Information on EC 1.14.13.89 - isoflavone 2'-hydroxylase

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The enzyme appears in viruses and cellular organisms

EC NUMBER
COMMENTARY hide
1.14.13.89
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RECOMMENDED NAME
GeneOntology No.
isoflavone 2'-hydroxylase
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
an isoflavone + NADPH + H+ + O2 = a 2'-hydroxyisoflavone + NADP+ + H2O
show the reaction diagram
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PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
Biosynthesis of secondary metabolites
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coumestrol biosynthesis
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glyceollin biosynthesis I
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Isoflavonoid biosynthesis
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wighteone and luteone biosynthesis
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SYSTEMATIC NAME
IUBMB Comments
isoflavone,NADPH:oxygen oxidoreductase (2'-hydroxylating)
A heme-thiolate protein (P-450). Acts on daidzein, formononetin and genistein. EC 1.14.13.53, 4'-methoxyisoflavone 2'-hydroxylase, has the same reaction but is more specific as it requires a 4'-methoxyisoflavone.
CAS REGISTRY NUMBER
COMMENTARY hide
110183-49-8
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ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
-
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Manually annotated by BRENDA team
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SwissProt
Manually annotated by BRENDA team
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
2'-hydroxyformononetin + NADPH + O2
?
show the reaction diagram
9.1% of the activity with biochanin A
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-
?
3'-hydroxyformononetin + NADPH + O2
?
show the reaction diagram
4.7% of the activity with biochanin A
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-
?
biochanin A + NADPH + O2
2'-hydroxybiochanin A + NADP+ + H2O
show the reaction diagram
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-
-
?
daidzein + NADPH + O2
2'-hydroxydaidzein + NADP+ + H2O
show the reaction diagram
formononetin + NADPH + O2
2'-hydroxyformononetin + NADP+ + H2O
show the reaction diagram
genistein + NADPH + O2
2'-hydroxygenistein + NADP+ + H2O
show the reaction diagram
pseudobaptigenin + NADPH + O2
?
show the reaction diagram
35% of the activity with biochanin A
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?
additional information
?
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NATURAL SUBSTRATES
NATURAL PRODUCTS
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
additional information
?
-
COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
cytochrome P450
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NADPH
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.051
Biochanin A
pH 8.0
0.067
formononetin
pH 8.0
0.00017
NADPH
pH 8.0
TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.033
Biochanin A
Medicago truncatula
Q6WNR0
pH 8.0
0.015
formononetin
Medicago truncatula
Q6WNR0
pH 8.0
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
suspension, induction with yeast extract
Manually annotated by BRENDA team
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activity increases 10 h after elicitation with reduced glutathione. Only a low level of transcription is observed in untreated seedlings
Manually annotated by BRENDA team
LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY hide
GeneOntology No.
LITERATURE
SOURCE
Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
expression in Saccharomyces cerevisiae
expression in yeast
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expression in yeast strain WAT11