Structure via PubChem · Public domain (PubChem)
مورفیسپتین
Sign in to saveMorphiceptin is a tetrapeptide (Tyr-Pro-Phe-Pro-NH2) that is a selective μ-opioid receptor agonist. It is derived from β-casomorphin and has over 1,000 times selectivity for μ- over δ-opioid receptors. When injected intracerebroventricularly (into the ventricular system of the brain), morphiceptin had an analgesic ED50 of 1.7 nmol per animal. The analgesic effects of morphiceptin were reversed by naloxone, meaning that the analgesic effect is mediated by the μ-opioid receptor.
Chemical data
- Formula
- C28H35N5O5
- Molecular weight
- 521.6 g/mol
- IUPAC name
- (2S)-1-[(2S)-2-amino-3-(4-hydroxyphenyl)propanoyl]-N-[(2S)-1-[(2S)-2-carbamoylpyrrolidin-1-yl]-1-oxo-3-phenylpropan-2-yl]pyrrolidine-2-carboxamide
via PubChem
Research
331 papers- New Morphiceptin Peptidomimetic Incorporating (1S,2R,3S,4S,5R)-2-Amino-3,4,5-trihydroxycyclopen-tane-1-carboxylic acid: Synthesis and Structural Study.Molecules (Basel, Switzerland) · 2020
- Structure-activity relationship, conformation and pharmacology studies of morphiceptin analogues--selective mu-opioid receptor ligands.Mini reviews in medicinal chemistry · 2002
- Morphiceptin: biphasic inhibition of mu-opiate receptor ligands.Pharmacology, biochemistry, and behavior · 1984
- Characterization of antinociceptive activity of novel endomorphin-2 and morphiceptin analogs modified in the third position.Biochemical pharmacology · 2005
- Effect of cerebral ventricles perfusion with morphiceptin and Met-enkephalin on trigemino-hypoglossal reflex in rats.Journal of physiology and pharmacology : an official journal of the Polish Physiological Society · 2002
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 521.26381922
Show 3 more facts
- canonical SMILES
- O=C(N)C4N(C(=O)C(NC(=O)C2N(C(=O)C(N)Cc1ccc(O)cc1)CCC2)Cc3ccccc3)CCC4
- chemical formula
- C₂₈H₃₅N₅O₅
- isomeric SMILES
- NC(=O)[C@@H]1CCCN1C(=O)[C@H](Cc1ccccc1)NC(=O)[C@@H]1CCCN1C(=O)[C@@H](N)Cc1ccc(O)cc1
Sources (2)
via Wikidata · CC0