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Entry
EC 1.14.14.20               Enzyme                                 

Name
phenol 2-monooxygenase (FADH2);
pheA1 (gene name)
Class
Oxidoreductases;
Acting on paired donors, with incorporation or reduction of molecular oxygen;
With reduced flavin or flavoprotein as one donor, and incorporation of one atom of oxygen into the other donor
BRITE hierarchy
Sysname
phenol,FADH2:oxygen oxidoreductase (2-hydroxylating)
Reaction(IUBMB)
phenol + FADH2 + O2 = catechol + FAD + H2O [RN:R11653]
Reaction(KEGG)
Substrate
phenol [CPD:C00146];
FADH2 [CPD:C01352];
O2 [CPD:C00007]
Product
catechol [CPD:C00090];
FAD [CPD:C00016];
H2O [CPD:C00001]
Comment
The enzyme catalyses the ortho-hydroxylation of simple phenols into the corresponding catechols. It accepts 4-methylphenol, 4-chlorophenol, and 4-fluorophenol [1] as well as 4-nitrophenol, 3-nitrophenol, and resorcinol [3]. The enzyme is part of a two-component system that also includes an NADH-dependent flavin reductase. It is strictly dependent on FADH2 and does not accept FMNH2 [1,3]. cf. EC 1.14.13.7, phenol 2-monooxygenase (NADPH).
History
EC 1.14.14.20 created 2016
Reference
1  [PMID:12968028]
  Authors
Kirchner U, Westphal AH, Muller R, van Berkel WJ
  Title
Phenol hydroxylase from Bacillus thermoglucosidasius A7, a two-protein component  monooxygenase with a dual role for FAD.
  Journal
J Biol Chem 278:47545-53 (2003)
DOI:10.1074/jbc.M307397200
Reference
2  [PMID:14703520]
  Authors
van den Heuvel RH, Westphal AH, Heck AJ, Walsh MA, Rovida S, van Berkel WJ, Mattevi A
  Title
Structural studies on flavin reductase PheA2 reveal binding of NAD in an unusual  folded conformation and support novel mechanism of action.
  Journal
J Biol Chem 279:12860-7 (2004)
DOI:10.1074/jbc.M313765200
Reference
3  [PMID:19787347]
  Authors
Saa L, Jaureguibeitia A, Largo E, Llama MJ, Serra JL
  Title
Cloning, purification and characterization of two components of phenol hydroxylase from Rhodococcus erythropolis UPV-1.
  Journal
Appl Microbiol Biotechnol 86:201-11 (2010)
DOI:10.1007/s00253-009-2251-x
  Sequence
Other DBs
ExplorEnz - The Enzyme Database: 1.14.14.20
IUBMB Enzyme Nomenclature: 1.14.14.20
ExPASy - ENZYME nomenclature database: 1.14.14.20
BRENDA, the Enzyme Database: 1.14.14.20
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