Information on EC 1.14.13.28 - 3,9-dihydroxypterocarpan 6a-monooxygenase

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The expected taxonomic range for this enzyme is: Glycine max

EC NUMBER
COMMENTARY hide
1.14.13.28
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RECOMMENDED NAME
GeneOntology No.
3,9-dihydroxypterocarpan 6a-monooxygenase
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
(6aR,11aR)-3,9-dihydroxypterocarpan + NADPH + H+ + O2 = (6aS,11aS)-3,6a,9-trihydroxypterocarpan + NADP+ + H2O
show the reaction diagram
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
oxidation
-
-
-
-
redox reaction
-
-
-
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reduction
-
-
-
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PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
glyceollin biosynthesis I
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Isoflavonoid biosynthesis
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SYSTEMATIC NAME
IUBMB Comments
(6aR,11aR)-3,9-dihydroxypterocarpan,NADPH:oxygen oxidoreductase (6a-hydroxylating)
Possibly a heme-thiolate protein (P-450). The product of the reaction is the biosynthetic precursor of the phytoalexin glyceollin in soybean.
CAS REGISTRY NUMBER
COMMENTARY hide
92584-16-2
-
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
(6aR,11aR)-3,9-dihydroxypterocarpan + NADPH + O2
(6aS,11aS)-3,6a,9-trihydroxypterocarpan + NADP+ + H2O
show the reaction diagram
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
(6aR,11aR)-3,9-dihydroxypterocarpan + NADPH + O2
(6aS,11aS)-3,6a,9-trihydroxypterocarpan + NADP+ + H2O
show the reaction diagram
COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
cytochrome P450
-
possibly a heme-thiolate protein
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FAD
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at 0.05 mM with 0.05 mM FMN and 0.01 mM NADPH: 132% relative activity to NADPH alone
FMN
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at 0.05 mM with 0.05 mM FAD and 0.01 mM NADPH: 132% relative activity to NADPH alone
NADPH
additional information
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with NADH, ascorbic acid, FAD, FMN or 6,7-dimethyl-5,6,7,8-tetrahydropterine alone no activity can be detected
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METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Mg2+
-
increases activity
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
cytochrome c
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-
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.0001 - 0.00016
(6aR,11aR)-3,9-Dihydroxypterocarpan
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
0.00006
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at 2 h after inoculation with zoospores from incompatible, heat resistant Phytophtora megasperma f. sp. glycinea
0.00054
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at 8 h after inoculation with zoospores from incompatible, heat resistant Phytophtora megasperma f. sp. glycinea
additional information
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
7.2 - 8.2
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in Tris/HCl and potassium phosphate
7.4
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recombinant enzyme and soybean microsomes
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
30
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recombinant enzyme and soybean microsomes
TEMPERATURE RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
30
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75% of activity maximum at 30°C
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY hide
GeneOntology No.
LITERATURE
SOURCE
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
?
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x * 55000, SDS-PAGE
POSTTRANSLATIONAL MODIFICATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
glycoprotein
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TEMPERATURE STABILITY
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
30
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half-life: 9 min, in 0.08 M potassium phosphate buffer, pH 7.5, 14 mM 2-mercaptoethanol, 20% sucrose, crude enzyme extract
STORAGE STABILITY
ORGANISM
UNIPROT
LITERATURE
-70°C, storage of microsomes, 50% loss of activity in 3-4 weeks
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Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
CYP93A1 cDNA isolated from elicitor-induced soybean cells encodes the enzyme, CYP93A1 expressed in Saccharomyces cerevisiae
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Renatured/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
three artichoke NADPH-cytochrome c reductase isoforms are able to reconstitute the enzyme with cytochrome P-450 purified from elicitor-challenged soybean cell cultures
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