# Morphiceptin

> Mediated Wiki article. Canonical URL: https://mediated.wiki/source/Morphiceptin
> Markdown URL: https://mediated.wiki/source/Morphiceptin.md
> Source: https://en.wikipedia.org/wiki/Morphiceptin
> Source revision: 1329034201
> License: Creative Commons Attribution-ShareAlike 4.0 International (https://creativecommons.org/licenses/by-sa/4.0/)

{{Chembox
| Verifiedfields = changed
| Watchedfields = changed
| verifiedrevid = 442867817
| ImageFile = Morphiceptin.svg
| ImageClass = skin-invert-image
| ImageSize =
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| IUPACName = (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<ref name=ChemBase>{{cite web|title=Morphiceptin|url=http://www.chembase.com/cbid_119303.htm|publisher=ChemBase|access-date=1 August 2011|archive-url=https://web.archive.org/web/20120315180103/http://www.chembase.com/cbid_119303.htm|archive-date=15 March 2012|url-status=dead}}</ref>
| OtherNames = Tyr-Pro-Phe-Pro-NH2, PLO17
|Section1={{Chembox Identifiers
| CASNo_Ref = {{cascite|correct|CAS}}
| CASNo = 74135-04-9
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = 97TZA8ANPC
| PubChem = 119303
| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}
| ChemSpiderID = 106565
| SMILES = 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
| 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
| InChIKey = LSQXZIUREIDSHZ-ZJZGAYNABZ
| StdInChI_Ref = {{stdinchicite|changed|chemspider}}
| StdInChI = 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

| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}
| StdInChIKey = LSQXZIUREIDSHZ-ZJZGAYNASA-N }}
|Section2={{Chembox Properties
| Formula =  C<sub>28</sub>H<sub>35</sub>N<sub>5</sub>O<sub>5</sub>
| MolarMass =  521.6 g/mol
| Appearance =
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|Section3={{Chembox Hazards
| MainHazards =
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| AutoignitionPt = }}
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'''Morphiceptin''' is a [tetrapeptide](/source/tetrapeptide) (Tyr-Pro-Phe-Pro-NH<sub>2</sub>) that is a [selective](/source/binding_selectivity) [μ-opioid receptor](/source/mu_Opioid_receptor) [agonist](/source/agonist). It is derived from [β-casomorphin](/source/Casomorphin) and has over 1,000 times selectivity for μ- over [δ-opioid receptors](/source/delta_Opioid_receptor). When injected intracerebroventricularly (into the ventricular system of the brain), morphiceptin had an [analgesic](/source/analgesic) ED<sub>50</sub> of 1.7 nmol per animal. The analgesic effects of morphiceptin were reversed by [naloxone](/source/naloxone), meaning that the analgesic effect is mediated by the μ-opioid receptor.<ref name="Chang 1982">{{cite journal|last=Chang|first=K|title=Analgesic activity of intracerebroventricular administration of morphiceptin and β-casomorphins: Correlation with the morphine (μ) receptor binding affinity|journal=Life Sciences|date=3 May 1982|volume=30|issue=18|pages=1547–1551|doi=10.1016/0024-3205(82)90242-9|pmid=6281604}}</ref>

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

== See also ==
* [Casokefamide](/source/Casokefamide)

== References ==
{{Reflist}}

{{Opioidergics}}

Category:Analgesics
Category:Opioid peptides
Category:Tetrapeptides

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Adapted from the Wikipedia article [Morphiceptin](https://en.wikipedia.org/wiki/Morphiceptin) by Wikipedia contributors ([contributor history](https://en.wikipedia.org/wiki/Morphiceptin?action=history)). Available under [Creative Commons Attribution-ShareAlike 4.0 International](https://creativecommons.org/licenses/by-sa/4.0/). Changes may have been made.