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{{Chembox
{{Chembox
| Verifiedfields = changed
| Watchedfields = changed
| verifiedrevid = 442867817
| ImageFile = Morphiceptin.svg
| ImageFile = Morphiceptin.svg
| ImageSize =
| ImageSize =
| ImageAlt =
| ImageAlt =
| 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|work=Morphiceptin|publisher=ChemBase|accessdate=1 August 2011}}</ref>
| 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
| OtherNames = Tyr-Pro-Phe-Pro-NH2, PLO17
| Section1 = {{Chembox Identifiers
|Section1={{Chembox Identifiers
| CASNo_Ref = {{cascite|correct|CAS}}
| CASNo = 87777-29-5
| PubChem = 119303
| CASNo = 74135-04-9
| UNII_Ref = {{fdacite|correct|FDA}}
| SMILES = }}
| UNII = 97TZA8ANPC
| Section2 = {{Chembox Properties
| PubChem = 119303
| Formula = C<sub>28</sub>H<sub>35</sub>N<sub>5</sub>O<sub>5</sub>
| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}
| MolarMass = 521.6
| ChemSpiderID = 106565
| Appearance =
| 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
| Density =
| 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
| MeltingPt =
| InChIKey = LSQXZIUREIDSHZ-ZJZGAYNABZ
| BoilingPt =
| StdInChI_Ref = {{stdinchicite|changed|chemspider}}
| Solubility = }}
| 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
| Section3 = {{Chembox Hazards

| MainHazards =
| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}
| FlashPt =
| StdInChIKey = LSQXZIUREIDSHZ-ZJZGAYNASA-N }}
| Autoignition = }}
|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 =
| Density =
| MeltingPt =
| BoilingPt =
| Solubility = }}
|Section3={{Chembox Hazards
| MainHazards =
| FlashPt =
| AutoignitionPt = }}
}}
}}


'''Morphiceptin''' is a tetrapeptide (Tyr-Pro-Phe-Pro-NH<sub>2</sub>) that is a selective [[mu Opioid receptor|μ-opioid receptor]] [[agonist]]. It is derived from [[Casomorphin|β-casomorphin]] and has over 1000 times selectivity for μ receptors over [[delta Opioid receptor|δ opioid receptors]]. When administered intracerebroventricularly, morphiceptin had an analgesic ED<sub>50</sub> 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.<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|month=May|volume=1982|issue=18|pages=1547-1551|doi=10.1016/0024-3205(82)90242-9|accessdate=1 August 2011}}</ref>
'''Morphiceptin''' is a [[tetrapeptide]] (Tyr-Pro-Phe-Pro-NH<sub>2</sub>) that is a [[binding selectivity|selective]] [[mu Opioid receptor|μ-opioid receptor]] [[agonist]]. It is derived from [[Casomorphin|β-casomorphin]] and has over 1,000 times selectivity for μ- over [[delta Opioid receptor|δ-opioid receptors]]. When injected intracerebroventricularly (into the ventricular system of the brain), morphiceptin had an [[analgesic]] ED<sub>50</sub> 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.<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]] is the (1S,2S,3S,4R)-form [84799-23-5].
== References ==


== See also ==
* [[Casokefamide]]

== References ==
{{Reflist}}
{{Reflist}}


{{Opioids}}
{{Opioidergics}}


[[Category:Peptides]]
[[Category:Analgesics]]
[[Category:Opioids]]
[[Category:Opioid peptides]]
[[Category:Tetrapeptides]]