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Literature summary extracted from

  • Fang, L.; Qin, H.; Shi, T.; Wu, X.; Li, Q.; Hua, R.
    Ortho and para oxydehalogenation of dihalophenols catalyzed by the monooxygenase TcpA and NAD(P)H FAD reductase Fre (2020), J. Hazard. Mater., 388, 121787 .
    View publication on PubMed

Application

EC Number Application Comment Organism
1.5.1.37 environmental protection strain X1 Fre can effectively dehalogenate dihalophenols, which can be useful for the treatment of dihalophenols in wastewaters and remediation of DCP-contaminated environments Cupriavidus nantongensis

Cloned(Commentary)

EC Number Cloned (Comment) Organism
1.5.1.37 gene fre, recombinant expression of His-tagged enzyme in Escherichia coli strain BL21(DE3) Cupriavidus nantongensis
1.14.14.173 enzyme fused to maltose-binding protein, expressed in Escherichia coli BL21(DE3) cells Cupriavidus nantongensis

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
1.14.14.173 2,4,6-trichlorophenol + FADH2 + O2 Cupriavidus nantongensis
-
 2,6-dichloro-1,4-benzoquinone + Cl- + FAD + H2O
-
 ?
1.14.14.173 2,4,6-trichlorophenol + FADH2 + O2 Cupriavidus nantongensis X1
-
 2,6-dichloro-1,4-benzoquinone + Cl- + FAD + H2O
-
 ?
1.14.14.173 2,4,6-trichlorophenol + FADH2 + O2 Cupriavidus nantongensis X1T
-
 2,6-dichloro-1,4-benzoquinone + Cl- + FAD + H2O
-
 ?
1.14.14.173 2,6-dichlorohydroquinone + FADH2 + O2 Cupriavidus nantongensis
-
 2-chloro-6-hydroxy-1,4-benzoquinone + Cl- + FAD + H2O
-
 ?
1.14.14.173 2,6-dichlorohydroquinone + FADH2 + O2 Cupriavidus nantongensis X1
-
 2-chloro-6-hydroxy-1,4-benzoquinone + Cl- + FAD + H2O
-
 ?
1.14.14.173 2,6-dichlorohydroquinone + FADH2 + O2 Cupriavidus nantongensis X1T
-
 2-chloro-6-hydroxy-1,4-benzoquinone + Cl- + FAD + H2O
-
 ?

Organism

EC Number Organism UniProt Comment Textmining
1.5.1.37 Cupriavidus nantongensis
-
-
-
1.5.1.37 Cupriavidus nantongensis X1
-
-
-
1.14.14.173 Cupriavidus nantongensis
-
-
-
1.14.14.173 Cupriavidus nantongensis X1T
-
-
-

Purification (Commentary)

EC Number Purification (Comment) Organism
1.5.1.37 recombinant His-tagged enzyme Fre from Escherichia coli strain BL21(DE3) by nickel affinity chromatography and ultrafiltration Cupriavidus nantongensis
1.14.14.173 amylose resin column chromatography and Ni-NTA column chromatography Cupriavidus nantongensis

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.5.1.37 additional information Fre can effectively dehalogenate dihalophenols. Degradation of dichlorophenol (DCP) structural analogues by recombinant 2,4,6-trichlorophenol monooxygenase (TcpA) with NAD(P)H:FAD reductase (Fre), substrate specificities with 2,3-dichlorophenol (2,3-DCP), 2,4-dichlorophenol (2,4-DCP), 2,5-dichlorophenol (2,5-DCP), 2,6-dichlorophenol (2,6-DCP), 3,4-dichlorophenol (3,4 DCP), and 3,5-dichlorophenol (3,5-DCP), overview Cupriavidus nantongensis ?
-
-
1.5.1.37 additional information Fre can effectively dehalogenate dihalophenols. Degradation of dichlorophenol (DCP) structural analogues by recombinant 2,4,6-trichlorophenol monooxygenase (TcpA) with NAD(P)H:FAD reductase (Fre), substrate specificities with 2,3-dichlorophenol (2,3-DCP), 2,4-dichlorophenol (2,4-DCP), 2,5-dichlorophenol (2,5-DCP), 2,6-dichlorophenol (2,6-DCP), 3,4-dichlorophenol (3,4 DCP), and 3,5-dichlorophenol (3,5-DCP), overview Cupriavidus nantongensis X1 ?
-
-
1.5.1.37 additional information Fre can effectively dehalogenate dihalophenols. Degradation of dichlorophenol (DCP) structural analogues by recombinant 2,4,6-trichlorophenol monooxygenase (TcpA) with NAD(P)H:FAD reductase (Fre), substrate specificities with 2,3-dichlorophenol (2,3-DCP), 2,4-dichlorophenol (2,4-DCP), 2,5-dichlorophenol (2,5-DCP), 2,6-dichlorophenol (2,6-DCP), 3,4-dichlorophenol (3,4 DCP), and 3,5-dichlorophenol (3,5-DCP), overview Cupriavidus nantongensis X1T ?
-
-
1.14.14.173 2,3,4,5-tetrachlorophenol + FADH2 + O2 73% activity compared to 2,4-dichlorophenol Cupriavidus nantongensis ?
-
 ?
1.14.14.173 2,3,4,5-tetrachlorophenol + FADH2 + O2 73% activity compared to 2,4-dichlorophenol Cupriavidus nantongensis X1 ?
-
 ?
1.14.14.173 2,3,4,5-tetrachlorophenol + FADH2 + O2 73% activity compared to 2,4-dichlorophenol Cupriavidus nantongensis X1T ?
-
 ?
1.14.14.173 2,3,4,6-tetrachlorophenol + FADH2 + O2 80% activity compared to 2,4-dichlorophenol Cupriavidus nantongensis ?
-
 ?
1.14.14.173 2,3-dichlorophenol + FADH2 + O2
-
 Cupriavidus nantongensis 2,3-dichlorohydroquinone + FAD + H2O
-
 ?
1.14.14.173 2,4,5-trichlorophenol + FADH2 + O2 87% activity compared to 2,4-dichlorophenol Cupriavidus nantongensis ?
-
 ?
1.14.14.173 2,4,6-trichlorophenol + FADH2 + O2
-
 Cupriavidus nantongensis 2,6-dichloro-1,4-benzoquinone + Cl- + FAD + H2O
-
 ?
1.14.14.173 2,4,6-trichlorophenol + FADH2 + O2
-
 Cupriavidus nantongensis X1 2,6-dichloro-1,4-benzoquinone + Cl- + FAD + H2O
-
 ?
1.14.14.173 2,4,6-trichlorophenol + FADH2 + O2
-
 Cupriavidus nantongensis X1T 2,6-dichloro-1,4-benzoquinone + Cl- + FAD + H2O
-
 ?
1.14.14.173 2,4,6-trichlorophenol + FADH2 + O2 94% activity compared to 2,4-dichlorophenol Cupriavidus nantongensis ?
-
 ?
1.14.14.173 2,4-dichlorophenol + FADH2 + O2 100% activity, 96.73% degradation in 24 h Cupriavidus nantongensis 2-chlorobenzoquinone + Cl- + FAD + H2O
-
 ?
1.14.14.173 2,5-dichlorophenol + FADH2 + O2
-
 Cupriavidus nantongensis 2,5-dichlorohydroquinone + FAD + H2O
-
 ?
1.14.14.173 2,6-dichlorohydroquinone + FADH2 + O2
-
 Cupriavidus nantongensis 2-chloro-6-hydroxy-1,4-benzoquinone + Cl- + FAD + H2O
-
 ?
1.14.14.173 2,6-dichlorohydroquinone + FADH2 + O2
-
 Cupriavidus nantongensis X1 2-chloro-6-hydroxy-1,4-benzoquinone + Cl- + FAD + H2O
-
 ?
1.14.14.173 2,6-dichlorohydroquinone + FADH2 + O2
-
 Cupriavidus nantongensis X1T 2-chloro-6-hydroxy-1,4-benzoquinone + Cl- + FAD + H2O
-
 ?
1.14.14.173 2,6-dichlorophenol + FADH2 + O2
-
 Cupriavidus nantongensis 2,6-dichlorohydroquinone + FAD + H2O
-
 ?
1.14.14.173 2-bromo-4-chlorophenol + FADH2 + O2 87.31% degradation in 24 h Cupriavidus nantongensis 2-bromobenzoquinone + Cl- + FAD + H2O
-
 ?
1.14.14.173 2-chloro-4-bromophenol + FADH2 + O2 74.48% degradation in 24 h Cupriavidus nantongensis 2-chlorobenzoquinone + Br- + FAD + H2O
-
 ?
1.14.14.173 2-chloro-4-nitrophenol + FADH2 + O2 98.37% degradation in 24 h Cupriavidus nantongensis 2-chlorobenzoquinone + NO2- + FAD + H2O
-
 ?
1.14.14.173 3,4-dichlorophenol + FADH2 + O2
-
 Cupriavidus nantongensis 3-chlorobenzoquinone + Cl- + FAD + H2O
-
 ?
1.14.14.173 3,5-dichlorophenol + FADH2 + O2
-
 Cupriavidus nantongensis 3,5-dichlorohydroquinone + FAD + H2O
-
 ?
1.14.14.173 additional information no activity with 2-chloro-4-methylphenol and 2-chlorohydroquinone Cupriavidus nantongensis ?
-
-
1.14.14.173 additional information no activity with 2-chloro-4-methylphenol and 2-chlorohydroquinone Cupriavidus nantongensis X1 ?
-
-
1.14.14.173 additional information no activity with 2-chloro-4-methylphenol and 2-chlorohydroquinone Cupriavidus nantongensis X1T ?
-
-

Subunits

EC Number Subunits Comment Organism
1.14.14.173 homotetramer
-
 Cupriavidus nantongensis

Synonyms

EC Number Synonyms Comment Organism
1.5.1.37 fre
-
 Cupriavidus nantongensis
1.5.1.37 NAD(P)H:FAD reductase
-
 Cupriavidus nantongensis
1.14.14.173 tcpA
-
 Cupriavidus nantongensis

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
1.5.1.37 37
-
 assay at Cupriavidus nantongensis

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
1.5.1.37 7
-
 assay at Cupriavidus nantongensis

Cofactor

EC Number Cofactor Comment Organism Structure
1.14.14.173 FADH2
-
 Cupriavidus nantongensis
1.14.14.173 NADH
-
 Cupriavidus nantongensis

General Information

EC Number General Information Comment Organism
1.5.1.37 additional information the structure and active site of Fre is constructed and analyzed via homologous modeling and molecular docking Cupriavidus nantongensis
1.14.14.173 metabolism the enzyme has dual dehalogenation and denitration functions Cupriavidus nantongensis