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Entry
EC 1.14.13.70               Enzyme                                 

Name
sterol 14alpha-demethylase;
obtusufoliol 14-demethylase;
lanosterol 14-demethylase;
lanosterol 14alpha-demethylase;
sterol 14-demethylase
Class
Oxidoreductases;
Acting on paired donors, with incorporation or reduction of molecular oxygen;
With NADH or NADPH as one donor, and incorporation of one atom of oxygen into the other donor
BRITE hierarchy
Sysname
sterol,NADPH:oxygen oxidoreductase (14-methyl cleaving)
Reaction(IUBMB)
a 14alpha-methylsteroid + 3 O2 + 3 NADPH + 3 H+ = a Delta14-steroid + formate + 3 NADP+ + 4 H2O [RN:R05731]
Reaction(KEGG)
R05731;
(other) R05640
Show
Substrate
14alpha-methylsteroid;
O2 [CPD:C00007];
NADPH [CPD:C00005];
H+ [CPD:C00080]
Product
Delta14-steroid;
formate [CPD:C00058];
NADP+ [CPD:C00006];
H2O [CPD:C00001]
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.
History
EC 1.14.13.70 created 2001, modified 2013
Pathway
Steroid biosynthesis
Metabolic pathways
Biosynthesis of secondary metabolites
Orthology
K05917  
sterol 14-demethylase
Genes
HSA: 
1595(CYP51A1)
PTR: 
463527(CYP51A1)
PPS: 
GGO: 
PON: 
100171776(CYP51A1)
MCC: 
MCF: 
102146764(CYP51)
MMU: 
13121(Cyp51)
RNO: 
25427(Cyp51)
CGE: 
HGL: 
CFA: 
475225(CYP51A1)
AML: 
FCA: 
BTA: 
505060(CYP51A1)
BOM: 
PHD: 
CHX: 
SSC: 
403334(CYP51)
CFR: 
ECB: 
MYB: 
MDO: 
SHR: 
OAA: 
GGA: 
420548(CYP51A1)
MGP: 
TGU: 
FAB: 
PHI: 
APLA: 
FPG: 
FCH: 
CLV: 
ASN: 
PSS: 
ACS: 
XLA: 
100037098(cyp51a1) 447600
XTR: 
548948(cyp51a1)
DRE: 
414331(cyp51)
TRU: 
MZE: 
OLA: 
XMA: 
LCM: 
BFO: 
SPU: 
414330(cyp51)
TAD: 
AQU: 
ATH: 
AT1G11680(CYP51G1)
ALY: 
CRB: 
EUS: 
CIT: 
CIC: 
GMX: 
MTR: 
CAM: 
FVE: 
CSV: 
RCU: 
POP: 
POPTR_0001s12910g(POPTRDRAFT_48605) POPTR_0003s16010g(POPTRDRAFT_554675)
VVI: 
SLY: 
100736446(CYP51)
SOT: 
OSA: 
DOSA: 
Os02t0113200-00(Os02g0113200) Os02t0323600-01(Os02g0323600) Os05t0211100-01(Os05g0211100) Os05t0416400-00(Os05g0416400) Os11t0525200-01(Os11g0525200)
BDI: 
SBI: 
SORBI_02g019410(SORBIDRAFT_02g019410) SORBI_02g036650(SORBIDRAFT_02g036650) SORBI_03g028910(SORBIDRAFT_03g028910) SORBI_05g011296(SORBIDRAFT_05g011296) SORBI_05g011430(SORBIDRAFT_05g011430) SORBI_05g019590(SORBIDRAFT_05g019590) SORBI_05g022310(SORBIDRAFT_05g022310) SORBI_05g022330(SORBIDRAFT_05g022330) SORBI_05g022340(SORBIDRAFT_05g022340) SORBI_05g022350(SORBIDRAFT_05g022350) SORBI_05g022360(SORBIDRAFT_05g022360) SORBI_05g022370(SORBIDRAFT_05g022370) SORBI_05g022720(SORBIDRAFT_05g022720) SORBI_08g002250(SORBIDRAFT_08g002250) SORBI_08g007250(SORBIDRAFT_08g007250)
ZMA: 
SITA: 
SMO: 
PPP: 
CRE: 
VCN: 
OLU: 
OTA: 
MIS: 
MPP: 
CSL: 
CVR: 
CME: 
GSL: 
CCP: 
SCE: 
YHR007C(ERG11)
AGO: 
ERC: 
KLA: 
LTH: 
PPA: 
VPO: 
ZRO: 
CGR: 
NCS: 
NCAS_0G00960(NCAS0G00960)
NDI: 
NDAI_0F01100(NDAI0F01100)
TPF: 
TPHA_0D02710(TPHA0D02710)
TBL: 
TBLA_0E02810(TBLA0E02810)
TDL: 
TDEL_0A04550(TDEL0A04550)
KAF: 
KAFR_0C05720(KAFR0C05720)
DHA: 
PIC: 
PGU: 
LEL: 
CAL: 
CaO19.922(ERG11)
CTP: 
CDU: 
CD36_50660(ERG11)
COT: 
YLI: 
CLU: 
NCR: 
SMP: 
PAN: 
TTT: 
MTM: 
MGR: 
FGR: 
NHE: 
VAL: 
SSL: 
BFU: 
ANI: 
NFI: 
AFM: 
AOR: 
AOR_1_1506014(AO090026000842) AOR_1_336154(AO090003000205)
ANG: 
ANI_1_314094(An11g02230) ANI_1_518114(An13g00090)
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: 
DDI: 
DPP: 
DFA: 
DFA_04411(CYP51)
ACAN: 
PTI: 
TPS: 
NGD: 
EHX: 
GTT: 
TBR: 
TCR: 
LMA: 
LIF: 
LDO: 
LMI: 
LBZ: 
NGR: 
MCA: 
MCA2711(cyp51)
MAH: 
GPB: 
NAR: 
NPP: 
MTU: 
Rv0764c(cyp51)
MTV: 
MTC: 
MRA: 
MRA_0773(cyp51)
MTF: 
MTB: 
MTK: 
MTZ: 
MTG: 
MTI: 
MTE: 
MTUR: 
CFBS_0803(cyp51)
MTL: 
MTO: 
MTN: 
MTJ: 
MTUB: 
MTUC: 
MTUE: 
MTX: 
MTUH: 
MTUL: 
MBO: 
Mb0787c(cyp51)
MBB: 
BCG_0816c(cyp51)
MBT: 
JTY_0786(cyp51)
MBM: 
MBK: 
MAF: 
MAF_07760(cyp51)
MCE: 
MCAN_07681(cyp51)
MCQ: 
MCV: 
MCX: 
MCZ: 
MPA: 
MAO: 
MAV: 
MIT: 
MIR: 
MIA: 
MID: 
MYO: 
MSM: 
MSG: 
MSMEI_5704(cyp51)
MSA: 
MUL: 
MUL_0473(cyp51B1)
MVA: 
MGI: 
MSP: 
MAB: 
MABB: 
MMV: 
MYCMA_0649(cyp51)
MMC: 
MKM: 
MJL: 
MJD: 
JDM601_3604(cyp51B1)
MMI: 
MMAR_4932(cyp51B1)
MRH: 
MMM: 
MCB: 
MKN: 
MNE: 
NFA: 
nfa25890(cyp51)
NCY: 
NBR: 
RHA: 
RER: 
RER_33770(cyp51)
REY: 
ROP: 
ROP_47700(cyp51)
REQ: 
GBR: 
GPO: 
GOR: 
SEN: 
SACE_3928(cyp51)
SESP: 
BN6_77630(cyp51)
 » show all
Taxonomy
Reference
1  [PMID:9076987]
  Authors
Bak S, Kahn RA, Olsen CE, Halkier BA.
  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.
  Journal
Plant. J. 11 (1997) 191-201.
  Organism
Sorghum bicolor [GN:sbi]
  Sequence
[up:P93846]
Reference
2  [PMID:1872829]
  Authors
Aoyama Y, Yoshida Y.
  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.
  Journal
Biochem. Biophys. Res. Commun. 178 (1991) 1064-71.
  Organism
Rattus norvegicus [GN:rno], Saccharomyces cerevisiae [GN:sce]
Reference
3  [PMID:1567403]
  Authors
Aoyama Y, Yoshida Y.
  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.
  Journal
Biochem. Biophys. Res. Commun. 183 (1992) 1266-72.
  Organism
Saccharomyces cerevisiae [GN:sce]
Reference
4
  Authors
Alexander, K., Akhtar, M., Boar, R.B., McGhie, J.F. and Barton, D.H.R.
  Title
The removal of the 32-carbon atom as formic acid in cholesterol biosynthesis.
  Journal
J. Chem. Soc. Chem. Commun. (1972) 383-385.
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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