| Entry |
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| Name |
sterol 14alpha-demethylase;
obtusufoliol 14-demethylase;
lanosterol 14-demethylase;
lanosterol 14alpha-demethylase;
sterol 14-demethylase
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| 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 NADH or NADPH as one donor, and incorporation of one atom of oxygen into the other donor
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| Sysname |
sterol,NADPH:oxygen oxidoreductase (14-methyl cleaving)
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| Reaction(IUBMB) |
a 14alpha-methylsteroid + 3 O2 + 3 NADPH + 3 H+ = a Delta14-steroid + formate + 3 NADP+ + 4 H2O [RN: R05731]
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| Reaction(KEGG) |
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| Substrate |
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| Product |
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| Comment |
This heme-thiolate (P-450) enzyme acts on a range of steroids with a 14alpha-methyl group, such as obtusifoliol and lanosterol. The enzyme catalyses two successive hydroxylations of the 14alpha-methyl group, followed by elimination as formate, leaving a 14(15) double bond.
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| Pathway |
| Steroid biosynthesis | | Metabolic pathways | | Biosynthesis of secondary metabolites |
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| Orthology |
| cytochrome P450, family 51 (sterol 14-demethylase) |
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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: | | SPU: | | TAD: | | AQU: | | ATH: | | ALY: | | GMX: | | MTR: | | CSV: | | RCU: | | POP: | | VVI: | | OSA: | | DOSA: | | BDI: | | SBI: | | ZMA: | | SMO: | | PPP: | | CRE: | | VCN: | | OLU: | | OTA: | | CME: | | SCE: | | AGO: | | ERC: | | KLA: | | LTH: | | PPA: | | VPO: | | ZRO: | | CGR: | | NCS: | | NDI: | | TPF: | | TBL: | | TDL: | | KAF: | | DHA: | | PIC: | | PGU: | | LEL: | | CAL: | | CTP: | | CDU: | | COT: | | YLI: | | CLU: | | NCR: | | SMP: | | PAN: | | TTT: | | MTM: | | MGR: | | FGR: | | NHE: | | VAL: | | SSL: | | BFU: | | ANI: | | NFI: | | AFM: | | AOR: | | ANG: | | AFV: | | ACT: | | PCS: | | CIM: | | CPW: | | PBL: | | URE: | | ABE: | | TVE: | | AJE: | | PNO: | | PTE: | | ZTR: | | TML: | | SPO: | | CNE: | | CNB: | | CGI: | | LBC: | | MPR: | | CCI: | | SCM: | | UMA: | | MGL: | | PGR: | | MBR: | | NGR: | | DDI: | | DPP: | | TBR: | | TCR: | | LMA: | | LIF: | | LDO: | | LMI: | | LBZ: | | PTI: | | TPS: | | MCA: | | MAH: | | GPB: | | NAR: | | NPP: | | MTU: | | MTV: | | MTC: | | MRA: | | MTF: | | MTB: | | MTK: | | MTZ: | | MTG: | | MTI: | | MTE: | | MTL: | | MTO: | | MTN: | | MTJ: | | MTUB: | | MBO: | | MBB: | | MBT: | | MBM: | | MBK: | | MAF: | | MCE: | | MCQ: | | MCV: | | MCX: | | MCZ: | | MPA: | | MAV: | | MIT: | | MIR: | | MIA: | | MID: | | MSM: | | MSG: | | MSA: | | MUL: | | MVA: | | MGI: | | MSP: | | MAB: | | MMV: | | MMC: | | MKM: | | MJL: | | MJD: | | MMI: | | MRH: | | MMM: | | MCB: | | NFA: | | NCY: | | NBR: | | RHA: | | RER: | | ROP: | | REQ: | | GBR: | | GPO: | | GOR: | | SEN: | | SESP: | |
» show all
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| Reference |
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| Authors |
Bak S, Kahn RA, Olsen CE, Halkier BA. |
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| Title |
Cloning and expression in Escherichia coli of the obtusifoliol 14 alpha-demethylase of Sorghum bicolor (L.) Moench, a cytochrome P450 orthologous to the sterol 14 alpha-demethylases (CYP51) from fungi and mammals. |
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| Journal |
Plant. J. 11 (1997) 191-201. |
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| Organism |
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| Reference |
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| Authors |
Aoyama Y, Yoshida Y. |
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| Title |
Different substrate specificities of lanosterol 14a-demethylase (P-45014DM) of Saccharomyces cerevisiae and rat liver for 24-methylene-24,25-dihydrolanosterol and 24,25-dihydrolanosterol. |
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| Journal |
Biochem. Biophys. Res. Commun. 178 (1991) 1064-71. |
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| Organism |
Rattus norvegicus [GN: rno], Saccharomyces cerevisiae [GN: sce] |
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| Reference |
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| Authors |
Aoyama Y, Yoshida Y. |
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| Title |
The 4 beta-methyl group of substrate does not affect the activity of lanosterol 14 alpha-demethylase (P-450(14)DM) of yeast: difference between the substrate recognition by yeast and plant sterol 14 alpha-demethylases. |
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| Journal |
Biochem. Biophys. Res. Commun. 183 (1992) 1266-72. |
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| Organism |
Saccharomyces cerevisiae [GN: sce] |
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| Reference |
4 |
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| Authors |
Alexander, K., Akhtar, M., Boar, R.B., McGhie, J.F. and Barton, D.H.R. |
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| Title |
The removal of the 32-carbon atom as formic acid in cholesterol biosynthesis. |
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| Journal |
J. Chem. Soc. Chem. Commun. (1972) 383-385. |
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| Other DBs |
ExplorEnz - The Enzyme Database: IUBMB Enzyme Nomenclature: ExPASy - ENZYME nomenclature database: BRENDA, the Enzyme Database: CAS: 60063-87-8 |
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