aryl hydrocarbon hydroxylase

アリール炭化水素水酸化酵素、アリール炭化水素ヒドロキシラーゼ

WordNet

1. an organic compound containing only carbon and hydrogen

PrepTutorEJDIC

1. 炭化水素(水素と炭素のみを含む化学物の総称)
2. are (面積の単位)の変形

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出典(authority):フリー百科事典『ウィキペディア（Wikipedia）』「2013/06/28 15:40:46」(JST)

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unspecific monooxygenase
Identifiers
EC number	1.14.14.1
CAS number	62213-32-5
Databases
IntEnz	IntEnz view
BRENDA	BRENDA entry
ExPASy	NiceZyme view
KEGG	KEGG entry
MetaCyc	metabolic pathway
PRIAM	profile
PDB structures	RCSB PDB PDBe PDBsum
Gene Ontology	AmiGO / EGO
Search PMC articles PubMed articles NCBI proteins

In enzymology, an unspecific monooxygenase (EC 1.14.14.1) is an enzyme that catalyzes the chemical reaction

RH + reduced flavoprotein + O₂ ROH + oxidized flavoprotein + H₂O

The 3 substrates of this enzyme are RH (reduced substrate), reduced flavoprotein, and O₂, whereas its 3 products are ROH (oxidized substrate), oxidized flavoprotein, and H₂O.

This enzyme belongs to the family of oxidoreductases, specifically those acting on paired donors, with O2 as oxidant and incorporation or reduction of oxygen. The oxygen incorporated need not be derived from O2 with reduced flavin or flavoprotein as one donor, and incorporation of one atom of oxygen into the other donor. The systematic name of this enzyme class is substrate,reduced-flavoprotein:oxygen oxidoreductase (RH-hydroxylating or -epoxidizing). Other names in common use include microsomal monooxygenase, xenobiotic monooxygenase, aryl-4-monooxygenase, aryl hydrocarbon hydroxylase, microsomal P-450, flavoprotein-linked monooxygenase, and flavoprotein monooxygenase. This enzyme participates in 7 metabolic pathways: fatty acid metabolism, androgen and estrogen metabolism, gamma-hexachlorocyclohexane degradation, tryptophan metabolism, arachidonic acid metabolism, linoleic acid metabolism, and metabolism of xenobiotics by cytochrome p450. It employs one cofactor, heme.

Structural studies

As of late 2007, 53 structures have been solved for this class of enzymes, with PDB accession codes 1BU7, 1BVY, 1DT6, 1FAG, 1FAH, 1JME, 1JPZ, 1N6B, 1NR6, 1OG2, 1OG5, 1P0V, 1P0W, 1P0X, 1PO5, 1PQ2, 1R9O, 1SMI, 1SMJ, 1SUO, 1TQN, 1W0E, 1W0F, 1W0G, 1YQO, 1YQP, 1Z10, 1Z11, 1ZO4, 1ZO9, 1ZOA, 2BDM, 2BMH, 2F9Q, 2FDU, 2FDV, 2FDW, 2FDY, 2HI4, 2HPD, 2IJ2, 2IJ3, 2IJ4, 2J0D, 2J1M, 2J4S, 2NNB, 2P85, 2PG5, 2PG6, 2PG7, 2UWH, and 2V0M.

References

• BOOTH J, BOYLAND E (1957). "The biochemistry of aromatic amines. 3. Enzymic hydroxylation by rat-liver microsomes". Biochem. J. 66 (1): 73–8. PMC 1199967. PMID 13426111. 
• Fujita T, Mannering GJ (1971). "Differences in soluble P-450 hemoproteins from livers of rats treated with phenobarbital and 3-methylcholanthrene". Chem. Biol. Interact. 3 (4): 264–5. doi:10.1016/0009-2797(71)90053-6. PMID 5132997. 
• Haugen DA, Coon MJ (1976). "Properties of electrophoretically homogeneous phenobarbital-inducible and beta-naphthoflavone-inducible forms of liver microsomal cytochrome P-450". J. Biol. Chem. 251 (24): 7929–39. PMID 187601. 
• Imaoka S, Inoue K, Funae Y (1988). "Aminopyrine metabolism by multiple forms of cytochrome P-450 from rat liver microsomes: simultaneous quantitation of four aminopyrine metabolites by high-performance liquid chromatography". Arch. Biochem. Biophys. 265 (1): 159–70. doi:10.1016/0003-9861(88)90381-5. PMID 3415241. 
• Johnson EF, Zounes MC, Muller-Eberhard U (1979). "Characterization of three forms of rabbit microsomal cytochrome P-450 by peptide mapping utilizing limited proteolysis in sodium dodecyl sulfate and analysis by gel electrophoresis". Arch. Biochem. Biophys. 192 (1): 282–9. doi:10.1016/0003-9861(79)90093-6. PMID 434823. 
• Kupfer D, Miranda GK, Navarro J, Piccolo DE, Theoharides AD (1979). "Effect of inducers and inhibitors of monooxygenase on the hydroxylation of prostaglandins in the guinea pig. Evidence for several monooxygenases catalyzing omega- and omega-1-hydroxylation". J. Biol. Chem. 254 (20): 10405–14. PMID 489601. 
• Lang MA, Gielen JE, Nebert DW (1981). "Genetic evidence for many unique liver microsomal P-450-mediated monooxygenase activities in heterogeneic stock mice". J. Biol. Chem. 256 (23): 12068–75. PMID 7298645. 
• Lang MA, Nebert DW (1981). "Structural gene products of the Ah locus. Evidence for many unique P-450-mediated monooxygenase activities reconstituted from 3-methylcholanthrene-treated C57BL/6N mouse liver microsomes". J. Biol. Chem. 256 (23): 12058–67. PMID 7298644. 
• Leo MA, Lasker JM, Raucy JL, Kim CI, Black M, Lieber CS (1989). "Metabolism of retinol and retinoic acid by human liver cytochrome P450IIC8". Arch. Biochem. Biophys. 269 (1): 305–12. doi:10.1016/0003-9861(89)90112-4. PMID 2916844. 
• Lu AY, Kuntzman R, West S, Jacobson M, Conney AH (1972). "Reconstituted liver microsomal enzyme system that hydroxylates drugs, other foreign compounds, and endogenous substrates. II. Role of the cytochrome P-450 and P-448 fractions in drug and steroid hydroxylations". J. Biol. Chem. 247 (6): 1727–34. PMID 4401153. 
• MITOMA C, POSNER HS, REITZ HC, UDENFRIEND S (1956). "Enzymatic hydroxylation of aromatic compounds". Arch. Biochem. Biophys. 61 (2): 431–41. doi:10.1016/0003-9861(56)90366-6. PMID 13314626. 
• Mitoma C and Udenfriend S (1962). "Aryl-4-hydroxylase". Methods Enzymol. 5: 816–819. 
• Napoli JL, Okita RT, Masters BS, Horst RL (1981). "Identification of 25,26-dihydroxyvitamin D3 as a rat renal 25-hydroxyvitamin D3 metabolite". Biochemistry. 20 (20): 5865–71. doi:10.1021/bi00523a033. PMID 7295706. 
• Nebert DW, Gelboin HV (1968). "Substrate-inducible microsomal aryl hydroxylase in mammalian cell culture. I. Assay and properties of induced enzyme". J. Biol. Chem. 243 (23): 6242–9. PMID 4387094. 
• Suhara K, Ohashi K, Takahashi K, Katagiri M (1988). "Aromatase and nonaromatizing 10-demethylase activity of adrenal cortex mitochondrial P-450(11)beta". Arch. Biochem. Biophys. 267 (1): 31–7. doi:10.1016/0003-9861(88)90004-5. PMID 3264134. 
• Theoharides AD, Kupfer D (1981). "Evidence for different hepatic microsomal monooxygenases catalyzing omega- and (omega-1)-hydroxylations of prostaglandins E1 and E2 Effects of inducers of monooxygenase on the kinetic constants of prostaglandin hydroxylation". J. Biol. Chem. 256 (5): 2168–75. PMID 7462235. 
• Thomas PE, Lu AY, Ryan D, West SB, Kawalek J, Levin W (1976). "Immunochemical evidence for six forms of rat liver cytochrome P450 obtained using antibodies against purified rat liver cytochromes P450 and P448". Mol. Pharmacol. 12 (5): 746–58. PMID 825720. 

UpToDate Contents

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• 1. 炭化水素中毒 hydrocarbon poisoning
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English Journal

• Characterization of the Gly45Asp variant of human cytochrome P450 1A1 using recombinant expression.

• Lee SH1, Yu HJ1, Lee S1, Ryu DY2.
• Toxicology letters.Toxicol Lett.2015 Dec 3;239(2):81-9. doi: 10.1016/j.toxlet.2015.09.007. Epub 2015 Sep 11.
• Cytochrome P450 1A1 (CYP1A1) is a heme-containing enzyme involved in metabolism of xenobiotics. CYP1A1 containing a Gly45Asp substitution has not yet been characterized. Escherichia coli expressing the Gly45Asp variant, as well as the purified variant protein, had lower CYP (i.e., holoenzyme) conten
• PMID 26367467

• Effect of PCB 126 on aryl hydrocarbon receptor 1 (AHR1) and AHR1 nuclear translocator 1 (ARNT1) mRNA expression and CYP1 monooxygenase activity in chicken (Gallus domesticus) ovarian follicles.

• Wójcik D1, Antos PA2, Katarzyńska D2, Hrabia A2, Sechman A3.
• Toxicology letters.Toxicol Lett.2015 Dec 3;239(2):73-80. doi: 10.1016/j.toxlet.2015.09.005. Epub 2015 Sep 9.
• The aim of the experiment was to study the in vitro effect of 3,3',4,4',5-pentachlorobiphenyl (PCB 126; a coplanar PCB congener) on aryl hydrocarbon receptor (AHR1) and AHR1 nuclear translocator (ARNT1) mRNA expression and the activity of CYP1 family monooxygenases in chicken ovarian follicles. Whit
• PMID 26363503

• Impurities contained in antifungal drug ketoconazole are potent activators of human aryl hydrocarbon receptor.

• Grycová A1, Dořičáková A1, Dvořák Z2.
• Toxicology letters.Toxicol Lett.2015 Dec 3;239(2):67-72. doi: 10.1016/j.toxlet.2015.09.004. Epub 2015 Sep 9.
• Antifungal drug ketoconazole is a mixture of (+)/(-) cis-enantiomers, which also contains several impurities. Ketoconazole was identified as an activator of aryl hydrocarbon receptor AhR by three independent research teams. In the current paper we demonstrate that impurities contained in ketoconazol
• PMID 26363502

Japanese Journal

• 胎児性油症関連物質の時系列的濃度変化--ダイオキシン様PCBsとPCBs (油症とPCB及びダイオキシン関連化合物に関する研究報告集(第23集))

• 長山 淳哉,戸高 尊,平川 博仙 [他],堀 就英,梶原 淳睦,吉村 健清,Nagayama Junya,Todaka Takashi,Hirakawa Hironori,Hori Tsuguhide,Kajiwara Jumboku,Yoshimura Takesumi,ナガヤマ ジュンヤ,トダカ タカシ,ヒラカワ ヒロノリ,ホリ ツグヒデ,カジワラ ジュンボク,ヨシムラ タケスミ
• 福岡医学雑誌 102(4), 116-122, 2011-04-25
• … Therefore, we considered due to heavy exposure to PCDFs some drug metabolizing enzymes such as aryl hydrocarbon hydroxylase were induced and excretion of the related agents to fetal Yusho were enhanced from the bodies of Yusho group. …
• NAID 40018966697

• 胎児性油症原因物質の時系列的濃度変化--PCDDsとPCDFs (油症とPCB及びダイオキシン関連化合物に関する研究報告集(第23集))

• 長山 淳哉,戸高 尊,平川 博仙 [他],堀 就英,梶原 淳睦,吉村 健清,Nagayama Junya,Todaka Takashi,Hirakawa Hironori,Hori Tsuguhide,Kajiwara Jumboku,Yoshimura Takesumi,ナガヤマ ジュンヤ,トダカ タカシ,ヒラカワ ヒロノリ,ホリ ツグヒデ,カジワラ ジュンボク,ヨシムラ タケスミ
• 福岡医学雑誌 102(4), 109-115, 2011-04-25
• … Therefore, we considered due to high exposure to PCDFs some drug metabolizing enzymes such as aryl hydrocarbon hydroxylase were induced and the excretion of PCDFs and PCDDs were enhanced from the bodies of Yusho group. …
• NAID 40018966696

• The Effects of Quercetin on Antioxidant Status and Tumor Markers in the Lung and Serum of Mice Treated with Benzo(a)pyrene(Biochemistry)

• Kamaraj Sattu,Vinodhkumar Radhakrishnan,Anandakumar Pandi [他],JAGAN Sundaram,RAMAKRISHNAN Gopalakrishnan,DEVAKI Thiruvengadam
• Biological & pharmaceutical bulletin 30(12), 2268-2273, 2007-12-01
• … In lung cancer bearing animals there was an increase in lung weight, lipid peroxidation and marker enzymes such as aryl hydrocarbon hydroxylase, gamma glutamyl transpeptidase, 5'-nucleotidase, lactate dehydrogenase and adenosine deaminase with subsequent decrease in body weight and antioxidant enzymes-superoxide dismutase, catalase, glutathione peroxidase, glutathione-S-transferase, glutathione reductase, reduced glutathione, vitamin E and vitamin C. …
• NAID 110006546423

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... and perhaps also of man. In this study the effect of cutaneous application of coal tar solution (U. S. Pharmacopeia) on aryl hydrocarbon hydroxylase (AHH) activity in the skin of patients usually treated with this drug was ...

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リンク元	「アリール炭化水素水酸化酵素」「アリール炭化水素ヒドロキシラーゼ」
関連記事	「aryl hydrocarbon」

「アリール炭化水素水酸化酵素」

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英

aryl hydrocarbon hydroxylase

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アリール炭化水素ヒドロキシラーゼ

「アリール炭化水素ヒドロキシラーゼ」

　　[★]

英

aryl hydrocarbon hydroxylase

関

アリール炭化水素水酸化酵素

「aryl hydrocarbon」

　　[★]

アリール炭化水素

関

arylhydrocarbon