Dermorphin is a natural heptapeptide μ-opioid receptor (MOR) agonist found in amphibian skin.
CAT No: R1324
CAS No:77614-16-5
Synonyms/Alias:Dermorphin;77614-16-5;H-Tyr-D-ala-phe-gly-tyr-pro-ser-NH2;(2S)-N-[(2S)-1-amino-3-hydroxy-1-oxopropan-2-yl]-1-[(2S)-2-[[2-[[(2S)-2-[[(2R)-2-[[(2S)-2-amino-3-(4-hydroxyphenyl)propanoyl]amino]propanoyl]amino]-3-phenylpropanoyl]amino]acetyl]amino]-3-(4-hydroxyphenyl)propanoyl]pyrrolidine-2-carboxamide;Tyrosyl-alanyl-phenylalanyl-glycyl-tyrosyl-prolyl-serinamide;UNII-2SEC01B703;DERMORPHIN ACETATE;2SEC01B703;Tyr-D-Ala-Phe-Gly-Tyr-Pro-Ser-NH2;CHEMBL278789;DTXSID40228281;L-SERINAMIDE, L-TYROSYL-D-ALANYL-L-PHENYLALANYLGLYCYL-L-TYROSYL-L-PROLYL-;(2S)-N-((2S)-1-amino-3-hydroxy-1-oxopropan-2-yl)-1-((2S)-2-((2-(((2S)-2-(((2R)-2-(((2S)-2-amino-3-(4-hydroxyphenyl)propanoyl)amino)propanoyl)amino)-3-phenylpropanoyl)amino)acetyl)amino)-3-(4-hydroxyphenyl)propanoyl)pyrrolidine-2-carboxamide;YAFGYPS-NH2;SCHEMBL237169;Tyr-Ala-Phe-Gly-Tyr-Pro-Ser;DTXCID60150772;CHEBI:177767;EX-A7078;HY-P0244;BDBM50059841;Tyr-DAla-Phe-Gly-Tyr-Pro-Ser-NH2;DA-62786;FD108711;MS-31482;NS00096954;C20030;G12242;Q1771654;(S)-1-[(S)-2-[2-((S)-2-{(R)-2-[(S)-2-Amino-3-(4-hydroxy-phenyl)-propionylamino]-propionylamino}-3-phenyl-propionylamino)-acetylamino]-3-(4-hydroxy-phenyl)-propionyl]-pyrrolidine-2-carboxylic acid ((S)-1-carbamoyl-2-hydroxy-ethyl)-amide;(S)-N-((S)-1-amino-3-hydroxy-1-oxopropan-2-yl)-1-((2S,8S,11R,14S)-14-amino-8-benzyl-2-(4-hydroxybenzyl)-15-(4-hydroxyphenyl)-11-methyl-4,7,10,13-tetraoxo-3,6,9,12-tetraazapentadecane)pyrrolidine-2-carboxamide;1-[2-[2-(2-{2-[2-Amino-3-(4-hydroxy-phenyl)-propionylamino]-propionylamino}-3-phenyl-propionylamino)-acetylamino]-3-(4-hydroxy-phenyl)-propionyl]-pyrrolidine-2-carboxylic acid (1-carbamoyl-2-hydroxy-ethyl)-amide;1-[2-[2-(2-{2-[2-Amino-3-(4-hydroxy-phenyl)-propionylamino]-propionylamino}-3-phenyl-propionylamino)-acetylamino]-3-(4-hydroxy-phenyl)-propionyl]-pyrrolidine-2-carboxylic acid (1-carbamoyl-2-hydroxy-ethyl)-amide (Dermorphin);1-[2-[2-(2-{2-[2-Amino-3-(4-hydroxy-phenyl)-propionylamino]-propionylamino}-3-phenyl-propionylamino)-acetylamino]-3-(4-hydroxy-phenyl)-propionyl]-pyrrolidine-2-carboxylic acid (1-carbamoyl-2-hydroxy-ethyl)-amide(Dermorphin);Dermorphin;1-[2-[2-(2-{2-[2-Amino-3-(4-hydroxy-phenyl)-propionylamino]-propionylamino}-3-phenyl-propionylamino)-acetylamino]-3-(4-hydroxy-phenyl)-propionyl]-pyrrolidine-2-carboxylic acid (1-carbamoyl-2-hydroxy-ethyl)-amide;
Chemical Name:(2S)-N-[(2S)-1-amino-3-hydroxy-1-oxopropan-2-yl]-1-[(2S)-2-[[2-[[(2S)-2- [[(2R)-2-[[(2S)-2-amino-3-(4-hydroxyphenyl)propanoyl]amino]propanoyl] amino]-3-phenylpropanoyl]amino]acetyl]amino]-3-(4-hydroxyphenyl) propanoyl]pyrrolidine-2-carboxamide
Dermorphin is a naturally occurring heptapeptide that functions as a potent and selective agonist of the μ-opioid receptor. Originally isolated from the skin secretions of certain South American Phyllomedusa frogs, this peptide is distinguished by its unique amino acid sequence and high affinity for opioid receptors. Its structural characteristics, including the presence of a D-amino acid at the second position, confer remarkable resistance to enzymatic degradation and contribute to its pronounced biological activity. Dermorphin has garnered significant attention in biochemical and pharmacological research due to its specificity, potency, and utility as a molecular probe for opioid receptor studies.
Receptor Binding Studies: As a highly selective μ-opioid receptor agonist, dermorphin is widely employed in receptor binding assays to elucidate the pharmacological properties, distribution, and functional dynamics of opioid receptors in various tissues. Its strong binding affinity and selectivity make it an ideal reference compound for differentiating μ-receptor-mediated responses from those mediated by other opioid receptor subtypes. Researchers leverage these properties to investigate receptor-ligand interactions, receptor density, and affinity constants in both in vitro and ex vivo systems.
Signal Transduction Research: Dermorphin serves as a valuable tool for dissecting intracellular signaling cascades triggered by μ-opioid receptor activation. By engaging specific G-protein coupled pathways, it enables the examination of downstream effects such as modulation of cyclic AMP production, ion channel regulation, and kinase activation. These studies are critical for understanding the molecular mechanisms of opioid receptor signaling, desensitization, and receptor trafficking, thereby contributing to the broader field of neuropharmacology.
Peptide Structure-Activity Relationship (SAR) Analysis: The unique sequence and conformational stability of dermorphin make it a model compound for structure-activity relationship investigations within the opioid peptide family. Researchers utilize it to probe the influence of specific amino acid residues and stereochemistry on receptor binding affinity, selectivity, and biological efficacy. Such SAR studies facilitate the rational design of novel peptide analogs with tailored pharmacological profiles for research purposes.
Peptide Synthesis and Analytical Method Development: Due to its well-characterized structure and bioactivity, dermorphin is frequently used as a reference standard or positive control in peptide synthesis protocols and analytical method validation. Its application in chromatographic and spectrometric techniques helps optimize purification strategies, confirm sequence fidelity, and establish assay sensitivity for peptide-based compounds. This utility extends to quality control processes in peptide manufacturing and research laboratories.
Neuroscience and Behavioral Research: The pronounced activity of dermorphin at central nervous system opioid receptors renders it a useful agent for probing neural circuits and behavioral paradigms modulated by endogenous and exogenous opioids. Experimental models employ it to investigate mechanisms underlying pain perception, reward pathways, and synaptic plasticity. Such studies provide valuable insights into the physiological and biochemical roles of opioid peptides in neural function and adaptation.
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