Entry
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
BRITE hierarchy
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)
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
ec00073 Cutin, suberine and wax biosynthesis
ec00590 Arachidonic acid metabolism
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
CJC : 100385449 100409032(CYP4A11)
SBQ : 101042627 101048855 101050377
CIMI : 108289513(CYP2U1) 108312793(CYP4A11)
MMU : 100040843(Cyp4a32) 13117(Cyp4a10) 13118(Cyp4a12b) 13119(Cyp4a14) 230639(Cyp4a29) 277753(Cyp4a12a) 435802(Cyp4a30b) 666168(Cyp4a31) 71519(Cyp2u1)
MCAL : 110288135 110291616 110292084 110293093 110293094 110293391 110293392
MPAH : 110315778 110320955 110322859 110322974 110323152 110323837
RNO : 24306(Cyp4a2) 266674(Cyp4a8) 298423(Cyp4a3) 310848(Cyp2u1) 50549(Cyp4a1)
MCOC : 116093794 116095748 116095749
ANU : 117707433 117708416 117708417 117708418 117708593 117708624
MUN : 110539795 110539797 110541278 110546454 110550763
CGE : 100761779 100767149 100767636 100767921 100768211 100768783
MAUA : 101822692 101823194 101832451 101832714 101844652 121132790
PROB : 127217348 127223029 127225173 127225174 127225177 127225182
PLEU : 114682852 114706710 114706721 114706732
MORG : 121438813 121448088 121448117 121448279 121448311 121448312 121448313
MFOT : 126495749 126495750 126502840 126515836 126515837
AAMP : 119801007 119816437 119816439 119816441 119817231 119817918 119817919
HGL : 101696405 101699948 101700306 101708291
CPOC : 100713503 100723678 100735639
CCAN : 109680520 109684299 109695457
DORD : 105986129 105986133 105986168 105991140
DSP : 122104709 122104733 122104750 122127256
PLOP : 125341374 125355114 125355115 125355117 125355118
NCAR : 124963626 124978267 124978271 124995101
OPI : 101525859 101530008 101530261
TUP : 102473669 102474347 102476589 102477006 102488353 102497099
CFA : 100685915(CYP2U1) 475366(CYP4A38) 610385(CYP4A11)
CLUD : 112642531 112642532 112642533 112671730
VVP : 112912763 112914749 112914751 112914960 112934216
NPO : 129520483 129520757 129520759 129520761 129521251
UAR : 123793377 123793725 123793728
ELK : 111142795 111142984 111143116 111143122 111155107
LLV : 125093261 125097015 125097017
MPUF : 101672647 101673985 101674954 101691931
NVS : 122889284 122899935 122899936 122899939
ZCA : 113924381 113926815 113926818
FCA : 101083281(CYP4A106) 101089856(CYP2U1) 101094994(CYP4A37) 111559047
PCOO : 112858991 112863589 112872102
PBG : 122477687 122480461 122480462 122480465 122480466 122480467
LRUF : 124515379 124515967 124515969 124520813
PTG : 102968444 102968736 102972563
PPAD : 109247793 109266930 109266933
AJU : 106973482 106983647 113597990
HHV : 120226329 120227630 120227720 120236152
BTA : 511890(CYP4A11) 516085(CYP4A22) 535227(CYP2U1) 784417(CYP4A59)
BOM : 102268257 102268504 102270081 102286095
BIU : 109556325 109556328 109560268
BBUB : 102406283 102409965 102410846 102414760
BBIS : 104984604 104984605 105002105
CHX : 102168409 102172133 102172683 102174619 102178903 102181495 108633240
OAS : 101105610 101120834 114114831 114114832
BTAX : 128044335 128044409 128044669 128045807 128049700
ODA : 120856188 120856189 120856192 120856597 120861743
CCAD : 122422254 122428024 122436501
MBEZ : 129540745 129540761 129540794 129540797 129540799 129540800 129540822 129561956
SSC : 100518620 100522145 110255311 403326(CYP4A24)
CBAI : 105065866 105067942
BACU : 103000297 103000849 103020180
LVE : 103070001 103085729 103086011
OOR : 101272104 101272359 101283895 101288653
DLE : 111171202 111171379 111171487
PCAD : 102978094 102982895 102996045
PSIU : 116752311 116752331 116752345 116754398 116756601
NASI : 112395849 112395850 112397673 112400409 112400415
ECB : 100064020 100064092 100072967(CYP2U1)
EPZ : 103557036 103565698 103567431
EAI : 106829787 106833789 106833867
MYB : 102241360 102261051 102262344
MMYO : 118673153 118675984 118676913
PKL : 118702950 118724854 118724860
EFUS : 103284218 103293873 129150260
SHON : 118977122 118982431 119001574 119002900
PDIC : 114493163 114496226 114496231 114496696
PHAS : 123806905 123827701 123830268 123831612 123832102
TOD : 119237232 119237234 119237235 119242947
SARA : 101542897 101543177 101551078 101558612
TMU : 101344640 101345950 101346203
ETF : 101638864 101641516 101652360 101652679
GAS : 123245820 123252248 123256178
SHR : 100924239 100924766 100925023 100934899
PCW : 110209309 110209310 110218598
MUO : 115461166 115461167 115461169 115461170
CCAR : 109046447 109046448
CAUA : 113044022 113044056
PTET : 122329353 122348985
MSAM : 119898920 119898921
SASA : 106602293 106610337
STRU : 115191727 115202294
AANG : 118227601 118231889
BFO : 118406569 118408308 118413155 118413160 118415263 118418294 118422566
BBEL : 109462320 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
SCLV : 120336525 120347507
LPIC : 129253878 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
AJC : 117111688 117111833 117111834
HAME : 121866452 121873371
LPOL : 106459165 106475619
PMEO : 129585224 129593997 129594991
HRF : 124115847 124116310 124131950 124135569 124140770
HRJ : 124275489 124277344 124283921 124288838
PMAX : 117323517 117332983
MMER : 123532114 123536485 123537171 123547607 123556688 123556689 123558835
DPOL : 127850593 127858380 127863018 127869253 127869521 127871155 127872355 127874918
ATH : AT1G69500(CYP704B1) AT5G58860(CYP86A1)
ALY : 9298712 9319613 9323303
CSAT : 104701580 104726463 104736111 104750786 104761986 104788010
EUS : EUTSA_v10013214mg EUTSA_v10018405mg
BRP : 103831345 103851611 103856662
BNA : 106357195 106387137 106405268 106417417 106436003 106446557
BOE : 106299122 106325857 106332387
THJ : 104799404 104814908 104822043
CPAP : 110810038 110825812
CIC : CICLE_v10010274mg CICLE_v10030097mg
PVY : 116129478 116141261 116146655
MINC : 123209005 123214985 123225380
GRA : 105761893 105764502 105765892 105788721
GHI : 107886047 107906610 107918628 107928745 107946410 107954198 107959180 107960045
GAB : 108478267 108482488 108485983 108488867
DZI : 111287089 111302131 111304340
EGR : 104422403 104432660 104433440
GMX : 100787559 100787802 100788343
GSJ : 114374509 114383137 114417834
PVU : PHAVU_006G065000g PHAVU_008G262600g PHAVU_010G126900g
VRA : 106764310 106773103 106775311
VAR : 108342444 108345240 108347322
VUN : 114167669 114186806 114193475
CCAJ : 109795231 109806524 109807855
APRC : 113851192 113851581 113874411
MTR : 11408642 11410613 11422281 25490822
TPRA : 123881785 123885362 123885455 123918067
CAM : 101488875 101497352 101510760
PSAT : 127076222 127084606 127121252
LJA : Lj0g3v0102229.1(Lj0g3v0102229.1) Lj0g3v0132879.1(Lj0g3v0132879.1) Lj3g3v2576010.1(Lj3g3v2576010.1)
ADU : 107458375 107471687 107493120
AIP : 107608237 107609505 107621191
AHF : 112702875 112717069 112720024 112766291 112783985 112792057
LANG : 109350278 109356683 109359423
PCIN : 129318259 129321566
PMUM : 103320591 103321679
PAVI : 110751331 110758705
MDM : 103418919 103422686 103451801
MSYL : 126589075 126595070 126615989
CSAV : 115700892 115718414
CMAX : 111469581 111471352 111492855
CMOS : 111450376 111452582 111464921
CPEP : 111783196 111789077 111805183
HBR : 110640242 110647960 110666355 110672616
MESC : 110603116 110615585 110616950
POP : 7460700 7468004 7481488
PEU : 105120833 105131069 105133070
PALZ : 118032895 118035217 118062352
CILL : 122290878 122310528
CAVE : 132163947 132177289
TWL : 119990944 119991439 120001842
SPEN : 107021848 107030510
SOT : 102577568 102578777 102579959
SSTN : 125864035 125868927 125875213
CANN : 107848605 107852712 107874613 107878194
LBB : 132606058 132606066 132626085
NTA : 107762865 107791425 107793147 107809664
SIND : 105156526 105165168
OEU : 111369696 111381728 111389639 111403329 111403331
SSPL : 121760308 121763840 121794838 121798080
SMIL : 130992001 130995798 131006744
APAN : 127239324 127263986
HAN : 110878899 110923306 110940131
ECAD : 122594271 122596424
CCAV : 112507635 112513833
CSIN : 114257739 114287216 114323827
RVL : 131310462 131314339 131317082
AEW : 130770277 130778578 130795211
CQI : 110683428 110688292 110706346 110712857
ATRI : 130813909 130820869 130826859
MOF : 131144911 131146455 131147674
MING : 122077509 122079083 122087125
TSS : 122649873 122656937 122658389
PSOM : 113276881 113277819 113294044 113310106 113315034 113320826 113327834 113344306 113347695 113347697 113347700 113350438 113352775 113353311 113354302 113354495
DOSA : Os01t0854800-01(Os01g0854800) Os03t0168600-01(Os03g0168600)
TDC : 119269623 119277639 119284622 119291544
TAES : 123062632 123071452 123079793 123084791 123093296 123098566
LPER : 127344407 127349196
ZMA : 100191749 100192044 100273463
SITA : 101759222 101775677
PVIR : 120647176 120676932 120692139 120708707
PHAI : 112874776 112894279
EGU : 105041758 105046261 105048564
AOF : 109829536 109833859 109849308
SMO : SELMODRAFT_101765 SELMODRAFT_80659(CYP704B17)
PPP : 112275480 112291140 112294808
» show all
Taxonomy
Reference
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
Sequence
Reference
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
Reference
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
Sequence
Reference
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
Sequence
Other DBs
LinkDB
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