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Literature summary extracted from

  • Rink, R.; Kingma, J.; Lutje Spelberg, J.H.; Janssen, D.B.
    Tyrosine residues serve as proton donor in the catalytic mechanism of epoxide hydrolase from Agrobacterium radiobacter (2000), Biochemistry, 39, 5600-5613.
    View publication on PubMed

Protein Variants

EC Number Protein Variants Comment Organism
3.3.2.10 Q134A the Ki-value for phenylacetamide is 67fold higher than the Ki-value of the wild-type enzyme. The ratio of turnover number to KM-value for (R)-styrene oxide is 10fold lower than that of the wild-type enzyme. The ratio of turnover number to KM-value for (S)-styrene oxide is 25fold lower than that of the wild-type enzyme. The ratio of turnover number to KM-value for (R)-p-nitrostyrene oxide is 4fold lower than that of the wild-type enzyme. The ratio of turnover number to KM-value for (R)-p-nitrostyrene oxide is 13fold lower than that of the wild-type enzyme Agrobacterium tumefaciens
3.3.2.10 Y152F rate of irreversible inactivation for wild-type enzyme increases rapidly above pH 10, but the inactivation rates for Y215F and Y152F mutant remain low at increasing pH. The Ki-value for phenylacetamide is 67fold higher than the Ki-value of the wild-type enzyme Agrobacterium tumefaciens
3.3.2.10 Y152F/Y215F mutant enzyme with low activity, more thermostable than wild-type enzyme Agrobacterium tumefaciens
3.3.2.10 Y215A enzyme has lower enantioselectivity for styrene oxide and p-nitrostyrene oxide than the wild-type enzyme. The Ki-value for phenylacetamide is 9fold higher than the Ki-value of the wild-type enzyme. The ratio of turnover number to KM-value for (R)-styrene oxide is 2667fold lower than that of the wild-type enzyme. The ratio of turnover number to KM-value for (S)-styrene oxide is 2000fold lower than that of the wild-type enzyme. The ratio of turnover number to KM-value for (R)-p-nitrostyrene oxide is 486fold lower than that of the wild-type enzyme. The ratio of turnover number to KM-value for (R)-p-nitrostyrene oxide is 77fold lower than that of the wild-type enzyme Agrobacterium tumefaciens
3.3.2.10 Y215F more thermostable than wild-type enzyme. Rate of irreversible inactivation for wild-type enzyme increases rapidly above pH 10, but the inactivation rates for Y215F and Y152F mutant remain low at increasing pH. The Ki-value for phenylacetamide is 25fold higher than the Ki-value of the wild-type enzyme Agrobacterium tumefaciens

Inhibitors

EC Number Inhibitors Comment Organism Structure
3.3.2.10 acetamide
-
 Agrobacterium tumefaciens
3.3.2.10 Benzamide
-
 Agrobacterium tumefaciens
3.3.2.10 Chloroacetamide
-
 Agrobacterium tumefaciens
3.3.2.10 p-chlorobenzamide
-
 Agrobacterium tumefaciens
3.3.2.10 p-nitrobenzamide
-
 Agrobacterium tumefaciens
3.3.2.10 phenoxyacetamide
-
 Agrobacterium tumefaciens
3.3.2.10 phenylacetamide
-
 Agrobacterium tumefaciens
3.3.2.10 Phenylcarbamate
-
 Agrobacterium tumefaciens
3.3.2.10 Urea
-
 Agrobacterium tumefaciens

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
3.3.2.10 0.001
-
 (R)-styrene oxide pH 9.0, 30°C, mutant enzyme Q134A Agrobacterium tumefaciens
3.3.2.10 0.009
-
 (R)-p-nitrostyrene oxide pH 9.0, 30°C, mutant enzyme Q134A Agrobacterium tumefaciens
3.3.2.10 0.07
-
 (S)-styrene oxide pH 9.0, 30°C, mutant enzyme Q134A Agrobacterium tumefaciens
3.3.2.10 0.6
-
 (R)-styrene oxide pH 9.0, 30°C, mutant enzyme Y215A Agrobacterium tumefaciens
3.3.2.10 2.4
-
 (S)-styrene oxide pH 9.0, 30°C, mutant enzyme Y215A Agrobacterium tumefaciens

Organism

EC Number Organism UniProt Comment Textmining
3.3.2.10 Agrobacterium tumefaciens
-
 AD1
-
3.3.2.10 Agrobacterium tumefaciens AD1
-
 AD1
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
3.3.2.10 (R)-p-nitrostyrene oxide + H2O
-
 Agrobacterium tumefaciens 1-(4-nitrophenyl)ethane-1,2-diol
-
 ?
3.3.2.10 (R)-p-nitrostyrene oxide + H2O
-
 Agrobacterium tumefaciens AD1 1-(4-nitrophenyl)ethane-1,2-diol
-
 ?
3.3.2.10 (R)-styrene oxide + H2O
-
 Agrobacterium tumefaciens 1-phenylethane-1,2-diol
-
 ?
3.3.2.10 (R)-styrene oxide + H2O
-
 Agrobacterium tumefaciens AD1 1-phenylethane-1,2-diol
-
 ?
3.3.2.10 (S)-p-nitrostyrene oxide + H2O
-
 Agrobacterium tumefaciens 1-(4-nitrophenyl)ethane-1,2-diol
-
 ?
3.3.2.10 (S)-p-nitrostyrene oxide + H2O
-
 Agrobacterium tumefaciens AD1 1-(4-nitrophenyl)ethane-1,2-diol
-
 ?
3.3.2.10 (S)-styrene oxide + H2O
-
 Agrobacterium tumefaciens ?
-
 ?
3.3.2.10 (S)-styrene oxide + H2O
-
 Agrobacterium tumefaciens AD1 ?
-
 ?

Temperature Stability [°C]

EC Number Temperature Stability Minimum [°C] Temperature Stability Maximum [°C] Comment Organism
3.3.2.10 62 67 precipitation of wild-type and mutant enzymes Y215F and Y152F/Y215F Agrobacterium tumefaciens

Turnover Number [1/s]

EC Number Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
3.3.2.10 0.6
-
 (S)-styrene oxide pH 9.0, 30°C, mutant enzyme Y215A Agrobacterium tumefaciens
3.3.2.10 0.8
-
 (R)-styrene oxide pH 9.0, 30°C, mutant enzyme Q134A Agrobacterium tumefaciens
3.3.2.10 1.4
-
 (S)-styrene oxide pH 9.0, 30°C, mutant enzyme Q134A Agrobacterium tumefaciens
3.3.2.10 1.7
-
 (R)-styrene oxide pH 9.0, 30°C, mutant enzyme Y215A Agrobacterium tumefaciens
3.3.2.10 2.2
-
 (R)-p-nitrostyrene oxide pH 9.0, 30°C, mutant enzyme Q134A Agrobacterium tumefaciens

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
3.3.2.10 6 10 reaction with (R)-p-nitrostyrene oxide, wild-type and mutant enzymes Y215F and Y152F Agrobacterium tumefaciens

pH Stability

EC Number pH Stability pH Stability Maximum Comment Organism
3.3.2.10 10
-
 rate of irreversible inactivation for wild-type enzyme increases rapidly above pH 10, but the inactivation rates for Y215F and Y152F mutant remain low at increasing pH Agrobacterium tumefaciens

Ki Value [mM]

EC Number Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
3.3.2.10 0.03
-
 phenylacetamide pH 9.0, 30°C, wild-type enzyme Agrobacterium tumefaciens
3.3.2.10 0.2
-
 phenylacetamide pH 9.0, 30°C, mutant enzyme Q134A Agrobacterium tumefaciens
3.3.2.10 0.27
-
 phenylacetamide pH 9.0, 30°C, mutant enzyme Y215A Agrobacterium tumefaciens
3.3.2.10 0.6
-
 phenoxyacetamide pH 9.0, 30°C, wild-type enzyme Agrobacterium tumefaciens
3.3.2.10 0.75
-
 phenylacetamide pH 9.0, 30°C, mutant enzyme Y215F Agrobacterium tumefaciens
3.3.2.10 1.1
-
 Benzamide pH 9.0, 30°C, wild-type enzyme Agrobacterium tumefaciens
3.3.2.10 1.6
-
 Phenylcarbamate pH 9.0, 30°C, wild-type enzyme Agrobacterium tumefaciens
3.3.2.10 2
-
 phenylacetamide pH 9.0, 30°C, mutant enzyme Y152F Agrobacterium tumefaciens
3.3.2.10 2
-
 p-nitrobenzamide pH 9.0, 30°C, wild-type enzyme Agrobacterium tumefaciens
3.3.2.10 3
-
 p-chlorobenzamide pH 9.0, 30°C, wild-type enzyme Agrobacterium tumefaciens
3.3.2.10 3.5
-
 Chloroacetamide pH 9.0, 30°C, wild-type enzyme Agrobacterium tumefaciens
3.3.2.10 5
-
 Urea pH 9.0, 30°C, wild-type enzyme Agrobacterium tumefaciens
3.3.2.10 37
-
 acetamide pH 9.0, 30°C, wild-type enzyme Agrobacterium tumefaciens