-エンケファリン

関: Ala(2)-MePhe(4)-Gly-ol(5)-Enkephalin、Ala(2)-MePhe(4)-Gly(5)-enkephalin

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出典(authority):フリー百科事典『ウィキペディア（Wikipedia）』「2014/08/27 10:05:23」(JST)

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DAMGO ([D-Ala², N-MePhe⁴, Gly-ol]-enkephalin) is a synthetic opioid peptide with high μ-opioid receptor specificity. It was synthesized as a biologically stable analog of δ-opioid receptor-preferring endogenous opioids, leu- and met-enkephalin.^[1]

Its structure is H-Tyr-D-Ala-Gly-N-MePhe-Gly-OH.

DAMGO has been used in experimental settings for the possibility of alleviating or reducing opiate tolerance for patients under the treatment of an opioid. Such treatment on rats, adding DAMGO to morphine administration, showed that after seven days morphine had as much of an effect at the same dosage as the first day when administered together with DAMGO to the rats.^[2]

References

^ Handa BK, Land AC, Lord JA, Morgan BA, Rance MJ, Smith CF. "Analogues of β-LPH61–64 possessing selective agonist activity at μ-opiate receptors." European Journal of Pharmacology. 1981 Apr 9;70(4):531-40. PMID 6263640. doi:10.1016/0014-2999(81)90364-2
^ http://www.unisci.com/stories/20021/0125025.htm Reducing Tolerance To Morphine Could Aid Pain Therapy. Endocytosis of the Mu Opioid Receptor Reduces Tolerance And a Cellular Hallmark of Opiate Withdrawal, A.K. Finn and J. Whistler, Neuron Vol. No. 32 [2001] 829-839

This analgesic-related article is a stub. You can help Wikipedia by expanding it.

English Journal

Wheel running reduces high-fat diet intake, preference and mu-opioid agonist stimulated intake.

Liang NC1, Bello NT2, Moran TH3.
Behavioural brain research.Behav Brain Res.2015 May 1;284:1-10. doi: 10.1016/j.bbr.2015.02.004. Epub 2015 Feb 7.
The ranges of mechanisms by which exercise affects energy balance remain unclear. One potential mechanism may be that exercise reduces intake and preference for highly palatable, energy dense fatty foods. The current study used a rodent wheel running model to determine whether and how physical activ
PMID 25668514

Design, syntheses, and pharmacological characterization of 17-cyclopropylmethyl-3,14β-dihydroxy-4,5α-epoxy-6α-(isoquinoline-3'-carboxamido)morphinan analogues as opioid receptor ligands.

Yuan Y1, Zaidi SA2, Stevens DL3, Scoggins KL3, Mosier PD2, Kellogg GE2, Dewey WL3, Selley DE3, Zhang Y4.
Bioorganic & medicinal chemistry.Bioorg Med Chem.2015 Apr 15;23(8):1701-15. doi: 10.1016/j.bmc.2015.02.055. Epub 2015 Mar 6.
A series of 17-cyclopropylmethyl-3,14β-dihydroxy-4,5α-epoxy-6α-(isoquinoline-3'-carboxamido)morphinan (NAQ) analogues were synthesized and pharmacologically characterized to study their structure-activity relationship at the mu opioid receptor (MOR). The competition binding assay showed two-atom
PMID 25783191

Activation of mu-opioid receptors in the ventrolateral orbital cortex inhibits the GABAergic miniature inhibitory postsynaptic currents in rats.

Qu CL1, Huo FQ2, Huang FS3, Tang JS2.
Neuroscience letters.Neurosci Lett.2015 Apr 10;592:64-9. doi: 10.1016/j.neulet.2015.02.045. Epub 2015 Feb 21.
Previous studies have indicated that mu-opioid receptors in the ventrolateral orbital cortex (VLO) are involved in antinociception in tail flick tests and GABAergic neurons or terminals express mu-opioid receptors in the VLO. The current study examined the effect of selective mu-opioid receptor agon
PMID 25711796

Japanese Journal

Analysis of the Effects of Anesthetics and Ethanol on μ-Opioid Receptor

Minami Kouichiro,Sudo Yuka,Shiraishi Seiji [他],SEO Masanori,UEZONO Yasuhito
Journal of pharmacological sciences 112(4), 424-431, 2010-04-20
… μOR agonist DAMGO ([D-Ala2,N-MePhe4,Gly-ol]-enkephalin) elicited Ca2+-activated Cl− … Ketamine, propofol, halothane, and ethanol themselves did not elicit any currents in oocytes expressing μOR-Gqi5, whereas ketamine and ethanol inhibited the DAMGO-induced Cl− …
NAID 10027909045

Comparison of Five Benzodiazepine-Receptor Agonists on Buprenorphine-Induced μ-Opioid Receptor Regulation

Poisnel Geraldine,Dhilly Martine,Le Boisselier Reynald [他],BARRE Louisa,DEBRUYNE Daniele
Journal of pharmacological sciences 110(1), 36-46, 2009-05-20
… Using 0.312 – 5 nM [3H]-DAMGO concentrations and Scatchard plot analysis, Bmax (maximal receptor density) and Kd (dissociation constant) were determined at different brain regions of interest (amygdala, cortex, hippocampus, hypothalamus, thalamus). …
NAID 10025736509

μ-Opioid Receptor Forms a Functional Heterodimer With Cannabinoid CB_1 Receptor : Electrophysiological and FRET Assay Analysis

Hojo Minoru,Sudo Yuka,Ando Yuko [他],MINAMI Koichiro,TAKADA Masafumi,MATSUBARA Takehiro,KANAIDE Masato,TANIYAMA Kohtaro,SUMIKAWA Koji,UEZONO Yasuhito
Journal of pharmacological sciences 108(3), 308-319, 2008-11-20
… [<sc>D</sc>-Ala2,N-Me-Phe4,Gly5-ol]enkephalin (DAMGO) or CP55,940 elicited K+ currents in Xenopus oocytes expressing μOR or CB1R together with G protein activated-inwardly rectifying K+ channels (GIRKs), respectively. …
NAID 10024593115

Related Pictures

★リンクテーブル★

リンク元	「オピオイド」「アラニン(2)-メチルフェニルアラニン(4)-グリシンオール(5)-エンケファリン」「Ala(2)-MePhe(4)-Gly-ol(5)-Enkephalin」

「オピオイド」

DAMGO
	IUPAC name (2S)-2-[[2-[[(2R)-2-[[(2S)-2-amino-3-(4-hydroxyphenyl); propanoyl]amino]propanoyl]amino]acetyl]-methylamino]-; N-(2-hydroxyethyl)-3-phenylpropanamide
	Other names Ala2-MePhe4-Glyol5-Enkephalin, DAGO, DAMGE
Identifiers
CAS number	78123-71-4
PubChem	5462471
ChemSpider	4575423
ChEMBL	CHEMBL38874
IUPHAR ligand	1647
Jmol-3D images	Image 1
	SMILES C[C@@H](NC([C@@H](N)CC1=CC=C(O)C=C1)=O)C(NCC(N([C@H](C(NCCO)=O)CC2=CC=CC=C2)C)=O)=O ;
	InChI InChI=1S/C26H35N5O6/c1-17(30-25(36)21(27)14-19-8-10-20(33)11-9-19)24(35)29-16-23(34)31(2)22(26(37)28-12-13-32)15-18-6-4-3-5-7-18/h3-11,17,21-22,32-33H,12-16,27H2,1-2H3,(H,28,37)(H,29,35)(H,30,36)/t17-,21+,22+/m1/s1 ; Key: HPZJMUBDEAMBFI-WTNAPCKOSA-N InChI=1/C26H35N5O6/c1-17(30-25(36)21(27)14-19-8-10-20(33)11-9-19)24(35)29-16-23(34)31(2)22(26(37)28-12-13-32)15-18-6-4-3-5-7-18/h3-11,17,21-22,32-33H,12-16,27H2,1-2H3,(H,28,37)(H,29,35)(H,30,36)/t17-,21+,22+/m1/s1; Key: HPZJMUBDEAMBFI-WTNAPCKOBV ;
Properties
Molecular formula	C26H35N5O6
Molar mass	513.59 g mol−1
	Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
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	Infobox references

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英: opioid
同: 類麻薬
関: オピオイド受容体

オピオイド受容体に結合するモルフィン様物質のことを指す。

内因性のオピオイドペプチドが発見され、これらは内因性オピオイドペプチドと呼ばれるようになった。

作用

縮瞳

モルフィンと多くのμ,κアゴニストは瞳孔の縮小を引き起こす。これは瞳孔を支配する副交感神経の興奮による。μアゴニストを中毒量投与すると縮瞳し、pinpoints pupupilsはpathognomonicである。(GOO.559)