Information on EC 1.14.13.89 - isoflavone 2'-hydroxylase

for references in articles please use BRENDA:EC1.14.13.89
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The enzyme appears in viruses and cellular organisms

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EC NUMBER
COMMENTARY hide
1.14.13.89
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RECOMMENDED NAME
GeneOntology No.
isoflavone 2'-hydroxylase
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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
(-)-glycinol biosynthesis
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coumestrol biosynthesis
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wighteone and luteone biosynthesis
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Isoflavonoid biosynthesis
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Biosynthesis of secondary metabolites
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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.
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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
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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
?
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COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
cytochrome P450
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NADPH
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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
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TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.033
Biochanin A
pH 8.0
0.015
formononetin
pH 8.0
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pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
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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
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LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY hide
GeneOntology No.
LITERATURE
SOURCE
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Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
expression in Saccharomyces cerevisiae
expression in yeast
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expression in yeast strain WAT11
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LINKS TO OTHER DATABASES (specific for EC-Number 1.14.13.89)
ExplorEnz
ExPASy
KEGG
MetaCyc
SABIO-RK
NCBI: PubMed, Protein, Nucleotide, Structure, Genome, OMIM
IUBMB Enzyme Nomenclature
PROSITE Database of protein families and domains
InterPro (database of protein families, domains and functional sites)