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ENZYME entry: EC 4.99.1.7

Accepted Name
Phenylacetaldoxime dehydratase.
Alternative Name(s)
Arylacetaldoxime dehydratase.
PAOx dehydratase.
Reaction catalysed
(Z)-phenylacetaldehyde oxime <=> phenylacetonitrile + H(2)O
Cofactor(s)
Heme.
Comment(s)
  • The enzyme from Bacillus sp. OxB-1 contains protoheme IX, the iron of which must be in the form Fe(2+) for activity.
  • (Z)-phenylacetaldoxime binds to ferric heme (the Fe(3+) form) via the oxygen atom whereas it binds to the active ferrous form via the nitrogen atom.
  • In this way, the oxidation state of the heme controls the coordination stucture of the substrate--heme complex, which regulates enzyme activity.
  • The enzyme is active toward several (Z)-arylacetaldoximes and (E/Z)- alkylaldoximes as well as toward arylalkylaldoximes such as 3-phenylpropionaldoxime and 4-phenylbutyraldoxime.
  • However, it is inactive with phenylacetaldoximes that have a substituent group at an alpha-site of an oxime group, for example, with (E/Z)-2-phenylpropionaldoxime and (E/Z)-mandelaldoxime.
  • The activity of the enzyme is inhibited completely by the heavy-metal cations Cu(+), Cu(2+), Ag(+) and Hg(+) whereas Fe(2+) and Sn(2+) have an activatory effect.
Cross-references
BRENDA4.99.1.7
EC2PDB4.99.1.7
ExplorEnz4.99.1.7
PRIAM enzyme-specific profiles4.99.1.7
KEGG Ligand Database for Enzyme Nomenclature4.99.1.7
IUBMB Enzyme Nomenclature4.99.1.7
IntEnz4.99.1.7
MEDLINEFind literature relating to 4.99.1.7
MetaCyc4.99.1.7
Rhea expert-curated reactions4.99.1.7
UniProtKB/Swiss-Prot
P82604, OXD_BACSX

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