KEGG   ENZYME: 1.14.14.49
Entry
EC 1.14.14.49               Enzyme                                 
Name
12-hydroxyjasmonoyl-L-amino acid 12-hydroxylase;
CYP94C1 (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
12-hydroxyjasmonoyl-L-amino acid,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (12-hydroxylating)
Reaction(IUBMB)
a 12-hydroxyjasmonoyl-L-amino acid + 2 [reduced NADPH---hemoprotein reductase] + 2 O2 = a 12-hydroxy-12-oxojasmonoyl-L-amino acid + 2 [oxidized NADPH---hemoprotein reductase] + 3 H2O (overall reaction) [RN:R11807];
(1a) a 12-hydroxyjasmonoyl-L-amino acid + [reduced NADPH---hemoprotein reductase] + O2 = a 12-oxojasmonoyl-L-amino acid + [oxidized NADPH---hemoprotein reductase] + 2 H2O [RN:R11808];
(1b) a 12-oxojasmonoyl-L-amino acid + [reduced NADPH---hemoprotein reductase] + O2 = a 12-hydroxy-12-oxojasmonoyl-L-amino acid + [oxidized NADPH---hemoprotein reductase] + H2O [RN:R11809]
Reaction(KEGG)
Substrate
12-hydroxyjasmonoyl-L-amino acid [CPD:C21696];
[reduced NADPH---hemoprotein reductase] [CPD:C03024];
O2 [CPD:C00007];
12-oxojasmonoyl-L-amino acid [CPD:C21699]
Product
12-hydroxy-12-oxojasmonoyl-L-amino acid [CPD:C21697];
[oxidized NADPH---hemoprotein reductase] [CPD:C03161];
H2O [CPD:C00001];
12-oxojasmonoyl-L-amino acid [CPD:C21699]
Comment
A cytochrome P450 (heme thiolate) enzyme found in plants. The enzyme acts on jasmonoyl-L-amino acid conjugates that have been hydroxylated at the C-12 position of jasmonic acid by EC 1.14.14.48, jasmonoyl-L-amino acid 12-hydroxylase, further oxidizing that position to a carboxylate via an aldehyde intermediate. While the best studied substrate is (+)-7-epi-jasmonoyl-L-isoleucine, the enzyme was shown to be active with jasmonoyl-L-phenylalanine, and is likely to be active with other jasmonoyl-amino acid conjugates.
History
EC 1.14.14.49 created 2017
Orthology
K20624  12-hydroxyjasmonoyl-L-amino acid 12-hydroxylase / fatty acid hydroxylase
Genes
ATHAT2G27690(CYP94C1)
ALY9298636 9317045
CRB17888116
CSAT104752664 104786957
EUSEUTSA_v10016556mg
BRP103829679
BNA106352567 106391362
BOE106341742
RSZ108808949
THJ104800541 104814792 104826412
CPAP110817182 110817241 110822818
CIT102607660 102609495 102617158 102629543 102629822
CICCICLE_v10013407mg CICLE_v10013425mg CICLE_v10028253mg CICLE_v10028254mg CICLE_v10033768mg
PVY116142186 116144580
MINC123206298 123225251
TCC18586675 18590354 18598198
GRA105766698 105771424 105787359 105790009 105799206 105799690
GHI107889162 107889552 107891585 107908703 107928201 107931872 107932426 107948465 107959374 121216167 121217655
GAB108452299 108454817 108455935 108459563 108465296 108466790
HSYR120124317 120136640 120142267 120154377 120189394 120194260 120200842 120210619
DZI111302094 111302096 111310986
EGR104423416 104434001 104438259 104454106
GMX100784058 100795314 100813091 102662117
GSJ114377550 114378221 114381345 114407187
PVUPHAVU_001G188500g PHAVU_007G229700g PHAVU_011G092100g
VRA106755804 106771056
VAR108325544 108339638
VUN114168172 114179770 114190501
VUM124829151 124832855
CCAJ109796417 109799306
APRC113860102 113860901 113872817
MTR11412410 11444615 25483856
TPRA123881693 123898294 123903215
CAM101509106 101511168 101512716
PSAT127095952 127103062 127105688 127106189
VVO131605014 131606875 131620689 131632913 131640771 131640777
LJALj3g3v1145810.1(Lj3g3v1145810.1) Lj3g3v2995920.1(Lj3g3v2995920.1)
ADU107461766 107476209 107476418 127744259
AIP107612017 107628619 107629317
AHF112706897 112728856 112736389 112758732 112772332 112772382 112784739
LANG109348331 109352803 109353455
PCIN129302153 129314304 129316336
QSAO6P43_000448 O6P43_009545 O6P43_028505
FVE101291743 101315404
RCN112167354 112192944
PPER18769183 18774517
PMUM103328244 103339709
PAVI110753516 110763287
PDUL117632780 117634627
MDM103406087 103434714 103453949 114821207
MSYL126591541 126593869 126598660 126614185
PXB103931006 103931209 103940218 103954245 103956397 103963636
ZJU107410505 107434937
MNT21384567 21405196
CSAV115708820 115711675 115721128
CSV101207686 101207724
CMO103487143 103500193
BHJ120082726 120090281
MCHA111012753 111014269
CMAX111469255 111498752
CMOS111432949 111436534
CPEP111783715 111800106
RCU8273735 8277592
JCU105629521 105637096
HBR110646612 110649825 110651803 110654152
MESC110613283 110622478 110626190
POP18097954 7465617 7474945 7477179
PEU105111691 105125475 105139924 105140920
PALZ118045485 118053570 118060059 118060360
JRE108981355 108983421 108988597 109011786
CILL122275530 122278836 122292348 122293379
CAVE132162001 132163385
QSU111986161 112032072
QLO115952195 115979311
TWL119989710 120001624 120002250 120006386
VVI100248872 100261934 104880144
VRI117915747 117920308 117927924
SLY101259495 101262529
SPEN107001727 107022675 107029918
SOT102590366 102590712 102598113 102602491
SSTN125844681 125866291 125870055 125871118 125873205
SDUL129876299 129881969 129881970 129886546 129900307
CANN107843661 107849786 107875644
LBB132604334 132607183 132615784 132633628
NTA107762611 107769339 107770969 107805372 107812381 107823198 107832079
NSY104218148 104224227 104237426 104246061
NTO104085660 104086536 104086711 104110397
NAU109207348 109216917 109223935 109227956
INI109151611 109153995 109155129
ITR115999630 116003730 116003758 116030118
SIND105161816 105169996 105174092
OEU111366249 111382872 111391342 111399705 111400668 111412034 111412179 111412635
EGT105958517 105960492
SSPL121746235 121764434 121786365 121802107 121810976
SMIL130996575 131021013
SHIS125209726 125215058 125219314
APAN127239469 127251729 127253558
HAN110891365 110898092 110935483
ECAD122582771 122583684 122583732
LSV111900751 111905026 111905399
CCAV112522257 112524730
DCR108216642 108225473
CSIN114266677 114282178 114283491 114305676 114322242
RVL131314468 131320849 131329805 131329875
AEW130755933 130757042 130789152
BVG104898458 104900339
SOE110785318
CQI110684273 110695767
ATRI130812607 130813187
MOF131149697
NNU104588126 104607727
MING122083794 122093552
TSS122640454 122650552
PSOM113322585 113322650 113336614 113342893 113342904
OSA4338937 4349792 4351514 9271540
DOSAOs01t0858350-01(Os01g0858350) Os05t0445100-01(Os05g0445100) Os11t0151400-01(Os11g0151400) Os12t0150200-01(Os12g0150200)
OBR102702340 102703777 102719621 102721321
OGL127753988 127756892 127775220 127786080
BDI100831121 100844511 100845280 100845441 112268706
ATS109734603 109753555 109770723 109782704 109787152
TDC119269655 119277670 119281306 119286172 119295645 119302422 119308245 119345911 119356959 119358315 119366205 119368725
TAES123042553 123042554 123050483 123050485 123058066 123062662 123071482 123079819 123086352 123091696 123096647 123103009 123111159 123120219 123135087 123182186 123186453 123186455
TUA125508382 125520286 125531067 125545341
LPER127294732 127299821 127299823 127322937 127344372
LRD124648604 124650290 124653834 124657986 124658028 124658381 124662819 124663410 124699207 124699211
SBI8058537 8058941 8061737 8066963
ZMA100382251 100501815 103636463 103640750 103640758 103643029
SITA101768819 101777527 101780102 101786807
SVS117847308 117854516 117862775 117866620
PVIR120663584 120665325 120675776 120696723 120698522
PHAI112883980 112886578 112891736
PDA103703220 103707962 103715394
EGU105033878 105038226 105052773
MUS103975184 103979078 103985192 103987214 103993575 103995646 103995925 104000739
ZOF121993035 121997027 122028524 122031126 122033507
DCT110116548
PEQ110028895
MSIN131235108 131251146
NCOL116264017 116264272
ATR18441336
 » show all
Reference
1  [PMID:22215670]
  Authors
Heitz T, Widemann E, Lugan R, Miesch L, Ullmann P, Desaubry L, Holder E, Grausem B, Kandel S, Miesch M, Werck-Reichhart D, Pinot F
  Title
Cytochromes P450 CYP94C1 and CYP94B3 catalyze two successive oxidation steps of plant hormone Jasmonoyl-isoleucine for catabolic turnover.
  Journal
J Biol Chem 287:6296-306 (2012)
DOI:10.1074/jbc.M111.316364
  Sequence
[ath:AT2G27690]
Reference
2  [PMID:26164240]
  Authors
Widemann E, Grausem B, Renault H, Pineau E, Heinrich C, Lugan R, Ullmann P, Miesch L, Aubert Y, Miesch M, Heitz T, Pinot F
  Title
Sequential oxidation of Jasmonoyl-Phenylalanine and Jasmonoyl-Isoleucine by multiple cytochrome P450 of the CYP94 family through newly identified aldehyde intermediates.
  Journal
Phytochemistry 117:388-99 (2015)
DOI:10.1016/j.phytochem.2015.06.027
  Sequence
[ath:AT2G27690]
Reference
3  [PMID:27459369]
  Authors
Bruckhoff V, Haroth S, Feussner K, Konig S, Brodhun F, Feussner I
  Title
Functional Characterization of CYP94-Genes and Identification of a Novel Jasmonate Catabolite in Flowers.
  Journal
PLoS One 11:e0159875 (2016)
DOI:10.1371/journal.pone.0159875
Other DBs
ExplorEnz - The Enzyme Database: 1.14.14.49
IUBMB Enzyme Nomenclature: 1.14.14.49
ExPASy - ENZYME nomenclature database: 1.14.14.49
BRENDA, the Enzyme Database: 1.14.14.49

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