Morphiceptin

Morphiceptin
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 [1]
Other names Tyr-Pro-Phe-Pro-NH2, PLO17
Identifiers
CAS number	87777-29-5
PubChem	119303
ChemSpider	3754959
Jmol-3D images	Image 1
SMILES O=C(N)C4N(C(=O)C(NC(=O)C2N(C(=O)C(N)Cc1ccc(O)cc1)CCC2)Cc3ccccc3)CCC4
Properties
Molecular formula	C28H35N5O5
Molar mass	521.6
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Morphiceptin 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 1000 times selectivity for μ receptors over δ opioid receptors. When administered intracerebroventricularly, 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.^[2]

References

1. ^ "Morphiceptin". Morphiceptin. ChemBase. http://www.chembase.com/cbid_119303.htm. Retrieved 1 August 2011. 
2. ^ Chang, K (May). "Analgesic activity of intracerebroventricular administration of morphiceptin and β-casomorphins: Correlation with the morphine (μ) receptor binding affinity". Life Sciences 1982 (18): 1547–1551. doi:10.1016/0024-3205(82)90242-9.