Information on EC 4.2.1.105 - 2-hydroxyisoflavanone dehydratase

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The enzyme appears in viruses and cellular organisms

EC NUMBER
COMMENTARY hide
4.2.1.105
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RECOMMENDED NAME
GeneOntology No.
2-hydroxyisoflavanone dehydratase
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
2,4',5,7-tetrahydroxyisoflavanone = genistein + H2O
show the reaction diagram
(2)
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2,4',7-trihydroxyisoflavanone = daidzein + H2O
show the reaction diagram
PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
Biosynthesis of secondary metabolites
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formononetin biosynthesis
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Isoflavonoid biosynthesis
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isoflavonoid biosynthesis I
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isoflavonoid biosynthesis II
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SYSTEMATIC NAME
IUBMB Comments
2,7,4'-trihydroxyisoflavanone hydro-lyase (daidzein-forming)
Catalyses the final step in the formation of the isoflavonoid skeleton. The reaction also occurs spontaneously.
CAS REGISTRY NUMBER
COMMENTARY hide
166800-10-8
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ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
gene IIDH, a gene homologue of 2-hydroxyisoflavanone dehydratase, HIDH2
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Manually annotated by BRENDA team
expressed in Escherichia coli
SwissProt
Manually annotated by BRENDA team
model legume Lotus japonicus (Regel) K. Larsen, hairy root cultures of Lotus japonicus B-129, control plants and transformed plants overexpressing 2-hydroxyisoflavanone dehydratase of Glycine max
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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
2,5,7,4'-tetrahydroxyisoflavanone
?
show the reaction diagram
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flavonoid metabolism in hairy root cultures of Lotus japonicus, control plants and plants overexpressing 2-hydroxyisoflavanone
accumulation of daidzein and genistein in overexpressors indicating that 2-hydroxyisoflavanone dehydratase is a critical determinant of isoflavone productivity, production of coumestrol in control plants and in plants overexpressing 2-hydroxyisoflavanone dehydratase, production of isoliquiritigenin and liquiritigenin in overexpressors of 2-hydroxyisoflavanone
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2,5,7,4'-tetrahydroxyisoflavanone
genistein + H2O
show the reaction diagram
2,7,4'-trihydroxyisoflavanone
daidzein + H2O
show the reaction diagram
2,7-dihydroxy-4'-methoxyisoflavanone
formononetin + H2O
show the reaction diagram
p-nitrophenyl butyrate
?
show the reaction diagram
activity is 0.6% of the activity with 2,5,7,4'-tetrahydroxyisoflavanone
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?
additional information
?
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2-hydroxyisoflavanone dehydratase is a critical determinant of isoflavone productivity in hairy root cultures of Lotus japonicus
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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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2-hydroxyisoflavanone dehydratase is a critical determinant of isoflavone productivity in hairy root cultures of Lotus japonicus
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COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
additional information
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no cofactor required
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INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
2,3-butadione
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0.1 mM, complete inhibition
diethyldicarbonate
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0.5 mM, 69% inhibition
iodoacetamide
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50 mM, 56% inhibition
iodoacetic acid
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50 mM, 43% inhibition
NEM
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1.0 mM, 71% inhibition
PCMB
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0.01 mM, 91% inhibition
ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
8-Br-cGMP
expression of the gene of HIDH is dramatically stimulated by 8-Br-cGMP
NO
stimulation of expression
additional information
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up-regulated by treatment with GSH
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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.17 - 0.304
2,5,7,4'-tetrahydroxyisoflavanone
0.114 - 7
2,7,4'-trihydroxyisoflavanone
0.029 - 0.058
2,7-dihydroxy-4'-methoxyisoflavanone
TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.19 - 18.1
2,5,7,4'-tetrahydroxyisoflavanone
0.12 - 5.3
2,7,4'-trihydroxyisoflavanone
1.6 - 9.8
2,7-dihydroxy-4'-methoxyisoflavanone
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
additional information
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flavonoid production tested using GSH-treated compared with water-treated and non-treated hairy roots regarding activities of endogenous and overexpressed 2-hydroxyisoflavanone dehydratase, flavonoids obtained from 30-day old hairy roots of different genotypes and analyzed by HPLC
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
pH RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
6 - 7.9
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half-maximal activity at pH 6.0 and pH 7.9 in potassium phosphate buffer
pI VALUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
4.9
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isoelectric focusing, pH gradient 4-6.5
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
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from seedling
Manually annotated by BRENDA team
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from seedling
Manually annotated by BRENDA team
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unifoliate and cotyledonary , from seedling
Manually annotated by BRENDA team
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exocarp, mesocarp and endocarp
Manually annotated by BRENDA team
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from seedling
Manually annotated by BRENDA team
additional information
LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY hide
GeneOntology No.
LITERATURE
SOURCE
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
35000
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gel filtration
38000
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1 * 38000, SDS-PAGE
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
monomer
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1 * 38000, SDS-PAGE
Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
expressed in Escherichia coli, Agrobacterium rhizogenes strain ATCC15834 used as recipient of the expression vectors, overexpression of heterologous cDNA of 2-hydroxyisoflavanone dehydratase of Glycine maximus yields nine overexpressor lines, overexpressors show poor elongation and branching of root hairs if compared to control plants
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introduction of soybean HID into the hairy roots of a model legume Lotus japonicus
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ENGINEERING
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
additional information
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transformed plants overexpressing 2-hydroxyisoflavanone dehydratase, studies on regulatory mechanism of isoflavonoid biosynthesis
APPLICATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
agriculture
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regulation of isoflavonoid biosynthesis