KEGG   ENZYME: 1.14.19.21
Entry
EC 1.14.19.21               Enzyme                                 

Name
cholesterol 7-desaturase;
nvd (gene name);
daf-36 (gene name)
Class
Oxidoreductases;
Acting on paired donors, with incorporation or reduction of molecular oxygen;
With oxidation of a pair of donors resulting in the reduction of O2 to two molecules of water
Sysname
cholesterol,NAD(P)H:oxygen oxidoreductase (7,8 dehydrogenating)
Reaction(IUBMB)
cholesterol + O2 + NAD(P)H + H+ = cholesta-5,7-dien-3beta-ol + NAD(P)+ + 2 H2O [RN:R11007 R11008]
Reaction(KEGG)
R11007 R11008
Substrate
cholesterol [CPD:C00187];
O2 [CPD:C00007];
NADH [CPD:C00004];
NADPH [CPD:C00005];
H+ [CPD:C00080]
Product
cholesta-5,7-dien-3beta-ol [CPD:C01164];
NAD+ [CPD:C00003];
NADP+ [CPD:C00006];
H2O [CPD:C00001]
Comment
The enzyme, characterized from several organisms including the worm Caenorhabditis elegans, the fly Drosophila melanogaster, and the ciliate Tetrahymena thermophila, is a Rieske oxygenase. In insects it participates in the the biosythesis of ecdysteroid hormones. The electrons are transferred from NAD(P)H via an electron transfer chain likely to include ferredoxin reductase and ferredoxin. The enzyme differs from regular desaturases, such as EC 1.14.19.20, 7-sterol 5(6)-desaturase, which are cytochrome b5-dependent and contain the three His-boxes that are typical to most desaturases.
History
EC 1.14.19.21 created 2015
Pathway
ec00981  Insect hormone biosynthesis
Orthology
K14938  cholesterol 7-desaturase
Genes
GGA: 427775
MGP: 104913710
CJO: 107321655
NMEL: 110407053
APLA: 101805447
ETL: 114064164
FPG: 101919122
FCH: 102047190
CLV: 102098254
EGZ: 104124000
NNI: 104022360
ACUN: 113486626
PADL: 103918965
AAM: 106487012
ASN: 102371146
AMJ: 102565749
PSS: 102455749
CMY: 102936991
CPIC: 101940467
ACS: 100558783
PVT: 110087450
PBI: 103066999
PMUR: 107302524
TSR: 106548819
GJA: 107120404
XLA: 108698103(cnsy17) 779348(MGC154819)
XTR: 100216141
NPR: 108795927
DRE: 436885(zgc:92275)
SGH: 107584623
CCAR: 109045525
IPU: 108279335
PHYP: 113535713
AMEX: 103022783
EEE: 113573769
TRU: 101069484
LCO: 104936331
NCC: 104958128
MZE: 101475379
ONL: 100702604
XMA: 102227123
XCO: 114150182
PRET: 103473999
CVG: 107102253
NFU: 107375133
KMR: 108241378
AOCE: 111571560
CSEM: 103389306
POV: 109640312
LCF: 108894422
SDU: 111238492
SLAL: 111650147
BPEC: 110172811
SASA: 106565467
OTW: 112219356
SALP: 111961562
ELS: 105024189
SFM: 108922591
PKI: 111853969
LCM: 102356630
CMK: 103183010
RTP: 109938749
SPU: 592788
SKO: 100374996
DME: Dmel_CG40050(nvd)
DER: 26527012
DSR: 110187751
DPE: 113565812
DMN: 108153908
DWI: 6648040
DAZ: 108621623
DNV: 108649185
DHE: 111598510
LCQ: 111688255
AAG: 5574523
AME: 107965828
BIM: 100745011
BTER: 100649007
CCAL: 108631726
OBB: 114876484
SOC: 105204704
MPHA: 105836516
AEC: 105154519
PBAR: 105430807
VEM: 105563098
HST: 105187219
DQU: 106741859
CFO: 105251516
LHU: 105674672
PGC: 109856152
OBO: 105277313
PCF: 106783952
CSOL: 105367830
BMOR: 733067(Nvd)
BMAN: 114251510
PRAP: 110997305
TNL: 113509023
PXY: 105380845
API: 100162250
DNX: 107165578
AGS: 114126496
RMD: 113551662
CLEC: 106673050
ZNE: 110826966
PVM: 113823163
TUT: 107371675
DPTE: 113795498
PTEP: 107441755
CEL: CELE_C12D8.5(daf-36)
CBR: CBG09553(Cbr-daf-36)
PCAN: 112575618
MYI: 110464414
OBI: 106883186
NVE: 5515211
EPA: 110251413
ADF: 107344862
AMIL: 114947222
PDAM: 113681662
SPIS: 111326686
DGT: 114530380
AQU: 100634894
SMIN: v1.2.004636.t1(symbB.v1.2.004636.t1)
BCN: Bcen_1322
BMU: Bmul_5949
BMK: DM80_6398
SMAL: SMALA_1177
TCU: Tcur_2516
PSEA: WY02_22000
PSEH: XF36_05215
TER: Tery_0576
 » show all
Reference
1  [PMID:21632547]
  Authors
Yoshiyama-Yanagawa T, Enya S, Shimada-Niwa Y, Yaguchi S, Haramoto Y, Matsuya T, Shiomi K, Sasakura Y, Takahashi S, Asashima M, Kataoka H, Niwa R
  Title
The conserved Rieske oxygenase DAF-36/Neverland is a novel cholesterol-metabolizing enzyme.
  Journal
J Biol Chem 286:25756-62 (2011)
DOI:10.1074/jbc.M111.244384
  Sequence
Reference
2  [PMID:21749634]
  Authors
Wollam J, Magomedova L, Magner DB, Shen Y, Rottiers V, Motola DL, Mangelsdorf DJ, Cummins CL, Antebi A
  Title
The Rieske oxygenase DAF-36 functions as a cholesterol 7-desaturase in steroidogenic pathways governing longevity.
  Journal
Aging Cell 10:879-84 (2011)
DOI:10.1111/j.1474-9726.2011.00733.x
  Sequence
Reference
3  [PMID:23603937]
  Authors
Najle SR, Nusblat AD, Nudel CB, Uttaro AD
  Title
The Sterol-C7 desaturase from the ciliate Tetrahymena thermophila is a Rieske Oxygenase, which is highly conserved in animals.
  Journal
Mol Biol Evol 30:1630-43 (2013)
DOI:10.1093/molbev/mst076
Reference
4  [PMID:24244885]
  Authors
Barry SM, Challis GL
  Title
Mechanism and Catalytic Diversity of Rieske Non-Heme Iron-Dependent Oxygenases.
  Journal
ACS Catal 3 (2013)
DOI:10.1021/cs400087p
Other DBs
ExplorEnz - The Enzyme Database: 1.14.19.21
IUBMB Enzyme Nomenclature: 1.14.19.21
ExPASy - ENZYME nomenclature database: 1.14.19.21
BRENDA, the Enzyme Database: 1.14.19.21

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