3.8.1.7: 4-chlorobenzoyl-CoA dehalogenase
This is an abbreviated version!
For detailed information about 4-chlorobenzoyl-CoA dehalogenase, go to the full flat file.
Word Map on EC 3.8.1.7
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3.8.1.7
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dehalogenation
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4-hydroxybenzoyl-coa
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meisenheimer
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4-hydroxybenzoate
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thioesterase
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4-hba-coa
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raman
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arthrobacter
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dechlorination
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dunaway-mariano
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homotetramer
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expulsion
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pi-electrons
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4-position
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crotonase
- 3.8.1.7
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dehalogenation
- 4-hydroxybenzoyl-coa
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meisenheimer
- 4-hydroxybenzoate
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thioesterase
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4-hba-coa
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raman
- arthrobacter
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dechlorination
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dunaway-mariano
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homotetramer
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expulsion
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pi-electrons
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4-position
- crotonase
Reaction
Synonyms
4-CBA-CoA dehalogenase, 4-CBCoA dehalogenase, 4-CBS-CoA dehalogenase, 4-chlorobenzoate-CoA-dehalogenase, 4-chlorobenzoate-coenzyme A dehalogenase, 4-chlorobenzoyl CoA dehalogenase, 4-chlorobenzoyl-CoA dehalogenase, 4-chlorobenzoyl-coenzyme A dehalogenase, CHD, dehalogenase, 4-chlorobenzoyl coenzyme A, dehalogenase, 4-chlorobenzoyl coenzyme A (Pseudomonas strain CBS-3 clone pMMB22 reduced), FcbB
ECTree
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Substrates Products
Substrates Products on EC 3.8.1.7 - 4-chlorobenzoyl-CoA dehalogenase
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REACTION DIAGRAM
2,4,5,6-tetrachloroisophthalonitrile + H2O
4-hydroxy-trichloroisophthalonitrile + chloride
4-chlorobenzoyl-3'-dephospho-CoA + H2O
4-hydroxybenzoyl-3'-dephospho-CoA + chloride
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?
4-chlorobenzoyl-dithio-CoA + H2O
4-hydroxybenzoyl-dithio-CoA + chloride
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-
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?
4-chlorobenzoyl-epsilon-CoA + H2O
4-hydroxybenzoyl-epsilon-CoA + chloride
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?
4-chlorobenzoyl-pantetheine + H2O
4-hydroxybenzoyl-pantetheine + chloride
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very low activity
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?
4-chlorobenzoyl-pantetheine phosphate + H2O
4-hydroxybenzoyl-pantetheine phosphate + chloride
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?
4-hydroxy-trichloroisophthalonitrile + chloride
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?
2,4,5,6-tetrachloroisophthalonitrile + H2O
4-hydroxy-trichloroisophthalonitrile + chloride
a regiospecific hydroxyl substitution at the 4-chlorine atom of chlorothalonil. Histidines 128 and 157, serine 126, aspartates 45, 130 and 184, and tryptophan 241 are essential for the dehalogenase activity
product identified by reverse-phase HPLC, tandem mass spectrometry, and NMR
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?
2,4,5,6-tetrachloroisophthalonitrile + H2O
4-hydroxy-trichloroisophthalonitrile + chloride
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?
2,4,5,6-tetrachloroisophthalonitrile + H2O
4-hydroxy-trichloroisophthalonitrile + chloride
a regiospecific hydroxyl substitution at the 4-chlorine atom of chlorothalonil. Histidines 128 and 157, serine 126, aspartates 45, 130 and 184, and tryptophan 241 are essential for the dehalogenase activity
product identified by reverse-phase HPLC, tandem mass spectrometry, and NMR
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?
4-bromobenzoyl-CoA + H2O
4-hydroxybenzoyl-CoA + bromide
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?
4-chlorobenzoyl-CoA + H2O
4-hydroxybenzoyl-CoA + chloride
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?
4-chlorobenzoyl-CoA + H2O
4-hydroxybenzoyl-CoA + chloride
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?
4-chlorobenzoyl-CoA + H2O
4-hydroxybenzoyl-CoA + chloride
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the variant W137A binds the product 4-hydroxybenzoyl in two conformational states in the active site. In these two forms the 4-hydroxybenzoyl moiety is experiencing modest and very strong electron electron polarizing environments. The two forms may be interconverted by varying the temperature
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?
4-chlorobenzoyl-CoA + H2O
4-hydroxybenzoyl-CoA + chloride
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degradation in soil, pathway overview
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?
4-chlorobenzoyl-CoA + H2O
4-hydroxybenzoyl-CoA + chloride
electrostatic influence of active-site waters on the nucleophilic aromatic substitution catalyzed by 4-chlorobenzoyl-CoA dehalogenase. A quantum mechanical/molecular mechanical simulation of the potential of mean force for the substitution step conforms the increased barrier height in the H90Q mutant and provides the increased barrier height in the H90Q mutant and provides evidence on the electrostatic influence of two-site waters on the rate-limiting barrier
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?
4-chlorobenzoyl-CoA + H2O
4-hydroxybenzoyl-CoA + chloride
reaction rate is limited by the formation of the Meisenheimer comlex, rather than by its decomposition
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?
4-chlorobenzoyl-CoA + H2O
4-hydroxybenzoyl-CoA + chloride
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-
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?
4-hydroxybenzoyl-CoA + fluoride
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weak activity
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?
4-fluorobenzoyl-CoA + H2O
4-hydroxybenzoyl-CoA + fluoride
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weak activity
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?
4-fluorobenzoyl-CoA + H2O
4-hydroxybenzoyl-CoA + fluoride
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no activity
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?
4-iodobenzoyl-CoA + H2O
4-hydroxybenzoyl-CoA + iodide
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?
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no activity with 3-chlorobenzoyl-CoA and 2-chlorobenzoyl-CoA
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?
additional information
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no activity with 3-chlorobenzoyl-CoA and 2-chlorobenzoyl-CoA
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additional information
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no activity with chlorobenzene, 4-dichlorobenzene, 4-chloronitrobenzene, pentachloronitrobenzene, 4-chlorobenzoate, 4-chlorophenylacetic acid, 3-chloroaniline, 4-chloroaniline, and pentachlorophenol
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?
additional information
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no activity with chlorobenzene, 4-dichlorobenzene, 4-chloronitrobenzene, pentachloronitrobenzene, 4-chlorobenzoate, 4-chlorophenylacetic acid, 3-chloroaniline, 4-chloroaniline, and pentachlorophenol
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?
additional information
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no activity with chlorobenzene, 4-dichlorobenzene, 4-chloronitrobenzene, pentachloronitrobenzene, 4-chlorobenzoate, 4-chlorophenylacetic acid, 3-chloroaniline, 4-chloroaniline, and pentachlorophenol
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?
additional information
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degradation via the stages of formation of intermediates, 4-hydroxybenzoate and protocatechuic acid, to compounds of the basic metabolism is controlled by the fcbA and fcbB genes encoding 4-chlorobenzoate-CoA ligase and 4-chlorobenzoate-CoA-dehalogenase, respectively, overview
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additional information
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degradation via the stages of formation of intermediates, 4-hydroxybenzoate and protocatechuic acid, to compounds of the basic metabolism is controlled by the fcbA and fcbB genes encoding 4-chlorobenzoate-CoA ligase and 4-chlorobenzoate-CoA-dehalogenase, respectively, overview
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?