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Literature summary for 3.8.1.7 extracted from

  • Dong, J.; Lu, X.; Wei, Y.; Luo, L.; Dunaway-Mariano, D.; Carey, P.R.
    The strength of dehalogenase-substrate hydrogen bonding correlates with the rate of Meisenheimer intermediate formation (2003), Biochemistry, 42, 9482-9490.
    View publication on PubMed
Search for more literature for 3.8.1.7

Cloned(Commentary)

Cloned (Comment) Organism
overexpression of wild-type and mutants in Escherichia coli Pseudomonas sp.

Protein Variants

Protein Variants Comment Organism
A112S site-directed mutagenesis, overexpression as insoluble protein Pseudomonas sp.
A112V site-directed mutagenesis, overexpression as soluble protein, reduced activity Pseudomonas sp.
F64P site-directed mutagenesis, overexpression as soluble protein, highly reduced activity Pseudomonas sp.
G113A site-directed mutagenesis, overexpression as soluble protein, highly reduced activity Pseudomonas sp.
G113N site-directed mutagenesis, overexpression as soluble protein, highly reduced activity Pseudomonas sp.
G113S site-directed mutagenesis, overexpression as soluble protein, highly reduced activity Pseudomonas sp.
G115L site-directed mutagenesis, overexpression as insoluble protein Pseudomonas sp.
G115N site-directed mutagenesis, overexpression as insoluble protein Pseudomonas sp.
G115S site-directed mutagenesis, overexpression as insoluble protein Pseudomonas sp.
G115V site-directed mutagenesis, overexpression as insoluble protein Pseudomonas sp.
G63A site-directed mutagenesis, overexpression as insoluble protein Pseudomonas sp.
G63I site-directed mutagenesis, overexpression as insoluble protein Pseudomonas sp.
G63P site-directed mutagenesis, overexpression as insoluble protein Pseudomonas sp.
Y65D site-directed mutagenesis, overexpression as soluble protein, slightly reduced activity Pseudomonas sp.

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
0.0037
-
 4-chlorobenzoyl-CoA wild-type enzyme, pH 7.5, 25°C Pseudomonas sp.
0.0066
-
 4-chlorobenzoyl-CoA mutant A112V, pH 7.5, 25°C Pseudomonas sp.
0.011
-
 4-chlorobenzoyl-CoA mutant Y65D, pH 7.5, 25°C Pseudomonas sp.
0.026
-
 4-chlorobenzoyl-CoA mutant G113A, pH 7.5, 25°C Pseudomonas sp.
0.062
-
 4-chlorobenzoyl-CoA mutant G113S, pH 7.5, 25°C Pseudomonas sp.

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
4-chlorobenzoyl-CoA + H2O Pseudomonas sp.
-
 4-hydroxybenzoyl-CoA + chloride
-
 ?
4-chlorobenzoyl-CoA + H2O Pseudomonas sp. CBS-3
-
 4-hydroxybenzoyl-CoA + chloride
-
 ?

Organism

Organism UniProt Comment Textmining
Pseudomonas sp.
-
-
-
Pseudomonas sp. CBS-3
-
-
-

Purification (Commentary)

Purification (Comment) Organism
recombinant wild-type and mutants from Escherichia coli, to homogeneity Pseudomonas sp.

Reaction

Reaction Comment Organism Reaction ID
4-chlorobenzoyl-CoA + H2O = 4-hydroxybenzoyl CoA + chloride specific for dehalogenation at the 4-position, can dehalogenate substrates bearing fluorine, chlorine, bromine and iodine in the 4-position, mechanism, Asp145 acts as a nucleophil on the C(4) of the substrates' benzoyl ring to form a Meisenheimer intermediate, followed by expulsion of chloride ion to form an arylated enzyme intermediate, and ester hydrolysis to form 4-hydroxybenzoyl-CoA, active site structure Pseudomonas sp.
a

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
4-chlorobenzoyl-CoA + H2O
-
 Pseudomonas sp. 4-hydroxybenzoyl-CoA + chloride
-
 ?
4-chlorobenzoyl-CoA + H2O
-
 Pseudomonas sp. CBS-3 4-hydroxybenzoyl-CoA + chloride
-
 ?

Synonyms

Synonyms Comment Organism
4-CBA-CoA dehalogenase
-
 Pseudomonas sp.
4-chlorobenzoyl-coenzyme A dehalogenase
-
 Pseudomonas sp.

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
25
-
 assay at Pseudomonas sp.

Turnover Number [1/s]

Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
0.0000076
-
 4-chlorobenzoyl-CoA mutant F64P, pH 7.5, 25°C Pseudomonas sp.
0.000046
-
 4-chlorobenzoyl-CoA mutant G113N, pH 7.5, 25°C Pseudomonas sp.
0.00045
-
 4-chlorobenzoyl-CoA mutant G113S, pH 7.5, 25°C Pseudomonas sp.
0.008
-
 4-chlorobenzoyl-CoA mutant G113A, pH 7.5, 25°C Pseudomonas sp.
0.13
-
 4-chlorobenzoyl-CoA mutant A112V, pH 7.5, 25°C Pseudomonas sp.
0.44
-
 4-chlorobenzoyl-CoA mutant Y65D, pH 7.5, 25°C Pseudomonas sp.
0.6
-
 4-chlorobenzoyl-CoA wild-type enzyme, pH 7.5, 25°C Pseudomonas sp.

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
7.5
-
 assay at Pseudomonas sp.