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Information on EC 1.17.9.1 - 4-methylphenol dehydrogenase (hydroxylating)

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EC Tree
     1 Oxidoreductases
         1.17 Acting on CH or CH2 groups
            
                1.17.9.1 4-methylphenol dehydrogenase (hydroxylating)
IUBMB Comments
This bacterial enzyme contains a flavin (FAD) subunit and a cytochrome c subunit. The flavin subunit abstracts two hydrogen atoms from the substrate, forming a quinone methide intermediate, then hydrates the latter at the benzylic carbon with a hydroxyl group derived from water. The protons are lost to the bulk solvent, while the electrons are passed to the heme on the cytochrome subunit, and from there to azurin, a small copper-binding protein that is co-localized with the enzyme in the periplasm. The first hydroxylation forms 4-hydroxybenzyl alcohol; a second hydroxylation converts this into 4-hydroxybenzaldehyde.
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Word Map
The enzyme appears in viruses and cellular organisms
Reaction Schemes
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Synonyms
More, p-cresol methylhydroxylase, p-cresol methylhydroxylase A, p-cresol methylhydroxylase B, p-cresol methylhydroxylases, p-cresol-(acceptor) oxidoreductase (hydroxylating), p-cresolmethylhydroxylase, para-cresol methylhydroxylase, pchC, pchF, more
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
4-hydroxybenzyl alcohol + 2 oxidized azurin = 4-hydroxybenzaldehyde + 2 reduced azurin + 2 H+
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(1b)
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4-methylphenol + 2 oxidized azurin + H2O = 4-hydroxybenzyl alcohol + 2 reduced azurin + 2 H+
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(1a)
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4-methylphenol + 4 oxidized azurin + H2O = 4-hydroxybenzaldehyde + 4 reduced azurin + 4 H+
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