KEGG   ENZYME: 1.14.19.25
Entry
EC 1.14.19.25               Enzyme                                 
Name
acyl-lipid omega-3 desaturase (cytochrome b5);
FAD3
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
(9Z,12Z)-octadeca-9,12-dienoyl-[glycerolipid],ferrocytochrome b5:oxygen oxidoreductase (15,16 cis-dehydrogenating)
Reaction(IUBMB)
a linoleoyl-[glycerolipid] + 2 ferrocytochrome b5 + O2 + 2 H+ = an alpha-linolenoyl-[glycerolipid] + 2 ferricytochrome b5 + 2 H2O [RN:R12416]
Reaction(KEGG)
R12416
Substrate
linoleoyl-[glycerolipid] [CPD:C21529];
ferrocytochrome b5 [CPD:C00999];
O2 [CPD:C00007];
H+ [CPD:C00080]
Product
alpha-linolenoyl-[glycerolipid] [CPD:C21531];
ferricytochrome b5 [CPD:C00996];
H2O [CPD:C00001]
Comment
This microsomal enzyme introduces a cis double bond three carbons away from the methyl end of a fatty acid incorporated into a glycerolipid. The distance from the carboxylic acid end of the molecule does not have an effect. The plant enzyme acts on carbon 15 of linoleoyl groups incorporated into both the sn-1 and sn-2 positions of the glycerol backbone of phosphatidylcholine and other phospholipids, converting them into alpha-linolenoyl groups. The enzyme from the fungus Mortierella alpina acts on gamma-linolenoyl and arachidonoyl groups, converting them into stearidonoyl and icosapentaenoyl groups, respectively [3]. cf. EC 1.14.19.35, sn-2 acyl-lipid omega-3 desaturase (ferredoxin).
History
EC 1.14.19.25 created 2015
Orthology
K10257  acyl-lipid omega-3 desaturase
Genes
AJM119045597
LSM121115619 121115925
TCF131877486 131882840
CELCELE_W02A2.1(fat-2) CELE_Y67H2A.8(fat-1)
CBRCBG_01790(Cbr-fat-2) CBG_01791(Cbr-fat-1)
CRQGCK72_014531 GCK72_014532
BMYBM_BM6111(Bm6111)
LOALOAG_02175
HROHELRODRAFT_71572
LGILOTGIDRAFT_116269 LOTGIDRAFT_74451
PCAN112555112
HRF124116168
HASI137282496
MMER123555506
RPHI132757145
DPOL127834109
MAEA128218761
OBI106883679
OSN115215637
LJP135464652 135479298 135479509
ATHAT2G29980(FAD3) AT3G11170(FAD7) AT5G05580(FAD8)
ALY9307241 9315309 9320901
CRB17881387 17889809 17891716
CSAT104700502 104708554 104734563 104745318 104749896 104764868 104765502 104768754 104786676
EUSEUTSA_v10013625mg EUTSA_v10016786mg EUTSA_v10020755mg
BRP103850591 103857278 103859381 103864998 103867994 103870371
BNA106353041 106377255 106380841 106387896 106418558 106422764 106429840 106439274 106446979 106452545 111197728 125584238 125585240 125595996
BOE106295700 106314490 106327053 106328829 106335120 106336554 106336680
RSZ108811531 108837004 108843142 108844225 108848571 108859156 108862810
THJ104800741 104816198 104816543 104826849
CPAP110808059 110810025 110820958
CIT102611986 102626347
CICCICLE_v10011691mg CICLE_v10028941mg
PVY116115152 116121787 116122546 116129441 116129513
MINC123192198 123201556 123209054 123209055 123228271
TCC18585841 18590479 18597527
GRA105776289 105780050 105786551 105791965 105799158
GHI107889065 107891556 107891614 107899542 107931808 107940880 107948941 107956656 107958053 121207887
GAB108454561 108457033 108461005 108464318 108466542 108480912
HSYR120116026 120116384 120138616 120142041 120144038 120168127 120176495 120200614 120208705 120209961
DZI111285613 111293917 111296353 111304348 111310113 111312056
EGR104421068 104421444
GMX100037456(FAD3B) 100217335(FAD8-1) 100305351(FAD7-1) 100499626(FAD7-2) 100799517(FAD8.2) 547470(FAD3C) 547715(FAD3A) 732540(FAD3-2b)
GSJ114374933 114383326 114394696 114395027 114396629 114406122 114409044 114416093 114419078
PVU137812596 137823485 137823720 137831477
VRA106759364 106765282 106774181 106775023
VAR108329591 108337050 108341784 108347618
VUN114167372 114185384 114186845 114193336
VUM124823089 124824366 124827010 124829301
CCAJ109787870 109813625 109815393 109816410
APRC113846079 113849137 113851549 113863868
MTR11411563 11415576 25490906 25498767
TPRA123889397 123892471 123914473 123922449 123924861
CAM101502461 101504225 101513464 101515266
PSAT127084563 127107471 127118542 127127449
VVO131601323 131609384 131635342 131637230 131639719 131662199
LJA130723719 130733986 130748795
ADU107458340 107475149 107484970 107491190
AIP107609767 107625758 107639562 107644755
AHF112702815 112720001 112728003 112743658 112750362 112766655 112792318 112797044
LANG109330327 109338970 109349642 109350266 109352644 109360270 109361525
PCIN129289510 129290769 129298447
QSAO6P43_014054 O6P43_016593 O6P43_020355 O6P43_026237
FVE101306021 101306861 101310644 101312263
RCN112165678 112182995 112193656
PPER18772228 18773198 18774962 18785351
PMUM103320961 103320972 103333043 103341784
PAVI110749762 110758660 110758749 110770476
PDUL117613027 117617094 117631111 117631112 117632464
MDM103419381 103420048 103430794 103432837 103447381 103447641
MSYL126590692 126590694 126592394 126603049 126616550 126617350 126617712 126629706
PXB103930542 103931220 103931253 103936863 103938921 103958619 103966319
ZJU107404190 107410778 107430888
MNT21385286 21391077
CSAV115697681 115705594 115720710
CSV101209295 101223135(FAD7)
CMO103497071 103502871
BHJ120081471 120082405
MCHA111023722
CMAX111469542 111489597 111491157 111492652
CMOS111447744 111452212 111458375 111464727
CPEP111778662 111782701 111787876 111806684
RCU8265360 8286343 8286466
MEAN126653627 126664767 126682098
JCU105630235(FAD3) 105646096(FAD) 105646580
HBR110648982 110654511 110654544 110657237 110665331 110666427
MESC110613473 110619516 110619524 110620027 110624941
POP7466077 7468059 7478523 7490323 7494502
PEU105111171 105121928 105133573 105139146 105142210
PALZ118033024 118037588 118043346 118048506 118055844
PNZ133677731 133684351 133689657 133696046 133704228
JRE108989903 108989905 109002248 109007160 109015144
CILL122276706 122290752 122293355 122301503
CAVE132161849 132163977 132186916
QSU112011944 112030173 112031015 136070956
QLO115952967 115989685
TWL119998266 120001334 120012033
VVI100243349 100247097 100251798 100260414
VRI117915999 117917133 117921171 117928747
SLY100134915 544203(Fad7)
SPEN107021758 107023114 107023926
SOT102596735 102597287 102597672
SSTN125872918 125872941
SDUL129881617 129899532 129901404 129901470
CANN107873310 107873419 107873420
LBB132605801 132608932 132631607
NTA107763446(FAD3) 107777511 107783156(NtFAD7) 107786526(NtFAD3-2) 107804927 107807128 107832399
NSY104237848 104243629 104243898 104248927
NTO104090878 104112653 104114074
NAU109213818 109214388 109238135
INI109147953 109164374 109186614
ITR116000429 116013334 116014945
SIND105160895 105163949 105167042
OEU111373879 111401332 111403039 111403247
EGT105960105 105969857 105977522
SSPL121748592 121762807 121763363 121774873 121777347 121779911 121782532 121786158 121791991
SMIL130992039 131003346 131005695
SHIS125201775 125202091 125207882 125215068
APAN127244856 127251442
HAN110868642 110868972 110872089 110872729 110878910 110885030 110907224 110922364
ECAD122582349 122594010 122600878 122602668 122606927
LSV111882696 111893204 111901267 111912570 111919702
CCAV112506819 112512083 112514077 112518049 112526060
DCR108192445 108206807 108209044 108210458 108219754
CSIN114283960 114287210 114292016 114315720 114318519
RVL131314300 131320560 131323256 131323270 131333756
AEW130761839 130764381 130770938 130773102 130774758 130774762 130783024 130791525 130794728 130795216
BVG104903256 104903266
SOE110801682 110801700
CQI110699288 110699289 110733453 110733454
ATRI130803064 130803067 130803850
MOF131143500 131147647 131149084 131149085
NNU104594909 104602583
MING122085160 122089304
TSS122651879 122669968 122670968
PSOM113309945 113310323 113320193 113338748
OSA4332500 4344389 4349544 4351253
OBR102707070 102715194 102720167 102720386
OGL127754012 127756827 127768014 127779695
BDI100824939 100831377 100840287
ATS109748184 109753536 109765018 109778723
TDC119285393 119286162 119290627 119295655 119301018 119308532 119353119 119362211
TAES123051381 123085571 123086342 123091705 123092458 123096668 123097784 123103230 123120533 123187329 543187 543189
TUA125508245 125508814 125535517 125552086
LPER127294720 127295843 127300174 127331350
LRD124652208 124652514 124678689 124699202 124702263
SBI8055482 8072903 8079958 8084033 8084992
ZMA100281245 100283566 103644592 542222
MFLO136481330 136486043 136504942 136509143 136533113 136535876 136542909 136546866
SITA101771745 101776425 101785330
SVS117834208 117839178 117863610
PVIR120643370 120652727 120686119 120689735 120694048 120696494
PHAI112875540 112893600
PDA103706691 103709505 103718325
EGU105044596 105046171 105057100
MUS103984918 103986078 103995423 135618607 135622503 135624204 135626921
ZOF121983175 121987737 121989428 121998376 122000948 122005229 122020419 122023714 122035993 122036024
DCT110105024 110110723 110110724
PEQ110023217 110023647 110023671
AOF109820564 109849018
MSIN131223588 131253315
ACAK137936078 137965927
NCOL116254277
ATR18433434 18442202
SMOSELMODRAFT_103593 SELMODRAFT_109519
PPP112277833 112279588 112290291 112290971 112294054 112294506
CRECHLRE_01g038600v5
VCNVOLCADRAFT_76038
MNGMNEG_12033 MNEG_15487 MNEG_9648
CSLCOCSUDRAFT_67054
CVRCHLNCDRAFT_33387
APROF751_6504
MISMICPUN_69560
MPPMICPUCDRAFT_3762
GSLGasu_25760
CCPCHC_T00009454001
RIEOCT59_017435
PTIPHATRDRAFT_41570(PTD15)
FCYFRACYDRAFT_138896
EHXEMIHUDRAFT_468588
PCAMHNE05_09660
MOQHWV03_03565
SYNsll1441(desB)
SYZMYO_117450(desB)
SYYSYNGTS_1727(desB)
SYTSYNGTI_1727(desB)
SYSSYNPCCN_1726(desB)
SYQSYNPCCP_1726(desB)
SYOC7I86_09000
SYNHHTZ78_11200
SYNPSyn7502_00126
WNAKA717_09260
CMPCha6605_3989
CYNCyan7425_3182
CEPCri9333_2131
AMRAM1_3759
ACAMHRE53_15575
LENLEP3755_23000
LBOLBWT_51340
PSERABRG53_0325
PGXOA858_16045
SYPSYNPCC7002_A0159(desB)
SYVAWQ23_00965
SYLAWQ21_00800
LEPLepto7376_2407
SYNNNIES970_02080(desB)
PIPFEK30_04840
MARMAE_34620(desB)
MPKVL20_3142
MIQB5D77_03815
MVZmyaer102_09850(desB)
CYTcce_4388
CWACwatDRAFT_3625
TERTery_4492
PAGHNIES204_40690
PPSUNO713_04408(DES3)
PRUNPCC7821_04820(FAD7)
MVAGD0A34_26480
OXYHCG48_05415
OACOscil6304_4510
ONIOsc7112_5416
MICMic7113_4950
GEIGEI7407_2532
ANAall1597
NPUNpun_R6230
NOSNos7107_0616
NOPNos7524_4758
NONNOS3756_14570
NFLCOO91_07298
NOECLI64_08215
NSHGXM_01597
NEDHUN01_29405
NPZACX27_26510
NLKNIES25_58740
NCWNIES2107_57390
NCFANSO36C_61810(desA_1)
AVAAva_4210
NAZAazo_3556
ANBANA_C20204
ACYAnacy_4778
AWAAA650_16760
ANNEH233_10955
CSGCylst_2674
RSINB6N60_02679
CALOCal7507_2591
CALTCal6303_1446
CALHIJ00_05015
CALSNIES3974_16670
RIVRiv7116_4399
MDPNIES3275_51840
NSPHBDGGKGIB_02539(desA_1)
DOUBMF77_00181(desA_2)
DFSHGD76_17195
DHTNG743_21980
DCMNIES806_39500
DOTEZY12_14670
DOZHEP80_16985
DOCHEQ26_16135
CCURIAR63_05435
CRKL3I90_06310
AFLOHEQ12_18925
STOQK2F26_06470
SKVNIES73_23290
AEEIM676_07025
RCSNIES932_16830
OCFWJM97_21055
TOQHCG51_19355
TTQNIES37_04680
ALAXNIES50_15160
SCYTSAMD_13290
SCYSNIES4073_83160
BSENDP114_30270
BOXDP113_30410
NCNBZZ01_14805
CTHEChro_2759
LKBLPTSP3_g23450(desA_1)
 » show all
Reference
1  [PMID:8102138]
  Authors
Browse J, McConn M, James D Jr, Miquel M
  Title
Mutants of Arabidopsis deficient in the synthesis of alpha-linolenate. Biochemical and genetic characterization of the endoplasmic reticulum linoleoyl desaturase.
  Journal
J Biol Chem 268:16345-51 (1993)
  Sequence
[ath:AT2G29980]
Reference
2  [PMID:1455229]
  Authors
Arondel V, Lemieux B, Hwang I, Gibson S, Goodman HM, Somerville CR
  Title
Map-based cloning of a gene controlling omega-3 fatty acid desaturation in Arabidopsis.
  Journal
Science 258:1353-5 (1992)
DOI:10.1126/science.1455229
  Sequence
[brp:103867994]
Reference
3  [PMID:15538555]
  Authors
Sakuradani E, Abe T, Iguchi K, Shimizu S
  Title
A novel fungal omega3-desaturase with wide substrate specificity from arachidonic acid-producing Mortierella alpina 1S-4.
  Journal
Appl Microbiol Biotechnol 66:648-54 (2005)
DOI:10.1007/s00253-004-1760-x
Other DBs
ExplorEnz - The Enzyme Database: 1.14.19.25
IUBMB Enzyme Nomenclature: 1.14.19.25
ExPASy - ENZYME nomenclature database: 1.14.19.25
BRENDA, the Enzyme Database: 1.14.19.25

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