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Literature summary extracted from

  • Ismail, W.
    Benzoyl-coenzyme A thioesterase of Azoarcus evansii: properties and function (2008), Arch. Microbiol., 190, 451-460.
    View publication on PubMed

Cloned(Commentary)

EC Number Cloned (Comment) Organism
3.1.2.23 the gene is cloned and overexpressed in Escherichia coli to produce a C-terminal His-tag fusion protein Aromatoleum evansii

Inhibitors

EC Number Inhibitors Comment Organism Structure
3.1.2.23 2,5-dihydroxybenzoyl-CoA the strongest inhibitor of the di-substituted non-substrates Aromatoleum evansii
3.1.2.23 acetyl-CoA inhibits the hydrolysis of benzoyl-CoA Aromatoleum evansii
3.1.2.23 additional information di-substituted derivatives of benzoyl-CoA, phenylacetyl-CoA and aliphatic CoA thioesters are not hydrolyzed but some act as inhibitors Aromatoleum evansii
3.1.2.23 phenylacetyl-CoA inhibits the hydrolysis of benzoyl-CoA Aromatoleum evansii

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
3.1.2.23 0.007
-
 4-hydroxybenzoyl-CoA recombinant enzyme Aromatoleum evansii
3.1.2.23 0.077
-
 benzoyl-CoA recombinant enzyme Aromatoleum evansii

Metals/Ions

EC Number Metals/Ions Comment Organism Structure
3.1.2.23 K+ recombinant enzyme tolerates up to 0.6 M KCl, 27% activity enhancement when 0.1 M KCl is added to the assay Aromatoleum evansii

Molecular Weight [Da]

EC Number Molecular Weight [Da] Molecular Weight Maximum [Da] Comment Organism
3.1.2.23 16000
-
 4 * 16000, determined by gel filtration Aromatoleum evansii
3.1.2.23 62000
-
 native protein, determined by gel filtration Aromatoleum evansii

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
3.1.2.23 2,3-dihydro-2,3-dihydroxybenzoyl-CoA + H2O Aromatoleum evansii
-
 2,3-dihydro-2,3-dihydroxybenzoate + CoA
-
 ?
3.1.2.23 2-aminobenzoyl-CoA + H2O Aromatoleum evansii 305% relative activity with 2-aminobenzoyl-CoA compared to benzoyl-CoA as substrate 2-aminobenzoate + CoA
-
 ?
3.1.2.23 2-fluorobenzoyl-CoA + H2O Aromatoleum evansii 189% relative activity with 2-fluorobenzoyl-CoA compared to benzoyl-CoA as substrate 2-fluorobenzoate + CoA
-
 ?
3.1.2.23 2-hydroxybenzoyl-CoA + H2O Aromatoleum evansii 486% relative activity with 2-hydroxybenzoyl-CoA compared to benzoyl-CoA as substrate 2-hydroxybenzoate + CoA
-
 ?
3.1.2.23 2-methylbenzoyl-CoA + H2O Aromatoleum evansii 10% relative activity with 2-methylbenzoyl-CoA compared to benzoyl-CoA as substrate 2-methylbenzoate + CoA
-
 ?
3.1.2.23 4-fluorobenzoyl-CoA + H2O Aromatoleum evansii 380% relative activity with 4-fluorobenzoyl-CoA compared to benzoyl-CoA as substrate 4-fluorobenzoate + CoA
-
 ?
3.1.2.23 4-Hydroxybenzoyl-CoA + H2O Aromatoleum evansii
-
 4-Hydroxybenzoate + CoA
-
 ?
3.1.2.23 4-Hydroxybenzoyl-CoA + H2O Aromatoleum evansii 1300% relative activity with 4-hydroxybenzoyl-CoA compared to benzoyl-CoA as substrate 4-Hydroxybenzoate + CoA
-
 ?
3.1.2.23 Benzoyl-CoA + H2O Aromatoleum evansii
-
 Benzoate + CoA
-
 ?
3.1.2.23 additional information Aromatoleum evansii the intermediates of the pathway are processed as coenzyme A thioesters and the cleavage of the aromatic ring is non-xygenolytic ?
-
 ?

Organism

EC Number Organism UniProt Comment Textmining
3.1.2.23 Aromatoleum evansii Q84HI6 KB-740, DSMZ 6869, formerly designated Pseudomonas sp. KB740
-

Purification (Commentary)

EC Number Purification (Comment) Organism
3.1.2.23 by nickel chelate affinity and gel filtration chromatography Aromatoleum evansii

Specific Activity [micromol/min/mg]

EC Number Specific Activity Minimum [µmol/min/mg] Specific Activity Maximum [µmol/min/mg] Comment Organism
3.1.2.23 additional information
-
 10% relative activity with 2-methylbenzoyl-CoA compared to benzoyl-CoA as substrate Aromatoleum evansii
3.1.2.23 additional information
-
 100% residual benzoyl-CoA thioesterase activity with benzoyl-CoA in the presence of the non-substrate malonyl-CoA Aromatoleum evansii
3.1.2.23 additional information
-
 1300% relative activity with 4-hydroxybenzoyl-CoA compared to benzoyl-CoA as substrate Aromatoleum evansii
3.1.2.23 additional information
-
 189% relative activity with 2-fluorobenzoyl-CoA compared to benzoyl-CoA as substrate Aromatoleum evansii
3.1.2.23 additional information
-
 305% relative activity with 2-aminobenzoyl-CoA compared to benzoyl-CoA as substrate Aromatoleum evansii
3.1.2.23 additional information
-
 380% relative activity with 4-fluorobenzoyl-CoA compared to benzoyl-CoA as substrate Aromatoleum evansii
3.1.2.23 additional information
-
 486% relative activity with 2-hydroxybenzoyl-CoA compared to benzoyl-CoA as substrate Aromatoleum evansii
3.1.2.23 additional information
-
 56% residual benzoyl-CoA thioesterase activity with benzoyl-CoA in the presence of the non-substrate phenylacetyl-CoA Aromatoleum evansii
3.1.2.23 additional information
-
 70% residual benzoyl-CoA thioesterase activity with benzoyl-CoA in the presence of the non-substrate 2,5-dihydroxybenzoyl-CoA Aromatoleum evansii
3.1.2.23 additional information
-
 76% residual benzoyl-CoA thioesterase activity with benzoyl-CoA in the presence of the non-substrate acetyl-CoA Aromatoleum evansii
3.1.2.23 additional information
-
 80% residual benzoyl-CoA thioesterase activity with benzoyl-CoA in the presence of the non-substrate 2,3-dihydroxybenzoyl-CoA Aromatoleum evansii
3.1.2.23 additional information
-
 90% residual benzoyl-CoA thioesterase activity with benzoyl-CoA in the presence of the non-substrate 3,5-difluorobenzoyl-CoA Aromatoleum evansii
3.1.2.23 additional information
-
 90% residual benzoyl-CoA thioesterase activity with benzoyl-CoA in the presence of the non-substrate 3,5-dihydroxybenzoyl-CoA Aromatoleum evansii
3.1.2.23 additional information
-
 90% residual benzoyl-CoA thioesterase activity with benzoyl-CoA in the presence of the non-substrate DL-3-hydroxy-3-methylglutaryl-CoA Aromatoleum evansii
3.1.2.23 additional information
-
 90% residual benzoyl-CoA thioesterase activity with benzoyl-CoA in the presence of the non-substrate DL-methylmalonyl-CoA Aromatoleum evansii
3.1.2.23 additional information
-
 benzoyl-CoA thioesterase activity is specific for aerobic growth of Azoarcus evansii on benzoate Aromatoleum evansii
3.1.2.23 additional information
-
 characterization is carried out using a 5,5-dithio-bis(2-nitrobenzoic acid)-based spectrophotometric assay performed at 30°C in 100 mM Tris-HCl buffer Aromatoleum evansii
3.1.2.23 additional information
-
 no benzoyl-CoA thioesterase activity can be detected in extracts of cells grown aerobically on phenylacetate and 3-hydroxybenzoate or grown anaerobically on benzoate, phenylacetate, 4-hydroxyphenylacetate and phenylalanine Aromatoleum evansii
3.1.2.23 additional information
-
 the enzyme exhibits higher activity with mono-substituted derivatives of benzoyl-CoA, showing highest activity with 4-hydroxybenzoyl-CoA Aromatoleum evansii
3.1.2.23 additional information
-
 the recombinant enzyme catalyzes the hydrolysis of 4-hydroxybenzoyl-CoA with a Vmax of 48 micromol/min/mg protein Aromatoleum evansii
3.1.2.23 additional information
-
 the recombinant enzyme catalyzes the hydrolysis of benzoyl-CoA with a Vmax of 13 micromol/min/mg protein Aromatoleum evansii
3.1.2.23 0.02
-
 extract of cells grown aerobically on benzoate, hydrolysis of benzoyl-CoA Aromatoleum evansii

Storage Stability

EC Number Storage Stability Organism
3.1.2.23 -20°C, recombinant enzyme, Tris-HCl buffer, pH 8, several months stable Aromatoleum evansii

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
3.1.2.23 2,3-dihydro-2,3-dihydroxybenzoyl-CoA + H2O
-
 Aromatoleum evansii 2,3-dihydro-2,3-dihydroxybenzoate + CoA
-
 ?
3.1.2.23 2-aminobenzoyl-CoA + H2O 305% relative activity with 2-aminobenzoyl-CoA compared to benzoyl-CoA as substrate Aromatoleum evansii 2-aminobenzoate + CoA
-
 ?
3.1.2.23 2-fluorobenzoyl-CoA + H2O 189% relative activity with 2-fluorobenzoyl-CoA compared to benzoyl-CoA as substrate Aromatoleum evansii 2-fluorobenzoate + CoA
-
 ?
3.1.2.23 2-hydroxybenzoyl-CoA + H2O 486% relative activity with 2-hydroxybenzoyl-CoA compared to benzoyl-CoA as substrate Aromatoleum evansii 2-hydroxybenzoate + CoA
-
 ?
3.1.2.23 2-methylbenzoyl-CoA + H2O 10% relative activity with 2-methylbenzoyl-CoA compared to benzoyl-CoA as substrate Aromatoleum evansii 2-methylbenzoate + CoA
-
 ?
3.1.2.23 4-fluorobenzoyl-CoA + H2O 380% relative activity with 4-fluorobenzoyl-CoA compared to benzoyl-CoA as substrate Aromatoleum evansii 4-fluorobenzoate + CoA
-
 ?
3.1.2.23 4-Hydroxybenzoyl-CoA + H2O
-
 Aromatoleum evansii 4-Hydroxybenzoate + CoA
-
 ?
3.1.2.23 4-Hydroxybenzoyl-CoA + H2O 1300% relative activity with 4-hydroxybenzoyl-CoA compared to benzoyl-CoA as substrate Aromatoleum evansii 4-Hydroxybenzoate + CoA
-
 ?
3.1.2.23 Benzoyl-CoA + H2O
-
 Aromatoleum evansii Benzoate + CoA
-
 ?
3.1.2.23 additional information the intermediates of the pathway are processed as coenzyme A thioesters and the cleavage of the aromatic ring is non-xygenolytic Aromatoleum evansii ?
-
 ?

Subunits

EC Number Subunits Comment Organism
3.1.2.23 homotetramer 4 * 16000, determined by gel filtration Aromatoleum evansii

Synonyms

EC Number Synonyms Comment Organism
3.1.2.23 benzoyl-coenzyme A thioesterase
-
 Aromatoleum evansii

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
3.1.2.23 30
-
 assay at Aromatoleum evansii

Temperature Stability [°C]

EC Number Temperature Stability Minimum [°C] Temperature Stability Maximum [°C] Comment Organism
3.1.2.23 -20
-
 recombinant enzyme retains activity without significant loss by keeping at -20°C for several months in Tris-HCl buffer at pH 8 Aromatoleum evansii

Turnover Number [1/s]

EC Number Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
3.1.2.23 3
-
 benzoyl-CoA recombinant enzyme Aromatoleum evansii
3.1.2.23 10
-
 4-hydroxybenzoyl-CoA recombinant enzyme Aromatoleum evansii

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
3.1.2.23 8.5
-
 recombinant enzyme Aromatoleum evansii

pH Range

EC Number pH Minimum pH Maximum Comment Organism
3.1.2.23 7.5
-
 recombinant enzyme shows half maximal activity Aromatoleum evansii
3.1.2.23 10.5
-
 recombinant enzyme shows half maximal activity Aromatoleum evansii