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Literature summary extracted from

  • Brady, D.; Beeton, A.; Zeevaart, J.; Kgaje, C.; van Rantwijk, F.; Sheldon, R.A.
    Characterisation of nitrilase and nitrile hydratase biocatalytic systems (2004), Appl. Microbiol. Biotechnol., 64, 76-85.
    View publication on PubMed

Application

EC Number Application Comment Organism
3.5.5.1 synthesis enzyme can be used as a biocatalyst for the synthesis of a range of alpha-hydroxy carboxylic acids or amides from aldehydes in presence of cyanide, halting of the reaction at the amide intermediate by use of specific inhibitors is possible Rhodococcus sp.
4.2.1.84 synthesis production of alpha-hydroxy nitriles by use of enzyme Pseudomonas fluorescens

Inhibitors

EC Number Inhibitors Comment Organism Structure
3.5.5.1 additional information
-
Rhodococcus sp.

Organism

EC Number Organism UniProt Comment Textmining
3.5.5.1 Rhodococcus sp.
-
-
-
4.2.1.84 Pseudomonas fluorescens
-
-
-
4.2.1.84 Rhodococcus sp.
-
-
-
4.2.1.84 Rhodococcus sp.
-
strain ATCC BAA-869
-
4.2.1.84 Rhodococcus sp.
-
strain ATCC BAA-870
-
4.2.1.84 Rhodococcus sp.
-
strain DSM 44519
-
4.2.1.84 Rhodococcus sp. Novo SP361
-
-
-

Reaction

EC Number Reaction Comment Organism Reaction ID
3.5.5.1 a nitrile + 2 H2O = a carboxylate + NH3 acts on a wide range of aromatic nitriles including (indole-3-yl)-acetonitrile, and also on some aliphatic nitriles, and on the corresponding acid amines Rhodococcus sp.

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
3.5.5.1 3-hydroxy-3-phenylpropionitrile + H2O beta-substituted substrate Rhodococcus sp. 3-hydroxy-3-phenylpropionic acid + NH3
-
?
3.5.5.1 3-hydroxy-3-phenylpropionitrile + H2O beta-substituted substrate Rhodococcus sp. Novo SP361 3-hydroxy-3-phenylpropionic acid + NH3
-
?
3.5.5.1 additional information substrate specificity profile, enzyme also catalyzes the synthesis of a range of alpha-hydroxy carboxylic acids or amides from aldehydes in presence of cyanide Rhodococcus sp. ?
-
?
3.5.5.1 additional information substrate specificity profile, enzyme also catalyzes the synthesis of a range of alpha-hydroxy carboxylic acids or amides from aldehydes in presence of cyanide Rhodococcus sp. Novo SP361 ?
-
?
4.2.1.84 2-chlorobenzaldehyde + HCN + H2O
-
Pseudomonas fluorescens (R)-2-chloromandelonitrile 90% conversion to alpha-hydroxy nitrile ?
4.2.1.84 2-fluorobenzaldehyde + HCN + H2O
-
Pseudomonas fluorescens ? + H2O 100% conversion to alpha-hydroxy nitrile ?
4.2.1.84 2-nitrobenzaldehyde + HCN + H2O
-
Pseudomonas fluorescens ? + H2O 20% conversion to alpha-hydroxy nitrile ?
4.2.1.84 2-phenylbutyronitrile + H2O used as well as phenylacetonitrile Pseudomonas fluorescens 2-phenylbutyramide
-
?
4.2.1.84 2-phenylglycinonitrile + H2O used as well as phenylacetonitrile Pseudomonas fluorescens aminoacetamide
-
?
4.2.1.84 2-phenylpropionitrile + H2O
-
Rhodococcus sp. 2-phenylpropionamide
-
?
4.2.1.84 2-phenylpropionitrile + H2O used as well as phenylacetonitrile Pseudomonas fluorescens 2-phenylpropionamide
-
?
4.2.1.84 2-phenylpropionitrile + H2O
-
Rhodococcus sp. Novo SP361 2-phenylpropionamide
-
?
4.2.1.84 3,4-dimethoxybenzonitrile + H2O second step with amidase (EC 3.5.1.4) Rhodococcus sp. 3,4-dimethoxybenzaldehyde + NH3
-
?
4.2.1.84 3,4-dimethoxybenzonitrile + H2O second step with amidase (EC 3.5.1.4) Rhodococcus sp. Novo SP361 3,4-dimethoxybenzaldehyde + NH3
-
?
4.2.1.84 3-chlorobenzaldehyde + HCN + H2O
-
Pseudomonas fluorescens ? + H2O 100% conversion to alpha-hydroxy nitrile ?
4.2.1.84 3-hydroxy-3-phenylpropionitrile + H2O
-
Rhodococcus sp. 3-hydroxy-3-phenylpropionamide
-
?
4.2.1.84 3-hydroxy-3-phenylpropionitrile + H2O
-
Rhodococcus sp. Novo SP361 3-hydroxy-3-phenylpropionamide
-
?
4.2.1.84 3-phenylpropionitrile + H2O used as well as phenylacetonitrile Pseudomonas fluorescens 3-phenylpropionamide
-
?
4.2.1.84 4-chlorobenzaldehyde + HCN + H2O
-
Pseudomonas fluorescens ? + H2O 100% conversion to alpha-hydroxy nitrile ?
4.2.1.84 4-cyanobenzaldehyde + HCN + H2O
-
Pseudomonas fluorescens ? + H2O 100% conversion to alpha-hydroxy nitrile ?
4.2.1.84 4-hydroxybenzaldehyde + HCN + H2O
-
Pseudomonas fluorescens ? + H2O 55% conversion to alpha-hydroxy nitrile ?
4.2.1.84 4-methylbenzaldehyde + HCN + H2O
-
Pseudomonas fluorescens ? + H2O 51% conversion to alpha-hydroxy nitrile ?
4.2.1.84 4-nitrobenzaldehyde + HCN + H2O
-
Pseudomonas fluorescens ? + H2O 100% conversion to alpha-hydroxy nitrile ?
4.2.1.84 benzaldehyde + HCN
-
Pseudomonas fluorescens ? + H2O 95% conversion to alpha-hydroxy nitrile ?
4.2.1.84 mandelonitrile + H2O
-
Rhodococcus sp. ?
-
?
4.2.1.84 mandelonitrile + H2O used as well as phenylacetonitrile Pseudomonas fluorescens ?
-
?
4.2.1.84 N-phenylglycinenitrile + H2O
-
Rhodococcus sp. ?
-
?
4.2.1.84 phenylacetonitrile + H2O
-
Pseudomonas fluorescens phenylacetamide
-
?
4.2.1.84 phenylacetonitrile + H2O
-
Rhodococcus sp. phenylacetamide
-
?
4.2.1.84 phthalonitrile + H2O
-
Rhodococcus sp. ?
-
?

Synonyms

EC Number Synonyms Comment Organism
3.5.5.1 nitrile hydratase/amidase
-
Rhodococcus sp.