KEGG   ENZYME: 1.14.14.96
Entry
EC 1.14.14.96               Enzyme                                 
Name
5-O-(4-coumaroyl)-D-quinate 3'-monooxygenase;
5-O-(4-coumaroyl)-D-quinate/shikimate 3'-hydroxylase;
coumaroylquinate(coumaroylshikimate) 3'-monooxygenase;
CYP98A3 (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
trans-5-O-(4-coumaroyl)-D-quinate,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (3'-hydroxylating)
Reaction(IUBMB)
trans-5-O-(4-coumaroyl)-D-quinate + [reduced NADPH---hemoprotein reductase] + O2 = trans-5-O-caffeoyl-D-quinate + [oxidized NADPH---hemoprotein reductase] + H2O [RN:R04342]
Reaction(KEGG)
R04342;
(other) R06582
Substrate
trans-5-O-(4-coumaroyl)-D-quinate [CPD:C12208];
[reduced NADPH---hemoprotein reductase] [CPD:C03024];
O2 [CPD:C00007]
Product
trans-5-O-caffeoyl-D-quinate [CPD:C00852];
[oxidized NADPH---hemoprotein reductase] [CPD:C03161];
H2O [CPD:C00001]
Comment
A cytochrome P-450 (heme-thiolate) protein, found in plants. It also acts on trans-5-O-(4-coumaroyl)shikimate.
History
EC 1.14.14.96 created 1990 as EC 1.14.13.36, transferred 2018 to EC 1.14.14.96
Pathway
ec00940  Phenylpropanoid biosynthesis
ec00941  Flavonoid biosynthesis
ec00945  Stilbenoid, diarylheptanoid and gingerol biosynthesis
ec01100  Metabolic pathways
ec01110  Biosynthesis of secondary metabolites
Orthology
K09754  5-O-(4-coumaroyl)-D-quinate 3'-monooxygenase
Genes
ATH: AT2G40890(CYP98A3)
ALY: 9315964
CRB: 17887658
CSAT: 104782574 104785308 104792955
EUS: EUTSA_v10016538mg
BRP: 103857960 103865848 103866522
BNA: 106352767 106386334 106391625 106395719 106431114 106438010
BOE: 106335822 106340718 106342398
RSZ: 108847330 108848401 108858042
THJ: 104803227
CPAP: 110811301
CIT: 102623337 102624231 127902134
CIC: CICLE_v10000848mg CICLE_v10003647mg CICLE_v10011520mg CICLE_v10019813mg
PVY: 116130453
MINC: 123211020 123211225 123224750
TCC: 18598608
GRA: 105782306 105786247
GHI: 107920919 107935532 107950342 121229624
GAB: 108464295 108466431
HSYR: 120139846 120154034
DZI: 111293639
EGR: 104443712 104443731 104443755 104454510
GMX: 100811080 606506(CYP98A2)
GSJ: 114399785 114406591
PVU: PHAVU_001G117900g
VRA: 106753926
VAR: 108346061
VUN: 114186352
VUM: 124835773
CCAJ: 109802555
APRC: 113861260
MTR: 120576930
TPRA: 123888242
CAM: 101502624
PSAT: 127126484
VVO: 131609986 131622232
LJA: 130730027
ADU: 107494128
AIP: 107604697
AHF: 112696779 112754637
LANG: 109326958
PCIN: 129311613
QSA: O6P43_006317 O6P43_022834
FVE: 101310387
RCN: 112191575
PPER: 18789678 18789708 18789709 18792412
PMUM: 103319005 103319006 103319007
PAVI: 110765625 110765626 110765627 110765628 110771536
PDUL: 117612862 117616059 117616060 117629116
MDM: 103402429 103425389 103428961 103441965
MSYL: 126599158 126603427 126605902 126631773 126631775
PXB: 103944996 103944997 103944999 103946365 103946366
ZJU: 107431535
MNT: 21410476
CSAV: 115712743 115724660
CSV: 101217257
CMO: 103486874
BHJ: 120091747
CMAX: 111482281
CMOS: 111441713
CPEP: 111790179
RCU: 8277408 8277879 8277880
MEAN: 126666873 126671152 126672878
JCU: 105636120
HBR: 110668477
MESC: 110621178
POP: 18106094 7458907 7495679
PEU: 105136908 105137345
PALZ: 118033187 118033188 118052995
JRE: 109008126 109008127 109019007
CILL: 122275816 122276443 122278307
CAVE: 132161799 132161912
QSU: 112007479 112007503 112039358 136064344
QLO: 115953326
TWL: 119992803
VVI: 100263633
VRI: 117920828
SLY: 101246092 101247849 101261765 101262063 101262367
SPEN: 107001769 107001863 107002593 107008188 107028331
SOT: 102578406 102578747 102586130 102590105 102590484 102590830 102590870 102606401
SSTN: 125863836 125865331 125865642 125865643 125865644 125865645 125871059
SDUL: 129876173 129876783 129876993 129877011 129886387 129887625
CANN: 107839366 107844023 107844024 107844025
LBB: 132607582 132607583 132607584 132607585 132607586 132607587 132626332 132645355
NTA: 107767804 107768690 107771987 107792896 107797681 107800961 107803600 107824233(CYP98A33v1)
NSY: 104216569 104221515 104228627 104235549
NTO: 104088297 104092594 104112912 104119156
NAU: 109221014 109228215 109239726 109239730
INI: 109159148
ITR: 115996353 116029460
SIND: 105162700 105172202
OEU: 111391169 111401521
EGT: 105949334 105949335 105951765 105951768 105951769 105963605
SSPL: 121747388 121747439 121751565 121753302 121804071 121805425 121805775 121806378 121808561
SMIL: 130990242 131006470 131022484 131022485
SHIS: 125189439 125192111 125194298 125194318 125194375 125211920 125213897
APAN: 127256589 127260999
HAN: 110865896 110895770
ECAD: 122579549 122582247
LSV: 111877005 111891710 111908828 111919428
CCAV: 112504027 112512472
DCR: 108209804 108227431
CSIN: 114298795 114303480 114303482
RVL: 131323005 131323006 131323008
AEW: 130755199 130777412 130786255
BVG: 104887604 104889547 104889649 104889748
SOE: 110778982 110779503 110799229
CQI: 110709209 110711729 110714717 110714951 110717575 110720052
ATRI: 130800658 130821286 130827890
MOF: 131146393 131160666
NNU: 104588272
MING: 122063491 122063496 122068462 122069164 122088749
TSS: 122666848 122669889
PSOM: 113298939 113358675
OSA: 4339188
OBR: 102712257
OGL: 127752952 127773835
BDI: 100835531
ATS: 109731922 109752053 109757203 109771149 109775586
TDC: 119269306 119277305 119284878 119348794
TAES: 123060768 123062331 123071098 123079468 123100799 123108593 123137844 123182452
TUA: 125506560 125522601 125545066
LPER: 127318794 127344160
LRD: 124662229 124707437
SBI: 8077042 8082405
ZMA: 100191539 100274274
MFLO: 136450522 136459241 136512680 136512922 136516417
SITA: 101771055
SVS: 117849885
PVIR: 120665065 120673263 120698273
PHAI: 112887100 112894578
PDA: 103705056 103706282
EGU: 105033349 105052441
MUS: 103995155
ZOF: 121971833 122002816 122007084 122030545
DCT: 110101632
PEQ: 110024997
AOF: 109819911
MSIN: 131226852 131227290 131227703 131227845 131227846
NCOL: 116245980
ATR: 18427105 18441256
SMO: SELMODRAFT_450942(C3'H1-1) SELMODRAFT_450943(C3'H1-2)
PPP: 112275074
 » show all
Reference
1  [PMID:2821918]
  Authors
Kuhnl T, Koch U, Heller W, Wellmann E.
  Title
Chlorogenic acid biosynthesis: characterization of a light-induced microsomal 5-O-(4-coumaroyl)-D-quinate/shikimate 3'-hydroxylase from carrot (Daucus carota L.) cell suspension cultures.
  Journal
Arch Biochem Biophys 258:226-32 (1987)
DOI:10.1016/0003-9861(87)90339-0
Reference
2  [PMID:11429408]
  Authors
Schoch G, Goepfert S, Morant M, Hehn A, Meyer D, Ullmann P, Werck-Reichhart D
  Title
CYP98A3 from Arabidopsis thaliana is a 3'-hydroxylase of phenolic esters, a missing link in the phenylpropanoid pathway.
  Journal
J Biol Chem 276:36566-74 (2001)
DOI:10.1074/jbc.M104047200
  Sequence
[ath:AT2G40890]
Reference
3  [PMID:11967091]
  Authors
Franke R, Humphreys JM, Hemm MR, Denault JW, Ruegger MO, Cusumano JC, Chapple C
  Title
The Arabidopsis REF8 gene encodes the 3-hydroxylase of phenylpropanoid metabolism.
  Journal
Plant J 30:33-45 (2002)
DOI:10.1046/j.1365-313X.2002.01266.x
  Sequence
[ath:AT2G40890]
Reference
4  [PMID:19779199]
  Authors
Matsuno M, Compagnon V, Schoch GA, Schmitt M, Debayle D, Bassard JE, Pollet B, Hehn A, Heintz D, Ullmann P, Lapierre C, Bernier F, Ehlting J, Werck-Reichhart D
  Title
Evolution of a novel phenolic pathway for pollen development.
  Journal
Science 325:1688-92 (2009)
DOI:10.1126/science.1174095
  Sequence
[ath:AT2G40890]
Other DBs
ExplorEnz - The Enzyme Database: 1.14.14.96
IUBMB Enzyme Nomenclature: 1.14.14.96
ExPASy - ENZYME nomenclature database: 1.14.14.96
BRENDA, the Enzyme Database: 1.14.14.96
CAS: 112131-08-5
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