BRENDA - Enzyme Database

A radical intermediate in the conversion of pentachlorophenol to tetrachlorohydroquinone by Sphingobium chlorophenolicum

Rudolph, J.; Erbse, A.H.; Behlen, L.S.; Copley, S.D.; Biochemistry 53, 6539-6549 (2014)

Data extracted from this reference:

Natural Substrates/ Products (Substrates)
EC Number
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
1.1.1.404
2,3,5,6-tetrachlorohydroquinone + NAD+
Sphingobium chlorophenolicum
the enzyme participates in the degradation of pentachlorophenol
2,3,5,6-tetrachloro-1,4-benzoquinone + NADH + H+
-
-
?
1.14.13.50
pentachlorophenol + NADPH + H+ + O2
Sphingobium chlorophenolicum
degradation of pentachlorophenol
2,3,5,6-tetrachloro-1,4-benzoquinone + NADP+ + chloride + H2O
-
-
?
Organism
EC Number
Organism
Primary Accession No. (UniProt)
Commentary
Textmining
1.1.1.404
Sphingobium chlorophenolicum
-
-
-
1.14.13.50
Sphingobium chlorophenolicum
P42535
-
-
Substrates and Products (Substrate)
EC Number
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
1.1.1.404
2,3,5,6-tetrachlorohydroquinone + NAD+
-
744327
Sphingobium chlorophenolicum
2,3,5,6-tetrachloro-1,4-benzoquinone + NADH + H+
-
-
-
?
1.1.1.404
2,3,5,6-tetrachlorohydroquinone + NAD+
the enzyme participates in the degradation of pentachlorophenol
744327
Sphingobium chlorophenolicum
2,3,5,6-tetrachloro-1,4-benzoquinone + NADH + H+
-
-
-
?
1.14.13.50
pentachlorophenol + NADPH + H+ + O2
degradation of pentachlorophenol
744327
Sphingobium chlorophenolicum
2,3,5,6-tetrachloro-1,4-benzoquinone + NADP+ + chloride + H2O
-
-
-
?
1.14.13.50
pentachlorophenol + NADPH + H+ + O2
the enzyme is an unusually slow flavin-dependent monooxygenase (kcat = 0.02/s) that converts pentachlorophenol to a highly reactive product, tetrachlorobenzoquinone. By stopped-flow spectroscopy, it is shown that the steps up to and including formation of tetrachlorobenzoquinone are rapid (5-30/s). Before products can be released from the active site, the strongly oxidizing tetrachlorobenzoquinone abstracts an electron from a donor at the active site, possibly a cysteine residue, resulting in an off-pathway diradical state that only slowly reverts to an intermediate capable of completing the catalytic cycle
744327
Sphingobium chlorophenolicum
2,3,5,6-tetrachloro-1,4-benzoquinone + NADP+ + chloride + H2O
-
-
-
?
Subunits
EC Number
Subunits
Commentary
Organism
1.1.1.404
homotrimer
-
Sphingobium chlorophenolicum
Turnover Number [1/s]
EC Number
Turnover Number Minimum [1/s]
Turnover Number Maximum [1/s]
Substrate
Commentary
Organism
Structure
1.14.13.50
0.02
-
Pentachlorophenol
pH 7.0, 22C
Sphingobium chlorophenolicum
Cofactor
EC Number
Cofactor
Commentary
Organism
Structure
1.1.1.404
FMN
the enzyme is a homotrimer containing a flavin and an Fe2S2 cluster in each subunit
Sphingobium chlorophenolicum
1.1.1.404
[2Fe-2S]-center
the enzyme is a homotrimer containing a flavin and an Fe2S2 cluster in each subunit
Sphingobium chlorophenolicum
1.14.13.50
FAD
flavoprotein
Sphingobium chlorophenolicum
Cofactor (protein specific)
EC Number
Cofactor
Commentary
Organism
Structure
1.1.1.404
FMN
the enzyme is a homotrimer containing a flavin and an Fe2S2 cluster in each subunit
Sphingobium chlorophenolicum
1.1.1.404
[2Fe-2S]-center
the enzyme is a homotrimer containing a flavin and an Fe2S2 cluster in each subunit
Sphingobium chlorophenolicum
1.14.13.50
FAD
flavoprotein
Sphingobium chlorophenolicum
Natural Substrates/ Products (Substrates) (protein specific)
EC Number
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
1.1.1.404
2,3,5,6-tetrachlorohydroquinone + NAD+
Sphingobium chlorophenolicum
the enzyme participates in the degradation of pentachlorophenol
2,3,5,6-tetrachloro-1,4-benzoquinone + NADH + H+
-
-
?
1.14.13.50
pentachlorophenol + NADPH + H+ + O2
Sphingobium chlorophenolicum
degradation of pentachlorophenol
2,3,5,6-tetrachloro-1,4-benzoquinone + NADP+ + chloride + H2O
-
-
?
Substrates and Products (Substrate) (protein specific)
EC Number
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
1.1.1.404
2,3,5,6-tetrachlorohydroquinone + NAD+
-
744327
Sphingobium chlorophenolicum
2,3,5,6-tetrachloro-1,4-benzoquinone + NADH + H+
-
-
-
?
1.1.1.404
2,3,5,6-tetrachlorohydroquinone + NAD+
the enzyme participates in the degradation of pentachlorophenol
744327
Sphingobium chlorophenolicum
2,3,5,6-tetrachloro-1,4-benzoquinone + NADH + H+
-
-
-
?
1.14.13.50
pentachlorophenol + NADPH + H+ + O2
degradation of pentachlorophenol
744327
Sphingobium chlorophenolicum
2,3,5,6-tetrachloro-1,4-benzoquinone + NADP+ + chloride + H2O
-
-
-
?
1.14.13.50
pentachlorophenol + NADPH + H+ + O2
the enzyme is an unusually slow flavin-dependent monooxygenase (kcat = 0.02/s) that converts pentachlorophenol to a highly reactive product, tetrachlorobenzoquinone. By stopped-flow spectroscopy, it is shown that the steps up to and including formation of tetrachlorobenzoquinone are rapid (5-30/s). Before products can be released from the active site, the strongly oxidizing tetrachlorobenzoquinone abstracts an electron from a donor at the active site, possibly a cysteine residue, resulting in an off-pathway diradical state that only slowly reverts to an intermediate capable of completing the catalytic cycle
744327
Sphingobium chlorophenolicum
2,3,5,6-tetrachloro-1,4-benzoquinone + NADP+ + chloride + H2O
-
-
-
?
Subunits (protein specific)
EC Number
Subunits
Commentary
Organism
1.1.1.404
homotrimer
-
Sphingobium chlorophenolicum
Turnover Number [1/s] (protein specific)
EC Number
Turnover Number Minimum [1/s]
Turnover Number Maximum [1/s]
Substrate
Commentary
Organism
Structure
1.14.13.50
0.02
-
Pentachlorophenol
pH 7.0, 22C
Sphingobium chlorophenolicum
General Information
EC Number
General Information
Commentary
Organism
1.1.1.404
metabolism
the enzyme participates in the degradation of pentachlorophenol
Sphingobium chlorophenolicum
1.14.13.50
metabolism
degradation of pentachlorophenol
Sphingobium chlorophenolicum
General Information (protein specific)
EC Number
General Information
Commentary
Organism
1.1.1.404
metabolism
the enzyme participates in the degradation of pentachlorophenol
Sphingobium chlorophenolicum
1.14.13.50
metabolism
degradation of pentachlorophenol
Sphingobium chlorophenolicum