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出典(authority):フリー百科事典『ウィキペディア（Wikipedia）』「2015/10/13 03:43:17」(JST)

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3-Methoxy-4-hydroxyphenylglycol (MHPG, MOPEG) is a metabolite of norepinephrine degradation. In the brain, it is the principal norepinephrine metabolite. It is released into the blood and cerebrospinal fluid,^[1] and a blood sample of it may therefore be an indication of recent sympathetic nervous system activity.

Low levels of it in the blood and CSF are connected to Anorexia nervosa.

Norepinephrine degradation. 3-Methoxy-4-hydroxyphenylglycol is shown at right. Enzymes are shown in boxes.^[2]

References

^ Increase in cerebrospinal fluid and plasma levels of 3-methoxy-4- hydroxyphenylglycol in acute stroke T Kanda, K Azuma, F Sakai and Y Tazaki. Department of Internal Medicine, School of Medicine, Kitasato University, Sagamihara, Japan.
^ Figure 11-4 in: Rod Flower; Humphrey P. Rang; Maureen M. Dale; Ritter, James M. (2007). Rang & Dale's pharmacology. Edinburgh: Churchill Livingstone. ISBN 0-443-06911-5.

English Journal

Glucocorticoid receptors participate in the opiate withdrawal-induced stimulation of rats NTS noradrenergic activity and in the somatic signs of morphine withdrawal.

Navarro-Zaragoza J, Hidalgo JM, Laorden ML, Milanés MV.SourceGroup of Cellular and Molecular Pharmacology, University School of Medicine, Murcia, Spain; Instituto Murciano de Investigación Biosanitaria (IMIB), Murcia, Spain.
British journal of pharmacology.Br J Pharmacol.2012 Aug;166(7):2136-47. doi: 10.1111/j.1476-5381.2012.01918.x.
BACKGROUND AND PURPOSE Recent evidence suggests that glucocorticoid receptor (GR) is a major molecular substrate of addictive properties of drugs of abuse. Hence, we performed a series of experiments to further characterize the role of GR signalling in opiate withdrawal-induced physical signs of dep
PMID 22364199

Cerebrospinal fluid biomarkers of central catecholamine deficiency in Parkinson's disease and other synucleinopathies.

Goldstein DS, Holmes C, Sharabi Y.SourceClinical Neurocardiology Section, Clinical Neurosciences Program, Division of Intramural Research, National Institute of Neurological Disordersand Stroke, National Institutes of Health, Bethesda, MD 20892-1620, USA. goldsteind@ninds.nih.gov
Brain : a journal of neurology.Brain.2012 Jun;135(Pt 6):1900-13. Epub 2012 Mar 26.
Central catecholamine deficiency characterizes α-synucleinopathies such as Parkinson's disease. We hypothesized that cerebrospinal fluid levels of neuronal metabolites of catecholamines provide neurochemical biomarkers of these disorders. To test this hypothesis we measured cerebrospinal fluid leve
PMID 22451506

Japanese Journal

気分障害の生化学的マーカー (特集精神疾患の生物学的マーカー)

中野和歌子,吉村玲児,中村純
精神科 18(5), 495-498, 2011-05
NAID 40018832128

A case of a depressive patient with alcohol and nicotine dependence successfully treated with sertraline

Umene-Nakano Wakako,Yoshimura Reiji,Katsuki Asuka,Nakamura Jun
Clinical Neuropsychopharmacology and Therapeutics 2(0), 24-26, 2011
… After treatment with sertraline, the patients plasma levels of MHPG and HVA were increased, but his serum BDNF level was. …
NAID 130000961134

9P-A-6 反復経頭蓋磁気刺激療法によるうつ病への効果(A会場一般講演)

乾真人,行正徹
バイオメディカル・ファジィ・システム学会大会講演論文集 : BMFSA (23), 71-72, 2010-10-09
a patient with depression resisitant to drug - treatment were treated with 10 daily sessions of20Hz-repetitive transcranial magnetic stimulation (rTMS) at 80% motor threshold over left dorsolateral pr …
NAID 110008136581

メンタルストレステストは異なる唾液中3-methoxy-4-hydroxyphenylglycol反応を喚起する

堀内聡,津田彰,岡村尚昌 [他]
行動医学研究 16(1), 31-39, 2010-09
NAID 40017397672

Related Pictures

★リンクテーブル★

リンク元	「カテコールアミン」「メトキシヒドロキシフェニルグリコール」「4-hydroxy-3-methoxyphenylglycol」「methoxyhydroxyphenylglycol」
関連記事	「MH」

「カテコールアミン」

3-Methoxy-4-hydroxyphenylglycol
Names
	IUPAC name 1-(4-Hydroxy-3-methoxyphenyl) ethane-1,2-diol
	Other names MHPG
Identifiers
CAS Registry Number	67423-45-4
ChemSpider	10348
	InChI InChI=1S/C9H12O4/c1-13-9-4-6(8(12)5-10)2-3-7(9)11/h2-4,8,10-12H,5H2,1H3 ; Key: FBWPWWWZWKPJFL-UHFFFAOYSA-N ; InChI=1/C9H12O4/c1-13-9-4-6(8(12)5-10)2-3-7(9)11/h2-4,8,10-12H,5H2,1H3; Key: FBWPWWWZWKPJFL-UHFFFAOYAR ;
Jmol-3D images	Image; Image
KEGG	C05594
MeSH	Methoxyhydroxyphenylglycol
PubChem	10805
	SMILES COC1=C(C=CC(=C1)C(CO)O)O ; Oc1ccc(cc1OC)C(O)CO ;
Properties
Chemical formula	C9H12O4
Molar mass	184.18918
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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	Infobox references

　　[★]

英: catecholamine catecholamines CA
同: カテコラミン
関: 副腎髄質ホルモン

カテコールでかつアミンを持つ構造

Wikipedia

ドーパミン、ノルアドレナリン、アドレナリン

生合成

チロシン tyrosine
 (フェニル基の3位にOHを導入) ：律速酵素
 -チロシン 3-モノオキシゲナーゼ tyrosine 3-monooxygenase, チロシン水酸化酵素 tyrosine hydroxylase
 ←{H₄・biopterin}
 →{H₂・biopterin}
L-ドーパ L-dopa
 (アミノ酸から脱炭酸)
 -芳香族アミノ酸デカルボキシラーゼ dopa decarboxylase + {ピリドキサル5-リン酸(VB₆)}
 →CO₂
ドパミン dopamine
 (β位の炭素にOHを導入)
 -ドーパミン β-モノオキシゲナーゼ dopamine β-monoxygenase, dopamine β-odidase
 ←O₂ + ビタミンC(アスコルビン酸)
 →H₂O + デヒドロアスコルビン酸
ノルアドレナリン norepinephrine
 (アミノ基にメチル基を転移)
 -フェニルエタノールアミン N-メチルトランスフェラーゼ phenylethanolamine N-methyl transferase
 ←S-アデノシルメチオニン S-adenosylmethionine
 →S-アデノシルホモシステイン S-adenosylhemocysteine
アドレナリン epinephrine

分解

ドパミン、ノルアドレナリン、アドレナリンはいずれも以下の酵素により分解される

分解産物

ドパミン dopamine	－－－→	ジヒドロキシフェニル酢酸 3,4-dihydroxyphenylacetic acid DOPAC	－－－→	ホモバニリン酸 homovanillic acid HVA
｜｜	MAO COMT
｜｜ ↓
ノルエピネフリン norepinephrine	－－－→	バニリルマンデリン酸 vanillylmandelic acid VMA 　　　　　　　・メトキシヒドロキシフェニルグリコール methoxyhydroxyphenylglycol MHPG
｜｜ ↓	MAO COMT
エピネフリン epinephrine	－－－→
	MAO COMT