BRENDA - Enzyme Database
show all sequences of 1.14.11.9

Functional expression of plant-derived O-methyltransferase, flavanone 3-hydroxylase, and flavonol synthase in Corynebacterium glutamicum for production of pterostilbene, kaempferol, and quercetin

Kallscheuer, N.; Vogt, M.; Bott, M.; Marienhagen, J.; J. Biotechnol. 258, 190-196 (2017)

Data extracted from this reference:

Application
Application
Commentary
Organism
synthesis
expression of heterologous dioxygenase genes in (2S)-flavanone-producing Corynebacterium glutamicum strains enables the production of flavanonols and flavonols, e.g kaempferol and quercetin, starting from thephenylpropanoids p-coumaric acid and caffeic acid; functional expression of plant-derived O-methyltransferase, flavanone 3-hydroxylase, and flavonol synthase in Corynebacterium glutamicum for production of pterostilbene, kaempferol, and quercetin
Petunia x hybrida
Cloned(Commentary)
Cloned (Commentary)
Organism
functional expression of plant-derived O-methyltransferase, flavanone 3-hydroxylase, and flavonol synthase in Corynebacterium glutamicum for production of pterostilbene, kaempferol, and quercetin; gene F3H, functional recombinant expression of codon-optimized enzyme in Corynebacterium glutamicum strain DelAro4, coexpression with gene FLS encoding flavonol synthase from Populus deltoides. Coexpression fo genes F3H and FLS both from Petunia hybrida is not successful
Petunia x hybrida
Engineering
Protein Variants
Commentary
Organism
additional information
the enzyme is ngineered for synthesizing polyphenol core structuressuch as the stilbene resveratrol and the (2S)-flavanone naringenin
Petunia x hybrida
Natural Substrates/ Products (Substrates)
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
ID
a (2S)-flavan-4-one + 2-oxoglutarate + O2
Petunia x hybrida
-
a (2R,3R)-dihydroflavonol + succinate + CO2
-
-
?
Organism
Organism
UniProt
Commentary
Textmining
Petunia x hybrida
O22530
-
-
Petunia x hybrida
Q07512
-
-
Substrates and Products (Substrate)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
Substrate Product ID
a (2S)-flavan-4-one + 2-oxoglutarate + O2
-
742957
Petunia x hybrida
a (2R,3R)-dihydroflavonol + succinate + CO2
-
-
-
?
eriodictyol + 2-oxoglutarate + O2
-
742957
Petunia x hybrida
dihydroquercetin + succinate + CO2
-
-
-
?
naringenin + 2-oxoglutarate + O2
-
742957
Petunia x hybrida
dihydrokaempferol + succinate + CO2
-
-
-
?
Synonyms
Synonyms
Commentary
Organism
F3H
-
Petunia x hybrida
flavanone 3-hydroxylase
-
Petunia x hybrida
Application (protein specific)
Application
Commentary
Organism
synthesis
functional expression of plant-derived O-methyltransferase, flavanone 3-hydroxylase, and flavonol synthase in Corynebacterium glutamicum for production of pterostilbene, kaempferol, and quercetin
Petunia x hybrida
synthesis
expression of heterologous dioxygenase genes in (2S)-flavanone-producing Corynebacterium glutamicum strains enables the production of flavanonols and flavonols, e.g kaempferol and quercetin, starting from thephenylpropanoids p-coumaric acid and caffeic acid
Petunia x hybrida
Cloned(Commentary) (protein specific)
Commentary
Organism
functional expression of plant-derived O-methyltransferase, flavanone 3-hydroxylase, and flavonol synthase in Corynebacterium glutamicum for production of pterostilbene, kaempferol, and quercetin
Petunia x hybrida
gene F3H, functional recombinant expression of codon-optimized enzyme in Corynebacterium glutamicum strain DelAro4, coexpression with gene FLS encoding flavonol synthase from Populus deltoides. Coexpression fo genes F3H and FLS both from Petunia hybrida is not successful
Petunia x hybrida
Engineering (protein specific)
Protein Variants
Commentary
Organism
additional information
the enzyme is ngineered for synthesizing polyphenol core structuressuch as the stilbene resveratrol and the (2S)-flavanone naringenin
Petunia x hybrida
Natural Substrates/ Products (Substrates) (protein specific)
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
ID
a (2S)-flavan-4-one + 2-oxoglutarate + O2
Petunia x hybrida
-
a (2R,3R)-dihydroflavonol + succinate + CO2
-
-
?
Substrates and Products (Substrate) (protein specific)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
ID
a (2S)-flavan-4-one + 2-oxoglutarate + O2
-
742957
Petunia x hybrida
a (2R,3R)-dihydroflavonol + succinate + CO2
-
-
-
?
eriodictyol + 2-oxoglutarate + O2
-
742957
Petunia x hybrida
dihydroquercetin + succinate + CO2
-
-
-
?
naringenin + 2-oxoglutarate + O2
-
742957
Petunia x hybrida
dihydrokaempferol + succinate + CO2
-
-
-
?
General Information
General Information
Commentary
Organism
evolution
the enzyme belongs to the family of 2-oxoglutarate-dependent dioxygenases
Petunia x hybrida
metabolism
(2S)-flavanones are converted to flavonols by the activity of the 2-oxoglutarate-dependent dioxygenases flavanone 3-hydroxylase (F3H) and flavonol synthase (FLS)
Petunia x hybrida
General Information (protein specific)
General Information
Commentary
Organism
evolution
the enzyme belongs to the family of 2-oxoglutarate-dependent dioxygenases
Petunia x hybrida
metabolism
(2S)-flavanones are converted to flavonols by the activity of the 2-oxoglutarate-dependent dioxygenases flavanone 3-hydroxylase (F3H) and flavonol synthase (FLS)
Petunia x hybrida
Other publictions for EC
No.
1st author
Pub Med
title
organims
journal
volume
pages
year
Activating Compound
Application
Cloned(Commentary)
Crystallization (Commentary)
Engineering
General Stability
Inhibitors
KM Value [mM]
Localization
Metals/Ions
Molecular Weight [Da]
Natural Substrates/ Products (Substrates)
Organic Solvent Stability
Organism
Oxidation Stability
Posttranslational Modification
Purification (Commentary)
Reaction
Renatured (Commentary)
Source Tissue
Specific Activity [micromol/min/mg]
Storage Stability
Substrates and Products (Substrate)
Subunits
Synonyms
Temperature Optimum [C]
Temperature Range [C]
Temperature Stability [C]
Turnover Number [1/s]
pH Optimum
pH Range
pH Stability
Cofactor
Ki Value [mM]
pI Value
IC50 Value
Activating Compound (protein specific)
Application (protein specific)
Cloned(Commentary) (protein specific)
Cofactor (protein specific)
Crystallization (Commentary) (protein specific)
Engineering (protein specific)
General Stability (protein specific)
IC50 Value (protein specific)
Inhibitors (protein specific)
Ki Value [mM] (protein specific)
KM Value [mM] (protein specific)
Localization (protein specific)
Metals/Ions (protein specific)
Molecular Weight [Da] (protein specific)
Natural Substrates/ Products (Substrates) (protein specific)
Organic Solvent Stability (protein specific)
Oxidation Stability (protein specific)
Posttranslational Modification (protein specific)
Purification (Commentary) (protein specific)
Renatured (Commentary) (protein specific)
Source Tissue (protein specific)
Specific Activity [micromol/min/mg] (protein specific)
Storage Stability (protein specific)
Substrates and Products (Substrate) (protein specific)
Subunits (protein specific)
Temperature Optimum [C] (protein specific)
Temperature Range [C] (protein specific)
Temperature Stability [C] (protein specific)
Turnover Number [1/s] (protein specific)
pH Optimum (protein specific)
pH Range (protein specific)
pH Stability (protein specific)
pI Value (protein specific)
Expression
General Information
General Information (protein specific)
Expression (protein specific)
KCat/KM [mM/s]
KCat/KM [mM/s] (protein specific)
742957
Kallscheuer
Functional expression of plan ...
Petunia x hybrida
J. Biotechnol.
258
190-196
2017
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1
1
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3
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2
2
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744729
Chaipanya
-
Isolation and expression anal ...
Nelumbo nucifera, Nymphaea hybrid cultivar
Chiang Mai J. Sci.
44
427-437
2017
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2
-
2
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2
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6
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2
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2
2
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-
745484
Zhang
-
Molecular cloning and functio ...
Vaccinium myrtillus
J. Hortic. Sci. Biotechnol.
92
57-64
2017
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1
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1
1
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-
745623
Khumkarjorn
-
Cloning and expression analys ...
x Ascocenda, x Ascocenda NK-2012
J. Plant Biochem. Biotechnol.
26
179-190
2017
1
-
1
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1
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1
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4
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2
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2
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4
1
3
1
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1
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4
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2
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4
1
1
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1
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1
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-
1
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-
-
-
746071
Li
-
PnF3H, a flavanone 3-hydroxyl ...
Pohlia nutans
Plant Growth Regul.
83
489-500
2017
1
-
1
-
1
-
-
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-
1
-
2
-
1
-
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2
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1
1
1
1
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744604
Tu
Molecular characterization of ...
Carthamus tinctorius
BMC Plant Biol.
16
132
2016
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1
-
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-
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3
1
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1
-
6
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1
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1
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1
3
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1
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4
1
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1
1
2
2
1
-
-
746122
Xiong
Molecular cloning and charact ...
Artemisia annua
Plant Physiol. Biochem.
105
29-36
2016
-
-
1
-
1
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2
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1
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1
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2
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1
1
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1
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1
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746138
Song
Molecular cloning and identif ...
Lycium chinense
Plant Physiol. Biochem.
98
89-100
2016
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1
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2
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4
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6
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2
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2
2
2
2
-
-
745621
Kumar
-
Functional characterization o ...
Phyllanthus emblica
J. Plant Biochem. Biotechnol.
24
453-460
2015
1
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1
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1
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1
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1
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3
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3
-
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3
1
1
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1
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3
3
-
-
-
742549
Flores
Phenylalanine ammonia-lyase, ...
Fragaria x ananassa, Ribes nigrum, Ribes rubrum, Rubus idaeus, Rubus plicatus, Vaccinium myrtillus
Food Chem.
153
130-133
2014
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5
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5
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8
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11
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15
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15
5
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5
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5
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5
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13
-
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15
-
5
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5
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-
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743524
Li
Flower color patterning in pa ...
Viola x wittrockiana
Plant Physiol. Biochem.
84
134-141
2014
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1
1
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743971
Zhang
-
Cloning and functional analys ...
Reaumuria trigyna
Acta Physiol. Plant.
36
1221-1229
2014
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1
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2
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2
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6
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6
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2
2
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1
3
6
2
-
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746091
Mahajan
Overexpression of a tea flava ...
Camellia sinensis, Camellia sinensis UPASI-10
Plant Mol. Biol.
85
551-573
2014
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1
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6
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5
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1
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6
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1
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6
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1
1
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726211
Liu
Regulation of flavanone 3-hydr ...
Hololachna songarica
Plant Physiol. Biochem.
73C
161-167
2013
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1
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1
1
1
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4
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1
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1
1
1
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726318
Cheng
Diversifying selection on flav ...
Glycine max, Glycine soja
PLoS ONE
8
e54154
2013
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2
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4
4
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726200
Flachowsky
Silencing of flavanone-3-hydro ...
Malus domestica
Plant Physiol. Biochem.
51
18-25
2012
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1
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1
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1
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2
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3
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1
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3
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1
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1
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1
2
2
1
-
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725165
Himi
Differential expression of thr ...
Triticum aestivum
Int. J. Plant Genomics
2011
369460
2011
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3
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10
-
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3
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3
9
-
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713238
Lovdal
Synergetic effects of nitrogen ...
Solanum lycopersicum, Solanum lycopersicum Suzanne
Phytochemistry
71
605-613
2010
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1
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2
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1
1
1
1
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713256
Liu
Molecular dissection of the pa ...
Sorghum bicolor
Plant Cell Physiol.
51
1173-1185
2010
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1
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3
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1
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1
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1
3
3
1
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-
698431
Halbwirth
Measuring flavonoid enzyme act ...
no activity in Actinidia deliciosa, Prunus avium, Prunus cerasus, Prunus domestica, Ribes uva-crispa, Rubus idaeus, Rubus plicatus, Sambucus nigra
J. Agric. Food Chem.
57
4983-4987
2009
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7
-
14
-
9
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7
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22
28
-
21
-
21
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21
-
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21
-
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7
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14
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7
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22
28
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21
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-
-
700130
Cheng
-
Polymorphisms of soybean isofl ...
Glycine max, Glycine soja
Mol. Breed.
25
13-24
2009
-
2
2
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2
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2
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2
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4
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2
-
-
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-
-
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-
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-
-
-
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-
700225
Khlestkina
Anthocyanin biosynthesis genes ...
Secale cereale
Mol. Genet. Genomics
282
475-485
2009
-
-
1
-
-
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-
-
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4
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-
-
-
-
-
-
-
-
700742
Zheng
-
Sugars induce anthocyanin accu ...
Vitis vinifera
Plant Growth Regul.
58
251-260
2009
1
1
-
-
-
-
-
-
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1
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1
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1
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3
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1
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1
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1
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-
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-
700794
Eungwanichayapant
Accumulation of catechins in t ...
Camellia sinensis var. sinensis
Plant Physiol. Biochem.
47
94-97
2009
-
1
-
-
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1
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2
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1
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688942
Kim
Accumulation of flavonols in r ...
Glycine max
Mol. Cells
25
247-252
2008
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-
1
-
-
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1
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1
2
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1
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1
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1
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4
1
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-
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-
-
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-
688943
Kim
Flavanone 3beta-hydroxylases f ...
Oryza sativa
Mol. Cell
25
312-316
2008
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-
1
-
-
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1
3
-
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3
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5
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1
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12
1
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1
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3
3
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3
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3
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3
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3
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12
3
-
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-
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-
-
-
-
-
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-
689653
Owens
Biochemical and genetic charac ...
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Plant Physiol. Biochem.
46
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2008
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1
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1
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4
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1
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1
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1
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1
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1
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1
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-
690168
Singh
An early gene of the flavonoid ...
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Tree Physiol.
28
1349-1356
2008
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1
-
-
-
-
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3
-
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1
1
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1
1
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1
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-
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-
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700308
Hukkanen
Benzothiadiazole affects the l ...
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Mol. Plant Pathol.
9
799-808
2008
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-
-
-
-
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4
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1
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1
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-
-
-
-
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701213
Nakatsuka
-
Isolation and expression analy ...
Rhododendron x pulchrum
Sci. Hortic.
118
314-320
2008
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1
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-
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4
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1
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4
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1
1
1
1
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-
746540
Singh
An early gene of the flavonoi ...
Camellia sinensis
Tree Physiol.
28
1349-1356
2008
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-
1
-
-
-
-
-
-
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1
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3
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1
1
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1
1
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1
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1
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1
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1
1
-
1
1
-
-
-
-
-
-
-
1
2
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2
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689577
Gebhardt
Evolution of flavone synthase ...
Petroselinum crispum
Plant Physiol.
144
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2007
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1
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16
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1
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1
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16
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1
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671524
Miyahisa
Combinatorial biosynthesis of ...
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1
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-
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674117
Halbwirth
Two-phase flavonoid formation ...
Fragaria x ananassa
J. Agric. Food Chem.
54
1479-1485
2006
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-
-
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3
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1
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1
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2
-
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-
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-
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-
-
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675792
Leonard
Functional expression of a P45 ...
Malus domestica
Metab. Eng.
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172-181
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1
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2
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676671
Halbwirth
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Screening for inhibitors of 2- ...
Malus domestica, Pyrus communis
Plant Sci.
171
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12
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2
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22
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2
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4
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6
2
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2
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2
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12
-
2
2
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22
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2
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2
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4
-
2
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2
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658733
Wellmann
Significance of C-terminal seq ...
Petunia x hybrida
FEBS Lett.
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149-154
2004
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4
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1
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1
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4
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655572
Martens
Divergent evolution of flavono ...
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1
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1
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660098
Pelt
Flavanone 3-hydroxylase expres ...
Citrus x paradisi, Petunia sp.
Phytochemistry
64
435-444
2003
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10
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439125
Lukacin
Site-directed mutagenesis of t ...
Petunia x hybrida
Eur. J. Biochem.
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2000
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1
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439127
Lukacin
The monomeric polypeptide comp ...
Petunia x hybrida
FEBS Lett.
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Lukacin
Identification of strictly con ...
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5
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1
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1
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3
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439128
Pelletier
Analysis of flavanone 3-hydrox ...
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1
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439122
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Molecular characterization and ...
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439126
Britsch
Molecular characterization of ...
Antirrhinum majus, Callistephus chinensis, Dianthus caryophyllus, Hordeum vulgare, Matthiola incana, Petunia x hybrida
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Britsch
Purification and characterizat ...
Petroselinum crispum
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3
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3
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3
1
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439114
Britsch
Purification of flavanone 3 be ...
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276
348-354
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1
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439123
O'Neill
Molecular genetic analysis of ...
Solanum lycopersicum
Mol. Gen. Genet.
224
279-288
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439115
Beerhues
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Flavanone 3-hydroxylase and di ...
Tulipa hybrid cultivar
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133
743-746
1989
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2
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1
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439116
Takeda
-
Anthocyanin composition of Sin ...
Sinapis alba
Phytochemistry
27
1351-1353
1988
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1
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-
-
-
-
-
-
-
1
-
-
-
-
-
1
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
439119
Britsch
Purification and characterizat ...
Petunia x hybrida
Eur. J. Biochem.
156
569-577
1986
2
-
-
-
-
-
10
4
-
2
3
-
-
2
1
-
1
-
-
1
1
1
3
1
-
-
-
-
-
1
-
-
-
2
-
-
2
-
-
-
-
-
-
-
10
2
4
-
2
3
-
-
1
-
1
-
1
1
1
3
1
-
-
-
-
1
-
-
-
-
-
-
-
-
-
439120
Forkmann
Selection and characterisation ...
Dahlia pinnata, Glandularia x hybrida, Streptocarpus hybrida, Zinnia elegans
Planta
161
261-265
1984
-
-
-
-
-
-
12
-
4
-
-
4
-
7
-
-
-
-
-
4
-
-
4
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
12
-
-
4
-
-
4
-
-
-
-
-
4
-
-
4
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
438998
Dangelmayr
-
Relationship between flower de ...
Matthiola incana
Z. Naturforsch. C
38
551-555
1983
-
-
-
-
-
-
-
-
-
-
-
2
-
1
-
-
-
-
-
4
-
-
2
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
2
-
-
-
-
-
4
-
-
2
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
439001
Forkmann
-
Genetic control of flavanone 3 ...
Antirrhinum majus
Z. Naturforsch. C
36
411-416
1981
-
-
-
-
-
-
-
-
1
-
-
-
-
1
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
439006
Forkmann
-
Anthocyanin biosynthesis in fl ...
Matthiola incana
Z. Naturforsch. C
35
691-695
1980
1
-
-
-
-
-
5
-
1
1
-
-
-
1
-
-
-
-
-
1
1
-
2
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
5
-
-
1
1
-
-
-
-
-
-
-
1
1
-
2
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-