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1 See also  





2 References  














Morphiceptin






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Morphiceptin
Names
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

3D model (JSmol)

ChemSpider

PubChem CID

UNII

CompTox Dashboard (EPA)

  • InChI=1S/C28H35N5O5/c29-21(16-19-10-12-20(34)13-11-19)27(37)33-15-5-9-24(33)26(36)31-22(17-18-6-2-1-3-7-18)28(38)32-14-4-8-23(32)25(30)35/h1-3,6-7,10-13,21-24,34H,4-5,8-9,14-17,29H2,(H2,30,35)(H,31,36)/t21-,22-,23-,24-/m0/s1 ☒N

    Key: LSQXZIUREIDSHZ-ZJZGAYNASA-N ☒N

  • InChI=1/C28H35N5O5/c29-21(16-19-10-12-20(34)13-11-19)27(37)33-15-5-9-24(33)26(36)31-22(17-18-6-2-1-3-7-18)28(38)32-14-4-8-23(32)25(30)35/h1-3,6-7,10-13,21-24,34H,4-5,8-9,14-17,29H2,(H2,30,35)(H,31,36)/t21-,22-,23-,24-/m0/s1

    Key: LSQXZIUREIDSHZ-ZJZGAYNABZ

  • c1ccc(cc1)C[C@@H](C(=O)N2CCC[C@H]2C(=O)N)NC(=O)[C@@H]3CCCN3C(=O)[C@H](Cc4ccc(cc4)O)N

Properties

Chemical formula

C28H35N5O5
Molar mass 521.6 g/mol

Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

☒N verify (what is checkY☒N ?)

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 1,000 times selectivity for μ- over δ-opioid receptors. When injected intracerebroventricularly (into the ventricular system of the brain), morphiceptin had an analgesicED50 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]

Morphiceptin is the (1S,2S,3S,4S)-form whereas deproceptin is the (1S,2S,3S,4R)-form [84799-23-5].

See also

[edit]

References

[edit]
  1. ^ "Morphiceptin". ChemBase. Archived from the original on 15 March 2012. Retrieved 1 August 2011.
  • ^ Chang, K (3 May 1982). "Analgesic activity of intracerebroventricular administration of morphiceptin and β-casomorphins: Correlation with the morphine (μ) receptor binding affinity". Life Sciences. 30 (18): 1547–1551. doi:10.1016/0024-3205(82)90242-9. PMID 6281604.


  • Retrieved from "https://en.wikipedia.org/w/index.php?title=Morphiceptin&oldid=1105102058"

    Categories: 
    Analgesics
    Opioid peptides
    Tetrapeptides
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