1.14.19.69: biflaviolin synthase
This is an abbreviated version!
For detailed information about biflaviolin synthase, go to the full flat file.
Word Map on EC 1.14.19.69
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1.14.19.69
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coelicolor
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monooxygenases
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heme
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regiospecificity
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polyketide
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phenol
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polymerize
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hydrogen-bonded
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bulkier
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actinomycete
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ligand-free
- 1.14.19.69
- coelicolor
- monooxygenases
- heme
-
regiospecificity
- polyketide
- phenol
-
polymerize
-
hydrogen-bonded
-
bulkier
-
actinomycete
-
ligand-free
Reaction
2 flaviolin + 2 reduced ferredoxin [iron-sulfur] cluster + 2 H+ + = + 2 oxidized ferredoxin [iron-sulfur] cluster + 2 H2O
Synonyms
CYP 158A2, CYP158A1, CYP158A2, cytochrome P450 158A2, EC 1.14.21.7
ECTree
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Substrates Products
Substrates Products on EC 1.14.19.69 - biflaviolin synthase
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REACTION DIAGRAM
1,6-dihydroxynaphthalene + [reduced NADPH-hemoprotein reductase] + H+ + O2
? + [oxidized NADPH-hemoprotein reductase]
1-naphtyl acetate + [reduced NADPH-hemoprotein reductase] + H+ + O2
? + [oxidized NADPH-hemoprotein reductase]
2,3-dihydroxynaphthalene + [reduced NADPH-hemoprotein reductase] + H+ + O2
? + [oxidized NADPH-hemoprotein reductase]
2,6-dimethoxyphenol + [reduced NADPH-hemoprotein reductase] + H+ + O2
? + [oxidized NADPH-hemoprotein reductase]
2-hydroxy-1,4-naphthoquinone + reduced ferredoxin [iron-sulfur] cluster + H+ + O2
? + oxidized ferredoxin [iron-sulfur] cluster + H2O
-
-
about 70fold lower activity than with flaviolin
-
?
2-naphtyl acetate + [reduced NADPH-hemoprotein reductase] + H+ + O2
? + [oxidized NADPH-hemoprotein reductase]
3,5-dihydroxynaphthalene-2-carboxylic acid + [reduced NADPH-hemoprotein reductase] + H+ + O2
? + [oxidized NADPH-hemoprotein reductase]
-
-
-
?
4 flaviolin + 4 reduced ferredoxin [iron-sulfur] cluster + 4 H+ + O2
3,3'-biflaviolin + 3,8'-biflaviolin + 4 oxidized ferredoxin [iron-sulfur] cluster + 4 H2O
? + [oxidized NADPH-hemoprotein reductase]
-
-
-
?
1,6-dihydroxynaphthalene + [reduced NADPH-hemoprotein reductase] + H+ + O2
? + [oxidized NADPH-hemoprotein reductase]
-
-
-
?
? + [oxidized NADPH-hemoprotein reductase]
-
-
-
?
1-naphtyl acetate + [reduced NADPH-hemoprotein reductase] + H+ + O2
? + [oxidized NADPH-hemoprotein reductase]
-
-
-
?
? + [oxidized NADPH-hemoprotein reductase]
-
-
-
?
2,3-dihydroxynaphthalene + [reduced NADPH-hemoprotein reductase] + H+ + O2
? + [oxidized NADPH-hemoprotein reductase]
-
-
-
?
? + [oxidized NADPH-hemoprotein reductase]
-
-
-
?
2,6-dimethoxyphenol + [reduced NADPH-hemoprotein reductase] + H+ + O2
? + [oxidized NADPH-hemoprotein reductase]
-
-
-
?
? + [oxidized NADPH-hemoprotein reductase]
-
-
-
?
2-naphtyl acetate + [reduced NADPH-hemoprotein reductase] + H+ + O2
? + [oxidized NADPH-hemoprotein reductase]
-
-
-
?
3,3'-biflaviolin + 3,8'-biflaviolin + 4 oxidized ferredoxin [iron-sulfur] cluster + 4 H2O
-
-
-
-
?
4 flaviolin + 4 reduced ferredoxin [iron-sulfur] cluster + 4 H+ + O2
3,3'-biflaviolin + 3,8'-biflaviolin + 4 oxidized ferredoxin [iron-sulfur] cluster + 4 H2O
-
-
plus some further biflaviolin isomer and some triflaviolin
-
?
4 flaviolin + 4 reduced ferredoxin [iron-sulfur] cluster + 4 H+ + O2
3,3'-biflaviolin + 3,8'-biflaviolin + 4 oxidized ferredoxin [iron-sulfur] cluster + 4 H2O
-
-
with isoform CYP158A1, product 3,8'-biflaviolin is about 40% of total product. Isoform CYP158A1 generates a further biflaviolin isomer and some triflaviolin
-
?
4 flaviolin + 4 reduced ferredoxin [iron-sulfur] cluster + 4 H+ + O2
3,3'-biflaviolin + 3,8'-biflaviolin + 4 oxidized ferredoxin [iron-sulfur] cluster + 4 H2O
CYP158A2 produces three isomers of biflaviolin and one triflaviolin
-
-
?
4 flaviolin + 4 reduced ferredoxin [iron-sulfur] cluster + 4 H+ + O2
3,3'-biflaviolin + 3,8'-biflaviolin + 4 oxidized ferredoxin [iron-sulfur] cluster + 4 H2O
isoform CYP158A1 can only produce 3,3'-biflaviolin and 3,8'-biflaviolin with quite different molar ratios compared with the products from CYP158A2
-
-
?
4 flaviolin + 4 reduced ferredoxin [iron-sulfur] cluster + 4 H+ + O2
3,3'-biflaviolin + 3,8'-biflaviolin + 4 oxidized ferredoxin [iron-sulfur] cluster + 4 H2O
-
-
plus some further biflaviolin isomer and some triflaviolin
-
?
4 flaviolin + 4 reduced ferredoxin [iron-sulfur] cluster + 4 H+ + O2
3,3'-biflaviolin + 3,8'-biflaviolin + 4 oxidized ferredoxin [iron-sulfur] cluster + 4 H2O
CYP158A2 produces three isomers of biflaviolin and one triflaviolin
-
-
?
4 flaviolin + 4 reduced ferredoxin [iron-sulfur] cluster + 4 H+ + O2
3,3'-biflaviolin + 3,8'-biflaviolin + 4 oxidized ferredoxin [iron-sulfur] cluster + 4 H2O
isoform CYP158A1 can only produce 3,3'-biflaviolin and 3,8'-biflaviolin with quite different molar ratios compared with the products from CYP158A2
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-
?