KEGG   ENZYME: 1.14.14.96Help
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
BRITE hierarchy
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
Show
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
RSS: 109440930
ATH: AT2G40890(CYP98A3)
ALY: ARALYDRAFT_903389
CRB: 17887658
CSAT: 104782574 104785308 104792955
EUS: EUTSA_v10016538mg EUTSA_v10017706mg
BRP: 103857960 103865848 103866522
BNA: 106352767 106386334 106391625 106395719 106431114 106438010 106454525
BOE: 106335822 106340718 106342398
THJ: 104803227
CPAP: 110811301
CIT: 102624231
TCC: 18598608
DZI: 111293639
GMX: 100811080 606506(CYP98A2)
VRA: 106753926
VAR: 108346061
CCAJ: 109802555
CAM: 101502624
LJA: Lj1g3v4081860.1(Lj1g3v4081860.1)
ADU: 107494128
AIP: 107604697
LANG: 109326958
FVE: 101310387
ZJU: 107431535
CSV: 101217257
CMO: 103486874
CMAX: 111482281
CMOS: 111441713
CPEP: 111790179
JCU: 105636120
HBR: 110668477
MESC: 110621178
VVI: 100263633
INI: 109159148
NNU: 104588272
OSA: 4339188
DOSA: Os05t0494000-01(Os05g0494000) Os10t0196100-00(Os10g0196100)
OBR: 102712257
BDI: 100835531
ATS: 109731922(LOC109731922) 109752053(LOC109752053) 109757203(LOC109757203) 109771147(LOC109771147) 109771148(LOC109771148) 109771149(LOC109771149) 109775586(LOC109775586)
SITA: 101771055
MUS: 103995155
DCT: 110101632
PEQ: 110024997
AOF: 109819911
SMO: SELMODRAFT_450942(C3'H1-1) SELMODRAFT_450943(C3'H1-2)
PPP: 112275074
 » show all
Taxonomy
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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