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Literature summary for 3.1.2.23 extracted from

  • Ismail, W.
    Benzoyl-coenzyme A thioesterase of Azoarcus evansii: properties and function (2008), Arch. Microbiol., 190, 451-460.
    View publication on PubMed
Search for more literature for 3.1.2.23

Cloned(Commentary)

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

Inhibitors

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

KM Value [mM]

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

Metals/Ions

Metals/Ions Comment Organism Structure
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]

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

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
2,3-dihydro-2,3-dihydroxybenzoyl-CoA + H2O Aromatoleum evansii
-
 2,3-dihydro-2,3-dihydroxybenzoate + CoA
-
 ?
2-aminobenzoyl-CoA + H2O Aromatoleum evansii 305% relative activity with 2-aminobenzoyl-CoA compared to benzoyl-CoA as substrate 2-aminobenzoate + CoA
-
 ?
2-fluorobenzoyl-CoA + H2O Aromatoleum evansii 189% relative activity with 2-fluorobenzoyl-CoA compared to benzoyl-CoA as substrate 2-fluorobenzoate + CoA
-
 ?
2-hydroxybenzoyl-CoA + H2O Aromatoleum evansii 486% relative activity with 2-hydroxybenzoyl-CoA compared to benzoyl-CoA as substrate 2-hydroxybenzoate + CoA
-
 ?
2-methylbenzoyl-CoA + H2O Aromatoleum evansii 10% relative activity with 2-methylbenzoyl-CoA compared to benzoyl-CoA as substrate 2-methylbenzoate + CoA
-
 ?
4-fluorobenzoyl-CoA + H2O Aromatoleum evansii 380% relative activity with 4-fluorobenzoyl-CoA compared to benzoyl-CoA as substrate 4-fluorobenzoate + CoA
-
 ?
4-Hydroxybenzoyl-CoA + H2O Aromatoleum evansii
-
 4-Hydroxybenzoate + CoA
-
 ?
4-Hydroxybenzoyl-CoA + H2O Aromatoleum evansii 1300% relative activity with 4-hydroxybenzoyl-CoA compared to benzoyl-CoA as substrate 4-Hydroxybenzoate + CoA
-
 ?
Benzoyl-CoA + H2O Aromatoleum evansii
-
 Benzoate + CoA
-
 ?
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

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

Purification (Commentary)

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

Specific Activity [micromol/min/mg]

Specific Activity Minimum [µmol/min/mg] Specific Activity Maximum [µmol/min/mg] Comment Organism
additional information
-
 10% relative activity with 2-methylbenzoyl-CoA compared to benzoyl-CoA as substrate Aromatoleum evansii
additional information
-
 100% residual benzoyl-CoA thioesterase activity with benzoyl-CoA in the presence of the non-substrate malonyl-CoA Aromatoleum evansii
additional information
-
 1300% relative activity with 4-hydroxybenzoyl-CoA compared to benzoyl-CoA as substrate Aromatoleum evansii
additional information
-
 189% relative activity with 2-fluorobenzoyl-CoA compared to benzoyl-CoA as substrate Aromatoleum evansii
additional information
-
 305% relative activity with 2-aminobenzoyl-CoA compared to benzoyl-CoA as substrate Aromatoleum evansii
additional information
-
 380% relative activity with 4-fluorobenzoyl-CoA compared to benzoyl-CoA as substrate Aromatoleum evansii
additional information
-
 486% relative activity with 2-hydroxybenzoyl-CoA compared to benzoyl-CoA as substrate Aromatoleum evansii
additional information
-
 56% residual benzoyl-CoA thioesterase activity with benzoyl-CoA in the presence of the non-substrate phenylacetyl-CoA Aromatoleum evansii
additional information
-
 70% residual benzoyl-CoA thioesterase activity with benzoyl-CoA in the presence of the non-substrate 2,5-dihydroxybenzoyl-CoA Aromatoleum evansii
additional information
-
 76% residual benzoyl-CoA thioesterase activity with benzoyl-CoA in the presence of the non-substrate acetyl-CoA Aromatoleum evansii
additional information
-
 80% residual benzoyl-CoA thioesterase activity with benzoyl-CoA in the presence of the non-substrate 2,3-dihydroxybenzoyl-CoA Aromatoleum evansii
additional information
-
 90% residual benzoyl-CoA thioesterase activity with benzoyl-CoA in the presence of the non-substrate 3,5-difluorobenzoyl-CoA Aromatoleum evansii
additional information
-
 90% residual benzoyl-CoA thioesterase activity with benzoyl-CoA in the presence of the non-substrate 3,5-dihydroxybenzoyl-CoA Aromatoleum evansii
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
additional information
-
 90% residual benzoyl-CoA thioesterase activity with benzoyl-CoA in the presence of the non-substrate DL-methylmalonyl-CoA Aromatoleum evansii
additional information
-
 benzoyl-CoA thioesterase activity is specific for aerobic growth of Azoarcus evansii on benzoate Aromatoleum evansii
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
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
additional information
-
 the enzyme exhibits higher activity with mono-substituted derivatives of benzoyl-CoA, showing highest activity with 4-hydroxybenzoyl-CoA Aromatoleum evansii
additional information
-
 the recombinant enzyme catalyzes the hydrolysis of 4-hydroxybenzoyl-CoA with a Vmax of 48 micromol/min/mg protein Aromatoleum evansii
additional information
-
 the recombinant enzyme catalyzes the hydrolysis of benzoyl-CoA with a Vmax of 13 micromol/min/mg protein Aromatoleum evansii
0.02
-
 extract of cells grown aerobically on benzoate, hydrolysis of benzoyl-CoA Aromatoleum evansii

Storage Stability

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

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
2,3-dihydro-2,3-dihydroxybenzoyl-CoA + H2O
-
 Aromatoleum evansii 2,3-dihydro-2,3-dihydroxybenzoate + CoA
-
 ?
2-aminobenzoyl-CoA + H2O 305% relative activity with 2-aminobenzoyl-CoA compared to benzoyl-CoA as substrate Aromatoleum evansii 2-aminobenzoate + CoA
-
 ?
2-fluorobenzoyl-CoA + H2O 189% relative activity with 2-fluorobenzoyl-CoA compared to benzoyl-CoA as substrate Aromatoleum evansii 2-fluorobenzoate + CoA
-
 ?
2-hydroxybenzoyl-CoA + H2O 486% relative activity with 2-hydroxybenzoyl-CoA compared to benzoyl-CoA as substrate Aromatoleum evansii 2-hydroxybenzoate + CoA
-
 ?
2-methylbenzoyl-CoA + H2O 10% relative activity with 2-methylbenzoyl-CoA compared to benzoyl-CoA as substrate Aromatoleum evansii 2-methylbenzoate + CoA
-
 ?
4-fluorobenzoyl-CoA + H2O 380% relative activity with 4-fluorobenzoyl-CoA compared to benzoyl-CoA as substrate Aromatoleum evansii 4-fluorobenzoate + CoA
-
 ?
4-Hydroxybenzoyl-CoA + H2O
-
 Aromatoleum evansii 4-Hydroxybenzoate + CoA
-
 ?
4-Hydroxybenzoyl-CoA + H2O 1300% relative activity with 4-hydroxybenzoyl-CoA compared to benzoyl-CoA as substrate Aromatoleum evansii 4-Hydroxybenzoate + CoA
-
 ?
Benzoyl-CoA + H2O
-
 Aromatoleum evansii Benzoate + CoA
-
 ?
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

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

Synonyms

Synonyms Comment Organism
benzoyl-coenzyme A thioesterase
-
 Aromatoleum evansii

Temperature Optimum [°C]

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

Temperature Stability [°C]

Temperature Stability Minimum [°C] Temperature Stability Maximum [°C] Comment Organism
-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]

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

pH Optimum

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

pH Range

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