BRENDA - Enzyme Database show
show all sequences of 1.14.13.50

The Catalytic Product of Pentachlorophenol 4-Monooxygenase is Tetra-chlorohydroquinone rather than Tetrachlorobenzoquinone

Su, Y.; Chen, L.; Bandy, B.; Yang, J.; Open Microbiol. J. 2, 100-106 (2008)

Data extracted from this reference:

Application
Application
Commentary
Organism
degradation
pentachlorophenol is a chloroaromatic pesticide used to protect lumber, and an environmental pollutant, Sphingobium chlorophenolicum is a microorganism that can degrade the agent to 3-oxoadipate using 5 catalytic enzymes, pentachlorophenol 4-monooxygenase catalyzes the first and rate-limiting step
Sphingobium chlorophenolicum
Cloned(Commentary)
Commentary
Organism
Escherichia coli M15 overexpressing recombinant hexahistidine-tagged pentachlorophenol 4-monooxygenase
Sphingobium chlorophenolicum
Natural Substrates/ Products (Substrates)
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
pentachlorophenol + 2 NADPH + H+ + O2
Sphingobium chlorophenolicum
-
tetrachlorohydroquinone + 2 NADP+ + chloride + H2O
product is not tetrachlorobenzoquinone as previously thought, ethyl acetate and glutathione can shift the redox-equilibrium in favor of tetrachlorobenzoquinone, room temperature (23-25°C), 50 mM phosphate buffer, pH 7.0, while with NADPH tetrachlorobenzoquinone is reduced to tetrachlorohydroquinone (with 0.5-1 mol NADPH/mol tetrachlorobenzoquinone 50-65% are reduced, with 2.5 mol or more almost complete reduction occurs), deionized distilled water, pH 6.8 (due to interference of phosphate or Tris-HCl buffer with the detection of tetrachlorohydroquinone)
-
?
Organism
Organism
Primary Accession No. (UniProt)
Commentary
Textmining
Sphingobium chlorophenolicum
P42535
ATCC 39723
-
Purification (Commentary)
Commentary
Organism
frozen pellet of cell culture is suspended in lysis buffer (50 mM Tris-HCl, pH 7.7, 025 mM phenylmethanesulfonyl fluoride, 1 microM pepstatin A, lysozyme), cells disrupted by sonication, centrifuged, supernatant purified by affinity chromatography, mixed with Ni-NTA agarose medium, washed, packed into a column, eluted, active fractions combined and stored in buffer (20 mM phosphate buffer, pH 7.0, 0.25 mM phenylmethanesulfonyl fluoride, 5% glycerol)
Sphingobium chlorophenolicum
Substrates and Products (Substrate)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
pentachlorophenol + 2 NADPH + H+ + O2
-
700529
Sphingobium chlorophenolicum
tetrachlorohydroquinone + 2 NADP+ + chloride + H2O
product is not tetrachlorobenzoquinone as previously thought, ethyl acetate and glutathione can shift the redox-equilibrium in favor of tetrachlorobenzoquinone, room temperature (23-25°C), 50 mM phosphate buffer, pH 7.0, while with NADPH tetrachlorobenzoquinone is reduced to tetrachlorohydroquinone (with 0.5-1 mol NADPH/mol tetrachlorobenzoquinone 50-65% are reduced, with 2.5 mol or more almost complete reduction occurs), deionized distilled water, pH 6.8 (due to interference of phosphate or Tris-HCl buffer with the detection of tetrachlorohydroquinone)
-
-
?
Application (protein specific)
Application
Commentary
Organism
degradation
pentachlorophenol is a chloroaromatic pesticide used to protect lumber, and an environmental pollutant, Sphingobium chlorophenolicum is a microorganism that can degrade the agent to 3-oxoadipate using 5 catalytic enzymes, pentachlorophenol 4-monooxygenase catalyzes the first and rate-limiting step
Sphingobium chlorophenolicum
Cloned(Commentary) (protein specific)
Commentary
Organism
Escherichia coli M15 overexpressing recombinant hexahistidine-tagged pentachlorophenol 4-monooxygenase
Sphingobium chlorophenolicum
Natural Substrates/ Products (Substrates) (protein specific)
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
pentachlorophenol + 2 NADPH + H+ + O2
Sphingobium chlorophenolicum
-
tetrachlorohydroquinone + 2 NADP+ + chloride + H2O
product is not tetrachlorobenzoquinone as previously thought, ethyl acetate and glutathione can shift the redox-equilibrium in favor of tetrachlorobenzoquinone, room temperature (23-25°C), 50 mM phosphate buffer, pH 7.0, while with NADPH tetrachlorobenzoquinone is reduced to tetrachlorohydroquinone (with 0.5-1 mol NADPH/mol tetrachlorobenzoquinone 50-65% are reduced, with 2.5 mol or more almost complete reduction occurs), deionized distilled water, pH 6.8 (due to interference of phosphate or Tris-HCl buffer with the detection of tetrachlorohydroquinone)
-
?
Purification (Commentary) (protein specific)
Commentary
Organism
frozen pellet of cell culture is suspended in lysis buffer (50 mM Tris-HCl, pH 7.7, 025 mM phenylmethanesulfonyl fluoride, 1 microM pepstatin A, lysozyme), cells disrupted by sonication, centrifuged, supernatant purified by affinity chromatography, mixed with Ni-NTA agarose medium, washed, packed into a column, eluted, active fractions combined and stored in buffer (20 mM phosphate buffer, pH 7.0, 0.25 mM phenylmethanesulfonyl fluoride, 5% glycerol)
Sphingobium chlorophenolicum
Substrates and Products (Substrate) (protein specific)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
pentachlorophenol + 2 NADPH + H+ + O2
-
700529
Sphingobium chlorophenolicum
tetrachlorohydroquinone + 2 NADP+ + chloride + H2O
product is not tetrachlorobenzoquinone as previously thought, ethyl acetate and glutathione can shift the redox-equilibrium in favor of tetrachlorobenzoquinone, room temperature (23-25°C), 50 mM phosphate buffer, pH 7.0, while with NADPH tetrachlorobenzoquinone is reduced to tetrachlorohydroquinone (with 0.5-1 mol NADPH/mol tetrachlorobenzoquinone 50-65% are reduced, with 2.5 mol or more almost complete reduction occurs), deionized distilled water, pH 6.8 (due to interference of phosphate or Tris-HCl buffer with the detection of tetrachlorohydroquinone)
-
-
?
General Information
General Information
Commentary
Organism
metabolism
hydroxylation of pentachlorophenol in the pentachlorophenol biodegradation pathway
Sphingobium chlorophenolicum
General Information (protein specific)
General Information
Commentary
Organism
metabolism
hydroxylation of pentachlorophenol in the pentachlorophenol biodegradation pathway
Sphingobium chlorophenolicum
Other publictions for EC 1.14.13.50
No.
1st author
Pub Med
title
organims
journal
volume
pages
year
Activating Compound
Application
Cloned(Commentary)
Crystallization (Commentary)
Engineering
General Stability
Inhibitors
KM Value [mM]
Localization
Metals/Ions
Molecular Weight [Da]
Natural Substrates/ Products (Substrates)
Organic Solvent Stability
Organism
Oxidation Stability
Posttranslational Modification
Purification (Commentary)
Reaction
Renatured (Commentary)
Source Tissue
Specific Activity [micromol/min/mg]
Storage Stability
Substrates and Products (Substrate)
Subunits
Temperature Optimum [°C]
Temperature Range [°C]
Temperature Stability [°C]
Turnover Number [1/s]
pH Optimum
pH Range
pH Stability
Cofactor
Ki Value [mM]
pI Value
IC50 Value
Activating Compound (protein specific)
Application (protein specific)
Cloned(Commentary) (protein specific)
Cofactor (protein specific)
Crystallization (Commentary) (protein specific)
Engineering (protein specific)
General Stability (protein specific)
IC50 Value (protein specific)
Inhibitors (protein specific)
Ki Value [mM] (protein specific)
KM Value [mM] (protein specific)
Localization (protein specific)
Metals/Ions (protein specific)
Molecular Weight [Da] (protein specific)
Natural Substrates/ Products (Substrates) (protein specific)
Organic Solvent Stability (protein specific)
Oxidation Stability (protein specific)
Posttranslational Modification (protein specific)
Purification (Commentary) (protein specific)
Renatured (Commentary) (protein specific)
Source Tissue (protein specific)
Specific Activity [micromol/min/mg] (protein specific)
Storage Stability (protein specific)
Substrates and Products (Substrate) (protein specific)
Subunits (protein specific)
Temperature Optimum [°C] (protein specific)
Temperature Range [°C] (protein specific)
Temperature Stability [°C] (protein specific)
Turnover Number [1/s] (protein specific)
pH Optimum (protein specific)
pH Range (protein specific)
pH Stability (protein specific)
pI Value (protein specific)
Expression
General Information
General Information (protein specific)
Expression (protein specific)
KCat/KM [mM/s]
KCat/KM [mM/s] (protein specific)
744518
Joshi
-
Enhanced remediation of penta ...
Sphingobium chlorophenolicum, Sphingobium chlorophenolicum L-1
Bioremediat. J.
19
160-170
2015
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744327
Rudolph
A radical intermediate in the ...
Sphingobium chlorophenolicum
Biochemistry
53
6539-6549
2014
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1
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1
1
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724340
Hlouchova
Pentachlorophenol hydroxylase, ...
Sphingobium chlorophenolicum
Biochemistry
51
3848-3860
2012
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5
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6
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5
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5
5
700529
Su
The Catalytic Product of Penta ...
Sphingobium chlorophenolicum
Open Microbiol. J.
2
100-106
2008
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1
1
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1
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2
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1
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1
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1
1
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1
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672455
Crawford
The recent evolution of pentac ...
Mycolicibacterium chlorophenolicum, Sphingobium chlorophenolicum, Sphingomonas sp.
Biodegradation
18
525-539
2006
-
3
3
-
-
-
-
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6
-
4
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29
-
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3
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3
3
3
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6
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29
-
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658210
Nakamura
Identification, characterizati ...
Sphingobium chlorophenolicum
Biochim. Biophys. Acta
1700
151-159
2004
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1
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7
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5
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1
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1
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1
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1
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1
2
1
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5
1
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2
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1
2
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7
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5
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1
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1
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1
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1
2
1
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5
1
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658439
Nakamura
Computer-aided modeling of pen ...
Sphingobium chlorophenolicum
Chem. Pharm. Bull.
51
1293-1298
2003
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1
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10
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1
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2
1
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1
2
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10
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2
2
1
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1
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658496
Shah
Enzymatic dehalogenation of pe ...
Pseudomonas fluorescens
Curr. Microbiol.
47
65-70
2003
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1
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659022
Dai
A previously unrecognized step ...
Sphingobium chlorophenolicum
J. Bacteriol.
185
302-310
2003
1
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1
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1
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5
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1
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1
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438821
Wang
Subcellular localization of pe ...
Flavobacterium sp.
Biochem. Biophys. Res. Commun.
299
703-709
2002
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3
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438822
Thakur
Molecular cloning and characte ...
Pseudomonas sp., Pseudomonas sp. IST 103
Biochem. Biophys. Res. Commun.
290
770-774
2002
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438820
Wang
Production and characterizatio ...
Flavobacterium sp.
Biochem. Biophys. Res. Commun.
289
161-166
2001
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1
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4
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438817
Leung
The role of the Sphingomonas s ...
Flavobacterium sp., Sphingomonas sp., Sphingomonas sp. UG30
FEMS Microbiol. Lett.
173
247-253
1999
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2
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1
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4
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10
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4
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2
4
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1
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2
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10
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438819
Lange
Verification of the role of PC ...
Flavobacterium sp.
Biochem. Biophys. Res. Commun.
219
146-149
1996
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438818
Orser
Cloning, sequence analysis, an ...
Flavobacterium sp.
J. Bacteriol.
175
411-416
1993
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438815
Xun
Diverse substrate range of a F ...
Flavobacterium sp.
J. Bacteriol.
174
2898-2902
1992
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1
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17
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17
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438816
Topp
Biodegradation of the herbicid ...
Flavobacterium sp.
Appl. Environ. Microbiol.
58
502-506
1992
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438814
Xun
Purification and properties of ...
Flavobacterium sp.
J. Bacteriol.
173
4447-4453
1991
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1
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2
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3
2
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1
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1
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438813
Schenk
Mechanism of enzymatic dehalog ...
Arthrobacter sp.
J. Bacteriol.
172
7272-7274
1990
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438812
Schenk
Enzymatic dehalogenation of pe ...
Arthrobacter sp.
J. Bacteriol.
171
5487-5491
1989
1
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