KEGG   ENZYME: 1.14.11.9
Entry
EC 1.14.11.9                Enzyme                                 
Name
flavanone 3-dioxygenase;
naringenin 3-hydroxylase;
flavanone 3-hydroxylase;
flavanone 3beta-hydroxylase;
flavanone synthase I;
(2S)-flavanone 3-hydroxylase;
naringenin,2-oxoglutarate:oxygen oxidoreductase (3-hydroxylating);
F3H;
flavanone,2-oxoglutarate:oxygen oxidoreductase (3-hydroxylating)
Class
Oxidoreductases;
Acting on paired donors, with incorporation or reduction of molecular oxygen;
With 2-oxoglutarate as one donor, and incorporation of one atom of oxygen into each donor
Sysname
(2S)-flavan-4-one,2-oxoglutarate:oxygen oxidoreductase (3-hydroxylating)
Reaction(IUBMB)
a (2S)-flavan-4-one + 2-oxoglutarate + O2 = a (2R,3R)-dihydroflavonol + succinate + CO2 [RN:R07329]
Reaction(KEGG)
Substrate
(2S)-flavan-4-one [CPD:C02099];
2-oxoglutarate [CPD:C00026];
O2 [CPD:C00007]
Product
(2R,3R)-dihydroflavonol [CPD:C21417];
succinate [CPD:C00042];
CO2 [CPD:C00011]
Comment
Requires Fe2+ and ascorbate. This plant enzyme catalyses an early step in the flavonoid biosynthesis pathway, leading to the production of flavanols and anthocyanins. Substrates include (2S)-naringenin, (2S)-eriodictyol, (2S)-dihydrotricetin and (2S)-pinocembrin. Some enzymes are bifuctional and also catalyse EC 1.14.20.6, flavonol synthase.
History
EC 1.14.11.9 created 1983, modified 1989, modified 2004, modified 2016
Pathway
ec00941  Flavonoid biosynthesis
ec01100  Metabolic pathways
ec01110  Biosynthesis of secondary metabolites
Orthology
K00475  naringenin 3-dioxygenase
Genes
ATHAT3G51240(F3H)
ALY9313862
CRB17885266
CSAT104711665 104780958 104791360
EUSEUTSA_v10010399mg
BRP103841041
BNA106367722 106444347 106449285 111197703
BOE106307555 106338655
RSZ108805892 108852668
THJ104821327
CPAP110822393
CIT102617426
CICCICLE_v10023305mg CICLE_v10025931mg
PVY116139362
MINC123194609 123199757
TCC18610772
GRA105763220 105803713
GHI107912810 107912992 107945804 121202986
GAB108474291 108479753
DZI111292793 111316263
EGR104422756
GMX100780057 100799462 100815441 100818312 732548(F3H)
GSJ114381549 114390422 114390424 114390425 114405690
PVUPHAVU_003G261900g
VRA106769061
VAR108323664
VUN114179503
APRC113858951 113859370 113868659
MTRMTR_3g058610 MTR_5g022020 MTR_8g075830 MTR_8g075890
CAM101492596 101492925 101501974
LJALj3g3v1487200.1(Lj3g3v1487200.1) Lj4g3v1037630.1(Lj4g3v1037630.1)
ADU107476683
AIP107622822
AHF112719684 112796379
LANG109330585 109332349 109359463
FVE101300182
RCN112186620
PPER18770366
PMUM103340206
PAVI110758277
PDUL117633678
MDM103400025 103436139
PXB103953484
ZJU107424368
MNT21409326
CSV101206443 101215613
CMO103491109 103498778
BHJ120068304 120069023
MCHA111014783 111023502 111024602
CMAX111465227 111498563
CMOS111430948 111445185
CPEP111800452 111809659
RCU8268714
JCU105629005
HBR110641151 110642838
MESC110609679
POP18099191 18099194
PEU105138720 105138722
PALZ118029845 118029846 118053245
JRE108997708
QSU112035407
QLO115994995
TWL120012699 120015517
VVI100233079(F3H) 100253950 104879126
VRI117907342 117912217 117912816 117913309
SLY100736482(F3H)
SPEN107011910
SOT102577463
CANN107859880
NTA107770893(NtF3H) 107806462
NSY104217085
NTO104098512
NAU109242464
INI109167724(F3H) 109167725 109177773
ITR115998797 116011765
SIND105166042
OEU111401282
EGT105956424 105959582
SSPL121759171 121773225
HAN110915473
ECAD122610074
LSV111897600
CCAV112512382
DCR108211971 108213382
CSIN114305452 114306386
BVG104895196 104905115 104905116 104905117 104905155
SOE110799526 110799527 110800737
CQI110686439 110686440 110694697 110724781 110733452 110733463 110733489
NNU104587834 104588723 104605233 104605566
MING122072758 122073762 122073763 122084606
TSS122658733 122661380 122661381
PSOM113288864 113290254
NCOL116245897 116246718 116247898 116253956 116263301
OSA9270463
DOSAOs04t0662600-00(Os04g0662600)
OBR102719670
BDI100823527
ATS109770765
TDC119356708 119365932 119366543
TAES100192198 123042301 123042899 123186261
TUA125539912
ZMA542712
SITA101777126
SVS117847667
PVIR120642073 120683857
PHAI112900936
PDA103697163 103708217 120108474
EGU105054663 105059410
MUS103970367 103992006
DCT110097388 110106800
PEQ110032785 110037298
AOF109848156
ATR18441761 18441765
 » show all
Reference
1
  Authors
Forkmann, G., Heller, W. and Grisebach, H.
  Title
Anthocyanin biosynthesis in flowers of Matthiola incana flavanone 3- and flavonoid 3'-hydroxylases.
  Journal
Z Naturforsch C: Biosci 35:691-695 (1980)
Reference
2  [PMID:8541503]
  Authors
Charrier B, Coronado C, Kondorosi A, Ratet P
  Title
Molecular characterization and expression of alfalfa (Medicago sativa L.) flavanone-3-hydroxylase and dihydroflavonol-4-reductase encoding genes.
  Journal
Plant Mol Biol 29:773-86 (1995)
DOI:10.1007/bf00041167
  Sequence
Reference
3  [PMID:8685272]
  Authors
Pelletier MK, Shirley BW
  Title
Analysis of flavanone 3-hydroxylase in Arabidopsis seedlings. Coordinate regulation with chalcone synthase and chalcone isomerase.
  Journal
Plant Physiol 111:339-45 (1996)
DOI:10.1104/pp.111.1.339
Reference
4  [PMID:15013767]
  Authors
Wellmann F, Matern U, Lukacin R.
  Title
Significance of C-terminal sequence elements for Petunia flavanone 3beta-hydroxylase activity.
  Journal
FEBS Lett 561:149-54 (2004)
DOI:10.1016/S0014-5793(04)00159-0
Reference
5  [PMID:16147863]
  Authors
Jin Z, Grotewold E, Qu W, Fu G, Zhao D
  Title
Cloning and characterization of a flavanone 3-hydroxylase gene from Saussurea medusa.
  Journal
DNA Seq 16:121-9 (2005)
DOI:10.1080/10425170500050742
Reference
6  [PMID:16779664]
  Authors
Shen G, Pang Y, Wu W, Deng Z, Zhao L, Cao Y, Sun X, Tang K
  Title
Cloning and characterization of a flavanone 3-hydroxylase gene from Ginkgo biloba.
  Journal
Biosci Rep 26:19-29 (2006)
DOI:10.1007/s10540-006-9007-y
Other DBs
ExplorEnz - The Enzyme Database: 1.14.11.9
IUBMB Enzyme Nomenclature: 1.14.11.9
ExPASy - ENZYME nomenclature database: 1.14.11.9
BRENDA, the Enzyme Database: 1.14.11.9
CAS: 75991-43-4

DBGET integrated database retrieval system