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Literature summary extracted from

  • Rudolph, J.; Erbse, A.H.; Behlen, L.S.; Copley, S.D.
    A radical intermediate in the conversion of pentachlorophenol to tetrachlorohydroquinone by Sphingobium chlorophenolicum (2014), Biochemistry, 53, 6539-6549 .
    View publication on PubMedView publication on EuropePMC

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
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 UniProt Comment Textmining
1.1.1.404 Sphingobium chlorophenolicum
-
-
-
1.14.13.50 Sphingobium chlorophenolicum P42535
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-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.1.1.404 2,3,5,6-tetrachlorohydroquinone + NAD+
-
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 Sphingobium chlorophenolicum 2,3,5,6-tetrachloro-1,4-benzoquinone + NADH + H+
-
?
1.14.13.50 pentachlorophenol + NADPH + H+ + O2 degradation of pentachlorophenol 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 Sphingobium chlorophenolicum 2,3,5,6-tetrachloro-1,4-benzoquinone + NADP+ + chloride + H2O
-
?

Subunits

EC Number Subunits Comment Organism
1.1.1.404 homotrimer
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Sphingobium chlorophenolicum

Synonyms

EC Number Synonyms Comment Organism
1.1.1.404 TCBQ reductase
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Sphingobium chlorophenolicum
1.14.13.50 PCP hydroxylase
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Sphingobium chlorophenolicum
1.14.13.50 pentachlorophenol hydroxylase
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Sphingobium chlorophenolicum

Turnover Number [1/s]

EC Number Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
1.14.13.50 0.02
-
Pentachlorophenol pH 7.0, 22°C Sphingobium chlorophenolicum

Cofactor

EC Number Cofactor Comment 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

General Information

EC Number General Information Comment 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