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Literature summary extracted from

  • Dai, M.; Rogers, J.B.; Warner, J.R.; Copley, S.D.
    A previously unrecognized step in pentachlorophenol degradation in Sphingobium chlorophenolicum is catalyzed by tetrachlorobenzoquinone reductase (PcpD) (2003), J. Bacteriol., 185, 302-310.
    View publication on PubMedView publication on EuropePMC

Activating Compound

EC Number Activating Compound Comment Organism Structure
1.14.13.50 additional information pentachlorphenol induces enzyme expression Sphingobium chlorophenolicum

Cloned(Commentary)

EC Number Cloned (Comment) Organism
1.1.1.404 expression in Pseudomonas aeruginosa Sphingobium chlorophenolicum
1.14.13.50 gene pcpB, expression in Escherichia coli Sphingobium chlorophenolicum
1.14.13.50 gene pcpD, expression as C-terminally His12-tagged protein in Pseudomonas aeruginosa strain PAO1-Lac Sphingobium chlorophenolicum

Protein Variants

EC Number Protein Variants Comment Organism
1.14.13.50 moe construction of an allelic exchange mutant and a pcpD knockout mutant strains, the latter show reduced activity at high pentachlorophenol concentrations, not at low concentrations Sphingobium chlorophenolicum

Inhibitors

EC Number Inhibitors Comment Organism Structure
1.14.13.50 tetrachlorobenzoquinone inactivates the enzyme, feedback control Sphingobium chlorophenolicum

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
1.14.13.50 additional information Sphingobium chlorophenolicum enzyme expression in response to pentachlorophenol hydroxylase PcpB ?
-
 ?
1.14.13.50 pentachlorophenol + NADPH + H+ + O2 Sphingobium chlorophenolicum first step of pentachlorophenol degradation pathway tetrachlorobenzoquinone + NADP+ + chloride + H2O
-
 ir
1.14.13.50 tetrachlorobenzoquinone + NADPH Sphingobium chlorophenolicum second step in pentachlorophenol degradation, physiological role in association with pentachloro monooxygenase, overview tetrachlorohydroquinone + NADP+
-
 ?

Organism

EC Number Organism UniProt Comment Textmining
1.1.1.404 Sphingobium chlorophenolicum M9WLE1
-
-
1.1.1.404 Sphingobium chlorophenolicum ATCC 39723 M9WLE1
-
-
1.14.13.50 Sphingobium chlorophenolicum
-
 strain RA-2, strain ATCC 39723, gene pcpB
-
1.14.13.50 Sphingobium chlorophenolicum
-
 strain RA-2, strain ATCC 39723, gene pcpD immediately downstream of gene pcpB
-

Purification (Commentary)

EC Number Purification (Comment) Organism
1.14.13.50 recombinant enzyme from Escherichia coli to homogeneity Sphingobium chlorophenolicum
1.14.13.50 recombinant enzyme from Pseudomonas aeruginosa to over 95% homogeneity by nickel affinity chromatography Sphingobium chlorophenolicum

Reaction

EC Number Reaction Comment Organism Reaction ID
1.14.13.50 pentachlorophenol + NADPH + H+ + O2 = 2,3,5,6-tetrachloro-1,4-benzoquinone + NADP+ + chloride + H2O direct reduction by NADPH of the flavin at the active site without requirement of intermediate formation Sphingobium chlorophenolicum
a
1.14.13.50 pentachlorophenol + NADPH + H+ + O2 = 2,3,5,6-tetrachloro-1,4-benzoquinone + NADP+ + chloride + H2O tetrachlorobenzoquinone reductase PcpD reaction mechanism Sphingobium chlorophenolicum
a

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.1.1.404 2,3,5,6-tetrachlorohydroquinone + NADP+
-
 Sphingobium chlorophenolicum 2,3,5,6-tetrachloro-1,4-benzoquinone + NADPH + H+
-
 ?
1.1.1.404 2,3,5,6-tetrachlorohydroquinone + NADP+
-
 Sphingobium chlorophenolicum ATCC 39723 2,3,5,6-tetrachloro-1,4-benzoquinone + NADPH + H+
-
 ?
1.14.13.50 additional information enzyme expression in response to pentachlorophenol hydroxylase PcpB Sphingobium chlorophenolicum ?
-
 ?
1.14.13.50 pentachlorophenol + NADPH + H+ + O2
-
 Sphingobium chlorophenolicum tetrachlorobenzoquinone + NADP+ + chloride + H2O
-
 ir
1.14.13.50 pentachlorophenol + NADPH + H+ + O2 first step of pentachlorophenol degradation pathway Sphingobium chlorophenolicum tetrachlorobenzoquinone + NADP+ + chloride + H2O
-
 ir
1.14.13.50 tetrachlorobenzoquinone + NADPH
-
 Sphingobium chlorophenolicum tetrachlorohydroquinone + NADP+
-
 ?
1.14.13.50 tetrachlorobenzoquinone + NADPH second step in pentachlorophenol degradation, physiological role in association with pentachloro monooxygenase, overview Sphingobium chlorophenolicum tetrachlorohydroquinone + NADP+
-
 ?

Synonyms

EC Number Synonyms Comment Organism
1.14.13.50 PCB hydroxylase
-
 Sphingobium chlorophenolicum
1.14.13.50 PcpB
-
 Sphingobium chlorophenolicum
1.14.13.50 PcpD
-
 Sphingobium chlorophenolicum
1.14.13.50 pentachlorophenol hydroxylase
-
 Sphingobium chlorophenolicum
1.14.13.50 pentachlorophenol monooxygenase
-
 Sphingobium chlorophenolicum
1.14.13.50 tetrachlorobenzoquinone reductase
-
 Sphingobium chlorophenolicum

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
1.14.13.50 25
-
 assay at Sphingobium chlorophenolicum

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
1.14.13.50 8
-
 assay at Sphingobium chlorophenolicum

Cofactor

EC Number Cofactor Comment Organism Structure
1.14.13.50 FAD flavin monooxygenase Sphingobium chlorophenolicum
1.14.13.50 NADPH
-
 Sphingobium chlorophenolicum
1.14.13.50 NADPH dependent on Sphingobium chlorophenolicum

Expression

EC Number Organism Comment Expression
1.1.1.404 Sphingobium chlorophenolicum expression of PcpD is induced in the presence of pentachlorophenol up

General Information

EC Number General Information Comment Organism
1.1.1.404 physiological function a mutant strain lacking functional PcpD has an impaired ability to remove pentachlorophenol from the medium but removes tetrachlorophenol from the medium at the same rate as does the wild-type strain Sphingobium chlorophenolicum