KEGG ENZYME: 1.14.14.26

ENZYME: 1.14.14.26

Entry

EC 1.14.14.26               Enzyme

Name

24-hydroxycholesterol 7alpha-hydroxylase;
24-hydroxycholesterol 7alpha-monooxygenase;
CYP39A1;
CYP39A1 oxysterol 7alpha-hydroxylase

Class

Oxidoreductases;
Acting on paired donors, with incorporation or reduction of molecular oxygen;
With reduced flavin or flavoprotein as one donor, and incorporation of one atom of oxygen into the other donor

Sysname

(24S)-cholest-5-ene-3beta,24-diol,NADPH---hemoprotein reductase:oxygen oxidoreductase (7alpha-hydroxylating)

Reaction(IUBMB)

(24S)-cholest-5-ene-3beta,24-diol + [reduced NADPH---hemoprotein reductase] + O2 = (24S)-cholest-5-ene-3beta,7alpha,24-triol + [oxidized NADPH---hemoprotein reductase] + H2O [RN:R07208]

Reaction(KEGG)

R07208

Substrate

(24S)-cholest-5-ene-3beta,24-diol [CPD:C13550];
[reduced NADPH---hemoprotein reductase] [CPD:C03024];
O2 [CPD:C00007]

Product

(24S)-cholest-5-ene-3beta,7alpha,24-triol [CPD:C15518];
[oxidized NADPH---hemoprotein reductase] [CPD:C03161];
H2O [CPD:C00001]

Comment

A P-450 heme-thiolate protein that is found in liver microsomes and in ciliary non-pigmented epithelium [2]. The enzyme is specific for (24S)-cholest-5-ene-3beta,24-diol, which is formed mostly in the brain by EC 1.14.14.25, cholesterol 24-hydroxylase. The direct electron donor to the enzyme is EC 1.6.2.4, NADPH---hemoprotein reductase.

History

EC 1.14.14.26 created 2005 as EC 1.14.13.99, transferred 2016 to EC 1.14.14.26

Pathway

ec00120

Primary bile acid biosynthesis

Orthology

K07439

24-hydroxycholesterol 7alpha-hydroxylase

Genes

HSA:	51302(CYP39A1)

PTR:	462743(CYP39A1)

PPS:	100994949(CYP39A1)

GGO:

101153001

PON:

100458771

NLE:

100604697

HMH:

116460488

MCC:	704242(CYP39A1)

MCF:	102145162(CYP39A1)

MTHB:

126952680

MNI:

105490924

CSAB:

103221412(CYP39A1)

CATY:

105590835

PANU:

101009400

TGE:

112623818

MLEU:

105544373

RRO:

104656795

RBB:

108533423

TFN:

117087312

PTEH:

111543188

CANG:

105524867

CJC:	100414008(CYP39A1)

SBQ:

101047750

CIMI:

108286980(CYP39A1)

CSYR:

103253843 103259544

MMUR:

105860259

LCAT:

123632914

PCOQ:

105826662

OGA:

100964357

MMU:	56050(Cyp39a1)

MCAL:

110283986

MPAH:

110336040

RNO:	301264(Cyp39a1)

MCOC:

116074246

ANU:

117722187

MUN:

110552112

CGE:

100759356

MAUA:

101823549

PROB:

127236572

PLEU:

114707856

MORG:

121450734

MFOT:

126486835

AAMP:

119823934

NGI:

103744879

HGL:

101717854

CPOC:

100733616

CCAN:

109698382

DORD:

105987725

DSP:

122101567

PLOP:

125352514

NCAR:

124988759

MMMA:

107143971

OCU:

100345427

OPI:

101527574

TUP:

102475202

GVR:

103593052

CFA:	481825(CYP39A1)

CLUD:

112641685

VVP:

112914049

VLG:

121474005

NPO:

129512503

AML:

100466240

UMR:

103664036

UAH:

113261234

UAR:

123795184

ELK:

111147739

LLV:

125103191

MPUF:

101676932

MNP:

132017992

MLK:

131834056

NVS:

122908865

ORO:

101375591

EJU:

114204373

ZCA:

113926683

MLX:

118000690

NSU:

110582099

LWW:

102727760

FCA:	101100564(CYP39A1)

PYU:

121029540

PCOO:

112862366

PBG:

122489590

PVIV:

125166328

LRUF:

124529276

PTG:

102970914

PPAD:

109271703

PUC:

125938524

AJU:

106973997

HHV:

120231229

BTA:	511195(CYP39A1)

BIU:

109577323

BBUB:

102405714

BBIS:

105005181

CHX:

102183469

OAS:

101120701

BTAX:

128056623

ODA:

120870051

CCAD:

122429346

MBEZ:

129543782

SSC:	100113410(CYP39A1)

CFR:

102520068

CBAI:

105083840

CDK:

105101205

VPC:

102530862

BACU:

103015178

BMUS:

118903338

LVE:

103076430

OOR:

101274663

DLE:

111178887

PCAD:

102982999

PSIU:

116762874

NASI:

112413941

ECB:

100068322

EPZ:

103565893

EAI:

106828769

MYB:

102256355

MYD:

102753466

MMYO:

118659779

MLF:

102428309

PKL:

118705039

EFUS:

103296608

MNA:

107536895

DRO:

112302411

SHON:

118992370

AJM:

119047185

PDIC:

114494322

PHAS:

123821656

MMF:

118621602

PPAM:

129067505

HAI:

109396002

RFQ:

117020570

PALE:

102885315

PGIG:

120596085

PVP:

105288516

RAY:

107517800

TOD:

119252536

SARA:

101538881

LAV:

100658257

TMU:

101347682

ETF:

101659857

DNM:

101425314

MDO:

100014394

GAS:

123246433

SHR:

100919523

AFZ:

127561821

PCW:

110213567

OAA:

100080779

GGA:	422058(CYP39A1)

PCOC:

116236334

MGP:

104910041

CJO:

107312474

TPAI:

128085392

LMUT:

125688833

NMEL:

110397081

APLA:

101805427

ACYG:

106038153

CATA:

118254676

AFUL:

116488095

TGU:

100225542

LSR:

110470248

SCAN:

103821075

PMOA:

120495994

OTC:

121347505

PRUF:

121360840

GFR:

102042330

FAB:

101819354

OMA:

130250722

PHI:

102113584

PMAJ:

107202268

CCAE:

111927420

CCW:

104685383

CBRC:

103622821

ETL:

114058828

ZAB:

102062785

ACHL:

103804512

SVG:

106851131

MMEA:

130578978

HRT:

120750431

FPG:

101916882

FCH:

102053587

CLV:

102093880

EGZ:

104126998

NNI:

104014664

PCRI:

104024424

PLET:

104614486

EHS:

104516859

PCAO:

104048382

ACUN:

113478761

TALA:

104356978

PADL:

103913205

AFOR:

103906915

ACHC:

115351226

HALD:

104310387

HLE:

104842157

AGEN:

126046299

GCL:

127014809

CCRI:

104169301

CSTI:

104553876

CMAC:

104485991

MUI:

104546365

BREG:

104636254

FGA:

104080550

GSTE:

104250738

LDI:

104340228

MNB:

103767855

OHA:

104336016

NNT:

104401819

SHAB:

115609854

DPUB:

104304546

PGUU:

104467696 104469431

ACAR:

104518022

CPEA:

104395210

AVIT:

104273014

CVF:

104286787

RTD:

128907494

CUCA:

104057110

TEO:

104378501

BRHI:

104500803

AAM:

106495198

AROW:

112962870

NPD:

112947833

TGT:

104568810

DNE:

112979550

SCAM:

104139679

ASN:

102388360

AMJ:	102560263(CYP39A1)

CPOO:

109311477

GGN:

109300287

PSS:	102457950 102458362

CMY:	102943639 102943860

CCAY:

125634650 125634653

DCC:	119852483 122459199

CPIC:

101934897 101942552

TST:	117875371 117875539

CABI:

116823201 116823202

MRV:	120400208 120401078

ACS:

100555389

ASAO:

132781241

PVT:

110083224

SUND:

121919149

VKO:

123030899

PMUA:

114593476

PRAF:

128409843

ZVI:

118082595

HCG:

128339721

GJA:

107124890

EMC:

129328488

XLA:	733346(cyp39a1.L)

XTR:	100486848(cyp39a1)

NPR:

108795524

RTEM:

120936240 120936244

BBUF:

120997277

BGAR:

122934953

MUO:

115467087

DRE:	564475(cyp39a1)

SRX:

107727679

SANH:

107676273

SGH:

107602202

CCAR:

109070979 109084500

CAUA:

113037875 113076005

CGIB:

127983857

PTET:

122325054

LROH:

127182730

OMC:

131526796

PPRM:

120494211

RKG:

130102962

MAMB:

125278368

CIDE:

127501989

MASI:

127410296 127416283

TROS:

130566404

TDW:

130434406

MANU:

129429083

AMEX:

103046432

EEE:

113571629

CHAR:

105902273

SASA:

106607853

STRU:

115192228

OTW:

112261912

OMY:

110522269

OGO:

123995131

ONE:

115139368

OKI:

109866384

OKE:

118386944

SALP:

111972540

SNH:

120019764

CCLU:

121548878

SFM:

108925172

PKI:

111854036

AANG:

118229747

LOC:

102682481

PSPA:

121317496

ARUT:

117411140

PSEX:

120526075

LCM:

102362076

CMK:

103184994

CPLA:

122543908

HOC:

132806530

LERI:

129697229

BFO:

118422536

BBEL:

109485165

AJC:

117113872

PVUL:

126810541 130010720

BGT:

106070044

GAE:

121370221

HRF:

124116332

HRJ:	124276705 124282671

CRG:

105348418

CVN:

111104134

CANU:

128183878

OED:

125674218

MYI:

110465361

PMAX:

117328028

MCAF:

127725758

MMER:

123551075

RPHI:

132753803

DPOL:

127881217

» show all

Reference

1 [PMID:10748047]

Authors

Li-Hawkins J, Lund EG, Bronson AD, Russell DW

Title

Expression cloning of an oxysterol 7alpha-hydroxylase selective for 24-hydroxycholesterol.

Journal

J Biol Chem 275:16543-9 (2000)
DOI:10.1074/jbc.M001810200

Sequence

[hsa:51302] [mmu:56050]

Reference

2 [PMID:12649335]

Authors

Ikeda H, Ueda M, Ikeda M, Kobayashi H, Honda Y

Title

Oxysterol 7alpha-hydroxylase (CYP39A1) in the ciliary nonpigmented epithelium of bovine eye.

Journal

Lab Invest 83:349-55 (2003)
DOI:10.1097/01.LAB.0000059933.35157.40

Reference

3 [PMID:12543708]

Authors

Russell DW

Title

The enzymes, regulation, and genetics of bile acid synthesis.

Journal

Annu Rev Biochem 72:137-74 (2003)
DOI:10.1146/annurev.biochem.72.121801.161712

Other DBs

ExplorEnz - The Enzyme Database:

1.14.14.26

IUBMB Enzyme Nomenclature:

1.14.14.26

ExPASy - ENZYME nomenclature database:

1.14.14.26

BRENDA, the Enzyme Database:

1.14.14.26

CAS:	288309-90-0

DBGET integrated database retrieval system