KEGG   ENZYME: 1.14.13.50Help
Entry
EC 1.14.13.50               Enzyme                                 

Name
pentachlorophenol monooxygenase;
pentachlorophenol dechlorinase;
pentachlorophenol dehalogenase;
pentachlorophenol 4-monooxygenase;
PCP hydroxylase;
pentachlorophenol hydroxylase;
PcpB;
PCB 4-monooxygenase;
PCB4MO
Class
Oxidoreductases;
Acting on paired donors, with incorporation or reduction of molecular oxygen;
With NADH or NADPH as one donor, and incorporation of one atom of oxygen into the other donor
BRITE hierarchy
Sysname
pentachlorophenol,NADPH:oxygen oxidoreductase (hydroxylating, dechlorinating)
Reaction(IUBMB)
(1) pentachlorophenol + 2 NADPH + H+ + O2 = 2,3,5,6-tetrachlorohydroquinone + 2 NADP+ + chloride + H2O [RN:R03982];
(2) 2,3,5,6-tetrachlorophenol + NADPH + H+ + O2 = 2,3,5,6-tetrachlorohydroquinone + NADP+ + H2O [RN:R07191]
Reaction(KEGG)
R03982 R07191;
(other) R07779
Show
Substrate
pentachlorophenol [CPD:C02575];
NADPH [CPD:C00005];
H+ [CPD:C00080];
O2 [CPD:C00007];
2,3,5,6-tetrachlorophenol [CPD:C15505]
Product
2,3,5,6-tetrachlorohydroquinone [CPD:C03434];
NADP+ [CPD:C00006];
chloride [CPD:C00698];
H2O [CPD:C00001]
Comment
A flavoprotein (FAD). The enzyme displaces a diverse range of substituents from the 4-position of polyhalogenated phenols but requires that a halogen substituent be present at the 2-position [2]. The enzyme converts many polyhalogenated phenols into hydroquinones, and requires that a halogen substituent be present at C-2 [2]. If C-4 carries a halogen substituent, reaction 1 is catalysed, e.g. 2,4,6-triiodophenol is oxidized to 2,6-diiodohydroquinone; if C-4 is unsubstituted, reaction 2 is catalysed.
History
EC 1.14.13.50 created 1992, modified 2005
Pathway
Chlorocyclohexane and chlorobenzene degradation
Fluorobenzoate degradation
Metabolic pathways
Microbial metabolism in diverse environments
Orthology
K03391  
pentachlorophenol monooxygenase
Genes
ABO: 
BUR: 
MMC: 
MKM: 
MJL: 
RHA: 
SEN: 
Taxonomy
Reference
1  [PMID:2793827]
  Authors
Schenk T, Muller R, Morsberger F, Otto MK, Lingens F.
  Title
Enzymatic dehalogenation of pentachlorophenol by extracts from Arthrobacter sp. strain ATCC 33790.
  Journal
J. Bacteriol. 171 (1989) 5487-91.
Reference
2  [PMID:1569020]
  Authors
Xun L, Topp E, Orser CS.
  Title
Diverse substrate range of a Flavobacterium pentachlorophenol hydroxylase and reaction stoichiometries.
  Journal
J. Bacteriol. 174 (1992) 2898-902.
Reference
3  [PMID:1512208]
  Authors
Xun L, Topp E, Orser CS.
  Title
Confirmation of oxidative dehalogenation of pentachlorophenol by a Flavobacterium pentachlorophenol hydroxylase.
  Journal
J. Bacteriol. 174 (1992) 5745-7.
Reference
4  [PMID:8619798]
  Authors
Lange CC, Schneider BJ, Orser CS.
  Title
Verification of the role of PCP 4-monooxygenase in chlorine elimination from pentachlorophenol by Flavobacterium sp. strain ATCC 39723.
  Journal
Biochem. Biophys. Res. Commun. 219 (1996) 146-9.
Reference
5  [PMID:15262224]
  Authors
Nakamura T, Motoyama T, Hirono S, Yamaguchi I.
  Title
Identification, characterization, and site-directed mutagenesis of recombinant pentachlorophenol 4-monooxygenase.
  Journal
Biochim. Biophys. Acta. 1700 (2004) 151-9.
Other DBs
ExplorEnz - The Enzyme Database: 
IUBMB Enzyme Nomenclature: 
ExPASy - ENZYME nomenclature database: 
UM-BBD (Biocatalysis/Biodegradation Database): 
BRENDA, the Enzyme Database: 
CAS: 
136111-57-4

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