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Literature summary for 1.14.13.50 extracted from

  • Su, Y.; Chen, L.; Bandy, B.; Yang, J.
    The Catalytic Product of Pentachlorophenol 4-Monooxygenase is Tetra-chlorohydroquinone rather than Tetrachlorobenzoquinone (2008), Open Microbiol. J., 2, 100-106.
    View publication on PubMedView publication on EuropePMC

Application

Application Comment 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)

Cloned (Comment) Organism
Escherichia coli M15 overexpressing recombinant hexahistidine-tagged pentachlorophenol 4-monooxygenase Sphingobium chlorophenolicum

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
pentachlorophenol + 2 NADPH + H+ + O2 Sphingobium chlorophenolicum
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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 UniProt Comment Textmining
Sphingobium chlorophenolicum P42535 ATCC 39723
-

Purification (Commentary)

Purification (Comment) 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 Comment Substrates Organism Products Comment (Products) Rev. Reac.
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) ?

Synonyms

Synonyms Comment Organism
PcpB
-
Sphingobium chlorophenolicum
pentachlorophenol 4-monooxygenase
-
Sphingobium chlorophenolicum

General Information

General Information Comment Organism
metabolism hydroxylation of pentachlorophenol in the pentachlorophenol biodegradation pathway Sphingobium chlorophenolicum