| Entry |
|
| Name |
unspecific monooxygenase;
microsomal monooxygenase;
xenobiotic monooxygenase;
aryl-4-monooxygenase;
aryl hydrocarbon hydroxylase;
microsomal P-450;
flavoprotein-linked monooxygenase;
flavoprotein monooxygenase
|
| Class |
Oxidoreductases;
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
 |
| Sysname |
substrate,reduced-flavoprotein:oxygen oxidoreductase (RH-hydroxylating or -epoxidizing)
|
| Reaction(IUBMB) |
RH + reduced flavoprotein + O2 = ROH + oxidized flavoprotein + H2O [RN: R04122]
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| Reaction(KEGG) |
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| Substrate |
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| Product |
|
| Comment |
A group of heme-thiolate proteins (P-450), acting on a wide range of substrates including many xenobiotics, steroids, fatty acids, vitamins and prostaglandins; reactions catalysed include hydroxylation, epoxidation, N-oxidation, sulfooxidation, N-, S- and O-dealkylations, desulfation, deamination, and reduction of azo, nitro and N-oxide groups. Together with EC 1.6.2.4, NADPH---hemoprotein reductase, it forms a system in which two reducing equivalents are supplied by NADPH. Some of the reactions attributed to EC 1.14.15.3, alkane 1-monooxygenase, belong here.
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| Pathway |
| Fatty acid metabolism | | Steroid hormone biosynthesis | | Caffeine metabolism | | Tryptophan metabolism | | Arachidonic acid metabolism | | Linoleic acid metabolism | | Aminobenzoate degradation | | Retinol metabolism | | Metabolism of xenobiotics by cytochrome P450 | | Drug metabolism - cytochrome P450 | | Drug metabolism - other enzymes | | Metabolic pathways | | Microbial metabolism in diverse environments |
|
| Orthology |
| unspecific monooxygenase | | cytochrome P450, family 1, subfamily A, polypeptide 1 | | cytochrome P450, family 1, subfamily A, polypeptide 2 | | cytochrome P450, family 1, subfamily B, polypeptide 1 | | cytochrome P450, family 2, subfamily A | | cytochrome P450, family 2, subfamily B | | cytochrome P450, family 2, subfamily C | | cytochrome P450, family 2, subfamily D | | cytochrome P450, family 2, subfamily E | | cytochrome P450, family 2, subfamily F | | cytochrome P450, family 2, subfamily J | | cytochrome P450, family 2, subfamily S | | cytochrome P450, family 3, subfamily A | | cytochrome P450, family 4, subfamily B | | cytochrome P450, family 4, subfamily X | | cytochrome P450, family 4, subfamily Z | | cytochrome P450, family 19, subfamily A | | cytochrome P450 / NADPH-cytochrome P450 reductase |
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| Genes |
HSA: | | PTR: | | PPS: | | GGO: | | PON: | | MCC: | | MMU: | | RNO: | | CFA: | | AML: | | FCA: | | BTA: | | SSC: | | ECB: | | MDO: | | SHR: | | OAA: | | GGA: | | MGP: | | TGU: | | ACS: | | XLA: | | XTR: | | DRE: | | TRU: | | OLA: | | BFO: | | CIN: | | SPU: | | AGA: | | CQU: | | AME: | | CEL: | | CBR: | | NVE: | | TAD: | | CSV: | | SMO: | | PPP: | | SCE: | | AGO: | | KLA: | | LTH: | | VPO: | | ZRO: | | CGR: | | PIC: | | LEL: | | CDU: | | CLU: | | NCR: | | SMP: | | PAN: | | TTT: | | MTM: | | MGR: | | FGR: | | NHE: | | VAL: | | SSL: | | BFU: | | ANI: | | NFI: | | AFM: | | AOR: | | ANG: | | AFV: | | ACT: | | PCS: | | CPW: | | URE: | | ABE: | | TVE: | | PNO: | | PTE: | | ZTR: | | MPR: | | SCM: | | NGR: | | DPP: | | TET: | | PCT: | | PEN: | | FTU: | | FTF: | | MME: | | RPI: | | RPF: | | REH: | | RME: | | CNC: | | BUR: | | VAP: | | VPE: | | HOH: | | MLO: | | SME: | | ATU: | | RET: | | RLE: | | BJA: | | BJU: | | BRA: | | BBT: | | BRS: | | RPB: | | RPD: | | RPE: | | AZC: | | SIT: | | RSP: | | RSQ: | | RDE: | | ELI: | | BSU: | | BSR: | | BSL: | | BSH: | | BSY: | | BSS: | | BST: | | BSO: | | BSN: | | BSQ: | | BSUB: | | BSX: | | BLI: | | BLD: | | BAO: | | BAY: | | BAQ: | | BYA: | | BAMP: | | BAML: | | BAZ: | | BQL: | | BXH: | | BQY: | | BAMI: | | BAE: | | BAN: | | BAR: | | BAT: | | BAH: | | BAI: | | BAX: | | BAL: | | BCE: | | BCA: | | BCZ: | | BCR: | | BCB: | | BCU: | | BCG: | | BCQ: | | BCX: | | BNC: | | BCF: | | BCER: | | BTK: | | BTL: | | BTB: | | BTT: | | BTC: | | BTF: | | BTM: | | BTG: | | BTI: | | BTN: | | BTHT: | | BWE: | | BPU: | | BMQ: | | BMD: | | BMH: | | BJS: | | HHD: | | GYM: | | PPM: | | PMS: | | PMW: | | MGI: | | MSP: | | MRH: | | NFA: | | RHA: | | RER: | | ROP: | | REQ: | | GBR: | | SRT: | | SCO: | | SMA: | | SCB: | | SCT: | | SCY: | | SHY: | | SHO: | | SDV: | | NCA: | | SRO: | | FAL: | | NML: | | SEN: | | PDX: | | SGN: | | SACI: | | AVA: | | HAU: | | DGE: | | DDR: | | DGO: | | PTO: | | » show all
 |
| Reference |
|
| Authors |
BOOTH J, BOYLAND E. |
| Title |
The biochemistry of aromatic amines. III. Enzymic hydroxylation by rat-liver microsomes. |
| Journal |
Biochem. J. 66 (1957) 73-8. |
| Organism |
Rattus norvegicus [GN: rno] |
| Reference |
|
| Authors |
Fujita T, Mannering GJ. |
| Title |
Differences in soluble P-450 hemoproteins from livers of rats treated with phenobarbital and 3-methylcholanthrene. |
| Journal |
Chem. Biol. Interact. 3 (1971) 264-5. |
| Organism |
Rattus norvegicus [GN: rno] |
| Reference |
|
| Authors |
Haugen DA, Coon MJ. |
| Title |
Properties of electrophoretically homogeneous phenobarbital-inducible and beta-naphthoflavone-inducible forms of liver microsomal cytochrome P-450. |
| Journal |
J. Biol. Chem. 251 (1976) 7929-39. |
| Organism |
Oryctolagus cuniculus |
| Reference |
|
| Authors |
Imaoka S, Inoue K, Funae Y. |
| Title |
Aminopyrine metabolism by multiple forms of cytochrome P-450 from rat liver microsomes: simultaneous quantitation of four aminopyrine metabolites by high-performance liquid chromatography. |
| Journal |
Arch. Biochem. Biophys. 265 (1988) 159-70. |
| Organism |
Rattus norvegicus [GN: rno] |
| Reference |
|
| Authors |
Johnson EF, Zounes MC, Muller-Eberhard U. |
| Title |
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. |
| Journal |
Arch. Biochem. Biophys. 192 (1979) 282-9. |
| Organism |
Oryctolagus cuniculus |
| Reference |
|
| Authors |
Kupfer D, Miranda GK, Navarro J, Piccolo DE, Theoharides AD. |
| Title |
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. |
| Journal |
J. Biol. Chem. 254 (1979) 10405-14. |
| Organism |
Cavia porcellus |
| Reference |
|
| Authors |
Lang MA, Gielen JE, Nebert DW. |
| Title |
Genetic evidence for many unique liver microsomal P-450-mediated monooxygenase activities in heterogeneic stock mice. |
| Journal |
J. Biol. Chem. 256 (1981) 12068-75. |
| Organism |
|
| Reference |
|
| Authors |
Lang MA, Nebert DW. |
| Title |
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. |
| Journal |
J. Biol. Chem. 256 (1981) 12058-67. |
| Organism |
|
| Reference |
|
| Authors |
Leo MA, Lasker JM, Raucy JL, Kim CI, Black M, Lieber CS. |
| Title |
Metabolism of retinol and retinoic acid by human liver cytochrome P450IIC8. |
| Journal |
Arch. Biochem. Biophys. 269 (1989) 305-12. |
| Organism |
|
| Reference |
|
| Authors |
Lu AY, Kuntzman R, West S, Jacobson M, Conney AH. |
| Title |
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. |
| Journal |
J. Biol. Chem. 247 (1972) 1727-34. |
| Organism |
Rattus norvegicus [GN: rno] |
| Reference |
|
| Authors |
MITOMA C, POSNER HS, REITZ HC, UDENFRIEND S. |
| Title |
Enzymatic hydroxylation of aromatic compounds. |
| Journal |
Arch. Biochem. Biophys. 61 (1956) 431-41. |
| Organism |
Oryctolagus cuniculus |
| Reference |
12 |
| Authors |
Mitoma, C. and Udenfriend, S. |
| Title |
Aryl-4-hydroxylase. |
| Journal |
Methods Enzymol. 5 (1962) 816-819. |
| Reference |
|
| Authors |
Napoli JL, Okita RT, Masters BS, Horst RL. |
| Title |
Identification of 25,26-dihydroxyvitamin D3 as a rat renal 25-hydroxyvitamin D3 metabolite. |
| Journal |
Biochemistry. 20 (1981) 5865-71. |
| Organism |
Rattus norvegicus [GN: rno] |
| Reference |
|
| Authors |
Nebert DW, Gelboin HV. |
| Title |
Substrate-inducible microsomal aryl hydroxylase in mammalian cell culture. I. Assay and properties of induced enzyme. |
| Journal |
J. Biol. Chem. 243 (1968) 6242-9. |
| Organism |
Rattus norvegicus [GN: rno] |
| Reference |
|
| Authors |
Suhara K, Ohashi K, Takahashi K, Katagiri M. |
| Title |
Aromatase and nonaromatizing 10-demethylase activity of adrenal cortex mitochondrial P-450(11)beta. |
| Journal |
Arch. Biochem. Biophys. 267 (1988) 31-7. |
| Organism |
Homo sapiens [GN: hsa], Bos taurus [GN: bta] |
| Reference |
|
| Authors |
Theoharides AD, Kupfer D. |
| Title |
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. |
| Journal |
J. Biol. Chem. 256 (1981) 2168-75. |
| Organism |
Oryctolagus cuniculus |
| Reference |
|
| Authors |
Thomas PE, Lu AY, Ryan D, West SB, Kawalek J, Levin W. |
| Title |
Immunochemical evidence for six forms of rat liver cytochrome P450 obtained using antibodies against purified rat liver cytochromes P450 and P448. |
| Journal |
Mol. Pharmacol. 12 (1976) 746-58. |
| Organism |
Rattus norvegicus [GN: rno] |
| Other DBs |
ExplorEnz - The Enzyme Database: IUBMB Enzyme Nomenclature: ExPASy - ENZYME nomenclature database: UM-BBD (Biocatalysis/Biodegradation Database): BRENDA, the Enzyme Database: CAS: 9038-14-6 |