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Dermorphin

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CAS:77614-16-5
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Dermorphin Basic information
Structure
Product Name:Dermorphin
Synonyms:DERMORPHIN ACETATE;L-Tyr-D-Ala-L-Phe-Gly-L-Tyr-L-Pro-L-Ser-NH2;Tyrosyl-alanyl-phenylalanyl-glycyl-tyrosyl-prolyl-serinamide;Dermorphin trifluoroacetate salt;Dermorphin Powder;(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 HAc;(2S)-1-[(2S)-2-[[2-[[(2S)-2-[[(2R)-2-[[(2S)-2-amino-3-(4-hydroxyphenyl)propanoyl]amino]propanoyl]amino]-3-phenyl-propanoyl]amino]acetyl]amino]-3-(4-hydroxyphenyl)propanoyl]-N-[(1S)-1-carbamoyl-2-hydro
CAS:77614-16-5
MF:C40H50N8O10
MW:802.87
EINECS:202-853-6
Product Categories:77614-16-5
Mol File:77614-16-5.mol
Dermorphin Structure
Dermorphin Chemical Properties
Melting point 157-159 °C
Boiling point 1323.8±65.0 °C(Predicted)
density 1.363±0.06 g/cm3(Predicted)
storage temp. -20°C
solubility Soluble in DMSO
form powder
pka9.83±0.15(Predicted)
color white to off-white
SequenceH-Tyr-D-Ala-Phe-Gly-Tyr-Pro-Ser-NH2
InChIKeyFHZPGIUBXYVUOY-VWGYHWLBSA-N
SMILESC(N1CCC[C@H]1C(=O)N[C@@H](CO)C(=O)N)(=O)[C@@H](NC(=O)CNC(=O)[C@@H](NC(=O)[C@@H](C)NC(=O)[C@@H](N)CC1C=CC(O)=CC=1)CC1C=CC=CC=1)CC1C=CC(O)=CC=1
Safety Information
WGK Germany 3
MSDS Information
Dermorphin Usage And Synthesis
Structure Dermorphin does not contain the common N-terminal sequence for the traditional endogenous opioid peptides (Tyr–Gly–Gly–Phe), and its sequence is completely different from those of the endomorphins, which were identified as endogenous μ-opioid peptides that also do not contain the common sequence. Interestingly, DM contains D-alanine (a D-isomer amino acid) in its sequence. The primary structure of dermorphin is YDAFGYPS-NH2.
DescriptionDermorphin was first isolated from the skin of the skin of South American frogs of the genus Phyllomedusa.  It is a high potency natural opiate peptide that binds selectively to mu-opioid receptors.
UsesA mu-opioid receptor agonist
DefinitionChEBI: Dermorphin is an oligopeptide.
Side effects Like μ-opiate agonists, dermorphins produce antinociception and also catalepsy, respiratory depression, constipation, tolerance, and dependence, although at a lower degree than morphine does[1].
in vitroDermorphin, a peptide isolated from the skin of Phyllomedusa frogs and the peptide receptor (NOP) component by the endogenous agonist nociceptin/orphanin FQ (N/OFQ). In displacement binding studies at CHOhMu, Dermorphin and DeNo displac the binding of [3H]-DPN in a concentration dependent and saturable manner. Dermorphin displays an affinity of 7.17, while N/OFQ fails to displace [3H]-DPN at the Delta receptor. Dermorphin and DeNo stimulate the binding of GTPγ[35S] in a concentration dependent and saturable manner at the Mu receptor.
References[1] Negri, L. P. Melchiorri and R. Lattanzi. “Opioid and Bv8 Peptides.”Handbook of Biologically Active Peptides (Second Edition) 2013:376-383.
Dermorphin Preparation Products And Raw materials
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