absence of the sulfate group typically present on the tyrosine residue, this modified peptide retains the core amino acid sequence that confers its biological activity but exhibits altered receptor interactions and stability profiles. Its unique structure makes it a valuable tool for probing peptide-receptor dynamics, enzymatic processing, and the physiological roles of structurally related peptides. Researchers employ desulfated caerulein to dissect the impact of post-translational modifications on peptide function, facilitating a deeper understanding of peptide-mediated signaling in both basic biochemical and applied experimental contexts.
Receptor Pharmacology: Desulfated caerulein serves as an essential probe in receptor pharmacology studies, particularly regarding cholecystokinin (CCK) and gastrin receptor subtypes. By comparing the binding affinities and activation profiles of sulfated versus desulfated forms, investigators can elucidate the structural requirements for receptor recognition and signal transduction. This approach enables the mapping of critical residues involved in ligand-receptor interactions, advancing the rational design of peptide-based modulators for gastrointestinal and neuroendocrine research.
Enzymatic Processing Studies: The desulfated peptide is frequently utilized in studies of enzymatic degradation and post-translational processing. Enzymologists and protein chemists use it to examine the influence of tyrosine sulfation on proteolytic stability and substrate specificity. By exposing both sulfated and desulfated forms to various peptidases or proteases, researchers can characterize the role of specific modifications in peptide turnover, contributing to a more nuanced understanding of peptide lifespan and function in biological systems.
Peptide Structure-Activity Relationship (SAR) Analysis: Structure-activity relationship investigations benefit from the inclusion of desulfated caerulein as a reference compound. Its use allows for systematic comparison of biological activities, receptor selectivity, and downstream signaling effects relative to its sulfated counterpart. Such comparative SAR studies are fundamental for identifying the molecular determinants of peptide efficacy, selectivity, and potency, guiding the development of novel analogues with tailored pharmacological profiles for experimental use.
Signal Transduction Pathway Elucidation: In cellular and molecular signaling research, desulfated caerulein is applied to dissect downstream pathways activated by CCK/gastrin receptor engagement. By differentially stimulating cells with modified and unmodified peptides, scientists can pinpoint the contribution of specific structural features to the activation of second messenger systems, such as phospholipase C, intracellular calcium flux, and kinase cascades. These experiments provide mechanistic insights into the modulation of cellular responses by peptide hormones and their analogues.
Peptide Synthesis and Analytical Method Development: Synthetic chemists and analytical scientists incorporate desulfated caerulein as a benchmark in the development and validation of peptide synthesis protocols and analytical methods. Its well-characterized structure and distinctive chromatographic properties make it an ideal reference standard for optimizing peptide purification, quantification, and identification techniques. The compound is also valuable in mass spectrometry and HPLC method development, supporting the accurate analysis of structurally related peptides in complex mixtures and experimental samples.
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