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 O2 as oxidant and incorporation or
reduction of oxygen. The oxygen incorporated need not be derived
from O2;
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
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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.
Pathway PATH: ec00627  1,4-Dichlorobenzene degradation
PATH: ec01100  Metabolic pathways
Orthology KO: K03391  pentachlorophenol monooxygenase
Genes ABO: ABO_0660
BUR: Bcep18194_A4142 Bcep18194_B0743 Bcep18194_B1484
MMC: Mmcs_2852
MKM: Mkms_2896
MJL: Mjls_2883
RHA: RHA1_ro01939 RHA1_ro03540
FAL: FRAAL2325
SEN: SACE_3057 SACE_4082
AVA: Ava_2049
Taxonomy
Reference
  Authors
  Title

  Journal
  Organism
1  [PMID:2793827]
Schenk T, Muller R, Morsberger F, Otto MK, Lingens F.
Enzymatic dehalogenation of pentachlorophenol by extracts from
Arthrobacter sp. strain ATCC 33790.
J. Bacteriol. 171 (1989) 5487-91.
Arthrobacter sp.
Reference
  Authors
  Title

  Journal
  Organism
2  [PMID:1569020]
Xun L, Topp E, Orser CS.
Diverse substrate range of a Flavobacterium pentachlorophenol
hydroxylase and reaction stoichiometries.
J. Bacteriol. 174 (1992) 2898-902.
Flavobacterium sp.
Reference
  Authors
  Title

  Journal
  Organism
3  [PMID:1512208]
Xun L, Topp E, Orser CS.
Confirmation of oxidative dehalogenation of pentachlorophenol by a
Flavobacterium pentachlorophenol hydroxylase.
J. Bacteriol. 174 (1992) 5745-7.
Flavobacterium sp.
Reference
  Authors
  Title


  Journal
  Organism
4  [PMID:8619798]
Lange CC, Schneider BJ, Orser CS.
Verification of the role of PCP 4-monooxygenase in chlorine
elimination from pentachlorophenol by Flavobacterium sp. strain ATCC
39723.
Biochem. Biophys. Res. Commun. 219 (1996) 146-9.
Flavobacterium sp.
Reference
  Authors
  Title

  Journal
  Organism
5  [PMID:15262224]
Nakamura T, Motoyama T, Hirono S, Yamaguchi I.
Identification, characterization, and site-directed mutagenesis of
recombinant pentachlorophenol 4-monooxygenase.
Biochim. Biophys. Acta. 1700 (2004) 151-9.
Sphingobium chlorophenolicum
Other DBs ExplorEnz - The Enzyme Database: 1.14.13.50
IUBMB Enzyme Nomenclature: 1.14.13.50
ExPASy - ENZYME nomenclature database: 1.14.13.50
UM-BBD (Biocatalysis/Biodegradation Database): 1.14.13.50
BRENDA, the Enzyme Database: 1.14.13.50
CAS: 136111-57-4

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