1.14.13.64: 4-hydroxybenzoate 1-hydroxylase
This is an abbreviated version!
For detailed information about 4-hydroxybenzoate 1-hydroxylase, go to the full flat file.
Word Map on EC 1.14.13.64
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1.14.13.64
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parapsilosis
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hydroquinone
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phenol
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flavoprotein
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fad-dependent
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glucosyltransferase
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shikimate
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arbutin
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3-hydroxybenzoate
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6-hydroxylase
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1,4-dihydroxybenzene
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synthesis
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gentisate
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pharmacology
- 1.14.13.64
- parapsilosis
- hydroquinone
- phenol
- flavoprotein
-
fad-dependent
-
glucosyltransferase
- shikimate
- arbutin
- 3-hydroxybenzoate
-
6-hydroxylase
- 1,4-dihydroxybenzene
- synthesis
- gentisate
- pharmacology
Reaction
Synonyms
4-hydroxybenzoate 1-hydroxylase, 4-hydroxybenzoate 1-hydroxylase (decarboxylating), 4-hydroxybenzoate 1-monooxygenase, 4HB1H, Cp_4HB1H, FAD-dependent 4-hydroxybenzoate hydroxylase, MNX1, Mnx1p, Oxygenase, 4-hydroxybenzoate 1-mono, PHBH, V1H, vanillate 1-hydroxylase
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Reaction
Reaction on EC 1.14.13.64 - 4-hydroxybenzoate 1-hydroxylase
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4-hydroxybenzoate + NAD(P)H + H+ + O2 = hydroquinone + NAD(P)+ + H2O + CO2
the conversion of 4-HB involves an ipso-attack of the electrophilic flavin C4a-hydroperoxide at the C1-atom of the activated substrate, resulting in a tetrahedral benzoquinone species and subsequent release of the carboxyl side chain. It cannot be excluded that His230 activates 4-HB in 4HB1H for ipso-attack by the flavin C4a-hydroperoxide. Furthermore, it can also not be ruled out that the substrate of 4HB1H binds in a flipped orientation with the 4-hydroxyl moiety pointing towards the side chains of Tyr116 and His118
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4-hydroxybenzoate + NAD(P)H + H+ + O2 = hydroquinone + NAD(P)+ + H2O + CO2
the conversion of 4-HB involves an ipso-attack of the electrophilic flavin C4a-hydroperoxide at the C1-atom of the activated substrate, resulting in a tetrahedral benzoquinone species and subsequent release of the carboxyl side chain. It cannot be excluded that His230 activates 4-HB in 4HB1H for ipso-attack by the flavin C4a-hydroperoxide. Furthermore, it can also not be ruled out that the substrate of 4HB1H binds in a flipped orientation with the 4-hydroxyl moiety pointing towards the side chains of Tyr116 and His118
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