KEGG   ORTHOLOGY: K07750
Entry
K07750                      KO                                     
Symbol
MESO1, ERG25
Name
methylsterol monooxygenase [EC:1.14.18.9]
Pathway
map00100  Steroid biosynthesis
map01100  Metabolic pathways
map01110  Biosynthesis of secondary metabolites
Module
M00101  Cholesterol biosynthesis, squalene 2,3-epoxide => cholesterol
M00102  Ergocalciferol biosynthesis, squalene 2,3-epoxide => ergosterol/ergocalciferol
Disease
H02132  Microcephaly syndrome
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09103 Lipid metabolism
   00100 Steroid biosynthesis
    K07750  MESO1, ERG25; methylsterol monooxygenase
Enzymes [BR:ko01000]
 1. Oxidoreductases
  1.14  Acting on paired donors, with incorporation or reduction of molecular oxygen
   1.14.18  With another compound as one donor, and incorporation of one atom of oxygen into the other donor
    1.14.18.9  4alpha-methylsterol monooxygenase
     K07750  MESO1, ERG25; methylsterol monooxygenase
Other DBs
RN: R07509 R10057 R12403
COG: COG3000
GO: 0000254
Genes
HSA: 6307(MSMO1)
PTR: 738493(MSMO1)
PPS: 100986460(MSMO1)
GGO: 101135163(MSMO1)
PON: 100173838(MSMO1)
NLE: 100603031(MSMO1)
MCC: 705106(MSMO1)
MCF: 101865422(MSMO1)
CSAB: 103236486(MSMO1)
CATY: 105597843(MSMO1)
PANU: 101014751(MSMO1)
TGE: 112624715(MSMO1)
RRO: 104663423(MSMO1)
RBB: 108521935(MSMO1)
TFN: 117086094(MSMO1)
PTEH: 111553617(MSMO1)
CJC: 100398666(MSMO1)
SBQ: 101053419(MSMO1)
CSYR: 103260649(MSMO1)
MMUR: 105874605(MSMO1)
OGA: 100946570(MSMO1) 100963672
MMU: 66234(Msmo1)
MCAL: 110300687(Msmo1)
MPAH: 110336636(Msmo1)
RNO: 140910(Msmo1)
MCOC: 116069371(Msmo1)
MUN: 110549058(Msmo1)
CGE: 100754784(Msmo1)
PLEU: 114701090(Msmo1)
NGI: 103732786(Msmo1)
HGL: 101719361(Msmo1)
CPOC: 100721665(Msmo1)
CCAN: 109687904(Msmo1)
DORD: 105991105(Msmo1)
DSP: 122127196(Msmo1)
OCU: 100343167(MSMO1)
OPI: 101534645(MSMO1)
TUP: 102495765(MSMO1)
VVP: 112916498
AML: 100478610(MSMO1)
UMR: 103658127(MSMO1)
UAH: 113255824(MSMO1)
UAR: 123793171(MSMO1)
ELK: 111154388
LLV: 125093068
MPUF: 101679369(MSMO1)
ORO: 101384837(MSMO1)
EJU: 114210190(MSMO1) 114211920
MLX: 118002100 118022180(MSMO1)
FCA: 101096978(MSMO1)
PYU: 121027544(MSMO1)
PBG: 122474826(MSMO1)
PTG: 102957399(MSMO1)
PPAD: 109262446(MSMO1)
AJU: 106967462(MSMO1)
HHV: 120243724(MSMO1)
BTA: 504481(MSMO1)
BOM: 102279364(MSMO1)
BIU: 109571212(MSMO1)
BBUB: 102414195(MSMO1)
CHX: 102180413(MSMO1)
OAS: 101121628(MSMO1)
ODA: 120871431(MSMO1)
CCAD: 122451219(MSMO1)
SSC: 396590(MSMO1)
CFR: 102519347(MSMO1)
CBAI: 105079739(MSMO1)
CDK: 105087398(MSMO1)
VPC: 102528719(MSMO1)
BACU: 103002999(MSMO1)
LVE: 103089686(MSMO1)
OOR: 101289371(MSMO1)
DLE: 111168093(MSMO1)
PCAD: 102973299(MSMO1)
PSIU: 116754694(MSMO1)
ECB: 100061552(MSMO1)
EPZ: 103567419(MSMO1)
EAI: 106837736(MSMO1)
MYB: 102263681(MSMO1)
MYD: 102755773(MSMO1)
MMYO: 118658212(MSMO1) 118670801
MLF: 102429336(MSMO1)
MNA: 107525574(MSMO1)
PKL: 118710661(MSMO1)
HAI: 109386939(MSMO1)
DRO: 112312647(MSMO1)
SHON: 118995373(MSMO1)
AJM: 119045728(MSMO1) 119052871
PDIC: 114491483 114503548(MSMO1)
PHAS: 123813809(MSMO1)
MMF: 118616449(MSMO1)
RFQ: 117038355(MSMO1)
PALE: 102896965(MSMO1)
PGIG: 120613476(MSMO1)
PVP: 105294493(MSMO1)
RAY: 107515609(MSMO1)
MJV: 108394573(MSMO1)
TOD: 119257953(MSMO1)
SARA: 101540126(MSMO1)
DNM: 101444004(MSMO1)
MDO: 100015712(MSMO1)
GAS: 123251413(MSMO1)
SHR: 100927294(MSMO1)
PCW: 110200933(MSMO1)
OAA: 100075041(MSMO1)
GGA: 422423(MSMO1)
PCOC: 116243179(MSMO1)
MGP: 100550538(MSMO1)
CJO: 107313018(MSMO1)
NMEL: 110397908(MSMO1)
APLA: 101804996(MSMO1)
ACYG: 106032325(MSMO1)
AFUL: 116488805(MSMO1)
TGU: 100222623(MSMO1)
LSR: 110481549(MSMO1)
SCAN: 103825935(MSMO1)
PMOA: 120498002(MSMO1)
OTC: 121331393(MSMO1)
PRUF: 121360311(MSMO1)
GFR: 102040644(MSMO1)
FAB: 101811763(MSMO1)
PHI: 102111371(MSMO1)
PMAJ: 107203507(MSMO1)
CCAE: 111927886(MSMO1)
CCW: 104690530(MSMO1)
ETL: 114057539(MSMO1)
ZAB: 102069282(MSMO1)
FPG: 101914205(MSMO1)
FCH: 102050992(MSMO1)
CLV: 102086288(MSMO1)
EGZ: 104124048(MSMO1)
NNI: 104021256(MSMO1)
ACUN: 113479492(MSMO1)
TALA: 104364590(MSMO1)
ACHC: 115334463 115346251(MSMO1)
AAM: 106484071(MSMO1)
AROW: 112965911(MSMO1)
NPD: 112949272(MSMO1)
DNE: 112997078(MSMO1)
ASN: 102373382(MSMO1)
AMJ: 102570191(MSMO1)
CPOO: 109309728(MSMO1) 109309860
GGN: 109300877(MSMO1)
PSS: 102449794(MSMO1)
CMY: 102930070(MSMO1)
CPIC: 101942968(MSMO1)
TST: 117878139(MSMO1)
CABI: 116827600(MSMO1)
MRV: 120407203(MSMO1)
ACS: 100552150(msmo1)
PVT: 110083492(MSMO1)
SUND: 121930499(MSMO1)
PBI: 103053887
PMUR: 107290875
TSR: 106550763(MSMO1)
PGUT: 117662130(MSMO1)
VKO: 123023869(MSMO1)
ZVI: 118083363(MSMO1)
GJA: 107116888(MSMO1)
XLA: 108704957(msmo1.L) 108706637(msmo1.S)
XTR: 780270(msmo1)
NPR: 108788887(MSMO1)
RTEM: 120920637(MSMO1)
BBUF: 120990091(MSMO1)
DRE: 406662(msmo1)
CAUA: 113106929
IPU: 100304913(msmo1)
PHYP: 113544334(msmo1)
SMEO: 124381332(msmo1)
AMEX: 103040405(msmo1)
EEE: 113591218(msmo1)
TRU: 101070460(msmo1)
LCO: 104933866(msmo1)
NCC: 104962899
CGOB: 115011059(msmo1)
ELY: 117254752(msmo1)
PLEP: 121942288(msmo1)
SLUC: 116034350(msmo1)
ECRA: 117960645(msmo1)
PFLV: 114566933(msmo1)
GAT: 120824998(msmo1)
PPUG: 119217594(msmo1)
MSAM: 119898812(msmo1)
CUD: 121508577(msmo1)
MZE: 101479801(msmo1)
ONL: 100692996(msmo1)
OAU: 116334008(msmo1)
OLA: 105354476(msmo1)
OML: 112137632(msmo1)
XMA: 102232647(msmo1)
XCO: 114144235(msmo1)
XHE: 116719995(msmo1)
PRET: 103460529(msmo1)
PFOR: 103136389(msmo1)
PLAI: 106964574(msmo1)
PMEI: 106908325(msmo1)
GAF: 122830418(msmo1)
CVG: 107090464(msmo1)
CTUL: 119774318(msmo1)
GMU: 124868425(msmo1)
NFU: 107374119(msmo1)
KMR: 108248634(msmo1)
ALIM: 106525846(msmo1)
NWH: 119422568(msmo1)
AOCE: 111574709(msmo1)
CSEM: 103384085(msmo1)
POV: 109638275(msmo1)
SSEN: 122770449(msmo1)
HHIP: 117764941(msmo1)
LCF: 108893083(msmo1)
SDU: 111216644(msmo1)
SLAL: 111657347(msmo1)
XGL: 120800169(msmo1)
HCQ: 109511157(msmo1)
BPEC: 110167589(msmo1)
MALB: 109972109(msmo1)
SASA: 106590825(msmo1)
OTW: 121844279(msmo1) 121844460
ELS: 105008532(msmo1)
SFM: 108924344(msmo1)
PKI: 111837277
LOC: 102694798(msmo1)
PSPA: 121295371(msmo1)
ARUT: 117408482
LCM: 102357049(MSMO1)
CMK: 103183717(msmo1)
SPU: 582397
APLC: 110977365
SKO: 100377445
PCAN: 112556490
BGT: 106050519
HRF: 124116105
HRJ: 124283326
LAK: 106176186
AQU: 100640449
PVIR: 120654296
SCE: YGR060W(ERG25)
ERC: Ecym_6269
KMX: KLMA_50284(ERG25)
NCS: NCAS_0A02240(NCAS0A02240) NCAS_0A02420(NCAS0A02420)
NDI: NDAI_0D04170(NDAI0D04170) NDAI_0D04450(NDAI0D04450)
TPF: TPHA_0B02330(TPHA0B02330) TPHA_0F01110(TPHA0F01110)
TBL: TBLA_0D02010(TBLA0D02010)
TDL: TDEL_0E01410(TDEL0E01410) TDEL_0E01680(TDEL0E01680)
KAF: KAFR_0F04030(KAFR0F04030) KAFR_0G03150(KAFR0G03150)
SPAA: SPAPADRAFT_134612(SUR2.2) SPAPADRAFT_62633(ERG25)
CAL: CAALFM_C401530CA(ERG251) CAALFM_CR02370WA(ERG25)
CTEN: CANTEDRAFT_109226(ERG25) CANTEDRAFT_131473(SUR2.2)
SLB: AWJ20_3517(ERG25)
BNN: FOA43_001266(ERG25_1) FOA43_003536(ERG25_2)
BBRX: BRETT_002413(ERG25)
NCR: NCU06402
NTE: NEUTE1DRAFT116421(NEUTE1DRAFT_116421)
SSCK: SPSK_03491
MAW: MAC_06405
MAJ: MAA_05070
CMT: CCM_04265
MBE: MBM_00630
ANG: ANI_1_798034(An03g06410)
ACHE: ACHE_31017A(ERG25)
APUU: APUU_10643A(ERG25_1) APUU_21878S APUU_80630A(ERG25_3)
PTE: PTT_16124
ZTR: MYCGRDRAFT_36271(ERG25)
SPO: SPAC630.08c(erg25)
CNE: CNC02410
CNB: CNBC4830
TASA: A1Q1_00651
HIR: HETIRDRAFT_148092(smo1)
LBC: LACBIDRAFT_182669(ERG25p-2)
ABP: AGABI1DRAFT115836(AGABI1DRAFT_115836)
ABV: AGABI2DRAFT228680(AGABI2DRAFT_228680)
MRT: MRET_0062
DFA: DFA_04635
SPAR: SPRG_01623
 » show all
Reference
PMID:7228857
  Authors
Fukushima H, Grinstead GF, Gaylor JL
  Title
Total enzymic synthesis of cholesterol from lanosterol. Cytochrome b5-dependence of 4-methyl sterol oxidase.
  Journal
J Biol Chem 256:4822-6 (1981)
Reference
PMID:8505296
  Authors
Pascal S, Taton M, Rahier A
  Title
Plant sterol biosynthesis. Identification and characterization of two distinct microsomal oxidative enzymatic systems involved in sterol C4-demethylation.
  Journal
J Biol Chem 268:11639-54 (1993)
Reference
PMID:8552601
  Authors
Bard M, Bruner DA, Pierson CA, Lees ND, Biermann B, Frye L, Koegel C, Barbuch R
  Title
Cloning and characterization of ERG25, the Saccharomyces cerevisiae gene encoding C-4 sterol methyl oxidase.
  Journal
Proc Natl Acad Sci U S A 93:186-90 (1996)
DOI:10.1073/pnas.93.1.186
Reference
PMID:8663358
  Authors
Li L, Kaplan J
  Title
Characterization of yeast methyl sterol oxidase (ERG25) and identification of a human homologue.
  Journal
J Biol Chem 271:16927-33 (1996)
DOI:10.1074/jbc.271.28.16927
  Sequence
[hsa:6307] [sce:YGR060W]
LinkDB

KEGG   ENZYME: 1.14.18.9
Entry
EC 1.14.18.9                Enzyme                                 
Name
4alpha-methylsterol monooxygenase;
methylsterol hydroxylase (ambiguous);
4-methylsterol oxidase (ambiguous);
4,4-dimethyl-5alpha-cholest-7-en-3beta-ol,hydrogen-donor:oxygen oxidoreductase (hydroxylating) (ambiguous);
methylsterol monooxygenase (ambiguous);
ERG25 (gene name);
MSMO1 (gene name);
4,4-dimethyl-5alpha-cholest-7-en-3beta-ol,ferrocytochrome-b5:oxygen oxidoreductase (hydroxylating) (ambiguous)
Class
Oxidoreductases;
Acting on paired donors, with incorporation or reduction of molecular oxygen;
With another compound as one donor, and incorporation of one atom of oxygen into the other donor
Sysname
4,4-dimethyl-5alpha-cholest-7-en-3beta-ol,ferrocytochrome-b5:oxygen oxidoreductase (C4alpha-methyl-hydroxylating)
Reaction(IUBMB)
4,4-dimethyl-5alpha-cholest-7-en-3beta-ol + 6 ferrocytochrome b5 + 3 O2 + 6 H+ = 3beta-hydroxy-4beta-methyl-5alpha-cholest-7-ene-4alpha-carboxylate + 6 ferricytochrome b5 + 4 H2O (overall reaction) [RN:R10057];
(1a) 4,4-dimethyl-5alpha-cholest-7-en-3beta-ol + 2 ferrocytochrome b5 + O2 + 2 H+ = 4alpha-hydroxymethyl-4beta-methyl-5alpha-cholest-7-en-3beta-ol + 2 ferricytochrome b5 + H2O [RN:R04501];
(1b) 4alpha-hydroxymethyl-4beta-methyl-5alpha-cholest-7-en-3beta-ol + 2 ferrocytochrome b5 + O2 + 2 H+ = 3beta-hydroxy-4beta-methyl-5alpha-cholest-7-ene-4alpha-carbaldehyde + 2 ferricytochrome b5 + 2 H2O [RN:R05733];
(1c) 3beta-hydroxy-4beta-methyl-5alpha-cholest-7-ene-4alpha-carbaldehyde + 2 ferrocytochrome b5 + O2 + 2 H+ = 3beta-hydroxy-4beta-methyl-5alpha-cholest-7-ene-4alpha-carboxylate + 2 ferricytochrome b5 + H2O [RN:R05734]
Reaction(KEGG)
Substrate
4,4-dimethyl-5alpha-cholest-7-en-3beta-ol [CPD:C04530];
ferrocytochrome b5 [CPD:C00999];
O2 [CPD:C00007];
H+ [CPD:C00080];
4alpha-hydroxymethyl-4beta-methyl-5alpha-cholest-7-en-3beta-ol [CPD:C04814];
3beta-hydroxy-4beta-methyl-5alpha-cholest-7-ene-4alpha-carbaldehyde [CPD:C11509]
Product
3beta-hydroxy-4beta-methyl-5alpha-cholest-7-ene-4alpha-carboxylate [CPD:C04840];
ferricytochrome b5 [CPD:C00996];
H2O [CPD:C00001];
4alpha-hydroxymethyl-4beta-methyl-5alpha-cholest-7-en-3beta-ol [CPD:C04814];
3beta-hydroxy-4beta-methyl-5alpha-cholest-7-ene-4alpha-carbaldehyde [CPD:C11509]
Comment
This enzyme is found in fungi and animals and catalyses a step in the biosynthesis of important sterol molecules such as ergosterol and cholesterol, respectively. The enzyme acts on the 4alpha-methyl group. Subsequent decarboxylation by EC 1.1.1.170, 3beta-hydroxysteroid-4alpha-carboxylate 3-dehydrogenase (decarboxylating), occurs concomitantly with epimerization of the remaining 4beta-methyl into the 4alpha position, thus making it a suitable substrate for a second round of catalysis. cf. EC 1.14.13.246, 4beta-methylsterol monooxygenase; EC 1.14.18.10, plant 4,4-dimethylsterol C-4alpha-methyl-monooxygenase; and EC 1.14.18.11, plant 4alpha-monomethylsterol monooxygenase.
History
EC 1.14.18.9 created 1972 as EC 1.14.99.16, transferred 2002 to EC 1.14.13.72, transferred 2017 to EC 1.14.18.9, modified 2019
Pathway
ec00100  Steroid biosynthesis
ec01100  Metabolic pathways
ec01110  Biosynthesis of secondary metabolites
Orthology
K07750  methylsterol monooxygenase
Genes
HSA6307(MSMO1)
PTR738493(MSMO1)
PPS100986460(MSMO1)
GGO101135163(MSMO1)
PON100173838(MSMO1)
NLE100603031(MSMO1)
MCC705106(MSMO1)
MCF101865422(MSMO1)
CSAB103236486(MSMO1)
CATY105597843(MSMO1)
PANU101014751(MSMO1)
TGE112624715(MSMO1)
RRO104663423(MSMO1)
RBB108521935(MSMO1)
TFN117086094(MSMO1)
PTEH111553617(MSMO1)
CJC100398666(MSMO1)
SBQ101053419(MSMO1)
CSYR103260649(MSMO1)
MMUR105874605(MSMO1)
OGA100946570(MSMO1) 100963672
MMU66234(Msmo1)
MCAL110300687(Msmo1)
MPAH110336636(Msmo1)
RNO140910(Msmo1)
MCOC116069371(Msmo1)
MUN110549058(Msmo1)
CGE100754784(Msmo1)
PLEU114701090(Msmo1)
NGI103732786(Msmo1)
HGL101719361(Msmo1)
CPOC100721665(Msmo1)
CCAN109687904(Msmo1)
DORD105991105(Msmo1)
DSP122127196(Msmo1)
OCU100343167(MSMO1)
OPI101534645(MSMO1)
TUP102495765(MSMO1)
CFA102153215 102154725 119868057 475491(MSMO1)
VVP112916498
VLG121481576(MSMO1) 121481939 121483202 121485237 121501741
AML100478610(MSMO1)
UMR103658127(MSMO1)
UAH113255824(MSMO1)
UAR123793171(MSMO1)
ELK111154388
LLV125093068
MPUF101679369(MSMO1)
ORO101384837(MSMO1)
EJU114210190(MSMO1) 114211920
ZCA113910940 113925898(MSMO1) 118355980 118357008
MLX118002100 118022180(MSMO1)
FCA101096978(MSMO1)
PYU121027544(MSMO1)
PBG122474826(MSMO1)
PTG102957399(MSMO1)
PPAD109262446(MSMO1)
AJU106967462(MSMO1)
HHV120243724(MSMO1)
BTA504481(MSMO1)
BOM102279364(MSMO1)
BIU109571212(MSMO1)
BBUB102414195(MSMO1)
CHX102180413(MSMO1)
OAS101121628(MSMO1)
ODA120871431(MSMO1)
CCAD122451219(MSMO1)
SSC396590(MSMO1)
CFR102519347(MSMO1)
CBAI105079739(MSMO1)
CDK105087398(MSMO1)
VPC102528719(MSMO1)
BACU103002999(MSMO1)
LVE103089686(MSMO1)
OOR101289371(MSMO1)
DLE111168093(MSMO1)
PCAD102973299(MSMO1)
PSIU116754694(MSMO1)
ECB100061552(MSMO1)
EPZ103567419(MSMO1)
EAI106837736(MSMO1)
MYB102263681(MSMO1)
MYD102755773(MSMO1)
MMYO118658212(MSMO1) 118670801
MLF102429336(MSMO1)
MNA107525574(MSMO1)
PKL118710661(MSMO1)
HAI109386939(MSMO1)
DRO112312647(MSMO1)
SHON118995373(MSMO1)
AJM119045728(MSMO1) 119052871
PDIC114491483 114503548(MSMO1)
PHAS123813809(MSMO1)
MMF118616449(MSMO1)
RFQ117038355(MSMO1)
PALE102896965(MSMO1)
PGIG120613476(MSMO1)
PVP105294493(MSMO1)
RAY107515609(MSMO1)
MJV108394573(MSMO1)
TOD119257953(MSMO1)
SARA101540126(MSMO1)
LAV100673111 100673402
TMU101361066 101361325
DNM101444004(MSMO1)
MDO100015712(MSMO1)
GAS123251413(MSMO1)
SHR100927294(MSMO1)
PCW110200933(MSMO1)
OAA100075041(MSMO1)
GGA422423(MSMO1)
PCOC116243179(MSMO1)
MGP100550538(MSMO1)
CJO107313018(MSMO1)
NMEL110397908(MSMO1)
APLA101804996(MSMO1)
ACYG106032325(MSMO1)
AFUL116488805(MSMO1)
TGU100222623(MSMO1)
LSR110481549(MSMO1)
SCAN103825935(MSMO1)
PMOA120498002(MSMO1)
OTC121331393(MSMO1)
PRUF121360311(MSMO1)
GFR102040644(MSMO1)
FAB101811763(MSMO1)
PHI102111371(MSMO1)
PMAJ107203507(MSMO1)
CCAE111927886(MSMO1)
CCW104690530(MSMO1)
ETL114057539(MSMO1)
ZAB102069282(MSMO1)
FPG101914205(MSMO1)
FCH102050992(MSMO1)
CLV102086288(MSMO1)
EGZ104124048(MSMO1)
NNI104021256(MSMO1)
ACUN113479492(MSMO1)
TALA104364590(MSMO1)
ACHC115334463 115346251(MSMO1)
AAM106484071(MSMO1)
AROW112965911(MSMO1)
NPD112949272(MSMO1)
DNE112997078(MSMO1)
ASN102373382(MSMO1)
AMJ102570191(MSMO1)
CPOO109309728(MSMO1) 109309860
GGN109300877(MSMO1)
PSS102449794(MSMO1)
CMY102930070(MSMO1)
CPIC101942968(MSMO1)
TST117878139(MSMO1)
CABI116827600(MSMO1)
MRV120407203(MSMO1)
ACS100552150(msmo1)
PVT110083492(MSMO1)
SUND121930499(MSMO1)
PBI103053887
PMUR107290875
TSR106550763(MSMO1)
PGUT117662130(MSMO1)
VKO123023869(MSMO1)
PMUA114604004 114604312
ZVI118083363(MSMO1)
GJA107116888(MSMO1)
XLA108704957(msmo1.L) 108706637(msmo1.S)
XTR780270(msmo1)
NPR108788887(MSMO1)
RTEM120920637(MSMO1)
BBUF120990091(MSMO1)
BGAR122940276 122940341
DRE406662(msmo1)
SRX107745062 107750426
SANH107655978 107702386
SGH107548349 107591587
CCAR109046545 109046546
CAUA113106929
IPU100304913(msmo1)
PHYP113544334(msmo1)
SMEO124381332(msmo1)
AMEX103040405(msmo1)
EEE113591218(msmo1)
TRU101070460(msmo1)
TNGGSTEN00007230G001
LCO104933866(msmo1)
NCC104962899
CGOB115011059(msmo1)
ELY117254752(msmo1)
PLEP121942288(msmo1)
SLUC116034350(msmo1)
ECRA117960645(msmo1)
PFLV114566933(msmo1)
GAT120824998(msmo1)
PPUG119217594(msmo1)
MSAM119898812(msmo1)
CUD121508577(msmo1)
MZE101479801(msmo1)
ONL100692996(msmo1)
OAU116334008(msmo1)
OLA105354476(msmo1)
OML112137632(msmo1)
XMA102232647(msmo1)
XCO114144235(msmo1)
XHE116719995(msmo1)
PRET103460529(msmo1)
PFOR103136389(msmo1)
PLAI106964574(msmo1)
PMEI106908325(msmo1)
GAF122830418(msmo1)
CVG107090464(msmo1)
CTUL119774318(msmo1)
GMU124868425(msmo1)
NFU107374119(msmo1)
KMR108248634(msmo1)
ALIM106525846(msmo1)
NWH119422568(msmo1)
AOCE111574709(msmo1)
CSEM103384085(msmo1)
POV109638275(msmo1)
SSEN122770449(msmo1)
HHIP117764941(msmo1)
LCF108893083(msmo1)
SDU111216644(msmo1)
SLAL111657347(msmo1)
XGL120800169(msmo1)
HCQ109511157(msmo1)
BPEC110167589(msmo1)
MALB109972109(msmo1)
SASA106590825(msmo1)
OTW121844279(msmo1) 121844460
OMY110515426 118946998
OGO124020867 124021427 124028478
ELS105008532(msmo1)
SFM108924344(msmo1)
PKI111837277
AANG118226680 118228243
LOC102694798(msmo1)
PSPA121295371(msmo1)
ARUT117408482
LCM102357049(MSMO1)
CMK103183717(msmo1)
RTP109915801 109929125
BFO118403198 118432732
BBEL109475810 109475811
SPU582397
APLC110977365
SKO100377445
LGILOTGIDRAFT_218137
PCAN112556490
BGT106050519
GAE121385219 121385537
HRF124116105
HRJ124283326
LAK106176186
TADTRIADDRAFT_53886
AQU100640449
QSU112022071 112029198
PVIR120654296
OLUOSTLU_38826
OTAOT_ostta05g04410
MISMICPUN_97969
SCEYGR060W(ERG25)
AGOAGOS_AFR572W
ERCEcym_6269
KLAKLLA0_B08085g
KMXKLMA_50284(ERG25)
LTHKLTH0D13310g
VPOKpol_414p6 Kpol_472p14
ZROZYRO0B07172g ZYRO0B07744g
CGRCAGL0K04477g
NCSNCAS_0A02240(NCAS0A02240) NCAS_0A02420(NCAS0A02420)
NDINDAI_0D04170(NDAI0D04170) NDAI_0D04450(NDAI0D04450)
TPFTPHA_0B02330(TPHA0B02330) TPHA_0F01110(TPHA0F01110)
TBLTBLA_0D02010(TBLA0D02010)
TDLTDEL_0E01410(TDEL0E01410) TDEL_0E01680(TDEL0E01680)
TGBHG536_0E01240 HG536_0E01500
KAFKAFR_0F04030(KAFR0F04030) KAFR_0G03150(KAFR0G03150)
ZMKHG535_0B06210 HG535_0F01540
PPAPAS_chr3_0053
DHADEHA2A12210g DEHA2G02640g
PICPICST_74706(ERG25) PICST_78360
PGUPGUG_01908 PGUG_05253
SPAASPAPADRAFT_134612(SUR2.2) SPAPADRAFT_62633(ERG25)
LELLELG_00075 LELG_04249
CALCAALFM_C401530CA(ERG251) CAALFM_CR02370WA(ERG25)
CTPCTRG_00198 CTRG_00908
COTCORT_0A01460 CORT_0E01010
CDUCD36_27330 CD36_41530
CTENCANTEDRAFT_109226(ERG25) CANTEDRAFT_131473(SUR2.2)
CLUCLUG_00377 CLUG_02113
CLUSA9F13_02g01804 A9F13_08g01859
CAURCJI97_000367
SLBAWJ20_3517(ERG25)
PKZC5L36_0A11190 C5L36_0C08130
BNNFOA43_001266(ERG25_1) FOA43_003536(ERG25_2)
BBRXBRETT_002413(ERG25)
NCRNCU06402
NTENEUTE1DRAFT116421(NEUTE1DRAFT_116421)
SMPSMAC_00952
PANPODANSg7139
TTTTHITE_125790
MTMMYCTH_109638
CTHRCTHT_0032630
MGRMGG_06133 MGG_17103
TMNUCRPA7_7900
SSCKSPSK_03491
FGRFGSG_09830
FPUFPSE_10346
FVRFVEG_06448
FOXFOXG_08223
NHENECHADRAFT_66520
TRETRIREDRAFT_44987
TRRM419DRAFT_121962
MAWMAC_06405
MAJMAA_05070
CMTCCM_04265
PLJVFPFJ_00873
VALVDBG_05179
VDAVDAG_08931
CFJCFIO01_07850
SAPOSAPIO_CDS7179
ELAUCREL1_10227
PFYPFICI_05718
SSLSS1G_13083
BFUBCIN_01g00350
MBEMBM_00630
PSCOLY89DRAFT_138810
GLZGLAREA_08352
ANIAN6973.2 AN8907.2
AFMAFUA_4G04820 AFUA_8G02440
ACTACLA_043620 ACLA_067970
NFINFIA_096140
AORAO090010000667 AO090206000001
ANGANI_1_798034(An03g06410)
AFVAFLA_014161
ALUCAKAW2_40689A(ERG25) AKAW2_50990S
ACHEACHE_31017A(ERG25)
APUUAPUU_10643A(ERG25_1) APUU_21878S APUU_80630A(ERG25_3)
PCSPc13g05570 Pc21g21280
PDPPDIP_14720
TMFPMAA_005380
TRGTRUGW13939_02030
CIMCIMG_08508
CPWCPC735_061710
UREUREG_02575 UREG_07066
PBLPAAG_01506
AJEHCAG_07650
BGHBDBG_09174
PNOSNOG_08404
PTEPTT_16124
BZECOCCADRAFT_102195
BSCCOCSADRAFT_163448
BORCOCMIDRAFT_33341
AALTCC77DRAFT_1078410
ZTRMYCGRDRAFT_36271(ERG25)
PFJMYCFIDRAFT_129730
BCOMBAUCODRAFT_77677
NPAUCRNP2_6043
TMLGSTUM_00002933001
SPOSPAC630.08c(erg25)
CNECNC02410
CNBCNBC4830
CGICGB_C3480W
TMSTREMEDRAFT_41991
TASAA1Q1_00651
TVSTRAVEDRAFT_31953
DSQDICSQDRAFT_61779
PCOPHACADRAFT_263261
SHSSTEHIDRAFT_122854
HIRHETIRDRAFT_148092(smo1)
PSQPUNSTDRAFT_76406
ADLAURDEDRAFT_21941
FMEFOMMEDRAFT_117464 FOMMEDRAFT_159067
GTRGLOTRDRAFT_140138
LBCLACBIDRAFT_182669(ERG25p-2)
MRRMoror_3838
CCICC1G_04738
SCMSCHCODRAFT_257479
ABPAGABI1DRAFT115836(AGABI1DRAFT_115836)
ABVAGABI2DRAFT228680(AGABI2DRAFT_228680)
CPUTCONPUDRAFT_84211
SLASERLADRAFT_450707
WSEWALSEDRAFT_53349
WICJ056_002041
UMAUMAG_05880
PFPPFL1_02622
MRTMRET_0062
MSYMMSY001_2113
PGRPGTG_07027
MLRMELLADRAFT_45277
DDIDDB_G0269788
DPPDICPUDRAFT_156442
DFADFA_04635
ACANACA1_058020
SPARSPRG_01623
 » show all
Reference
1  [PMID:4383278]
  Authors
Miller WL, Kalafer ME, Gaylor JL, Delwiche CV.
  Title
Investigation of the component reactions of oxidative sterol demethylation. Study of the aerobic and anaerobic processes.
  Journal
Biochemistry 6:2673-8 (1967)
DOI:10.1021/bi00861a005
Reference
2  [PMID:4234469]
  Authors
Gaylor JL, Mason HS.
  Title
Investigation of the component reactions of oxidative sterol demethylation. Evidence against participation of cytochrome P-450.
  Journal
J Biol Chem 243:4966-72 (1968)
Reference
3  [PMID:5791927]
  Authors
Sharpless KB, Snyder TE, Spencer TA, Maheshwari KK, Nelson JA
  Title
Biological demethylation of 4,4-dimethyl sterols, Evidence for enzymic epimerization of the 4beta-methyl group prior to its oxidative removal.
  Journal
J Am Chem Soc 91:3394-6 (1969)
DOI:10.1021/ja01040a065
Reference
4  [PMID:7430141]
  Authors
Brady DR, Crowder RD, Hayes WJ
  Title
Mixed function oxidases in sterol metabolism. Source of reducing equivalents.
  Journal
J Biol Chem 255:10624-9 (1980)
Reference
5  [PMID:7228857]
  Authors
Fukushima H, Grinstead GF, Gaylor JL
  Title
Total enzymic synthesis of cholesterol from lanosterol. Cytochrome b5-dependence of 4-methyl sterol oxidase.
  Journal
J Biol Chem 256:4822-6 (1981)
Reference
6  [PMID:3949790]
  Authors
Kawata S, Trzaskos JM, Gaylor JL.
  Title
Affinity chromatography of microsomal enzymes on immobilized detergent-solubilized cytochrome b5.
  Journal
J Biol Chem 261:3790-9 (1986)
Other DBs
ExplorEnz - The Enzyme Database: 1.14.18.9
IUBMB Enzyme Nomenclature: 1.14.18.9
ExPASy - ENZYME nomenclature database: 1.14.18.9
BRENDA, the Enzyme Database: 1.14.18.9
CAS: 37256-80-7
LinkDB

KEGG   REACTION: R12403
Entry
R12403                      Reaction                               
Name
4alpha-methylzymosterol,ferrocytochrome-b5:oxygen oxidoreductase (hydroxylating)
Definition
4alpha-Methylzymosterol + 6 Ferrocytochrome b5 + 3 Oxygen + 6 H+ <=> 4alpha-Carboxy-5alpha-cholesta-8,24-dien-3beta-ol + 6 Ferricytochrome b5 + 4 H2O
Equation
C05103 + 6 C00999 + 3 C00007 + 6 C00080 <=> C22112 + 6 C00996 + 4 C00001
Comment
three-step reaction
Reaction class
RC03537  C05103_C22112
Enzyme
Pathway
rn00100  Steroid biosynthesis
rn01100  Metabolic pathways
rn01110  Biosynthesis of secondary metabolites
Module
M00101  Cholesterol biosynthesis, squalene 2,3-epoxide => cholesterol
M00102  Ergocalciferol biosynthesis, squalene 2,3-epoxide => ergosterol/ergocalciferol
Orthology
K07750  methylsterol monooxygenase [EC:1.14.18.9]
LinkDB

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