BRENDA - Enzyme Database

Characterisation of nitrilase and nitrile hydratase biocatalytic systems

Brady, D.; Beeton, A.; Zeevaart, J.; Kgaje, C.; van Rantwijk, F.; Sheldon, R.A.; Appl. Microbiol. Biotechnol. 64, 76-85 (2004) View publication on PubMed

Data extracted from this reference:

Application
EC Number
Application
Commentary
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
Commentary
Organism
Structure
3.5.5.1
additional information
-
Rhodococcus sp.
Organism
EC Number
Organism
UniProt
Commentary
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
Commentary
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
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
Substrate Product ID
3.5.5.1
3-hydroxy-3-phenylpropionitrile + H2O
beta-substituted substrate
654314
Rhodococcus sp.
3-hydroxy-3-phenylpropionic acid + NH3
-
-
-
?
3.5.5.1
3-hydroxy-3-phenylpropionitrile + H2O
beta-substituted substrate
654314
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
654314
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
654314
Rhodococcus sp. Novo SP361
?
-
-
-
?
4.2.1.84
2-chlorobenzaldehyde + HCN + H2O
-
654314
Pseudomonas fluorescens
(R)-2-chloromandelonitrile
90% conversion to alpha-hydroxy nitrile
-
-
?
4.2.1.84
2-fluorobenzaldehyde + HCN + H2O
-
654314
Pseudomonas fluorescens
? + H2O
100% conversion to alpha-hydroxy nitrile
-
-
?
4.2.1.84
2-nitrobenzaldehyde + HCN + H2O
-
654314
Pseudomonas fluorescens
? + H2O
20% conversion to alpha-hydroxy nitrile
-
-
?
4.2.1.84
2-phenylbutyronitrile + H2O
used as well as phenylacetonitrile
654314
Pseudomonas fluorescens
2-phenylbutyramide
-
-
-
?
4.2.1.84
2-phenylglycinonitrile + H2O
used as well as phenylacetonitrile
654314
Pseudomonas fluorescens
aminoacetamide
-
-
-
?
4.2.1.84
2-phenylpropionitrile + H2O
-
654314
Rhodococcus sp.
2-phenylpropionamide
-
-
-
?
4.2.1.84
2-phenylpropionitrile + H2O
used as well as phenylacetonitrile
654314
Pseudomonas fluorescens
2-phenylpropionamide
-
-
-
?
4.2.1.84
2-phenylpropionitrile + H2O
-
654314
Rhodococcus sp. Novo SP361
2-phenylpropionamide
-
-
-
?
4.2.1.84
3,4-dimethoxybenzonitrile + H2O
-
654314
Rhodococcus sp.
3,4-dimethoxybenzaldehyde
-
-
-
?
4.2.1.84
3,4-dimethoxybenzonitrile + H2O
-
654314
Rhodococcus sp. Novo SP361
3,4-dimethoxybenzaldehyde
-
-
-
?
4.2.1.84
3,4-dimethoxybenzonitrile + H2O
-
654314
Rhodococcus sp.
3,4-dimethoxybenzaldehyde + HCN
-
-
-
?
4.2.1.84
3,4-dimethoxybenzonitrile + H2O
-
654314
Rhodococcus sp. Novo SP361
3,4-dimethoxybenzaldehyde + HCN
-
-
-
?
4.2.1.84
3-chlorobenzaldehyde + HCN + H2O
-
654314
Pseudomonas fluorescens
? + H2O
100% conversion to alpha-hydroxy nitrile
-
-
?
4.2.1.84
3-hydroxy-3-phenylpropionitrile + H2O
-
654314
Rhodococcus sp.
3-hydroxy-3-phenylpropionamide
-
-
-
?
4.2.1.84
3-phenylpropionitrile + H2O
used as well as phenylacetonitrile
654314
Pseudomonas fluorescens
3-phenylpropionamide
-
-
-
?
4.2.1.84
4-chlorobenzaldehyde + HCN + H2O
-
654314
Pseudomonas fluorescens
? + H2O
100% conversion to alpha-hydroxy nitrile
-
-
?
4.2.1.84
4-cyanobenzaldehyde + HCN + H2O
-
654314
Pseudomonas fluorescens
? + H2O
100% conversion to alpha-hydroxy nitrile
-
-
?
4.2.1.84
4-hydroxybenzaldehyde + HCN + H2O
-
654314
Pseudomonas fluorescens
? + H2O
55% conversion to alpha-hydroxy nitrile
-
-
?
4.2.1.84
4-methylbenzaldehyde + HCN + H2O
-
654314
Pseudomonas fluorescens
? + H2O
51% conversion to alpha-hydroxy nitrile
-
-
?
4.2.1.84
4-nitrobenzaldehyde + HCN + H2O
-
654314
Pseudomonas fluorescens
? + H2O
100% conversion to alpha-hydroxy nitrile
-
-
?
4.2.1.84
benzaldehyde + HCN
-
654314
Pseudomonas fluorescens
? + H2O
95% conversion to alpha-hydroxy nitrile
-
-
?
4.2.1.84
mandelonitrile + H2O
-
654314
Rhodococcus sp.
?
-
-
-
?
4.2.1.84
mandelonitrile + H2O
used as well as phenylacetonitrile
654314
Pseudomonas fluorescens
?
-
-
-
?
4.2.1.84
N-phenylglycinenitrile + H2O
-
654314
Rhodococcus sp.
?
-
-
-
?
4.2.1.84
phenylacetonitrile + H2O
-
654314
Pseudomonas fluorescens
phenylacetamide
-
-
-
?
4.2.1.84
phenylacetonitrile + H2O
-
654314
Rhodococcus sp.
phenylacetamide
-
-
-
?
4.2.1.84
phthalonitrile + H2O
-
654314
Rhodococcus sp.
?
-
-
-
?
Synonyms
EC Number
Synonyms
Commentary
Organism
3.5.5.1
nitrile hydratase/amidase
-
Rhodococcus sp.
Application (protein specific)
EC Number
Application
Commentary
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 (protein specific)
EC Number
Inhibitors
Commentary
Organism
Structure
3.5.5.1
additional information
-
Rhodococcus sp.
Substrates and Products (Substrate) (protein specific)
EC Number
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
ID
3.5.5.1
3-hydroxy-3-phenylpropionitrile + H2O
beta-substituted substrate
654314
Rhodococcus sp.
3-hydroxy-3-phenylpropionic acid + NH3
-
-
-
?
3.5.5.1
3-hydroxy-3-phenylpropionitrile + H2O
beta-substituted substrate
654314
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
654314
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
654314
Rhodococcus sp. Novo SP361
?
-
-
-
?
4.2.1.84
2-chlorobenzaldehyde + HCN + H2O
-
654314
Pseudomonas fluorescens
(R)-2-chloromandelonitrile
90% conversion to alpha-hydroxy nitrile
-
-
?
4.2.1.84
2-fluorobenzaldehyde + HCN + H2O
-
654314
Pseudomonas fluorescens
? + H2O
100% conversion to alpha-hydroxy nitrile
-
-
?
4.2.1.84
2-nitrobenzaldehyde + HCN + H2O
-
654314
Pseudomonas fluorescens
? + H2O
20% conversion to alpha-hydroxy nitrile
-
-
?
4.2.1.84
2-phenylbutyronitrile + H2O
used as well as phenylacetonitrile
654314
Pseudomonas fluorescens
2-phenylbutyramide
-
-
-
?
4.2.1.84
2-phenylglycinonitrile + H2O
used as well as phenylacetonitrile
654314
Pseudomonas fluorescens
aminoacetamide
-
-
-
?
4.2.1.84
2-phenylpropionitrile + H2O
-
654314
Rhodococcus sp.
2-phenylpropionamide
-
-
-
?
4.2.1.84
2-phenylpropionitrile + H2O
used as well as phenylacetonitrile
654314
Pseudomonas fluorescens
2-phenylpropionamide
-
-
-
?
4.2.1.84
2-phenylpropionitrile + H2O
-
654314
Rhodococcus sp. Novo SP361
2-phenylpropionamide
-
-
-
?
4.2.1.84
3,4-dimethoxybenzonitrile + H2O
-
654314
Rhodococcus sp.
3,4-dimethoxybenzaldehyde
-
-
-
?
4.2.1.84
3,4-dimethoxybenzonitrile + H2O
-
654314
Rhodococcus sp. Novo SP361
3,4-dimethoxybenzaldehyde
-
-
-
?
4.2.1.84
3,4-dimethoxybenzonitrile + H2O
-
654314
Rhodococcus sp.
3,4-dimethoxybenzaldehyde + HCN
-
-
-
?
4.2.1.84
3,4-dimethoxybenzonitrile + H2O
-
654314
Rhodococcus sp. Novo SP361
3,4-dimethoxybenzaldehyde + HCN
-
-
-
?
4.2.1.84
3-chlorobenzaldehyde + HCN + H2O
-
654314
Pseudomonas fluorescens
? + H2O
100% conversion to alpha-hydroxy nitrile
-
-
?
4.2.1.84
3-hydroxy-3-phenylpropionitrile + H2O
-
654314
Rhodococcus sp.
3-hydroxy-3-phenylpropionamide
-
-
-
?
4.2.1.84
3-phenylpropionitrile + H2O
used as well as phenylacetonitrile
654314
Pseudomonas fluorescens
3-phenylpropionamide
-
-
-
?
4.2.1.84
4-chlorobenzaldehyde + HCN + H2O
-
654314
Pseudomonas fluorescens
? + H2O
100% conversion to alpha-hydroxy nitrile
-
-
?
4.2.1.84
4-cyanobenzaldehyde + HCN + H2O
-
654314
Pseudomonas fluorescens
? + H2O
100% conversion to alpha-hydroxy nitrile
-
-
?
4.2.1.84
4-hydroxybenzaldehyde + HCN + H2O
-
654314
Pseudomonas fluorescens
? + H2O
55% conversion to alpha-hydroxy nitrile
-
-
?
4.2.1.84
4-methylbenzaldehyde + HCN + H2O
-
654314
Pseudomonas fluorescens
? + H2O
51% conversion to alpha-hydroxy nitrile
-
-
?
4.2.1.84
4-nitrobenzaldehyde + HCN + H2O
-
654314
Pseudomonas fluorescens
? + H2O
100% conversion to alpha-hydroxy nitrile
-
-
?
4.2.1.84
benzaldehyde + HCN
-
654314
Pseudomonas fluorescens
? + H2O
95% conversion to alpha-hydroxy nitrile
-
-
?
4.2.1.84
mandelonitrile + H2O
-
654314
Rhodococcus sp.
?
-
-
-
?
4.2.1.84
mandelonitrile + H2O
used as well as phenylacetonitrile
654314
Pseudomonas fluorescens
?
-
-
-
?
4.2.1.84
N-phenylglycinenitrile + H2O
-
654314
Rhodococcus sp.
?
-
-
-
?
4.2.1.84
phenylacetonitrile + H2O
-
654314
Pseudomonas fluorescens
phenylacetamide
-
-
-
?
4.2.1.84
phenylacetonitrile + H2O
-
654314
Rhodococcus sp.
phenylacetamide
-
-
-
?
4.2.1.84
phthalonitrile + H2O
-
654314
Rhodococcus sp.
?
-
-
-
?