KEGG   ENZYME: 1.14.14.80
Entry
EC 1.14.14.80               Enzyme                                 
Name
long-chain fatty acid omega-monooxygenase;
CYP704B1 (gene name);
CYP52M1 (gene name);
CYP4A (gene name);
CYP86A (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
long-chain fatty acid,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (omega-hydroxylating)
Reaction(IUBMB)
a long-chain fatty acid + [reduced NADPH---hemoprotein reductase] + O2 = an omega-hydroxy-long-chain fatty acid + [oxidized NADPH---hemoprotein reductase] + H2O [RN:R12072]
Reaction(KEGG)
R12072 > R07041 R09451 R09452;
(other) R01348 R07046
Substrate
long-chain fatty acid [CPD:C00638];
[reduced NADPH---hemoprotein reductase] [CPD:C03024];
O2 [CPD:C00007]
Product
omega-hydroxy-long-chain fatty acid [CPD:C21886];
[oxidized NADPH---hemoprotein reductase] [CPD:C03161];
H2O [CPD:C00001]
Comment
A cytochrome P-450 (heme thiolate) enzyme. The plant enzyme CYP704B1, which is involved in the synthesis of sporopollenin, a complex polymer found at the outer layer of spores and pollen, acts on palmitate (18:0), stearate (18:0) and oleate (18:1). The plant enzyme CYP86A1 also acts on laurate (12:0). The enzyme from the yeast Starmerella bombicola (CYP52M1) acts on C16 to C20 saturated and unsaturated fatty acids and can also hydroxylate the (omega-1) position. The mammalian enzyme CYP4A acts on laurate (12:0), myristate (14:0), palmitate (16:0), oleate (18:1), and arachidonate (20:4).
History
EC 1.14.14.80 created 2015 as EC 1.14.13.205, transferred 2018 to EC 1.14.14.80
Pathway
ec00071  Fatty acid degradation
ec00073  Cutin, suberine and wax biosynthesis
ec00590  Arachidonic acid metabolism
ec01100  Metabolic pathways
Orthology
K07422  long-chain fatty acid omega-monooxygenase
K07425  long-chain fatty acid omega-monooxygenase
K15401  long-chain fatty acid omega-monooxygenase
K20495  long-chain fatty acid omega-monooxygenase
K22887  long-chain fatty acid omega-monooxygenase
Genes
HSA113612(CYP2U1)
PTR471267(CYP2U1)
PPS100993565(CYP2U1)
GGO101138067
PON100172128(CYP2U1)
NLE100592267
HMH116479627
MCC696076
MCF102136088(CYP2U1)
MTHB126954930
MNI105486293 105494979
CSAB103236086
CATY105571408
PANU101016656
TGE112624679
MLEU105546571
RRO104670048
RBB108515884
TFN117085757
PTEH111528944
CANG105514393
CJC100385449 100409032(CYP4A11)
SBQ101042627 101048855 101050377
CIMI108289513(CYP2U1) 108312793(CYP4A11)
CSYR103258322
MMUR105872331
LCAT123627734
PCOQ105818955
OGA100957765
MMU100040843(Cyp4a32) 13117(Cyp4a10) 13118(Cyp4a12b) 13119(Cyp4a14) 230639(Cyp4a29) 277753(Cyp4a12a) 435802(Cyp4a30b) 666168(Cyp4a31) 71519(Cyp2u1)
MCAL110288135 110291616 110292084 110293093 110293094 110293391 110293392
MPAH110315778 110320955 110322859 110322974 110323152 110323837
RNO120102953(Cyp4a2l1) 24306(Cyp4a2) 266674(Cyp4a8) 298423(Cyp4a3) 310848(Cyp2u1) 50549(Cyp4a1)
MCOC116093794 116095748 116095749
ANU117707433 117708416 117708417 117708418 117708593 117708624
MUN110539795 110539797 110541278 110546454 110550763
CGE100761779 100767149 100767636 100767921 100768211 100768783
MAUA101822692 101823194 101832451 101832714 101844652 121132790
PROB127217348 127223029 127225173 127225174 127225177 127225182
PLEU114682852 114706710 114706721 114706732
MORG121438813 121448088 121448117 121448279 121448311 121448312 121448313
MFOT126495749 126495750 126502840 126515836 126515837
AAMP119801007 119816437 119816439 119816441 119817231 119817918 119817919
NGI103740657 103742710
HGL101696405 101699948 101700306 101708291
CPOC100713503 100723678 100735639
CCAN109680520 109684299 109695457
DORD105986129 105986133 105986168 105991140
DSP122104709 122104733 122104750 122127256
PLOP125341374 125355114 125355115 125355117 125355118
NCAR124963626 124978267 124978271 124995101
MMMA107141375 107141795 107141796
OCU100353947
OPI101525859 101530008 101530261
TUP102473669 102474347 102476589 102477006 102488353 102497099
GVR103593788
CFA100685915(CYP2U1) 475366(CYP4A38) 610385(CYP4A11)
CLUD112642531 112642532 112642533 112671730
VVP112912763 112914749 112914751 112914960 112934216
VLG121481291 121492693
NPO129520483 129520757 129520759 129520761 129521251
AML100467730 100470061
UMR103661830 103670742
UAH113249623 113255542
UAR123793377 123793725 123793728
ELK111142795 111142984 111143116 111143122 111155107
LLV125093261 125097015 125097017
MPUF101672647 101673985 101674954 101691931
MNP132000827 132001986
MLK131809952 131810435 131810436 131810494 131829511
NVS122889284 122899935 122899936 122899939
ORO101371519 101381707
EJU114222636
ZCA113924381 113926815 113926818
MLX118027077
NSU110575523 110578763
LWW102736045 102737026
FCA101083281(CYP4A106) 101089856(CYP2U1) 101094994(CYP4A37) 111559047
PYU121031496
PCOO112858991 112863589 112872102
PBG122477687 122480461 122480462 122480465 122480466 122480467
PVIV125163256 125172298 125172299
LRUF124515379 124515967 124515969 124520813
PTG102968444 102968736 102972563
PPAD109247793 109266930 109266933
PUC125912647 125923000
AJU106973482 106983647 113597990
HHV120226329 120227630 120227720 120236152
BTA511890(CYP4A11) 516085(CYP4A22) 535227(CYP2U1) 784417(CYP4A59)
BOM102268257 102268504 102270081 102286095
BIU109556325 109556328 109560268
BBUB102406283 102409965 102410846 102414760
BBIS104984604 104984605 105002105
CHX102168409 102172133 102172683 102174619 102178903 102181495 108633240
OAS101105610 101120834 114114831 114114832
BTAX128044335 128044409 128044669 128045807 128049700
ODA120856188 120856189 120856192 120856597 120861743
CCAD122422254 122428024 122436501
MBEZ129540745 129540761 129540794 129540797 129540799 129540800 129540822 129561956
SSC100518620 100522145 110255311 403326(CYP4A24)
CFR102512854 102523990
CBAI105065866 105067942
CDK105092933 105105287
VPC102540610 102544438
BACU103000297 103000849 103020180
BMUS118890091 118890097 118896050
LVE103070001 103085729 103086011
OOR101272104 101272359 101283895 101288653
DLE111171202 111171379 111171487
PCAD102978094 102982895 102996045
PSIU116752311 116752331 116752345 116754398 116756601
NASI112395849 112395850 112397673 112400409 112400415
ECB100064020 100064092 100072967(CYP2U1)
EPZ103557036 103565698 103567431
EAI106829787 106833789 106833867
MYB102241360 102261051 102262344
MYD102771711 102774956
MMYO118673153 118675984 118676913
MLF102440622 102442952
PKL118702950 118724854 118724860
EFUS103284218 103293873 129150260
MNA107538291
DRO112296349 112314476
SHON118977122 118982431 119001574 119002900
AJM119054461
PDIC114493163 114496226 114496231 114496696
PHAS123806905 123827701 123830268 123831612 123832102
MMF118626316 118642331
PPAM129069982 129085301
HAI109379478
RFQ117022222 117026835
PALE102882745
PGIG120591199
PVP105293005
RAY107514040 107518806
MJV108401173 108404957
TOD119237232 119237234 119237235 119242947
SARA101542897 101543177 101551078 101558612
LAV100658393
TMU101344640 101345950 101346203
ETF101638864 101641516 101652360 101652679
DNM101422541 101447840
MDO100011915 100023663
GAS123245820 123252248 123256178
SHR100924239 100924766 100925023 100934899
AFZ127540770 127563367
PCW110209309 110209310 110218598
OAA100088100
GGA422528(CYP2U1)
PCOC116237979
MGP100543147
CJO107313257
TPAI128079991
LMUT125692192
NMEL110398345
APLA101791848
ACYG106038668
CATA118247289
AFUL116488499
TGU100229295
LSR110468021
SCAN103826258
PMOA120502779
OTC121331386
PRUF121360296
GFR102035272
FAB101807569
OMA130252143
PHI102112226
PMAJ107203267
CCAE111928332
CCW104697291
CBRC103617328
ETL114057903
ZAB102060923
ACHL103798446
SVG106854386
MMEA130581141
HRT120753228
FPG101918289
FCH102050655
CLV102085001
EGZ104135501
NNI104021317
PCRI104038911
PLET104628383
PCAO104039395
ACUN113479675
TALA104364682
PADL103919544
AFOR103894286
ACHC115340637
HALD104319319
HLE104843342
AGEN126044960
GCL127015865
CCRI104165748
CSTI104551484
CMAC104480097
MUI104533292
BREG104643409
GSTE104252092
LDI104343139
MNB103771005
OHA104327262
NNT104402375
SHAB115610290
DPUB104301814
PGUU104465702
ACAR104517568
CPEA104394510
CVF104286877
RTD128910490
CUCA104062885
TEO104369694
BRHI104488462
AROW112972190
NPD112957265
TGT104578548
DNE112987880
SCAM104153468
AMJ102561654(CYP2U1)
CPOO109309402
GGN109301060
PSS102457687
CMY102945537
CCAY125635589
DCC119854634
CPIC101939513
TST117878333
CABI116837675
MRV120405976
ACS100557193
ASAO132776937
PVT110080450
SUND121931767
PBI103065133
PMUR107282661
CTIG120308250
TSR106551326
PGUT117679921
APRI131203219
PTEX113434798
NSS113412821
VKO123023105
PMUA114604198
PRAF128421279
ZVI118083336
HCG128327861 128327928
GJA107123074
STOW125440187
EMC129336644
XLA108710146(cyp2u1.L)
XTR100127656(cyp2u1)
NPR108785422
RTEM120917975
BBUF120989932
BGAR122943901
MUO115461166 115461167 115461169 115461170
GSH117365686
DRE556280(cyp2u1)
SRX107729355 107756983
SANH107683164
SGH107583182 107594430
CCAR109046447 109046448
CAUA113044022 113044056
CGIB127948990
PTET122329353 122348985
LROH127170671
OMC131540211
PPRM120491154
RKG130087323
MAMB125271926
CIDE127515627
MASI127445400
TROS130552706
TDW130412596
MANU129444128
IPU108262960
IFU128606023
PHYP113544242
SMEO124376594
TFD113642355
TVC132847605
AMEX103032979
CMAO118810859
EEE113591288
CHAR122130979
TRU101074959
TFS130527745
TNGGSTEN00033453G001
LCO104927270 109137375
NCC104953567
TBEN117481692
CGOB115009982
PGEO117449455
GACU117555302
EMAC134864342
ELY117255834
EFO125884377
PLEP121963477
SLUC116034298
ECRA117959922
ESP116670479
PFLV114568469
GAT120825742
PPUG119217774
AFB129095912
CLUM117739186
PSWI130190412
MSAM119898920 119898921
SCHU122872867
CUD121507949
ALAT119020705
MZE101466232
ONL100694260
OAU116330075
OLA101167098
OML112157396
CSAI133451493
XMA102234763
XCO114145422
XHE116719916
PRET103472722
PFOR103143907
PLAI106958167
PMEI106930849
GAF122829086
PPRL129351128
CVG107094618
CTUL119779061
GMU124869016
NFU107375264
KMR108233799
ALIM106517064
NWH119423000
AOCE111570989
MCEP125000118
CSEM103384096
POV109638308
SSEN122770861
HHIP117767306
HSP118101042
SMAU118311847
LCF108888243
SDU111236653
SLAL111671167
XGL120800217
HCQ109511072
SSCV125968424
SBIA133505756
PEE133404146
PTAO133476852
BPEC110165350
MALB109955577
BSPL114862387
SJO128369745
SASA106602293 106610337
STRU115191727 115202294
OTW112239255
OMY110497323 110497324
OGO124002282
ONE115126484
OKI109876658 109877655
OKE118373435
SNH120034968 120034970
ELS105020991
SFM108936644
PKI111852140
AANG118227601 118231889
LOC102696699
PSPA121321790
ARUT117421471
PSEX120532279
LCM102348127
CMK103183746
RTP109928317
CPLA122556582
HOC132823221
LERI129701804
PMRN116950746
LRJ133354259
BFO118406569 118408308 118413155 118413160 118415263 118418294 118422566
BBEL109462320 109462370 109462552 109463441 109464317 109464777 109465048 109466248 109466537 109467164 109467880 109468645 109469257 109469453 109469919 109469995 109470190 109470627 109471849 109472268 109473938 109474037 109474171 109474720 109474726 109475070 109475079 109476727 109477038 109477107 109478642 109481830 109481878 109481879 109483074 109483337 109483778 109484145 109484168 109484417 109487852
SCLV120336525 120347507
SPU575452
LPIC129253878 129254598 129255930 129256153 129257046 129259049 129260437 129260962 129262565 129262572 129263291 129263327 129264643 129265446 129265694 129266836 129267663 129272439 129272953 129277624 129279791 129280607 129281051 129281237 129281869 129283463
AJC117111688 117111833 117111834
DCI103524959
MQU129002320
PJA122259946
PCHN125036590
HAME121866452 121873371
PCLA123754377
ESN126987972
PPOI119092748
RSAN119374737
ABRU129971735
UDV129234355
SDM118182979
LPOL106459165 106475619
PMEO129585224 129593997 129594991
BGT106077375
GAE121374908
HRF124115847 124116310 124131950 124135569 124140770
HRJ124275489 124277344 124283921 124288838
CRG105332607
CVN111104462 111130517
CANU128167384
OED125683403 125683405
PMAX117323517 117332983
MMER123532114 123536485 123537171 123547607 123556688 123556689 123558835
RPHI132713734 132725812 132726938 132741779 132754426
DPOL127850593 127858380 127863018 127869253 127869521 127871155 127872355 127874918
HSY130636270
ATHAT1G69500(CYP704B1) AT5G58860(CYP86A1)
ALY9298712 9319613 9323303
CRB17876473 17896290
CSAT104701580 104726463 104736111 104750786 104761986 104788010
EUSEUTSA_v10013214mg EUTSA_v10018405mg
BRP103831345 103851611 103856662
BNA106357195 106387137 106405268 106417417 106436003 106446557
BOE106299122 106325857 106332387
RSZ108823332 108843879
THJ104799404 104814908 104822043
CPAP110810038 110825812
CIT102607941 102613603
CICCICLE_v10010274mg CICLE_v10030097mg
PVY116129478 116141261 116146655
MINC123209005 123214985 123225380
TCC18590528 18610369
GRA105761893 105764502 105765892 105788721
GHI107886047 107906610 107918628 107928745 107946410 107954198 107959180 107960045
GAB108478267 108482488 108485983 108488867
HSYR120116312 120118622 120122058 120142021 120180240 120194212
DZI111287089 111302131 111304340
EGR104422403 104432660 104433440
GMX100787559 100787802 100788343
GSJ114374509 114383137 114417834
PVUPHAVU_006G065000g PHAVU_008G262600g PHAVU_010G126900g
VRA106764310 106773103 106775311
VAR108342444 108345240 108347322
VUN114167669 114186806 114193475
VUM124832559 124835605 124836671
CCAJ109795231 109806524 109807855
APRC113851192 113851581 113874411
MTR11408642 11410613 11422281 25490822
TPRA123881785 123885362 123885455 123918067
CAM101488875 101497352 101510760
PSAT127076222 127084606 127121252
VVO131619958 131630294 131639325 131656409
LJALj0g3v0102229.1(Lj0g3v0102229.1) Lj0g3v0132879.1(Lj0g3v0132879.1) Lj3g3v2576010.1(Lj3g3v2576010.1)
ADU107458375 107471687 107493120
AIP107608237 107609505 107621191
AHF112702875 112717069 112720024 112766291 112783985 112792057
LANG109350278 109356683 109359423
PCIN129318259 129321566
QSAO6P43_014005 O6P43_032991
FVE101294542 101301291
RCN112166259 112196495
PPER18774479 18789925
PMUM103320591 103321679
PAVI110751331 110758705
PDUL117632749
MDM103418919 103422686 103451801
MSYL126589075 126595070 126615989
PXB103963213
ZJU107410846 107428952
MNT21404269 21404884
CSAV115700892 115718414
CSV101214516 101222076
CMO103485770 103497092
BHJ120082964
MCHA111023497
CMAX111469581 111471352 111492855
CMOS111450376 111452582 111464921
CPEP111783196 111789077 111805183
RCU8276374 8281833
JCU105630467 105630644
HBR110640242 110647960 110666355 110672616
MESC110603116 110615585 110616950
POP7460700 7468004 7481488
PEU105120833 105131069 105133070
PALZ118032895 118035217 118062352
JRE108980314 109009280
CILL122290878 122310528
CAVE132163947 132177289
QSU112005550 112038977
QLO115978693 115989299
TWL119990944 119991439 120001842
VVI100243236 100258457
VRI117916391 117923438
SLY101247053 101259447
SPEN107021848 107030510
SOT102577568 102578777 102579959
SSTN125864035 125868927 125875213
SDUL129887538 129899380
CANN107848605 107852712 107874613 107878194
LBB132606058 132606066 132626085
NTA107762865 107791425 107793147 107809664
NSY104210908 104215579
NTO104119599 104120792
NAU109223643 109226401
INI109158198 109166234
ITR116015551 116026175
SIND105156526 105165168
OEU111369696 111381728 111389639 111403329 111403331
EGT105958272 105967553
SSPL121760308 121763840 121794838 121798080
SMIL130992001 130995798 131006744
SHIS125213748
APAN127239324 127263986
HAN110878899 110923306 110940131
ECAD122594271 122596424
LSV111880123 111893148
CCAV112507635 112513833
DCR108197204 108219920
CSIN114257739 114287216 114323827
RVL131310462 131314339 131317082
AEW130770277 130778578 130795211
BVG104897877 104899987
SOE110792832 110803013
CQI110683428 110688292 110706346 110712857
ATRI130813909 130820869 130826859
MOF131144911 131146455 131147674
NNU104598197 104601225
MING122077509 122079083 122087125
TSS122649873 122656937 122658389
PSOM113276881 113277819 113294044 113310106 113315034 113320826 113327834 113344306 113347695 113347697 113347700 113350438 113352775 113353311 113354302 113354495
OSA4324825 4331756
DOSAOs01t0854800-01(Os01g0854800) Os03t0168600-01(Os03g0168600)
OBR102717945 102721913
OGL127766029 127768791
BDI100827415 100833251
ATS109749609 109760513
TDC119269623 119277639 119284622 119291544
TAES123062632 123071452 123079793 123084791 123093296 123098566
TUA125548858 125554187
LPER127344407 127349196
LRD124666896 124698809
SBI8058930 8082128
ZMA100191749 100192044 100273463
SITA101759222 101775677
SVS117836208 117855637
PVIR120647176 120676932 120692139 120708707
PHAI112874776 112894279
PDA103698133 103704048
EGU105041758 105046261 105048564
MUS103990198 103994761
ZOF122002518 122006772
DCT110095250 110104795
PEQ110022081 110023878
AOF109829536 109833859 109849308
MSIN131225714 131243970 131252607
NCOL116248622
ATR18422027 18437877
SMOSELMODRAFT_101765 SELMODRAFT_80659(CYP704B17)
PPP112275480 112291140 112294808
SGRAEX895_002629
 » show all
Reference
1  [PMID:9500987]
  Authors
Benveniste I, Tijet N, Adas F, Philipps G, Salaun JP, Durst F
  Title
CYP86A1 from Arabidopsis thaliana encodes a cytochrome P450-dependent fatty acid omega-hydroxylase.
  Journal
Biochem Biophys Res Commun 243:688-93 (1998)
DOI:10.1006/bbrc.1998.8156
  Sequence
[ath:AT5G58860]
Reference
2  [PMID:10620324]
  Authors
Hoch U, Zhang Z, Kroetz DL, Ortiz de Montellano PR
  Title
Structural determination of the substrate specificities and regioselectivities of the rat and human fatty acid omega-hydroxylases.
  Journal
Arch Biochem Biophys 373:63-71 (2000)
DOI:10.1006/abbi.1999.1504
Reference
3  [PMID:19700560]
  Authors
Dobritsa AA, Shrestha J, Morant M, Pinot F, Matsuno M, Swanson R, Moller BL, Preuss D
  Title
CYP704B1 is a long-chain fatty acid omega-hydroxylase essential for sporopollenin synthesis in pollen of Arabidopsis.
  Journal
Plant Physiol 151:574-89 (2009)
DOI:10.1104/pp.109.144469
  Sequence
[ath:AT1G69500]
Reference
4  [PMID:24242247]
  Authors
Huang FC, Peter A, Schwab W
  Title
Expression and characterization of CYP52 genes involved in the biosynthesis of sophorolipid and alkane metabolism from Starmerella bombicola.
  Journal
Appl Environ Microbiol 80:766-76 (2014)
DOI:10.1128/AEM.02886-13
  Sequence
Other DBs
ExplorEnz - The Enzyme Database: 1.14.14.80
IUBMB Enzyme Nomenclature: 1.14.14.80
ExPASy - ENZYME nomenclature database: 1.14.14.80
BRENDA, the Enzyme Database: 1.14.14.80

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