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Literature summary extracted from

  • Vejvoda, V.; Martinkova, L.; Vesela, A.; Kaplan, O.; Lutz-Wahl, S.; Fischer, L.; Uhnakova, B.
    Biotransformation of nitriles to hydroxamic acids via a nitrile hydratase-amidase cascade reaction (2011), J. Mol. Catal. B, 71, 51-55.
No PubMed abstract available

Application

EC Number Application Comment Organism
4.2.1.84 synthesis transformation of benzonitrile into benzohydroxamic acid performed by a cascade bienzymatic reaction involving nitrile hydration and acyl transfer of the intermediate benzamide onto hydroxylamine. The first step is catalyzed by a cell-free extract from recombinant Escherichia coli strain expressing nitrile hydratase from Klebsiella oxytoca strain 38.1.2, the second step is a cellfree extract from Rhodococcus erythropolis A4 amidase, EC 3.5.1.4 Klebsiella oxytoca
4.2.1.84 synthesis transformation of benzonitrile into benzohydroxamic acid performed by a cascade bienzymatic reaction involving nitrile hydration and acyl transfer of the intermediate benzamide onto hydroxylamine. The first step is catalyzed by a cell-free extract from recombinant Escherichia coli strain expressing nitrile hydratase from Raoultella terrigena srain 77.1, the second step is a cell-free extract from Rhodococcus erythropolis A4 amidase, EC 3.5.1.4 Raoultella terrigena
4.2.1.84 synthesis transformation of benzonitrile into benzohydroxamic acid performed by a cascade bienzymatic reaction involving nitrile hydration and acyl transfer of the intermediate benzamide onto hydroxylamine. The first step is catalyzed by a cell-free extract from Rhodococcus erythropolis A4 containing nitrile hydratase, the second step is a cell-free extract from Rhodococcus erythropolis A4 amidase, EC 3.5.1.4 Rhodococcus erythropolis

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
4.2.1.84 2-methyl-3-butenenitrile + H2O Raoultella terrigena
-
 ?
-
 ?
4.2.1.84 2-methyl-3-butenenitrile + H2O Klebsiella oxytoca
-
 ?
-
 ?
4.2.1.84 3-chlorobenzonitrile + H2O Klebsiella oxytoca
-
 3-chlorobenzamide
-
 ?
4.2.1.84 3-hydroxybenzonitrile + H2O Raoultella terrigena
-
 3-hydroxybenzamide
-
 ?
4.2.1.84 3-hydroxybenzonitrile + H2O Klebsiella oxytoca
-
 3-hydroxybenzamide
-
 ?
4.2.1.84 3-tolunitrile + H2O Raoultella terrigena
-
 ?
-
 ?
4.2.1.84 3-tolunitrile + H2O Klebsiella oxytoca
-
 ?
-
 ?
4.2.1.84 4-aminobenzonitrile + H2O Raoultella terrigena
-
 4-aminobenzamide
-
 ?
4.2.1.84 4-aminobenzonitrile + H2O Klebsiella oxytoca
-
 4-aminobenzamide
-
 ?
4.2.1.84 4-chlorobenzonitrile + H2O Raoultella terrigena
-
 4-chlorobenzamide
-
 ?
4.2.1.84 4-chlorobenzonitrile + H2O Klebsiella oxytoca
-
 4-chlorobenzamide
-
 ?
4.2.1.84 benzonitrile + H2O Klebsiella oxytoca performed by a cascade bienzymatic reaction involving nitrile hydration and acyl transfer of the intermediate benzamide onto hydroxylamine. The first step is catalyzed by a cell-free extract from recombinant Escherichia coli strain expressing nitrile hydratase from Klebsiella oxytoca strain 38.1.2, the second step is cell-free extract from Rhodococcus erythropolis A4 amidase, EC 3.5.1.4 benzamide
-
 ?
4.2.1.84 benzonitrile + H2O Raoultella terrigena performed by a cascade bienzymatic reaction involving nitrile hydration and acyl transfer of the intermediate benzamide onto hydroxylamine. The first step is catalyzed by a cell-free extract from recombinant Escherichia coli strain expressing nitrile hydratase from Raoultella terrigena srain 77.1, the second step is a cell-free extract from Rhodococcus erythropolis A4 amidase, EC 3.5.1.4 benzamide
-
 ?
4.2.1.84 benzonitrile + H2O Klebsiella oxytoca 38.1.2 performed by a cascade bienzymatic reaction involving nitrile hydration and acyl transfer of the intermediate benzamide onto hydroxylamine. The first step is catalyzed by a cell-free extract from recombinant Escherichia coli strain expressing nitrile hydratase from Klebsiella oxytoca strain 38.1.2, the second step is cell-free extract from Rhodococcus erythropolis A4 amidase, EC 3.5.1.4 benzamide
-
 ?
4.2.1.84 benzonitrile + H2O Raoultella terrigena 77.1 performed by a cascade bienzymatic reaction involving nitrile hydration and acyl transfer of the intermediate benzamide onto hydroxylamine. The first step is catalyzed by a cell-free extract from recombinant Escherichia coli strain expressing nitrile hydratase from Raoultella terrigena srain 77.1, the second step is a cell-free extract from Rhodococcus erythropolis A4 amidase, EC 3.5.1.4 benzamide
-
 ?
4.2.1.84 benzonitrile + hydroxylamine + H2O Rhodococcus erythropolis performed by a cascade bienzymatic reaction involving nitrile hydration and acyl transfer of the intermediate benzamide onto hydroxylamine. The first step is catalyzed by a cell-free extract from Rhodococcus erythropolis A4 containing nitrile hydratase, the second step is a cell-free extract from Rhodococcus erythropolis A4 amidase, EC 3.5.1.4 benzohydroxamic acid + NH3
-
 ?
4.2.1.84 benzonitrile + hydroxylamine + H2O Rhodococcus erythropolis A4 performed by a cascade bienzymatic reaction involving nitrile hydration and acyl transfer of the intermediate benzamide onto hydroxylamine. The first step is catalyzed by a cell-free extract from Rhodococcus erythropolis A4 containing nitrile hydratase, the second step is a cell-free extract from Rhodococcus erythropolis A4 amidase, EC 3.5.1.4 benzohydroxamic acid + NH3
-
 ?
4.2.1.84 butyronitrile + H2O Raoultella terrigena
-
 butyramide
-
 ?
4.2.1.84 butyronitrile + H2O Klebsiella oxytoca
-
 butyramide
-
 ?
4.2.1.84 butyronitrile + H2O Klebsiella oxytoca 38.1.2
-
 butyramide
-
 ?
4.2.1.84 butyronitrile + H2O Raoultella terrigena 77.1
-
 butyramide
-
 ?
4.2.1.84 additional information Klebsiella oxytoca substrate specificity of strain 38.1.2, no activity with 4-tolunitrile, overview ?
-
 ?
4.2.1.84 additional information Raoultella terrigena substrate specificity of strain 77.1, no activity with 4-tolunitrile and 3-chlorobenzonitrile, overview ?
-
 ?
4.2.1.84 additional information Klebsiella oxytoca 38.1.2 substrate specificity of strain 38.1.2, no activity with 4-tolunitrile, overview ?
-
 ?
4.2.1.84 additional information Raoultella terrigena 77.1 substrate specificity of strain 77.1, no activity with 4-tolunitrile and 3-chlorobenzonitrile, overview ?
-
 ?
4.2.1.84 propionitrile + H2O Raoultella terrigena
-
 propionamide
-
 ?
4.2.1.84 propionitrile + H2O Klebsiella oxytoca
-
 propionamide
-
 ?
4.2.1.84 propionitrile + H2O Klebsiella oxytoca 38.1.2
-
 propionamide
-
 ?
4.2.1.84 propionitrile + H2O Raoultella terrigena 77.1
-
 propionamide
-
 ?
4.2.1.84 valeronitrile + H2O Raoultella terrigena
-
 valeramide
-
 ?
4.2.1.84 valeronitrile + H2O Klebsiella oxytoca
-
 valeramide
-
 ?

Organism

EC Number Organism UniProt Comment Textmining
4.2.1.84 Klebsiella oxytoca
-
-
-
4.2.1.84 Klebsiella oxytoca 38.1.2
-
-
-
4.2.1.84 Raoultella terrigena
-
-
-
4.2.1.84 Raoultella terrigena 77.1
-
-
-
4.2.1.84 Rhodococcus erythropolis
-
-
-
4.2.1.84 Rhodococcus erythropolis A4
-
-
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
4.2.1.84 2-methyl-3-butenenitrile + H2O
-
 Raoultella terrigena ?
-
 ?
4.2.1.84 2-methyl-3-butenenitrile + H2O
-
 Klebsiella oxytoca ?
-
 ?
4.2.1.84 3-chlorobenzonitrile + H2O
-
 Klebsiella oxytoca 3-chlorobenzamide
-
 ?
4.2.1.84 3-hydroxybenzonitrile + H2O
-
 Raoultella terrigena 3-hydroxybenzamide
-
 ?
4.2.1.84 3-hydroxybenzonitrile + H2O
-
 Klebsiella oxytoca 3-hydroxybenzamide
-
 ?
4.2.1.84 3-tolunitrile + H2O
-
 Raoultella terrigena ?
-
 ?
4.2.1.84 3-tolunitrile + H2O
-
 Klebsiella oxytoca ?
-
 ?
4.2.1.84 4-aminobenzonitrile + H2O
-
 Raoultella terrigena 4-aminobenzamide
-
 ?
4.2.1.84 4-aminobenzonitrile + H2O
-
 Klebsiella oxytoca 4-aminobenzamide
-
 ?
4.2.1.84 4-chlorobenzonitrile + H2O
-
 Raoultella terrigena 4-chlorobenzamide
-
 ?
4.2.1.84 4-chlorobenzonitrile + H2O
-
 Klebsiella oxytoca 4-chlorobenzamide
-
 ?
4.2.1.84 benzonitrile + H2O
-
 Raoultella terrigena benzamide
-
 ?
4.2.1.84 benzonitrile + H2O
-
 Klebsiella oxytoca benzamide
-
 ?
4.2.1.84 benzonitrile + H2O performed by a cascade bienzymatic reaction involving nitrile hydration and acyl transfer of the intermediate benzamide onto hydroxylamine. The first step is catalyzed by a cell-free extract from recombinant Escherichia coli strain expressing nitrile hydratase from Klebsiella oxytoca strain 38.1.2, the second step is cell-free extract from Rhodococcus erythropolis A4 amidase, EC 3.5.1.4 Klebsiella oxytoca benzamide
-
 ?
4.2.1.84 benzonitrile + H2O performed by a cascade bienzymatic reaction involving nitrile hydration and acyl transfer of the intermediate benzamide onto hydroxylamine. The first step is catalyzed by a cell-free extract from recombinant Escherichia coli strain expressing nitrile hydratase from Raoultella terrigena srain 77.1, the second step is a cell-free extract from Rhodococcus erythropolis A4 amidase, EC 3.5.1.4 Raoultella terrigena benzamide
-
 ?
4.2.1.84 benzonitrile + H2O
-
 Klebsiella oxytoca 38.1.2 benzamide
-
 ?
4.2.1.84 benzonitrile + H2O performed by a cascade bienzymatic reaction involving nitrile hydration and acyl transfer of the intermediate benzamide onto hydroxylamine. The first step is catalyzed by a cell-free extract from recombinant Escherichia coli strain expressing nitrile hydratase from Klebsiella oxytoca strain 38.1.2, the second step is cell-free extract from Rhodococcus erythropolis A4 amidase, EC 3.5.1.4 Klebsiella oxytoca 38.1.2 benzamide
-
 ?
4.2.1.84 benzonitrile + H2O
-
 Raoultella terrigena 77.1 benzamide
-
 ?
4.2.1.84 benzonitrile + H2O performed by a cascade bienzymatic reaction involving nitrile hydration and acyl transfer of the intermediate benzamide onto hydroxylamine. The first step is catalyzed by a cell-free extract from recombinant Escherichia coli strain expressing nitrile hydratase from Raoultella terrigena srain 77.1, the second step is a cell-free extract from Rhodococcus erythropolis A4 amidase, EC 3.5.1.4 Raoultella terrigena 77.1 benzamide
-
 ?
4.2.1.84 benzonitrile + hydroxylamine + H2O
-
 Rhodococcus erythropolis benzohydroxamic acid + NH3
-
 ?
4.2.1.84 benzonitrile + hydroxylamine + H2O performed by a cascade bienzymatic reaction involving nitrile hydration and acyl transfer of the intermediate benzamide onto hydroxylamine. The first step is catalyzed by a cell-free extract from Rhodococcus erythropolis A4 containing nitrile hydratase, the second step is a cell-free extract from Rhodococcus erythropolis A4 amidase, EC 3.5.1.4 Rhodococcus erythropolis benzohydroxamic acid + NH3
-
 ?
4.2.1.84 benzonitrile + hydroxylamine + H2O
-
 Rhodococcus erythropolis A4 benzohydroxamic acid + NH3
-
 ?
4.2.1.84 benzonitrile + hydroxylamine + H2O performed by a cascade bienzymatic reaction involving nitrile hydration and acyl transfer of the intermediate benzamide onto hydroxylamine. The first step is catalyzed by a cell-free extract from Rhodococcus erythropolis A4 containing nitrile hydratase, the second step is a cell-free extract from Rhodococcus erythropolis A4 amidase, EC 3.5.1.4 Rhodococcus erythropolis A4 benzohydroxamic acid + NH3
-
 ?
4.2.1.84 butyronitrile + H2O
-
 Raoultella terrigena butyramide
-
 ?
4.2.1.84 butyronitrile + H2O
-
 Klebsiella oxytoca butyramide
-
 ?
4.2.1.84 butyronitrile + H2O
-
 Klebsiella oxytoca 38.1.2 butyramide
-
 ?
4.2.1.84 butyronitrile + H2O
-
 Raoultella terrigena 77.1 butyramide
-
 ?
4.2.1.84 additional information substrate specificity of strain 38.1.2, no activity with 4-tolunitrile, overview Klebsiella oxytoca ?
-
 ?
4.2.1.84 additional information substrate specificity of strain 77.1, no activity with 4-tolunitrile and 3-chlorobenzonitrile, overview Raoultella terrigena ?
-
 ?
4.2.1.84 additional information substrate specificity of strain 38.1.2, no activity with 4-tolunitrile, overview Klebsiella oxytoca 38.1.2 ?
-
 ?
4.2.1.84 additional information substrate specificity of strain 77.1, no activity with 4-tolunitrile and 3-chlorobenzonitrile, overview Raoultella terrigena 77.1 ?
-
 ?
4.2.1.84 propionitrile + H2O
-
 Raoultella terrigena propionamide
-
 ?
4.2.1.84 propionitrile + H2O
-
 Klebsiella oxytoca propionamide
-
 ?
4.2.1.84 propionitrile + H2O
-
 Klebsiella oxytoca 38.1.2 propionamide
-
 ?
4.2.1.84 propionitrile + H2O
-
 Raoultella terrigena 77.1 propionamide
-
 ?
4.2.1.84 valeronitrile + H2O
-
 Raoultella terrigena valeramide
-
 ?
4.2.1.84 valeronitrile + H2O
-
 Klebsiella oxytoca valeramide
-
 ?

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
4.2.1.84 28
-
 assay at Rhodococcus erythropolis
4.2.1.84 28
-
 assay at Raoultella terrigena
4.2.1.84 28
-
 assay at Klebsiella oxytoca

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
4.2.1.84 8
-
 assay at Rhodococcus erythropolis
4.2.1.84 8
-
 assay at Raoultella terrigena
4.2.1.84 8
-
 assay at Klebsiella oxytoca