WordNet

street name for lysergic acid diethylamide (同)back breaker, battery-acid, dose, dot, Elvis, loony toons, Lucy in the sky with diamonds, pane, superman, window pane, Zen
any of various water-soluble compounds having a sour taste and capable of turning litmus red and reacting with a base to form a salt
having the characteristics of an acid; "an acid reaction"

PrepTutorEJDIC

酸性の / 酸味のある,すっぱい(sour) / (言葉・態度などが)厳しい,しんらつな / 酸 / すっぱいもの / 《俗》=LSD

Wikipedia preview

出典(authority):フリー百科事典『ウィキペディア（Wikipedia）』「2014/08/28 16:52:01」(JST)

wiki en

Homovanillic acid (HOC₆H₃(OCH₃)CH₂COOH; synonyms: 3-methoxy-4-hydroxyphenyl acetic acid; HVA; 4-hydroxy-3-methoxy-benzeneacetic acid; 4-hydroxy-3-methoxyphenylacetic acid) is a major catecholamine metabolite and is produced through out the body.^[1] It is used as a reagent to detect oxidative enzymes, and is associated with dopamine levels in the brain.

In psychiatry and neuroscience, brain and cerebrospinal fluid levels of HVA are measured as a marker of metabolic stress caused by 2-deoxy-D-glucose.^[2] HVA presence supports a diagnosis of neuroblastoma and malignant pheochromocytoma.

Fasting plasma levels of HVA are known to be higher in females than in males. This does not seem to be influenced by adult hormonal changes, as the pattern is retained in the elderly and post-menopausal as well as transsexuals according to their genetic sex, both before and during cross-sex hormone administration. Differences in HVA have also been correlated to tobacco usage, with smokers showing significantly lower amounts of plasma HVA.^[3]

References

^ Lambert, G.W.; Eisenhofer, G.; Jennings, G.L.; Esler, M.D. "Regional homovanillic acid production in humans". Life Sciences 53 (1): 63–75. doi:10.1016/0024-3205(93)90612-7.
^ Marcelis M, Suckling J, Hofman P, Woodruff P, Bullmore E, van Os J (September 2006). "Evidence that brain tissue volumes are associated with HVA reactivity to metabolic stress in schizophrenia". Schizophr. Res. 86 (1–3): 45–53. doi:10.1016/j.schres.2006.05.001. PMID 16806836.
^ Giltay E, Kho K, Blandjaar B, Verbeek M, Geurtz P, Geleijnse J, Gooren L (July 2005). "The sex difference of plasma homovanillic acid is unaffected by cross-sex hormone administration in transsexual subjects". J Endocrinol 187 (1): 109–16. doi:10.1677/joe.1.06307. PMID 16214946.

UpToDate Contents

全文を閲覧するには購読必要です。 To read the full text you will need to subscribe.

1. 神経芽細胞腫の臨床所見、診断、および病期分類評価 clinical presentation diagnosis and staging evaluation of neuroblastoma
2. 甲状腺機能亢進症およびバセドウ病の神経学的症状 neurologic manifestations of hyperthyroidism and graves disease
3. 遺伝性感覚自律神経ニューロパチー hereditary sensory and autonomic neuropathies
4. フェニルケトン尿症の概要 overview of phenylketonuria
5. ベックウィズ・ヴィーデマン症候群 beckwith wiedemann syndrome

English Journal

Development of a diagnostic method for Parkinson's disease by reverse-phase high-performance liquid chromatography coupled with integrated pulsed amperometric detection.

Oh M1, Huh E2, Oh MS3, Jeong JS4, Hong SP5.
Journal of pharmaceutical and biomedical analysis.J Pharm Biomed Anal.2018 May 10;153:110-116. doi: 10.1016/j.jpba.2018.02.025. Epub 2018 Feb 15.
PMID 29477128

Chemical characterization complemented with chemometrics for the botanical origin identification of unifloral and multifloral honeys from India.

Devi A1, Jangir J2, K A AA3.
Food research international (Ottawa, Ont.).Food Res Int.2018 May;107:216-226. doi: 10.1016/j.foodres.2018.02.017. Epub 2018 Feb 6.
PMID 29580480

DNA methylation of ANKK1 and response to aripiprazole in patients with acute schizophrenia: A preliminary study.

Miura I1, Kunii Y2, Hino M2, Hoshino H2, Matsumoto J2, Kanno-Nozaki K2, Horikoshi S2, Kaneko H2, Bundo M3, Iwamoto K3, Yabe H2.
Journal of psychiatric research.J Psychiatr Res.2018 May;100:84-87. doi: 10.1016/j.jpsychires.2018.02.018. Epub 2018 Feb 23.
PMID 29499474

Japanese Journal

Pentamines as Substrate for Human Spermine Oxidase

Takao Koichi,Shirahata Akira,Samejima Keijiro [他]
Biological & pharmaceutical bulletin 36(3), 407-411, 2013-03
NAID 40019588342

Pentamines as Substrate for Human Spermine Oxidase

高尾浩一,白幡晶,鮫島啓二郎,Casero Robert Anthony Jr.,Igarashi Kazuei,杉田義昭
Biological and Pharmaceutical Bulletin 36(3), 407-411, 2013-03
… H2O2 was measured by a HPLC method that analyzed fluorescent dimers derived from the oxidation of homovanillic acid in the presence of horseradish peroxidase. …
NAID 120005352593

Pentamines as Substrate for Human Spermine Oxidase

Takao Koichi,Shirahata Akira,Samejima Keijiro,Casero Jr. Robert Anthony,Igarashi Kazuei,Sugita Yoshiaki
Biological and Pharmaceutical Bulletin 36(3), 407-411, 2013
… H2O2 was measured by a HPLC method that analyzed fluorescent dimers derived from the oxidation of homovanillic acid in the presence of horseradish peroxidase. …
NAID 130003382080

Related Pictures

★リンクテーブル★

リンク元	「カテコールアミン」「バニリルマンデル酸」「ホモバニリン酸」「HVA」
関連記事	「homovanillic」

「カテコールアミン」

Homovanillic acid
	IUPAC name 2-(4-Hydroxy-3-methoxy-phenyl)acetic acid
Identifiers
CAS number	306-08-1
PubChem	1738
ChemSpider	1675
KEGG	C05582
MeSH	Homovanillic+acid
ChEBI	CHEBI:545959
ChEMBL	CHEMBL1562
Jmol-3D images	Image 1
	SMILES O=C(O)Cc1cc(OC)c(O)cc1 ;
	InChI InChI=1S/C9H10O4/c1-13-8-4-6(5-9(11)12)2-3-7(8)10/h2-4,10H,5H2,1H3,(H,11,12) ; Key: QRMZSPFSDQBLIX-UHFFFAOYSA-N InChI=1/C9H10O4/c1-13-8-4-6(5-9(11)12)2-3-7(8)10/h2-4,10H,5H2,1H3,(H,11,12); Key: QRMZSPFSDQBLIX-UHFFFAOYAZ ;
Properties
Molecular formula	C9H10O4
Molar mass	182.17 g mol−1
	Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
	(verify) (what is: /?)
	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

薬理作用

昇圧作用

(ドパミン、ドブタミン)アシドーシス存在下で効力低下

臨床検査

褐色細胞腫、神経芽腫の診断に用いられる。

基準値

カテコールアミン３分画(血漿)(BML)

アドレナリン：≦0.10 ng/mL
ノルアドレナリン：0.10～0.50 ng/mL
ドパミン：≦0.03 ng/mL

「バニリルマンデル酸」

　　[★]

英: vanillylmandelic acid VMA, 3-methoxy-4-hydroxymandelic acid
同: バニルマンデリン酸 vanilmandelic acid
関: マンデル酸、バニリン酸、ホモバリニン酸

HVA	ホモバニリン酸 homovanillic acid	ドパミンの代謝産物
VMA	バニリルマンデル酸 vanillylmandelic acid	ノルアドレナリン、アドレナリンの代謝産物

「ホモバニリン酸」

　　[★]

英: homovanillic acid, HVA
関

HVA	ホモバニリン酸 homovanillic acid	ドパミンの代謝産物
VMA	バニリルマンデル酸 vanillylmandelic acid	ノルアドレナリン、アドレナリンの代謝産物