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Enzyme Nomenclature
Information on EC 1.14.13.89 - isoflavone 2'-hydroxylase
Word Map on EC 1.14.13.89
- 1.14.13.89
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isoflavonoids
- glycyrrhiza
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phytoalexins
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cinnamic
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cicer
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2'-hydroxylated
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cultivar
- chickpea
- flavonoid
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3'-hydroxylases
-
elicitor
- licorice
-
legume
- arietinum
- genistein
- medicarpin
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The enzyme appears in viruses and cellular organisms
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EC NUMBER 
COMMENTARY 
1.14.13.89
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RECOMMENDED NAME
GeneOntology No.
isoflavone 2'-hydroxylase
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REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT
LITERATURE
an isoflavone + NADPH + H+ + O2 = a 2'-hydroxyisoflavone + NADP+ + H2O
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PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
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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
110183-49-8
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ORGANISM
COMMENTARY
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
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SUBSTRATE
PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
2'-hydroxyformononetin + NADPH + O2
?
9.1% of the activity with biochanin A
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-
?
3'-hydroxyformononetin + NADPH + O2
?
4.7% of the activity with biochanin A
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-
?
biochanin A + NADPH + O2
2'-hydroxybiochanin A + NADP+ + H2O
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-
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?
pseudobaptigenin + NADPH + O2
?
35% of the activity with biochanin A
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-
?
daidzein + NADPH + O2
2'-hydroxydaidzein + NADP+ + H2O
18.6% of the activity with biochanin A
+ low concentrations of 3'-hydroxydaidzein
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?
formononetin + NADPH + O2
2'-hydroxyformononetin + NADP+ + H2O
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-
-
?
formononetin + NADPH + O2
2'-hydroxyformononetin + NADP+ + H2O
37.2% of the activity with biochanin A
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-
?
genistein + NADPH + O2
2'-hydroxygenistein + NADP+ + H2O
10.2% of the activity with biochanin A
+ low concentrations of 3'-hydroxygenistaien
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?
additional information
?
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the enzyme is involved in biosynthesis of flavonoids
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additional information
?
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the enzyme is involved in biosynthesis of flavonoids
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additional information
?
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the enzyme is involved in the biosynthesis of isoflavonoid-derived antimicrobial compounds of legumes
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additional information
?
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no activity with naringenin (5,7,4'-trihydroxyflavanone), liquiritigenin (7,4'-dihydroxyflavanone), trans-cinnamic acid and 4-coumaric acid
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additional information
?
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the enzyme is essential for isoflavan pterocarpan phytoalexin biosynthesis
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additional information
?
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no activity with isoformononetin, prunetin, 6,7,4'-trihydroxyisoflavone, 3',4',7-trihydroxyisoflavone
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additional information
?
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no activity with isoformononetin, prunetin, 6,7,4'-trihydroxyisoflavone, 3',4',7-trihydroxyisoflavone
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NATURAL SUBSTRATES
NATURAL PRODUCTS
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
additional information
?
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the enzyme is involved in biosynthesis of flavonoids
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additional information
?
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P93147
the enzyme is involved in biosynthesis of flavonoids
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additional information
?
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P93147
the enzyme is involved in the biosynthesis of isoflavonoid-derived antimicrobial compounds of legumes
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additional information
?
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the enzyme is essential for isoflavan pterocarpan phytoalexin biosynthesis
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COFACTOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
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TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
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pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
SOURCE
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activity increases 10 h after elicitation with reduced glutathione. Only a low level of transcription is observed in untreated seedlings
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LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY
GeneOntology No.
LITERATURE
SOURCE
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Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
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LINKS TO OTHER DATABASES (specific for EC-Number 1.14.13.89)
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