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)
CFA: 102153215 102154725 119868057 475491(MSMO1)
VVP: 112916498
VLG: 121481576(MSMO1) 121481939 121483202 121485237 121501741
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
ZCA: 113910940 113925898(MSMO1) 118355980 118357008
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)
LAV: 100673111 100673402
TMU: 101361066 101361325
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)
PMUA: 114604004 114604312
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)
BGAR: 122940276 122940341
DRE: 406662(msmo1)
SRX: 107745062 107750426
SANH: 107655978 107702386
SGH: 107548349 107591587
CCAR: 109046545 109046546
CAUA: 113106929
IPU: 100304913(msmo1)
PHYP: 113544334(msmo1)
SMEO: 124381332(msmo1)
AMEX: 103040405(msmo1)
EEE: 113591218(msmo1)
TRU: 101070460(msmo1)
TNG: GSTEN00007230G001
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
OMY: 110515426 118946998
OGO: 124020867 124021427 124028478
ELS: 105008532(msmo1)
SFM: 108924344(msmo1)
PKI: 111837277
AANG: 118226680 118228243
LOC: 102694798(msmo1)
PSPA: 121295371(msmo1)
ARUT: 117408482
LCM: 102357049(MSMO1)
CMK: 103183717(msmo1)
RTP: 109915801 109929125
BFO: 118403198 118432732
BBEL: 109475810 109475811
SPU: 582397
APLC: 110977365
SKO: 100377445
LGI: LOTGIDRAFT_218137
PCAN: 112556490
BGT: 106050519
GAE: 121385219 121385537
HRF: 124116105
HRJ: 124283326
LAK: 106176186
TAD: TRIADDRAFT_53886
AQU: 100640449
QSU: 112022071 112029198
PVIR: 120654296
OLU: OSTLU_38826
OTA: OT_ostta05g04410
MIS: MICPUN_97969
SCE: YGR060W(ERG25)
AGO: AGOS_AFR572W
ERC: Ecym_6269
KLA: KLLA0_B08085g
KMX: KLMA_50284(ERG25)
LTH: KLTH0D13310g
VPO: Kpol_414p6 Kpol_472p14
ZRO: ZYRO0B07172g ZYRO0B07744g
CGR: CAGL0K04477g
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)
TGB: HG536_0E01240 HG536_0E01500
KAF: KAFR_0F04030(KAFR0F04030) KAFR_0G03150(KAFR0G03150)
ZMK: HG535_0B06210 HG535_0F01540
PPA: PAS_chr3_0053
DHA: DEHA2A12210g DEHA2G02640g
PIC: PICST_74706(ERG25) PICST_78360
PGU: PGUG_01908 PGUG_05253
SPAA: SPAPADRAFT_134612(SUR2.2) SPAPADRAFT_62633(ERG25)
LEL: LELG_00075 LELG_04249
CAL: CAALFM_C401530CA(ERG251) CAALFM_CR02370WA(ERG25)
CTP: CTRG_00198 CTRG_00908
COT: CORT_0A01460 CORT_0E01010
CDU: CD36_27330 CD36_41530
CTEN: CANTEDRAFT_109226(ERG25) CANTEDRAFT_131473(SUR2.2)
CLU: CLUG_00377 CLUG_02113
CLUS: A9F13_02g01804 A9F13_08g01859
CAUR: CJI97_000367
SLB: AWJ20_3517(ERG25)
PKZ: C5L36_0A11190 C5L36_0C08130
BNN: FOA43_001266(ERG25_1) FOA43_003536(ERG25_2)
BBRX: BRETT_002413(ERG25)
NCR: NCU06402
NTE: NEUTE1DRAFT116421(NEUTE1DRAFT_116421)
SMP: SMAC_00952
PAN: PODANSg7139
TTT: THITE_125790
MTM: MYCTH_109638
CTHR: CTHT_0032630
MGR: MGG_06133 MGG_17103
TMN: UCRPA7_7900
SSCK: SPSK_03491
FGR: FGSG_09830
FPU: FPSE_10346
FVR: FVEG_06448
FOX: FOXG_08223
NHE: NECHADRAFT_66520
TRE: TRIREDRAFT_44987
TRR: M419DRAFT_121962
MAW: MAC_06405
MAJ: MAA_05070
CMT: CCM_04265
PLJ: VFPFJ_00873
VAL: VDBG_05179
VDA: VDAG_08931
CFJ: CFIO01_07850
SAPO: SAPIO_CDS7179
ELA: UCREL1_10227
PFY: PFICI_05718
SSL: SS1G_13083
BFU: BCIN_01g00350
MBE: MBM_00630
PSCO: LY89DRAFT_138810
GLZ: GLAREA_08352
ANI: AN6973.2 AN8907.2
AFM: AFUA_4G04820 AFUA_8G02440
ACT: ACLA_043620 ACLA_067970
NFI: NFIA_096140
AOR: AO090010000667 AO090206000001
ANG: ANI_1_798034(An03g06410)
AFV: AFLA_014161
ALUC: AKAW2_40689A(ERG25) AKAW2_50990S
ACHE: ACHE_31017A(ERG25)
APUU: APUU_10643A(ERG25_1) APUU_21878S APUU_80630A(ERG25_3)
PCS: Pc13g05570 Pc21g21280
PDP: PDIP_14720
TMF: PMAA_005380
TRG: TRUGW13939_02030
CIM: CIMG_08508
CPW: CPC735_061710
URE: UREG_02575 UREG_07066
PBL: PAAG_01506
AJE: HCAG_07650
BGH: BDBG_09174
PNO: SNOG_08404
PTE: PTT_16124
BZE: COCCADRAFT_102195
BSC: COCSADRAFT_163448
BOR: COCMIDRAFT_33341
AALT: CC77DRAFT_1078410
ZTR: MYCGRDRAFT_36271(ERG25)
PFJ: MYCFIDRAFT_129730
BCOM: BAUCODRAFT_77677
NPA: UCRNP2_6043
TML: GSTUM_00002933001
SPO: SPAC630.08c(erg25)
CNE: CNC02410
CNB: CNBC4830
CGI: CGB_C3480W
TMS: TREMEDRAFT_41991
TASA: A1Q1_00651
TVS: TRAVEDRAFT_31953
DSQ: DICSQDRAFT_61779
PCO: PHACADRAFT_263261
SHS: STEHIDRAFT_122854
HIR: HETIRDRAFT_148092(smo1)
PSQ: PUNSTDRAFT_76406
ADL: AURDEDRAFT_21941
FME: FOMMEDRAFT_117464 FOMMEDRAFT_159067
GTR: GLOTRDRAFT_140138
LBC: LACBIDRAFT_182669(ERG25p-2)
MRR: Moror_3838
CCI: CC1G_04738
SCM: SCHCODRAFT_257479
ABP: AGABI1DRAFT115836(AGABI1DRAFT_115836)
ABV: AGABI2DRAFT228680(AGABI2DRAFT_228680)
CPUT: CONPUDRAFT_84211
SLA: SERLADRAFT_450707
WSE: WALSEDRAFT_53349
WIC: J056_002041
UMA: UMAG_05880
PFP: PFL1_02622
MRT: MRET_0062
MSYM: MSY001_2113
PGR: PGTG_07027
MLR: MELLADRAFT_45277
DDI: DDB_G0269788
DPP: DICPUDRAFT_156442
DFA: DFA_04635
ACAN: ACA1_058020
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)
R04501 R05733 R05734 R10057;
(other) R04328 R07509 R12403
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
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)
CFA: 102153215 102154725 119868057 475491(MSMO1)
VVP: 112916498
VLG: 121481576(MSMO1) 121481939 121483202 121485237 121501741
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
ZCA: 113910940 113925898(MSMO1) 118355980 118357008
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)
LAV: 100673111 100673402
TMU: 101361066 101361325
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)
PMUA: 114604004 114604312
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)
BGAR: 122940276 122940341
DRE: 406662(msmo1)
SRX: 107745062 107750426
SANH: 107655978 107702386
SGH: 107548349 107591587
CCAR: 109046545 109046546
CAUA: 113106929
IPU: 100304913(msmo1)
PHYP: 113544334(msmo1)
SMEO: 124381332(msmo1)
AMEX: 103040405(msmo1)
EEE: 113591218(msmo1)
TRU: 101070460(msmo1)
TNG: GSTEN00007230G001
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
OMY: 110515426 118946998
OGO: 124020867 124021427 124028478
ELS: 105008532(msmo1)
SFM: 108924344(msmo1)
PKI: 111837277
AANG: 118226680 118228243
LOC: 102694798(msmo1)
PSPA: 121295371(msmo1)
ARUT: 117408482
LCM: 102357049(MSMO1)
CMK: 103183717(msmo1)
RTP: 109915801 109929125
BFO: 118403198 118432732
BBEL: 109475810 109475811
SPU: 582397
APLC: 110977365
SKO: 100377445
LGI: LOTGIDRAFT_218137
PCAN: 112556490
BGT: 106050519
GAE: 121385219 121385537
HRF: 124116105
HRJ: 124283326
LAK: 106176186
TAD: TRIADDRAFT_53886
AQU: 100640449
QSU: 112022071 112029198
PVIR: 120654296
OLU: OSTLU_38826
OTA: OT_ostta05g04410
MIS: MICPUN_97969
SCE: YGR060W(ERG25)
AGO: AGOS_AFR572W
ERC: Ecym_6269
KLA: KLLA0_B08085g
KMX: KLMA_50284(ERG25)
LTH: KLTH0D13310g
VPO: Kpol_414p6 Kpol_472p14
ZRO: ZYRO0B07172g ZYRO0B07744g
CGR: CAGL0K04477g
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)
TGB: HG536_0E01240 HG536_0E01500
KAF: KAFR_0F04030(KAFR0F04030) KAFR_0G03150(KAFR0G03150)
ZMK: HG535_0B06210 HG535_0F01540
PPA: PAS_chr3_0053
DHA: DEHA2A12210g DEHA2G02640g
PIC: PICST_74706(ERG25) PICST_78360
PGU: PGUG_01908 PGUG_05253
SPAA: SPAPADRAFT_134612(SUR2.2) SPAPADRAFT_62633(ERG25)
LEL: LELG_00075 LELG_04249
CAL: CAALFM_C401530CA(ERG251) CAALFM_CR02370WA(ERG25)
CTP: CTRG_00198 CTRG_00908
COT: CORT_0A01460 CORT_0E01010
CDU: CD36_27330 CD36_41530
CTEN: CANTEDRAFT_109226(ERG25) CANTEDRAFT_131473(SUR2.2)
CLU: CLUG_00377 CLUG_02113
CLUS: A9F13_02g01804 A9F13_08g01859
CAUR: CJI97_000367
SLB: AWJ20_3517(ERG25)
PKZ: C5L36_0A11190 C5L36_0C08130
BNN: FOA43_001266(ERG25_1) FOA43_003536(ERG25_2)
BBRX: BRETT_002413(ERG25)
NCR: NCU06402
NTE: NEUTE1DRAFT116421(NEUTE1DRAFT_116421)
SMP: SMAC_00952
PAN: PODANSg7139
TTT: THITE_125790
MTM: MYCTH_109638
CTHR: CTHT_0032630
MGR: MGG_06133 MGG_17103
TMN: UCRPA7_7900
SSCK: SPSK_03491
FGR: FGSG_09830
FPU: FPSE_10346
FVR: FVEG_06448
FOX: FOXG_08223
NHE: NECHADRAFT_66520
TRE: TRIREDRAFT_44987
TRR: M419DRAFT_121962
MAW: MAC_06405
MAJ: MAA_05070
CMT: CCM_04265
PLJ: VFPFJ_00873
VAL: VDBG_05179
VDA: VDAG_08931
CFJ: CFIO01_07850
SAPO: SAPIO_CDS7179
ELA: UCREL1_10227
PFY: PFICI_05718
SSL: SS1G_13083
BFU: BCIN_01g00350
MBE: MBM_00630
PSCO: LY89DRAFT_138810
GLZ: GLAREA_08352
ANI: AN6973.2 AN8907.2
AFM: AFUA_4G04820 AFUA_8G02440
ACT: ACLA_043620 ACLA_067970
NFI: NFIA_096140
AOR: AO090010000667 AO090206000001
ANG: ANI_1_798034(An03g06410)
AFV: AFLA_014161
ALUC: AKAW2_40689A(ERG25) AKAW2_50990S
ACHE: ACHE_31017A(ERG25)
APUU: APUU_10643A(ERG25_1) APUU_21878S APUU_80630A(ERG25_3)
PCS: Pc13g05570 Pc21g21280
PDP: PDIP_14720
TMF: PMAA_005380
TRG: TRUGW13939_02030
CIM: CIMG_08508
CPW: CPC735_061710
URE: UREG_02575 UREG_07066
PBL: PAAG_01506
AJE: HCAG_07650
BGH: BDBG_09174
PNO: SNOG_08404
PTE: PTT_16124
BZE: COCCADRAFT_102195
BSC: COCSADRAFT_163448
BOR: COCMIDRAFT_33341
AALT: CC77DRAFT_1078410
ZTR: MYCGRDRAFT_36271(ERG25)
PFJ: MYCFIDRAFT_129730
BCOM: BAUCODRAFT_77677
NPA: UCRNP2_6043
TML: GSTUM_00002933001
SPO: SPAC630.08c(erg25)
CNE: CNC02410
CNB: CNBC4830
CGI: CGB_C3480W
TMS: TREMEDRAFT_41991
TASA: A1Q1_00651
TVS: TRAVEDRAFT_31953
DSQ: DICSQDRAFT_61779
PCO: PHACADRAFT_263261
SHS: STEHIDRAFT_122854
HIR: HETIRDRAFT_148092(smo1)
PSQ: PUNSTDRAFT_76406
ADL: AURDEDRAFT_21941
FME: FOMMEDRAFT_117464 FOMMEDRAFT_159067
GTR: GLOTRDRAFT_140138
LBC: LACBIDRAFT_182669(ERG25p-2)
MRR: Moror_3838
CCI: CC1G_04738
SCM: SCHCODRAFT_257479
ABP: AGABI1DRAFT115836(AGABI1DRAFT_115836)
ABV: AGABI2DRAFT228680(AGABI2DRAFT_228680)
CPUT: CONPUDRAFT_84211
SLA: SERLADRAFT_450707
WSE: WALSEDRAFT_53349
WIC: J056_002041
UMA: UMAG_05880
PFP: PFL1_02622
MRT: MRET_0062
MSYM: MSY001_2113
PGR: PGTG_07027
MLR: MELLADRAFT_45277
DDI: DDB_G0269788
DPP: DICPUDRAFT_156442
DFA: DFA_04635
ACAN: ACA1_058020
SPAR: SPRG_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
1.14.18.9
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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