KEGG ENZYME: 1.14.14.177

ENZYME: 1.14.14.177

Entry

EC 1.14.14.177              Enzyme

Name

ultra-long-chain fatty acid omega-hydroxylase;
CYP4F22 (gene name)

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

ultra-long-chain fatty acid,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (omega-hydroxylating)

Reaction(IUBMB)

an ultra-long-chain fatty acid + [reduced NADPH---hemoprotein reductase] + O2 = an ultra-long-chain omega-hydroxy fatty acid + [oxidized NADPH---hemoprotein reductase] + H2O [RN:R12714]

Reaction(KEGG)

R12714;
(other) R01348

Substrate

ultra-long-chain fatty acid [CPD:C22352];
[reduced NADPH---hemoprotein reductase] [CPD:C03024];
O2 [CPD:C00007]

Product

ultra-long-chain omega-hydroxy fatty acid [CPD:C22353];
[oxidized NADPH---hemoprotein reductase] [CPD:C03161];
H2O [CPD:C00001]

Comment

The enzyme, which is expressed in the epidermis of mammals, catalyses the omega-hydroxylation of ultra-long-chain fatty acids (C28 to C36). The products are incorporated into acylceramides, epidermis-specific ceramide species that are very important for skin barrier formation.

History

EC 1.14.14.177 created 2021

Orthology

K17731

ultra-long-chain fatty acid omega-hydroxylase

Genes

HSA:	126410(CYP4F22)

PTR:	455798(CYP4F22)

PPS:	100971205(CYP4F22)

GGO:

101151556

PON:

100459609

NLE:

100592034

MCC:	718303(CYP4F22)

MCF:	102129679(CYP4F22)

CSAB:

103234076

CATY:

105601613

PANU:

101005596

TGE:

112612736

RRO:

104661016

RBB:

108543269

TFN:

117075340

PTEH:

111554313

CJC:	100410072(CYP4F22)

SBQ:

101041845

CSYR:

103250603

MMUR:

105867974

OGA:

100941590

MMU:	320997(Cyp4f39)

MCAL:

110312353

MPAH:

110335465

RNO:	299566(Cyp4f39)

MCOC:

116076274

MUN:

110548891

CGE:

100772743

PLEU:

114680858 114686145

NGI:

103731636

HGL:

101706763

CPOC:

100733171

CCAN:

109687417

DORD:

105994652

DSP:

122100278

NCAR:

124968484

OCU:

100348443

OPI:

101531617

TUP:

102498037

CFA:	484868(CYP4F22)

VVP:

112913282

VLG:

121496111

AML:

100482288

UMR:

103677197

UAH:

113248705

UAR:

123779899

ELK:

111143780

LLV:

125083162

MPUF:

101694333

ORO:

101376749

EJU:

114202205

ZCA:

113917645

MLX:

118004974

FCA:

101089989

PYU:

121010936

PBG:

122487039

PTG:

102972493

PPAD:

109247522

AJU:

106982933

HHV:

120239207

BTA:

100301224

BOM:

102288122

BBUB:

102415308

CHX:

102187582

OAS:

101119041

ODA:

120864160

CCAD:

122440649

SSC:

100620265

CFR:

102520014

CBAI:

105074543

CDK:

105105134

VPC:

102526262

BACU:

103020472

LVE:

103078959

OOR:

101284429

DLE:

111166611

PCAD:

102976561

PSIU:

116751305

ECB:

100063353

EPZ:

103542411

EAI:

106839062

MYB:

102257128

MYD:

102765481

MMYO:

118652610

MLF:

102435462

MNA:

107534292

PKL:

118706552

HAI:

109376059

DRO:

112305113

SHON:

118975149

AJM:

119046766

PDIC:

114502747

PHAS:

123828480

MMF:

118615230

RFQ:

117038124

PALE:

102897561

PGIG:

120606480

PVP:

105308241

RAY:

107517207

MJV:

108408760

TOD:

119240021

SARA:

101546491

LAV:

100671951

TMU:

101357406

MDO:

100013319

GAS:

123232180

SHR:

100929206

PCW:

110196136

OAA:

100074551

GGA:	100859277(CYP4F22)

PCOC:

116238967

MGP:

100550430

CJO:

107307280

NMEL:

110391136

ACYG:

106049439

AFUL:

116500076

TGU:

100231824

LSR:

110482554

SCAN:

103825099

PMOA:

120504857

OTC:	121339056 121341065

PRUF:

121357893 121357895

GFR:

102031757

FAB:

101806213

PHI:

102108727

ZAB:

102067691

FPG:

101922134

EGZ:

104124658

NNI:

104014974

ACUN:

113490898

TALA:

116963276

ACHC:

115348254

AROW:

112960551

NPD:

112955235

DNE:

112993054

ASN:	102374771 112547994

AMJ:	102576428(CYP4F22) 102577349

PSS:

102458909

CMY:

102938515

CPIC:

101933864 101935523

CABI:

116828865

MRV:	120371021 120394703

ACS:	100554731 100561551 103282723

PVT:

110078023

SUND:

121920602

PBI:

103054301

PMUR:

107287120

TSR:

106539655

PGUT:

117677548

VKO:

123019428

PMUA:

114587741

ZVI:

118097784

GJA:

107105430

STOW:

125429351

XLA:	100037244(cyp4f22.S) 100337565(cyp4f2.L) 108708312

XTR:	548527(cyp4f22) 548774(cyp4f2)

NPR:

108800222

RTEM:

120926886

BBUF:

120995350

BGAR:

122932433

AANG:

118220863

LOC:

102682840

PSPA:

121304609

ARUT:

117409832 117966872

BBEL:

109470784

HRF:

124110794

HRJ:	124265616 124266010

PMAX:

117332832

» show all

Reference

1 [PMID:26056268]

Authors

Ohno Y, Nakamichi S, Ohkuni A, Kamiyama N, Naoe A, Tsujimura H, Yokose U, Sugiura K, Ishikawa J, Akiyama M, Kihara A.

Title

Essential role of the cytochrome P450 CYP4F22 in the production of acylceramide, the key lipid for skin permeability barrier formation.

Journal

Proc Natl Acad Sci U S A 112:7707-12 (2015)
DOI:10.1073/pnas.1503491112

Other DBs

ExplorEnz - The Enzyme Database:

1.14.14.177

IUBMB Enzyme Nomenclature:

1.14.14.177

ExPASy - ENZYME nomenclature database:

1.14.14.177

BRENDA, the Enzyme Database:

1.14.14.177

All links

Chemical substance (8)   
   KEGG COMPOUND (8)   
Chemical reaction (2)   
   KEGG REACTION (2)   
Gene (183)   
   KEGG ORTHOLOGY (1)   
   KEGG GENES (182)   
Protein sequence (3)   
   UniProt (1)   
   SWISS-PROT (1)   
   RefSeq(pep) (1)   
DNA sequence (2)   
   RefSeq(nuc) (2)   
Protein domain (4)   
   InterPro (4)   
All databases (202)   

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