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ENZYME entry: EC

Accepted Name
4-methylphenol dehydrogenase (hydroxylating).
Alternative Name(s)
4-cresol dehydrogenase (hydroxylating).
p-cresol methylhydroxylase.
p-cresol-(acceptor) oxidoreductase (hydroxylating).
Reaction catalysed
4-methylphenol + 4 oxidized azurin + H(2)O <=> 4-hydroxybenzaldehyde + 4 reduced azurin + 4 H(+)
  • 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.
  • Formerly EC
PRIAM enzyme-specific profiles1.17.9.1
KEGG Ligand Database for Enzyme Nomenclature1.17.9.1
IUBMB Enzyme Nomenclature1.17.9.1
MEDLINEFind literature relating to
Rhea expert-curated reactions1.17.9.1
P09788, DH4C_PSEPU

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