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Information on EC 4.2.1.84 - nitrile hydratase
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EC Tree
4.2.1.84 nitrile hydrataseIUBMB Comments
Acts on short-chain aliphatic nitriles, converting them into the corresponding amides. Does not act on these amides or on aromatic nitriles. cf. EC 3.5.5.1 nitrilase.
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Word Map
- 4.2.1.84
- rhodococcus
- amidase
- rhodochrous
- acrylamide
- erythropolis
- synthesis
-
fe-type
-
sulfenic
-
feiii
-
non-heme
-
low-spin
- benzonitrile
- sulfinate
-
cgmcc
-
carboxamido
- ruber
-
neonicotinoid
- pseudonocardia
- propionamide
- propionitrile
-
cysteine-sulfinic
- chlororaphis
- testosteroni
-
metallochaperone
- aldoxime
- indole-3-acetonitrile
- industry
- pharmacology
- degradation
- environmental protection
- analysis
The expected taxonomic range for this enzyme is: Bacteria, Eukaryota, Archaea
Synonyms
3-cyanopyridine hydratase, acrylonitrile hydratase, aliphatic nitrile hydratase, ANHase, Co-type NHase, Co-type nitrile hydratase, cobalt-containing nitrile hydratase, CoIII-NHase, CtNHase, Fe-NHase, 
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SYNONYM 
ORGANISM
UNIPROT
COMMENTARY 
LITERATURE
3-cyanopyridine hydratase
-
-
-
-
acrylonitrile hydratase
-
-
-
-
aliphatic nitrile hydratase
-
-
-
-
ANHase
Co-type NHase
Co-type nitrile hydratase
cobalt-containing nitrile hydratase
CoIII-NHase
CtNHase
H-NHase
H-nitrilase
-
-
-
-
high-molecular mass nitrile hydratase
high-molecular weight nitrile hydratase
hydratase, nitrile
-
-
-
-
iron-type nitrile hydratase
L-Nhase
L-nitrilase
-
-
-
-
low-molecular mass nitrile hydratase
low-molecular weight nitrile hydratase
NHase
NHaseK
NI1 NHase
-
-
-
-
nitrilase
nitrile hydratase
ppNHase
ReNHase
H-NHase
-
-
-
-
L-Nhase
-
-
-
-
NHase
-
-
-
-
nitrilase
-
-
-
-
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REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT
LITERATURE
an aliphatic amide = a nitrile + H2O
light
-
-
-
an aliphatic amide = a nitrile + H2O
the iron-type enzyme is photoreactive, it loses the catalytic activity through aerobic incubation in the dark and recovers it by light irradiation
-
an aliphatic amide = a nitrile + H2O
N-771 and N-774 strains can be inactivated in the dark and reactivated by light
-
an aliphatic amide = a nitrile + H2O
the activity of the enzyme in intact cells increases on light irradiation and gradually decreases in the dark. For purified enzyme no differences are detected when kept in dark or light-irradiated
-
an aliphatic amide = a nitrile + H2O
monitoring of binding of substrates and their analogues to the active pocket via the NO bands
-
an aliphatic amide = a nitrile + H2O
substrate binding occurs via breathing and flip-flop mechanisms
-
an aliphatic amide = a nitrile + H2O
possible role of water and active center residues in reaction mechanism is shown
-
an aliphatic amide = a nitrile + H2O
reaction mechanism, overview
-
an aliphatic amide = a nitrile + H2O
first- and second-shell reaction mechanism, a tyrosine residue acts as catalytic base, modelling, detailed overview
-
an aliphatic amide = a nitrile + H2O
modeling of the catalytic mechanism of nitrile hydratase by semi-empirical quantum mechanical calculation using the enzyme crystal structure, PDB code 1IRE, overview. Active site activation is the first step of NHase catalysis, in which the Co2+ coordinated to a water molecule forms a Co-OH complex mediated by the oxidized alpha-CEA113. Then the oxygen atom in the Co-OH attacks the C atom in the -CN triple bond of acrylonitrile, forming a precursor of acrylamide, proton rearrangement happens transforming the precursor into the final product of acrylamide, under the assistance of the hydrogen atom in the -OH group of alpha-Ser112
an aliphatic amide = a nitrile + H2O
reaction mechanism, first-shell mechanism of CoIII-NHase involving Tyr68 as catalytic base, deprotonated Tyr68 is proposed to abstract a proton from the nucleophilic water molecule, thus activating it for attack on the metal-bound substrate, modelling, detailed overview
-
an aliphatic amide = a nitrile + H2O
thermal-stable mechanism of thermophilic nitrile hydratases, molecular dynamic simulation, overview
-
an aliphatic amide = a nitrile + H2O
thermal-stable mechanism of thermophilic nitrile hydratases, molecular dynamic simulation, overview
an aliphatic amide = a nitrile + H2O
water dynamics and catalytic mechanism, a water molecule bound to the metal ion directly attacks the nitrile carbon, overview. Dynamics of the active site channel, NO diffusion paths, and water molecules positions are key components in the functioning of this important industrial enzyme
-
an aliphatic amide = a nitrile + H2O
role of residues in the active site and enzymatic reaction mechanism. Cys146 acts as the nucleophile, Glu42 as the general base, Lys113/Glu42 as the general acid, WatA as the hydrolytic water and Nf_Lys113 and N_Phe147 form the oxyanion hole, hydrogen bonding network in the active site of Nit structure, overview
-
an aliphatic amide = a nitrile + H2O
detailed reaction mechanism using large quantum-mechanical active site models, overview. The attack of Cys114-SO- on the coordinated nitrile forms a cyclic intermediate. Cys109-S-S-Cys114 disulfide formation promotes cleavage of the latter to give the amide. Active-site regeneration occurs through attack of water on the disulfide, putative cyclic intermediate structure, overview
-
an aliphatic amide = a nitrile + H2O
mechanism of action for the hydration of nitriles by NHase, overview. The cysteine-sulfenic acid ligand acts as the catalytic nucleophile. The first step in catalysis involves the direct ligation of the nitrile to the active site lowspin, trivalent metal ion. One proton transfer occurs between the alphaCys113-OH ligand and the nitrile N-atom, while the second transfer occurs between the water molecule that reforms alphaCys113-OH and the newly forming imidate N-atom
an aliphatic amide = a nitrile + H2O
first- and second-shell reaction mechanism, a tyrosine residue acts as catalytic base, modelling, detailed overview
-
-
an aliphatic amide = a nitrile + H2O
N-771 and N-774 strains can be inactivated in the dark and reactivated by light
Rhodococcus sp. N-774
-
-
an aliphatic amide = a nitrile + H2O
the activity of the enzyme in intact cells increases on light irradiation and gradually decreases in the dark. For purified enzyme no differences are detected when kept in dark or light-irradiated
Rhodococcus sp. N-774
-
-
an aliphatic amide = a nitrile + H2O
possible role of water and active center residues in reaction mechanism is shown
-
-
an aliphatic amide = a nitrile + H2O
reaction mechanism, overview
-
-
an aliphatic amide = a nitrile + H2O
reaction mechanism, first-shell mechanism of CoIII-NHase involving Tyr68 as catalytic base, deprotonated Tyr68 is proposed to abstract a proton from the nucleophilic water molecule, thus activating it for attack on the metal-bound substrate, modelling, detailed overview
-
-
an aliphatic amide = a nitrile + H2O
modeling of the catalytic mechanism of nitrile hydratase by semi-empirical quantum mechanical calculation using the enzyme crystal structure, PDB code 1IRE, overview. Active site activation is the first step of NHase catalysis, in which the Co2+ coordinated to a water molecule forms a Co-OH complex mediated by the oxidized alpha-CEA113. Then the oxygen atom in the Co-OH attacks the C atom in the -CN triple bond of acrylonitrile, forming a precursor of acrylamide, proton rearrangement happens transforming the precursor into the final product of acrylamide, under the assistance of the hydrogen atom in the -OH group of alpha-Ser112
-
-
an aliphatic amide = a nitrile + H2O
mechanism of action for the hydration of nitriles by NHase, overview. The cysteine-sulfenic acid ligand acts as the catalytic nucleophile. The first step in catalysis involves the direct ligation of the nitrile to the active site lowspin, trivalent metal ion. One proton transfer occurs between the alphaCys113-OH ligand and the nitrile N-atom, while the second transfer occurs between the water molecule that reforms alphaCys113-OH and the newly forming imidate N-atom
-
-
an aliphatic amide = a nitrile + H2O
thermal-stable mechanism of thermophilic nitrile hydratases, molecular dynamic simulation, overview
-
-
an aliphatic amide = a nitrile + H2O
thermal-stable mechanism of thermophilic nitrile hydratases, molecular dynamic simulation, overview
Bacillus sp. (in: Bacteria) SC-105-1
-
-
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
C-O bond cleavage by elimination of water
additional information
C-O bond cleavage by elimination of water
-
-
-
-
additional information
-
a new biocatalytic mechanism is proposed, that is based on crystallographic data of the active center
additional information
-
a new biocatalytic mechanism is proposed, that is based on crystallographic data of the active center
-
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PATHWAY SOURCE
PATHWAYS
KEGG
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SYSTEMATIC NAME
IUBMB Comments
aliphatic-amide hydro-lyase (nitrile-forming)
Acts on short-chain aliphatic nitriles, converting them into the corresponding amides. Does not act on these amides or on aromatic nitriles. cf. EC 3.5.5.1 nitrilase.
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CAS REGISTRY NUMBER
COMMENTARY
82391-37-5
-
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SUBSTRATE
PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
(1R,3R)-2,2-dibromo-3-phenylcyclopropanecarbonitrile + H2O
(1R,3R)-2,2-dibromo-3-phenylcyclopropanecarbamide
(1S,3S)-2,2-dimethyl-3-phenylcyclopropanecarbonitrile + H2O
(1S,3S)-2,2-dimethyl-3-phenylcyclopropanecarbamide
(2R)-2-hydroxy-3-methylbutanenitrile + H2O
(2R)-2-hydroxy-3-methylbutanamide
-
-
-
-
?
(2R)-2-hydroxybut-3-enenitrile + H2O
(2R)-2-hydroxybut-3-enamide
-
-
-
-
?
(2R)-2-hydroxybutanenitrile + H2O
(2R)-2-hydroxybutanamide
-
-
-
-
?
(2R)-2-hydroxyhexanenitrile + H2O
(2R)-2-hydroxyhexanamide
-
-
-
-
?
(2R)-2-hydroxypentanenitrile + H2O
(2R)-2-hydroxypentanamide
-
-
-
-
?
(R)-2-chloromandelonitrile + H2O
(R)-2-chloromandelamide
at 100% the rate of 2-hydroxy-4-phenylbutyronitrile
-
-
?
(S)-3-benzoyloxypentanedinitrile + H2O
3-amino-1-(2-amino-2-oxoethyl)-3-oxopropyl benzoate
-
substrate conversion: 38.5%, enantiomeric excess: 68.2
-
-
r
1-(4-bromo-phenyl)-aziridine-2-carbonitrile + H2O
1-(4-bromophenyl)aziridine-2-carboxamide
-
-
-
-
r
1-(4-methoxy-phenyl)-aziridine-2-carbonitrile + H2O
1-(4-methoxyphenyl)aziridine-2-carboxamide
-
-
-
-
r
17alpha-cyanomethyl-17beta-hydroxy-estra-4,9-dien-3-one + H2O
17alpha-acetamido-estra-1,3,5(10),9(11)-tetraene-3,17beta-diol
-
the steroidal group is metabolized very slowly
-
?
2(R)-(4-chlorophenyl)-3-methylbutyronitrile + H2O
2(R)-(4-chloro-phenyl)-3-methyl-butyramide
2(S)-(4-chlorophenyl)-3-methylbutyronitrile + H2O
2(S)-(4-chloro-phenyl)-3-methyl-butyramide
2,3,4,5,6-pentafluorobenzonitrile + H2O
2,3,4,5,6-pentafluorobenzamide
-
-
-
-
?
2,3-dihydro-benzo(1,4)dioxine-2-carbonitrile + H2O
2,3-dihydro-1,4-benzodioxine-2-carboxamide
-
substrate conversion: 45.1%, enantiomeric excess: 0
-
-
r
2-aminopropionitrile + H2O
2-aminopropionic acid amide
-
90% of the activity with propionitrile
-
-
?
2-chlorobenzaldehyde + HCN + H2O
(R)-2-chloromandelonitrile
-
-
90% conversion to alpha-hydroxy nitrile
-
?
2-fluorobenzaldehyde + HCN + H2O
? + H2O
-
-
100% conversion to alpha-hydroxy nitrile
-
?
2-hydroxy-4-phenylbutyronitrile + H2O
2-hydroxy-4-phenylbutyramide
-
-
-
?
2-hydroxymethyl-3-phenyl-propionitrile + H2O
2-benzyl-3-hydroxypropanamide
-
-
-
-
r
2-methoxymethyl-3-phenyl-propionitrile + H2O
2-benzyl-3-methoxypropanamide
-
-
-
-
r
2-nitrobenzaldehyde + HCN + H2O
? + H2O
-
-
20% conversion to alpha-hydroxy nitrile
-
?
2-phenylbutyronitrile + H2O
2-phenylbutyramide
-
used as well as phenylacetonitrile
-
-
?
2-phenylglycinonitrile + H2O
aminoacetamide
-
used as well as phenylacetonitrile
-
-
?
3-(trifluoromethyl)benzonitrile + H2O
3-(trifluoromethyl)benzamide
-
5% conversion, in phosphate buffer pH 7.0, at 30°C
-
-
?
3-(trifluoromethyl)pyridine-4-carbonitrile + H2O
3-(trifluoromethyl)pyridine-4-carboxamide
-
-
-
-
ir
3-allyloxy-4-phenyl-butyronitrile + H2O
4-phenyl-3-(prop-2-en-1-yloxy)butanamide
-
-
-
-
r
3-aminopropionitrile + H2O
3-aminopropionic acid amide
-
2.7% of the activity with propionitrile
-
-
?
3-benzyloxy-3-vinyl-propionitrile + H2O
3-(benzyloxy)pent-4-enamide
-
-
-
-
r
3-bromobenzonitrile + H2O
3-bromobenzamide
-
5% conversion, in phosphate buffer pH 7.0, at 30°C
-
-
?
3-chlorobenzaldehyde + HCN + H2O
? + H2O
-
-
100% conversion to alpha-hydroxy nitrile
-
?
3-fluorobenzonitrile + H2O
3-fluorobenzamide
-
above 99.9% conversion, in phosphate buffer pH 7.0, at 30°C
-
-
?
3-hydroxy-3-phenylpropionitrile + H2O
3-hydroxy-3-phenylpropionamide
-
-
-
-
?
3-hydroxypropionitrile + H2O
3-hydroxypropanamide
-
35% of the activity with propionitrile
-
-
?
3-methoxybenzonitrile + H2O
3-methoxybenzamide
-
3% conversion, in phosphate buffer pH 7.0, at 30°C
-
-
?
3-phenoxymandelonitrile + H2O
3-phenoxymandelamine
at 10% the rate of 2-hydroxy-4-phenylbutyronitrile
-
-
?
3-phenylpropionitrile + H2O
3-phenylpropionamide
-
used as well as phenylacetonitrile
-
-
?
4-bromobenzonitrile + H2O
4-bromobenzonitrile
-
above 99% conversion, in phosphate buffer pH 7.0, at 30°C
-
-
?
4-chloro-3-hydroxybutyronitrile + H2O
4-chloro-3-hydroxybutyramide
-
the following reaction by an amidase leads to the correspondend carboxylic acid
-
-
?
4-chlorobenzaldehyde + HCN + H2O
? + H2O
-
-
100% conversion to alpha-hydroxy nitrile
-
?
4-cyanobenzaldehyde + HCN + H2O
? + H2O
-
-
100% conversion to alpha-hydroxy nitrile
-
?
4-fluorobenzonitrile + H2O
4-fluorobenzamide
-
above 99.9% conversion, in phosphate buffer pH 7.0, at 30°C
-
-
?
4-hydroxybenzaldehyde + HCN + H2O
? + H2O
-
-
55% conversion to alpha-hydroxy nitrile
-
?
4-methylbenzaldehyde + HCN + H2O
? + H2O
-
-
51% conversion to alpha-hydroxy nitrile
-
?
4-methylmandelonitrile + H2O
4-methylmandelamine
at 60% the rate of 2-hydroxy-4-phenylbutyronitrile
-
-
?
4-nitrobenzaldehyde + HCN + H2O
? + H2O
-
-
100% conversion to alpha-hydroxy nitrile
-
?
5-cyanovaleric acid + H2O
6-amino-6-oxohexanoic acid
-
NilFe and NilCo
-
-
r
acetamiprid + H2O
(1E)-N'-carbamoyl-N-[(6-chloropyridin-3-yl)methyl]-N-methylethanimidamide
hydration at 22.41% compared to the activity with thiacloprid
-
-
?
aeroplysinin-1 + H2O
verongiaquinol
-
high substrate specificity towards the physiological substrate aeroplysinin-1
-
-
?
benzaldehyde + HCN
? + H2O
-
-
95% conversion to alpha-hydroxy nitrile
-
?
benzyl cyanide + H2O
2-phenylacetamide
85% of the activity compared to 3-cyanopyridine
-
-
?
ethyl 3-cyanobenzoate + H2O
ethyl 3-carbamoylbenzoate
-
no conversion, in phosphate buffer pH 7.0, at 30°C
-
-
?
hexanedinitrile + H2O
?
hydration at 0.43% compared to the activity with thiacloprid
-
-
?
malononitrile + H2O
cyanoacetamide
the use of the wild-type enzyme leads to malonamide formation with 97.3% malononitrile conversion. Variants Y68T and W72Y show a drastic change in regiospecificity by producing mainly the omega-cyanocarboxamide, cyanoacetamide, at a relatively low malononitrile conversion. Mutant enzyme Y68T/W72Y produces 97.1% omega-cyanocarboxamide
-
-
r
malononitrile + H2O
malonamide
the use of the wild-type enzyme leads to malonamide formation with 97.3% malononitrile conversion. Variants Y68T and W72Y show a drastic change in regiospecificity by producing mainly the omega-cyanocarboxamide, cyanoacetamide, at a relatively low malononitrile conversion. Mutant enzyme Y68T/W72Y produces 97.1% omega-cyanocarboxamide
-
-
?
phthalodinitrile + H2O
2-cyanobenzamide
the wild-type enzyme forms 100% phthalamide from phthalodinitrile. The mutant enzymes Y68T and W72Y result in a higher 2-cyanobenzamide formation than their parent enzyme. Mutant enzyme Y68T/W72Y produces 100% 2-cyanobenzamide from phthalodinitrile
-
-
?
phthalodinitrile + H2O
phthalamide
the wild-type enzyme forms 100% phthalamide from phthalodinitrile. The mutant enzymes Y68T and W72Y result in a higher 2-cyanobenzamide formation than their parent enzyme. Mutant enzyme Y68T/W72Y produces 100% 2-cyanobenzamide from phthalodinitrile
-
-
?
terephthalonitrile + H2O
4-cyanobenzamide
the wild-type enzyme prefers terephthalonitrile to catalyze mainly into terephthalamide (84.3%) with a conversion up to 99.2 %. Variants Y68T and W72Y show a change in regiospecificity by producing mainly the 4-cyanobenzamide. Mutant enzyme Y68T/W72Y produces 98.2% 4-cyanobenzamide from terephthalonitrile
-
-
?
terephthalonitrile + H2O
terephthalamide
the wild-type enzyme prefers terephthalonitrile to catalyze mainly into terephthalamide (84.3%) with a conversion up to 99.2 %. Variants Y68T and W72Y show a change in regiospecificity by producing mainly the 4-cyanobenzamide. Mutant enzyme Y68T/W72Y produces 98.2% 4-cyanobenzamide from terephthalonitrile
-
-
?
thiacloprid + H2O
1-[(2Z)-3-[(6-chloropyridin-3-yl)methyl]-1,3-thiazolidin-2-ylidene]urea
-
-
-
?
thiophene-2-carbonitrile + H2O
thiophene-2-carboxamide
-
99.9% conversion, in phosphate buffer pH 7.0, at 30°C
-
-
?
trans-4-cyanocyclohexane-1-carboxylic acid + H2O
4-(aminocarbonyl)cyclohexanecarboxylic acid
(1R,3R)-2,2-dibromo-3-phenylcyclopropanecarbonitrile + H2O
(1R,3R)-2,2-dibromo-3-phenylcyclopropanecarbamide
-
substrate conversion: 11.6%, enantiomeric excess: 83.8, 88.9 (methanol), 81.0 (n-hexane)
-
-
r
(1R,3R)-2,2-dibromo-3-phenylcyclopropanecarbonitrile + H2O
(1R,3R)-2,2-dibromo-3-phenylcyclopropanecarbamide
-
substrate conversion: 11.6%, enantiomeric excess: 83.8, 88.9 (methanol), 81.0 (n-hexane)
-
-
r
(1R,3R)-3-phenylcyclopropanecarbonitrile + H2O
(1R,3R)-3-phenylcyclopropanecarbamide
-
substrate conversion: 49.1%, enantiomeric excess: 22.7, 31.1 (methanol), 21.6 (n-hexane)
-
-
r
(1R,3R)-3-phenylcyclopropanecarbonitrile + H2O
(1R,3R)-3-phenylcyclopropanecarbamide
-
substrate conversion: 49.1%, enantiomeric excess: 22.7, 31.1 (methanol), 21.6 (n-hexane)
-
-
r
(1R,3S)-3-phenylcyclopropanecarbonitrile + H2O
(1R,3S)-3-phenylcyclopropanecarbamide
-
substrate conversion: 25.8%, enantiomeric excess: 95.4, 95.4 (methanol), 95.5 (n-hexane)
-
-
r
(1R,3S)-3-phenylcyclopropanecarbonitrile + H2O
(1R,3S)-3-phenylcyclopropanecarbamide
-
substrate conversion: 25.8%, enantiomeric excess: 95.4, 95.4 (methanol), 95.5 (n-hexane)
-
-
r
(1S,3S)-2,2-dimethyl-3-phenylcyclopropanecarbonitrile + H2O
(1S,3S)-2,2-dimethyl-3-phenylcyclopropanecarbamide
-
substrate conversion: 40.3%, enantiomeric excess: 84.7
-
-
r
(1S,3S)-2,2-dimethyl-3-phenylcyclopropanecarbonitrile + H2O
(1S,3S)-2,2-dimethyl-3-phenylcyclopropanecarbamide
-
substrate conversion: 7.9%, enantiomeric excess: 3.2, 5.9 (methanol), 0.7 (n-hexane)
-
-
r
(R)-mandelonitrile + H2O
(R)-mandelamide
wild-type enzyme catalyzes the conversion of rac-mandelonitrile to (S)-mandelamide with an enantiomeric excess of 52.6%
-
-
?
(R)-mandelonitrile + H2O
(R)-mandelamide
wild-type enzyme catalyzes the conversion of rac-mandelonitrile to (S)-mandelamide with an enantiomeric excess of 52.6%
-
-
?
(S)-mandelonitrile + H2O
(S)-mandelamide
wild-type enzyme catalyzes the conversion of rac-mandelonitrile to (S)-mandelamide with an enantiomeric excess of 52.6%
-
-
?
(S)-mandelonitrile + H2O
(S)-mandelamide
wild-type enzyme catalyzes the conversion of rac-mandelonitrile to (S)-mandelamide with an enantiomeric excess of 52.6%
-
-
?
1,1,3,3,-tetramethylbutylisonitrile + H2O
1,1,3,3,-tetramethylisobutylamide
-
-
-
-
?
1,1,3,3,-tetramethylbutylisonitrile + H2O
1,1,3,3,-tetramethylisobutylamide
-
-
-
-
?
1-cyanocyclohexaneacetonitrile + H2O
1-cyanocyclohexaneacetamide
Rhodococcus aetherivorans JB1208
A0A2Z6FCE3; A0A2Z6FCD3
-
-
-
?
2(R)-(4-chlorophenyl)-3-methylbutyronitrile + H2O
2(R)-(4-chloro-phenyl)-3-methyl-butyramide
-
enantioselective hydration
-
?
2(R)-(4-chlorophenyl)-3-methylbutyronitrile + H2O
2(R)-(4-chloro-phenyl)-3-methyl-butyramide
-
enantioselective hydration
-
?
2(S)-(4-chlorophenyl)-3-methylbutyronitrile + H2O
2(S)-(4-chloro-phenyl)-3-methyl-butyramide
-
-
-
?
2(S)-(4-chlorophenyl)-3-methylbutyronitrile + H2O
2(S)-(4-chloro-phenyl)-3-methyl-butyramide
-
-
-
?
2(S)-(4-chlorophenyl)-3-methylbutyronitrile + H2O
2(S)-(4-chloro-phenyl)-3-methyl-butyramide
-
enantioselective hydration
-
?
2(S)-(4-chlorophenyl)-3-methylbutyronitrile + H2O
2(S)-(4-chloro-phenyl)-3-methyl-butyramide
-
-
-
?
2(S)-(4-chlorophenyl)-3-methylbutyronitrile + H2O
2(S)-(4-chloro-phenyl)-3-methyl-butyramide
-
enantioselective hydration
-
?
2,2-dimethylcyclopropanecarbonitrile + H2O
2,2-dimethylcyclopropanecarbamide
-
-
-
-
?
2,2-dimethylcyclopropanecarbonitrile + H2O
2,2-dimethylcyclopropanecarbamide
-
-
-
-
?
2,2-dimethylcyclopropanecarbonitrile + H2O
2,2-dimethylcyclopropanecarboxamide
Comamonas oleophilus
-
-
-
-
?
2,2-dimethylcyclopropanecarbonitrile + H2O
2,2-dimethylcyclopropanecarboxamide
-
-
-
-
?
2,2-dimethylcyclopropanecarbonitrile + H2O
2,2-dimethylcyclopropanecarboxamide
-
-
-
-
?
2,2-dimethylcyclopropanecarbonitrile + H2O
2,2-dimethylcyclopropanecarboxamide
-
-
-
-
?
2,2-dimethylcyclopropanecarbonitrile + H2O
?
29% of the activity compared to 3-cyanopyridine
-
-
?
2-amino-2,3-dimethylbutyronitrile + H2O
2-amino-2,3-dimethylbutyramide
-
-
-
-
?
2-amino-2,3-dimethylbutyronitrile + H2O
2-amino-2,3-dimethylbutyramide
-
-
-
-
?
2-amino-2,3-dimethylbutyronitrile + H2O
2-amino-2,3-dimethylbutyramide
-
-
-
-
?
2-amino-2,3-dimethylbutyronitrile + H2O
2-amino-2,3-dimethylbutyramide
-
-
-
-
?
2-amino-2,3-dimethylbutyronitrile + H2O
2-amino-2,3-dimethylbutyramide
-
-
-
-
?
2-amino-2,3-dimethylbutyronitrile + H2O
2-amino-2,3-dimethylbutyramide
-
-
-
-
?
2-amino-2,3-dimethylbutyronitrile + H2O
2-amino-2,3-dimethylbutyramide
-
-
-
-
?
2-amino-2,3-dimethylbutyronitrile + H2O
2-amino-2,3-dimethylbutyramide
-
-
-
-
?
2-amino-2,3-dimethylbutyronitrile + H2O
2-amino-2,3-dimethylbutyramide
-
-
-
-
?
2-amino-2,3-dimethylbutyronitrile + H2O
2-amino-2,3-dimethylbutyramide
-
-
-
-
?
2-amino-2,3-dimethylbutyronitrile + H2O
2-amino-2,3-dimethylbutyramide
Rhodococcus sp. N595
-
-
-
-
?
2-amino-2,3-dimethylbutyronitrile + H2O
2-amino-2,3-dimethylbutyramide
-
-
-
-
?
2-amino-2,3-dimethylbutyronitrile + H2O
2-amino-2,3-dimethylbutyramide
-
-
-
-
?
2-cyanobenzamide + H2O
benzene-1,2-dicarboxamide
-
-
-
?
2-cyanobenzamide + H2O
benzene-1,2-dicarboxamide
-
-
-
?
2-cyanopyridine + H2O
pyridine-2-carbamide
46% of the activity compared to 3-cyanopyridine
-
-
?
2-cyanopyridine + H2O
pyridine-2-carbamide
46% of the activity compared to 3-cyanopyridine
-
-
?
2-hydroxypropionitrile + H2O
2-hydroxypropionic acid amide
-
i.e. DL-lactonitrile
-
-
?
2-hydroxypropionitrile + H2O
2-hydroxypropionic acid amide
-
116% of the activity with propionitrile
-
-
?
2-phenylpropionitrile + H2O
2-phenylpropionamide
-
used as well as phenylacetonitrile
-
-
?
2-phenylpropionitrile + H2O
2-phenylpropionamide
-
the enzyme is not enantioselective with the compound
-
-
?
2-phenylpropionitrile + H2O
2-phenylpropionamide
-
the enzyme is not enantioselective with the compound
-
-
?
2-phenylpropionitrile + H2O
2-phenylpropionamide
-
the enzyme is highly enantioselective with the compound
-
-
?
2-phenylpropionitrile + H2O
2-phenylpropionamide
-
the enzyme is highly enantioselective with the compound
-
-
?
2-phenylpropionitrile + H2O
2-phenylpropionamide
-
the enzyme is highly enantioselective with the compound
-
-
?
3,4,5-trimethoxybenzonitrile + H2O
3,4,5-trimethoxybenzamide
-
conversion rate: 21.71%
-
-
?
3,4,5-trimethoxybenzonitrile + H2O
3,4,5-trimethoxybenzamide
-
conversion rate: 21.71%
-
-
?
3,4-dimethoxybenzonitrile + H2O
3,4-dimethoxybenzaldehyde
Rhodococcus sp. Novo SP361
-
-
-
-
?
3,4-dimethoxybenzonitrile + H2O
3,4-dimethoxybenzaldehyde + HCN
Rhodococcus sp. Novo SP361
-
-
-
-
?
3-(1-cyanoethyl)benzoic acid + H2O
?
-
the enzyme is enantioselective with the compound
-
-
?
3-(1-cyanoethyl)benzoic acid + H2O
?
-
the enzyme is enantioselective with the compound
-
-
?
3-(1-cyanoethyl)benzoic acid + H2O
?
-
the enzyme is enantioselective with the compound
-
-
?
3-benzoyloxyglutaronitrile + H2O
(S)-3-benzoyloxy-4-cyanobutyramide
-
enantiomeric excess: 95%, 5 h
-
-
?
3-benzoyloxyglutaronitrile + H2O
(S)-3-benzoyloxy-4-cyanobutyramide
-
enantiomeric excess: 95%, 5 h
-
-
?
3-benzyloxyglutaronitrile + H2O
3-benzyloxy-4-cyanobutyramide
-
enantiomeric excess: 69%, 30 min
-
-
?
3-benzyloxyglutaronitrile + H2O
3-benzyloxy-4-cyanobutyramide
-
enantiomeric excess: 69%, 30 min
-
-
?
3-chlorobenzonitrile + H2O
3-chlorobenzamide
-
95% conversion, in phosphate buffer pH 7.0, at 30°C
-
-
?
3-cyanopyridine + H2O
nicotinamide
-
NHase-AMase cascade system exploited in a continuous reactor configuration, including nitrile hydratase and amidase, EC 3.5.1.4, activity. Bioconversion to intermediate nicotinamide and further to nicotinic acid
-
-
?
3-cyanopyridine + H2O
nicotinamide
-
NHase-AMase cascade system exploited in a continuous reactor configuration, including nitrile hydratase and amidase, EC 3.5.1.4, activity. Bioconversion to intermediate nicotinamide and further to nicotinic acid
-
-
?
3-cyanopyridine + H2O
nicotinamide
-
NHase-AMase cascade system exploited in a continuous reactor configuration, including nitrile hydratase and amidase, EC 3.5.1.4, activity. Bioconversion to intermediate nicotinamide and further to nicotinic acid
-
-
?
3-cyanopyridine + H2O
nicotinamide
substrate of recombinant wild-type enzyme, not of mutant enzymes
-
-
?
3-cyanopyridine + H2O
nicotinamide
substrate of recombinant wild-type enzyme, not of mutant enzymes
-
-
?
3-cyanopyridine + H2O
nicotinamide
-
a step in the biosynthesis of nicotinamide, one of the important forms of vitamin B3
-
-
?
3-cyanopyridine + H2O
nicotinamide
-
a step in the biosynthesis of nicotinamide, one of the important forms of vitamin B3
-
-
?
3-cyanopyridine + H2O
pyridine-3-carbamide
-
-
-
?
3-cyanopyridine + H2O
pyridine-3-carbamide
-
-
-
?
3-cyanopyridine + H2O
pyridine-3-carbamide
-
-
i.e. nicotinamide
-
?
3-cyanopyridine + H2O
pyridine-3-carbamide
-
-
-
?
3-cyanopyridine + H2O
pyridine-3-carbamide
-
-
-
?
3-cyanopyridine + H2O
pyridine-3-carbamide
-
-
i.e. nicotinamide
?
3-cyanopyridine + H2O
pyridine-3-carbamide
-
-
-
?
3-cyanopyridine + H2O
pyridine-3-carbamide
-
-
i.e. nicotinamide
?
3-cyanopyridine + H2O
pyridine-3-carbamide
-
-
i.e. nicotinamide
?
3-cyanopyridine + H2O
pyridine-3-carbamide
-
-
i.e. nicotinamide
?
3-cyanopyridine + H2O
pyridine-3-carbamide
-
-
i.e. nicotinamide
?
3-cyanopyridine + H2O
pyridine-3-carbamide
-
-
i.e. nicotinamide
?
3-cyanopyridine + H2O
pyridine-3-carbamide
-
-
-
?
3-cyanopyridine + H2O
pyridine-3-carbamide
hydration at 5528% compared to the activity with thiacloprid
-
-
?
3-cyanopyridine + H2O
pyridine-3-carbamide
Sinorhizobium meliloti CGMCC 7333
hydration at 5528% compared to the activity with thiacloprid
-
-
?
3-cyanopyridine + H2O
pyridine-3-carbamide
a niacin precursor
-
-
?
3-cyanopyridine + H2O
pyridine-3-carboxamide
-
-
-
?
3-hydroxybutryronitrile + H2O
3-hydroxybutyramide
-
yield 99%
-
?
3-hydroxybutryronitrile + H2O
3-hydroxybutyramide
-
yield 99%
-
?
3-hydroxypropionitrile + H2O
3-hydroxypropionamide
-
yield 100%
-
?
3-hydroxypropionitrile + H2O
3-hydroxypropionamide
-
yield 100%
-
?
3-hydroxyvaleronitrile + H2O
3-hydroxyvaleramide
-
yield 99%
-
?
3-hydroxyvaleronitrile + H2O
3-hydroxyvaleramide
-
yield 99%
-
?
3-methylbenzonitrile + H2O
3-methylbenzamide
-
17% conversion, in phosphate buffer pH 7.0, at 30°C
-
-
?
3-phenylpropanenitrile + H2O
3-phenylpropanamide
-
99.9% conversion, in phosphate buffer pH 7.0, at 30°C
-
-
?
4-(trifluoromethyl)benzonitrile + H2O
4-(trifluoromethyl)benzamide
-
-
-
-
ir
4-(trifluoromethyl)benzonitrile + H2O
4-(trifluoromethyl)benzamide
-
above 99.9% conversion, in phosphate buffer pH 7.0, at 30°C
-
-
?
4-acetylbenzonitrile + H2O
4-acetylbenzamide
-
above 99% conversion, in phosphate buffer pH 7.0, at 30°C
-
-
?
4-chlorobenzonitrile + H2O
4-chlorobenzamide
-
above 99.9% conversion, in phosphate buffer pH 7.0, at 30°C
-
-
?
4-cyanobenzamide + H2O
benzene-1,4-dicarboxamide
-
-
-
?
4-cyanobenzamide + H2O
benzene-1,4-dicarboxamide
-
-
-
?
4-cyanopyridine + H2O
isonicotinamide
substrate of recombinant wild-type enzyme, not of mutant enzymes
-
-
?
4-cyanopyridine + H2O
isonicotinamide
substrate of recombinant wild-type enzyme, not of mutant enzymes
-
-
?
4-cyanopyridine + H2O
pyridine-4-carbamide
74% of the activity compared to 3-cyanopyridine
-
-
?
4-cyanopyridine + H2O
pyridine-4-carbamide
74% of the activity compared to 3-cyanopyridine
-
-
?
4-hydroxybenzonitrile + H2O
4-hydroxybenzoic acid amide
-
-
-
-
?
4-methoxybenzonitrile + H2O
4-methoxybenzamide
-
above 99% conversion, in phosphate buffer pH 7.0, at 30°C
-
-
?
4-methylbenzonitrile + H2O
4-methylbenzamide
-
above 99.9% conversion, in phosphate buffer pH 7.0, at 30°C
-
-
?
5-hydroxymethyl-2-furonitrile + H2O
5-hydroxymethyl-2-furamide
-
-
-
-
?
5-hydroxymethyl-2-furonitrile + H2O
5-hydroxymethyl-2-furamide
-
-
-
-
?
acetonitrile + H2O
acetamide
-
10% of the activity with propionitrile
-
-
?
acetonitrile + H2O
acetamide
-
10% of the activity with propionitrile
-
-
?
acetonitrile + H2O
acetamide
-
substrate specificity: acetonitrile ~ propionitrile > acrylonitrile >> butyronitrile
-
-
r
acetonitrile + H2O
acetamide
-
79% of the activity with acrylonitrile
-
-
?
acetonitrile + H2O
acetamide
-
substrate specificity: acetonitrile ~ propionitrile > acrylonitrile >> butyronitrile
-
-
r
acetonitrile + H2O
acetamide
hydration at 29.02% compared to the activity with thiacloprid
-
-
?
acetonitrile + H2O
acetamide
Sinorhizobium meliloti CGMCC 7333
hydration at 29.02% compared to the activity with thiacloprid
-
-
?
acrylonitrile + H2O
2-propenoic acid amide
-
-
i.e. acrylic acid amide
r
acrylonitrile + H2O
2-propenoic acid amide
-
-
i.e. acrylic acid amide
?
acrylonitrile + H2O
2-propenoic acid amide
-
78% of the activity with propionitrile
i.e. acrylic acid amide
?
acrylonitrile + H2O
2-propenoic acid amide
-
-
i.e. acrylic acid amide
?
acrylonitrile + H2O
2-propenoic acid amide
-
-
i.e. acrylic acid amide
?
acrylonitrile + H2O
2-propenoic acid amide
-
-
i.e. acrylic acid amide
?
acrylonitrile + H2O
2-propenoic acid amide
-
-
i.e. acrylic acid amide
?
acrylonitrile + H2O
2-propenoic acid amide
-
-
i.e. acrylamide
-
?
acrylonitrile + H2O
2-propenoic acid amide
-
-
i.e. acrylic acid amide
?
acrylonitrile + H2O
2-propenoic acid amide
-
-
i.e. acrylic acid amide
?
acrylonitrile + H2O
2-propenoic acid amide
-
-
i.e. acrylic acid amide
?
acrylonitrile + H2O
2-propenoic acid amide
-
-
i.e. acrylic acid amide
?
acrylonitrile + H2O
acrylamide
79% of the activity compared to 3-cyanopyridine
-
-
?
acrylonitrile + H2O
acrylamide
79% of the activity compared to 3-cyanopyridine
-
-
?
acrylonitrile + H2O
acrylamide
analysis of the structure model of the enzyme-substrate complex and catalytic mechanism, overview
-
-
?
acrylonitrile + H2O
acrylamide
substrate of recombinant wild-type and mutant enzymes
-
-
?
acrylonitrile + H2O
acrylamide
-
stereoselective reaction
-
-
?
acrylonitrile + H2O
acrylamide
analysis of the structure model of the enzyme-substrate complex and catalytic mechanism, overview
-
-
?
acrylonitrile + H2O
acrylamide
substrate of recombinant wild-type and mutant enzymes
-
-
?
acrylonitrile + H2O
acrylamide
-
substrate specificity: acetonitrile ~ propionitrile > acrylonitrile >> butyronitrile
-
-
r
acrylonitrile + H2O
acrylamide
-
substrate specificity: acetonitrile ~ propionitrile > acrylonitrile >> butyronitrile
-
-
r
adiponitrile + H2O
5-cyanovaleramide
wild-type enzyme forms only adipamide after a 4 h reaction. Y68T and W72Y mutations cause a significant shift in product formation and form primarily 5-cyanovaleramide. Mutant enzyme Y68T/W72Y produces 100% 5-cyanovaleramide
-
-
r
adiponitrile + H2O
5-cyanovaleramide
wild-type enzyme forms only adipamide after a 4 h reaction. Y68T and W72Y mutations cause a significant shift in product formation and form primarily 5-cyanovaleramide. Mutant enzyme Y68T/W72Y produces 100% 5-cyanovaleramide
-
-
r
adiponitrile + H2O
adipic acid amide
-
108% of the activity with propionitrile
-
-
?
adiponitrile + H2O
adipic acid amide
wild-type enzyme forms only adipamide after a 4 h reaction. Y68T and W72Y mutations cause a significant shift in product formation and form primarily 5-cyanovaleramide. Mutant enzyme Y68T/W72Y produces 100% 5-cyanovaleramide
-
-
?
adiponitrile + H2O
adipic acid amide
wild-type enzyme forms only adipamide after a 4 h reaction. Y68T and W72Y mutations cause a significant shift in product formation and form primarily 5-cyanovaleramide. Mutant enzyme Y68T/W72Y produces 100% 5-cyanovaleramide
-
-
?
alpha-methylbenzyl cyanide + H2O
2-phenylpropanamide
65% of the activity compared to 3-cyanopyridine
-
-
?
an aliphatic amide
a nitrile + H2O
-
ligand exchange reactions, overview
-
-
?
an aliphatic amide
a nitrile + H2O
-
ligand exchange reactions, overview
-
-
?
an aliphatic amide
a nitrile + H2O
-
ligand exchange reactions, overview
-
-
?
an aliphatic amide
a nitrile + H2O
-
ligand exchange reactions, overview
-
-
?
benzonitrile + H2O
benzamide
-
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
-
-
?
benzonitrile + H2O
benzamide
82% of the activity compared to 3-cyanopyridine
-
-
?
benzonitrile + H2O
benzamide
-
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
-
-
?
benzonitrile + H2O
benzamide
substrate of recombinant wild-type and mutant enzymes
-
-
?
benzonitrile + H2O
benzamide
substrate of recombinant wild-type and mutant enzymes
-
-
?
benzonitrile + H2O
benzamide
-
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
-
-
?
benzonitrile + H2O
benzamide
-
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
-
-
?
benzonitrile + H2O
benzamide
-
99.9% conversion, in phosphate buffer pH 7.0, at 30°C
-
-
?
benzonitrile + H2O
benzamide
-
99.9% conversion, in phosphate buffer pH 7.0, at 30°C
-
-
?
benzonitrile + H2O
benzamide
hydration at 2532% compared to the activity with thiacloprid
-
-
?
benzonitrile + H2O
benzamide
Sinorhizobium meliloti CGMCC 7333
hydration at 2532% compared to the activity with thiacloprid
-
-
?
benzonitrile + H2O
benzoic acid amide
-
1.3% of the activity with propionitrile
-
-
?
benzonitrile + H2O
benzoic acid amide
-
15% of the activity with acrylonitrile
-
-
?
benzonitrile + H2O
benzoic acid amide
-
19.4% of the activity with acrylonitrile
-
-
?
benzonitrile + hydroxylamine + H2O
benzohydroxamic acid + NH3
-
-
-
-
?
benzonitrile + hydroxylamine + H2O
benzohydroxamic acid + NH3
-
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
-
-
?
benzonitrile + hydroxylamine + H2O
benzohydroxamic acid + NH3
-
-
-
-
?
benzonitrile + hydroxylamine + H2O
benzohydroxamic acid + NH3
-
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
-
-
?
butyronitrile + H2O
butyramide
248% of the activity compared to 3-cyanopyridine
-
-
?
butyronitrile + H2O
butyramide
-
substrate specificity: acetonitrile ~ propionitrile > acrylonitrile >> butyronitrile
-
-
r
butyronitrile + H2O
butyramide
-
substrate specificity: acetonitrile ~ propionitrile > acrylonitrile >> butyronitrile
-
-
r
chloroacetonitrile + H2O
chloroacetamide
-
42% of the activity with propionitrile
-
-
?
chloroacetonitrile + H2O
chloroacetamide
-
42% of the activity with propionitrile
-
-
?
crotononitrile + H2O
(E)-2-butenoic acid amide
-
19% of the activity with propionitrile
-
-
?
crotononitrile + H2O
(E)-2-butenoic acid amide
-
19% of the activity with propionitrile
-
-
?
crotononitrile + H2O
(E)-2-butenoic acid amide
-
19% of the activity with propionitrile
-
-
?
ethyl 4-cyanobenzoate + H2O
ethyl 4-carbamoylbenzoate
-
95% conversion, in phosphate buffer pH 7.0, at 30°C
-
-
?
furan-2-carbonitrile + H2O
furan-2-carboxamide
-
99.9% conversion, in phosphate buffer pH 7.0, at 30°C
-
-
?
hydroxyacetonitrile + H2O
hydroxyacetamide
-
50% of the activity with propionitrile
-
?
indole-3-acetonitrile + H2O
(indol-3-yl)acetamide
-
-
-
-
?
indole-3-acetonitrile + H2O
(indole-3-yl)acetamide
hydration at 479.79% compared to the activity with thiacloprid
-
-
?
indole-3-acetonitrile + H2O
(indole-3-yl)acetamide
Sinorhizobium meliloti CGMCC 7333
hydration at 479.79% compared to the activity with thiacloprid
-
-
?
indole-3-acetonitrile + H2O
indole-3-acetamide
-
conversion rate: 34.44%
-
-
?
indole-3-nitrile + H2O
indole-3-acetamide
-
the nitrile hydratase produces only indole-3-acetamide, no indole-3-acetic acid
-
?
isobutyronitrile + H2O
isobutyramide
215% of the activity compared to 3-cyanopyridine
-
-
?
isobutyronitrile + H2O
isobutyramide
hydration at 3.78% compared to the activity with thiacloprid
-
-
?
isobutyronitrile + H2O
isobutyric acid amide
-
113% of the activity with propionitrile
-
-
?
isobutyronitrile + H2O
isobutyric acid amide
-
113% of the activity with propionitrile
-
-
?
isobutyronitrile + H2O
isobutyric acid amide
-
71% of the activity with acrylonitrile
-
-
?
isobutyronitrile + H2O
isobutyric acid amide
-
71% of the activity with acrylonitrile
-
-
?
isobutyronitrile + H2O
isobutyric acid amide
-
62.5% of the activity with acrylonitrile
-
-
?
isobutyronitrile + H2O
isobutyric acid amide
-
62.5% of the activity with acrylonitrile
-
-
?
isovaleronitrile + H2O
isovaleric acid amide
-
more active than trans-4-cyanocyclohexane-1-carboxylic acid as substrate
-
-
?
isovaleronitrile + H2O
isovaleric acid amide
-
-
product identification by liquid chromatography tandem mass spectrometry
-
?
isovaleronitrile + H2O
isovaleric acid amide
-
-
product identification by liquid chromatography tandem mass spectrometry
-
?
mandelonitrile + H2O
?
31% of the activity compared to 3-cyanopyridine
-
-
?
methacrylamide + H2O
?
-
causes the greatest induction of activity
-
-
?
methacrylamide + H2O
?
-
causes the greatest induction of activity
-
-
?
methacrylonitrile + H2O
methacrylamide
substrate of recombinant wild-type and mutant enzymes
-
-
?
methacrylonitrile + H2O
methacrylamide
substrate of recombinant wild-type and mutant enzymes
-
-
?
methacrylonitrile + H2O
methylacrylamide
96% of the activity compared to 3-cyanopyridine
-
-
?
methacrylonitrile + H2O
methylacrylic acid amide
-
53% of the activity with propionitrile
-
-
?
methacrylonitrile + H2O
methylacrylic acid amide
-
more active than trans-4-cyanocyclohexane-1-carboxylic acid as substrate
-
-
?
methyl 4-cyanobenzoate + H2O
methyl 4-carbamoylbenzoate
-
-
-
-
ir
methyl 4-cyanobenzoate + H2O
methyl 4-carbamoylbenzoate
-
98% conversion, in phosphate buffer pH 7.0, at 30°C
-
-
?
n-butyronitrile + H2O
n-butyric acid amide
-
33% of the activity with propionitrile
-
-
?
n-butyronitrile + H2O
n-butyric acid amide
-
140% of the activity with propionitrile
-
-
?
n-butyronitrile + H2O
n-butyric acid amide
-
33% of the activity with propionitrile
-
-
?
n-butyronitrile + H2O
n-butyric acid amide
-
140% of the activity with propionitrile
-
-
?
n-butyronitrile + H2O
n-butyric acid amide
-
-
-
-
?
n-capronitrile + H2O
n-hexanoic acid amide
-
46% of the activity with propionitrile
-
-
?
n-capronitrile + H2O
n-hexanoic acid amide
-
46% of the activity with propionitrile
-
-
?
naproxennitrile + H2O
?
-
the enzyme is enantioselective with the compound
-
-
?
naproxennitrile + H2O
?
-
the enzyme is enantioselective with the compound
-
-
?
naproxennitrile + H2O
?
-
the enzyme is enantioselective with the compound
-
-
?
phenylacetonitrile + H2O
2-phenylacetamide
-
28% conversion, in phosphate buffer pH 7.0, at 30°C
-
-
?
phenylacetonitrile + H2O
phenylacetamide
-
337% activity compared to indole-3-acetonitrile
-
-
?
phenylacetonitrile + H2O
phenylacetamide
-
337% activity compared to indole-3-acetonitrile
-
-
?
phenylacetonitrile + H2O
phenylacetamide
-
337% activity compared to indole-3-acetonitrile
-
-
?
phenylacetonitrile + H2O
phenylacetamide
-
337% activity compared to indole-3-acetonitrile
-
-
?
pivalonitrile + H2O
2,2-dimethylpropionic acid amide
-
5.3% of the activity with propionitrile
-
-
?
pivalonitrile + H2O
2,2-dimethylpropionic acid amide
-
5% of the activity with propionitrile
-
-
?
pivalonitrile + H2O
2,2-dimethylpropionic acid amide
-
62% of the activity with acrylonitrile
-
-
?
pivalonitrile + H2O
2,2-dimethylpropionic acid amide
-
62% of the activity with acrylonitrile
-
-
?
propionitrile + H2O
propionamide
113% of the activity compared to 3-cyanopyridine
-
-
?
propionitrile + H2O
propionamide
-
substrate specificity: acetonitrile ~ propionitrile > acrylonitrile >> butyronitrile
-
-
r
propionitrile + H2O
propionamide
-
substrate specificity: acetonitrile ~ propionitrile > acrylonitrile >> butyronitrile
-
-
r