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(1R)-1-(4-chlorophenyl)ethan-1-amine + H2O + O2
1-(4-chlorophenyl)ethanone + NH3 + H2O2
-
-
-
-
?
(1R)-1-phenylethan-1-amine + H2O + O2
1-phenylacetaldehyde + NH3 + H2O2
-
-
-
-
?
(1R,2R)-2-aminocyclohexanol + O2 + H2O
cyclohexanone + NH3 + H2O2
the enzyme shows highly R-selective deamination activity toward beta-amino alcohols
-
-
?
(1R,2R)-2-aminocyclopentanol + O2 + H2O
cyclopentanone + NH3 + H2O2
the enzyme shows highly R-selective deamination activity toward beta-amino alcohols
-
-
?
(1R,2S)-1-amino-2-indanol + O2 + H2O
? + NH3 + H2O2
the enzyme shows highly R-selective deamination activity toward beta-amino alcohols
-
-
?
(1S)-1-(4-chlorophenyl)ethan-1-amine + H2O + O2
1-(4-chlorophenyl)ethanone + NH3 + H2O2
-
-
-
-
?
(1S)-1-phenylethan-1-amine + H2O + O2
1-phenylacetaldehyde + NH3 + H2O2
-
-
-
-
?
(1S)-1-phenylpropan-1-amine + H2O + O2
1-phenylpropan-1-one + NH3 + H2O2
-
-
-
-
?
(1S,2R)-1-amino-2-indanol + O2 + H2O
? + NH3 + H2O2
the enzyme shows highly R-selective deamination activity toward beta-amino alcohols
-
-
?
(1S,2S)-2-aminocyclohexanol + O2 + H2O
cyclohexanone + NH3 + H2O2
the enzyme shows highly R-selective deamination activity toward beta-amino alcohols
-
-
?
(1S,2S)-2-aminocyclopentanol + O2 + H2O
cyclopentanone + NH3 + H2O2
the enzyme shows highly R-selective deamination activity toward beta-amino alcohols
-
-
?
(2R)-heptan-2-amine + H2O + O2
heptan-2-one + NH3 + H2O2
-
-
-
-
?
(2S)-heptan-2-amine + H2O + O2
heptan-2-one + NH3 + H2O2
-
-
-
-
?
(R)-1-(4-chlorophenyl)ethylamine + O2 + H2O
1-(4-chlorophenyl)ethanone + NH3 + H2O2
-
-
-
-
?
(R)-1-(4-fluorophenyl)ethanamine + O2 + H2O
1-(4-fluorophenyl)ethanone + NH3 + H2O2
-
-
-
-
?
(R)-1-aminotetraline + O2 + H2O
?
-
-
-
-
?
(R)-2-heptylamine + O2 + H2O
heptan-2-one + NH3 + H2O2
(S)-1-(4-chlorophenyl)ethylamine + O2 + H2O
1-(4-chlorophenyl)ethanone + NH3 + H2O2
-
-
-
-
?
(S)-1-(4-fluorophenyl)ethanamine + O2 + H2O
1-(4-fluorophenyl)ethanone + NH3 + H2O2
-
-
-
-
?
(S)-1-aminoindan + O2 + H2O
?
-
-
-
-
?
(S)-1-aminotetraline + O2 + H2O
?
-
-
-
-
?
(S)-1-aminotetraline + O2 + H2O
tetralone + NH3 + H2O2
-
-
-
-
?
(S)-1-p-tolylethanamine + O2 + H2O
1-(4-methylphenyl)ethanone + NH3 + H2O2
-
-
-
-
?
(S)-1-phenylethanamine + O2 + H2O
? + NH3 + H2O2
(S)-1-phenylethylamine + O2 + H2O
?
-
-
-
-
?
(S)-1-phenylpropan-1-amine + O2 + H2O
1-phenylpropionaldehyde + NH3 + H2O2
-
-
-
-
?
(S)-2-aminohexane + O2 + H2O
hexan-2-one + NH3 + H2O2
-
-
-
-
?
(S)-2-heptylamine + O2 + H2O
heptan-2-one + NH3 + H2O2
-
25% activity compared to cyclohexylamine
-
-
?
(S)-alpha-methylbenzylamine + O2 + H2O
?
-
55% activity compared to cyclohexylamine
-
-
?
(S)-N-benzyl-1-phenylethylamine + O2 + H2O
?
-
-
-
-
?
1,2,3,4-tetrahydro-2-naphthylamine + O2 + H2O
? + NH3 + H2O2
-
23% of the activity compared to cyclohexylamine
-
?
1,2-cyclohexanediamine + O2 + H2O
cyclohexaneamine + NH3 + H2O2
-
18% of the activity compared to cyclohexylamine
-
?
1-(4-chlorophenyl)ethanamine + O2 + H2O
?
-
35% activity compared to cyclohexylamine
-
-
?
1-(4-fluorophenyl)ethanamine + O2 + H2O
1-(4-fluorophenyl)ethanone + NH3 + H2O2
-
-
-
-
?
1-(4-fluorophenyl)ethanamine + O2 + H2O
?
-
61% activity compared to cyclohexylamine
-
-
?
1-(4-methoxybenzyl)-1,2,3,4,5,6,7,8-octahydroisoquinoline + + O2 + H2O
?
1-(4-methylphenyl)ethanamine + O2 + H2O
?
-
5% activity compared to cyclohexylamine
-
-
?
1-(4-methylphenyl)methanamine + O2 + H2O
?
-
1% activity compared to cyclohexylamine
-
-
?
1-(naphthalen-1-yl)ethanamine + O2 + H2O
?
-
1% activity compared to cyclohexylamine
-
-
?
1-indanamine + O2 + H2O
1-indanone + NH3 + H2O2
-
27% activity compared to cyclohexylamine
-
-
?
1-phenylethanamine + O2 + H2O
1-phenylacetaldehyde + NH3 + H2O2
-
-
-
-
?
1-phenylethanamine + O2 + H2O
1-phenylethanone + NH3 + H2O2
-
48% activity compared to cyclohexylamine
-
-
?
2-amino-4-phenylbutane + O2 + H2O
4-phenylbutan-2-one + NH3 + H2O2
-
-
-
-
?
2-amino-5-methylhexane + O2 + H2O
5-methylhexane-2-one + NH3 + H2O2
-
-
-
-
?
2-aminocyclohexanol + O2 + H2O
?
-
-
-
-
?
2-aminoheptane + O2 + H2O
heptan-2-one + NH3 + H2O2
-
-
-
-
?
2-aminonorbornane + O2 + H2O
?
-
-
-
-
?
2-aminopentane + O2 + H2O
pentan-2-one + NH3 + H2O2
-
-
-
-
?
2-ethyl-1-hexylamine + O2 + H2O
2-ethylhexanaldehyde + NH3 + H2O2
-
-
-
-
?
2-heptylamine + O2 + H2O
heptan-2-one + NH3 + H2O2
-
24% activity compared to cyclohexylamine
-
-
?
2-methyl-1,2,3,4-tetrahydroquinoline + O2 + H2O
(R)-2-methyl-1,2,3,4-tetrahydroquinoline + NH3 + H2O2
2-methylcyclohexanamine + O2 + H2O
2-methylcyclohexanone + NH3 + H2O2
2-methylcyclohexanamine + O2 + H2O
?
-
56% activity compared to cyclohexylamine
-
-
?
2-methylpropan-1-amine + O2 + H2O
?
-
0.1% activity compared to cyclohexylamine
-
-
?
3-phenylpropan-1-amine + H2O + O2
? + NH3 + H2O2
4-methylbenzylamine + O2 + H2O
4-methylbenzaldehyde + NH3 + H2O2
-
-
-
-
?
4-methylcyclohexanamine + O2 + H2O
4-methylcyclohexanone + NH3 + H2O2
-
41% of the activity with cyclohexylamine
-
-
?
4-methylcyclohexylamine + O2 + H2O
?
-
133% activity compared to cyclohexylamine
-
-
?
4-methylpiperidine + O2 + H2O
?
-
0.1% activity compared to cyclohexylamine
-
-
?
4-phenylbutan-2-amine + O2 + H2O
?
-
12% activity compared to cyclohexylamine
-
-
?
5-methylhexan-2-amine + O2 + H2O
?
-
9% activity compared to cyclohexylamine
-
-
?
6-amino-2-methylheptan-2-ol + O2 + H2O
?
-
0.1% activity compared to cyclohexylamine
-
-
?
benzylamine + O2 + H2O
benzaldehyde + NH3 + H2O2
bicyclo[2.2.1]heptan-2-amine + O2 + H2O
?
-
2% activity compared to cyclohexylamine
-
-
?
butan-2-amine + O2 + H2O
?
-
3% activity compared to cyclohexylamine
-
-
?
cycloheptanamine + O2 + H2O
?
-
75% activity compared to cyclohexylamine
-
-
?
cycloheptylamine + O2 + H2O
cycloheptanone + NH3 + H2O2
cyclohexylamine + O2 + H2O
cyclohexanone + NH3 + H2O2
cyclooctanamine + O2 + H2O
?
-
23% activity compared to cyclohexylamine
-
-
?
cyclooctanamine + O2 + H2O
cyclooctanone + NH3 + H2O2
-
-
-
-
?
cyclopentylamine + O2 + H2O
cyclopentanone + NH3 + H2O2
hexan-1-amine + O2 + H2O
?
-
1% activity compared to cyclohexylamine
-
-
?
L-valine ethyl ester
D-valine ethyl ester
N-methylcyclohexanamine + O2 + H2O
?
N-methylcyclohexylamine + O2 + H2O
cyclohexanone + methylamine + H2O2
racemic phenylalanine ethyl ester
L-phenylalanine ethyl ester
racemic valine ethyl ester
D-valine ethyl ester
secondary butylamine + O2 + H2O
butanone + NH3 + H2O2
trans-2-aminocyclohexanol + O2 + H2O
?
-
16% activity compared to cyclohexylamine
-
-
?
additional information
?
-
(R)-2-heptylamine + O2 + H2O

heptan-2-one + NH3 + H2O2
-
0.1% activity compared to cyclohexylamine
-
-
?
(R)-2-heptylamine + O2 + H2O
heptan-2-one + NH3 + H2O2
-
0.1% activity compared to cyclohexylamine
-
-
?
(S)-1-phenylethanamine + O2 + H2O

? + NH3 + H2O2
-
-
-
-
?
(S)-1-phenylethanamine + O2 + H2O
? + NH3 + H2O2
-
-
-
-
?
1-(4-methoxybenzyl)-1,2,3,4,5,6,7,8-octahydroisoquinoline + + O2 + H2O

?
-
the enzyme is able to completely deracemize 100 mM 1-(4-methoxybenzyl)-1,2,3,4,5,6,7,8-octahydroisoquinoline under Turner's deracemization conditions to afford (S)-1-(4-methoxybenzyl)-1,2,3,4,5,6,7,8-octahydroisoquinoline in 80% isolated yield and 99% nantiomeric excess at a semipreparative scale (0.4 mmol)
-
-
?
1-(4-methoxybenzyl)-1,2,3,4,5,6,7,8-octahydroisoquinoline + + O2 + H2O
?
-
the enzyme is able to completely deracemize 100 mM 1-(4-methoxybenzyl)-1,2,3,4,5,6,7,8-octahydroisoquinoline under Turner's deracemization conditions to afford (S)-1-(4-methoxybenzyl)-1,2,3,4,5,6,7,8-octahydroisoquinoline in 80% isolated yield and 99% nantiomeric excess at a semipreparative scale (0.4 mmol)
-
-
?
2-methyl-1,2,3,4-tetrahydroquinoline + O2 + H2O

(R)-2-methyl-1,2,3,4-tetrahydroquinoline + NH3 + H2O2
-
-
-
-
?
2-methyl-1,2,3,4-tetrahydroquinoline + O2 + H2O
(R)-2-methyl-1,2,3,4-tetrahydroquinoline + NH3 + H2O2
-
-
-
-
?
2-methylcyclohexanamine + O2 + H2O

2-methylcyclohexanone + NH3 + H2O2
-
22% of the activity with cyclohexylamine
-
-
?
2-methylcyclohexanamine + O2 + H2O
2-methylcyclohexanone + NH3 + H2O2
-
-
-
-
?
3-phenylpropan-1-amine + H2O + O2

? + NH3 + H2O2
-
7% activity compared to cyclohexylamine
-
-
?
3-phenylpropan-1-amine + H2O + O2
? + NH3 + H2O2
-
7% activity compared to cyclohexylamine
-
-
?
benzylamine + O2 + H2O

benzaldehyde + NH3 + H2O2
-
-
-
-
?
benzylamine + O2 + H2O
benzaldehyde + NH3 + H2O2
-
-
-
-
?
cycloheptylamine + O2 + H2O

cycloheptanone + NH3 + H2O2
-
55% of the activity with cyclohexylamine
-
-
?
cycloheptylamine + O2 + H2O
cycloheptanone + NH3 + H2O2
-
42% of the activity compared to cyclohexylamine
-
?
cyclohexylamine + O2 + H2O

cyclohexanone + NH3 + H2O2
-
-
-
-
?
cyclohexylamine + O2 + H2O
cyclohexanone + NH3 + H2O2
-
-
-
?
cyclohexylamine + O2 + H2O
cyclohexanone + NH3 + H2O2
-
-
-
-
?
cyclohexylamine + O2 + H2O
cyclohexanone + NH3 + H2O2
-
-
-
?
cyclohexylamine + O2 + H2O
cyclohexanone + NH3 + H2O2
-
best substrate
-
-
?
cyclohexylamine + O2 + H2O
cyclohexanone + NH3 + H2O2
-
highly specific for alicyclic monoamines and aliphatic monoamines
-
?
cyclohexylamine + O2 + H2O
cyclohexanone + NH3 + H2O2
-
100% activity
-
-
?
cyclohexylamine + O2 + H2O
cyclohexanone + NH3 + H2O2
-
-
-
-
?
cyclohexylamine + O2 + H2O
cyclohexanone + NH3 + H2O2
-
best substrate
-
-
?
cyclohexylamine + O2 + H2O
cyclohexanone + NH3 + H2O2
-
100% activity
-
-
?
cyclohexylamine + O2 + H2O
cyclohexanone + NH3 + H2O2
-
-
-
-
?
cyclohexylamine + O2 + H2O
cyclohexanone + NH3 + H2O2
-
-
-
?
cyclohexylamine + O2 + H2O
cyclohexanone + NH3 + H2O2
-
highly specific for alicyclic monoamines and aliphatic monoamines
-
?
cyclohexylamine + O2 + H2O
cyclohexanone + NH3 + H2O2
-
-
-
?
cyclohexylamine + O2 + H2O
cyclohexanone + NH3 + H2O2
-
-
-
-
?
cyclohexylamine + O2 + H2O
cyclohexanone + NH3 + H2O2
-
-
-
-
?
cyclohexylamine + O2 + H2O
cyclohexanone + NH3 + H2O2
-
highly specific for alicyclic primary amines, oxygen is the only electron acceptor
-
?
cyclopentylamine + O2 + H2O

cyclopentanone + NH3 + H2O2
-
7% of the activity with cyclohexylamine
-
-
?
cyclopentylamine + O2 + H2O
cyclopentanone + NH3 + H2O2
-
best substrate
-
-
?
cyclopentylamine + O2 + H2O
cyclopentanone + NH3 + H2O2
-
highly specific for alicyclic monoamines and aliphatic monoamines
-
?
cyclopentylamine + O2 + H2O
cyclopentanone + NH3 + H2O2
-
highly specific for alicyclic monoamines and aliphatic monoamines
-
?
L-valine ethyl ester

D-valine ethyl ester
-
isomerization reaction
-
-
?
L-valine ethyl ester
D-valine ethyl ester
-
isomerization reaction
-
-
?
N-methylcyclohexanamine + O2 + H2O

?
-
-
-
-
?
N-methylcyclohexanamine + O2 + H2O
?
-
6% activity compared to cyclohexylamine
-
-
?
N-methylcyclohexylamine + O2 + H2O

cyclohexanone + methylamine + H2O2
-
highly specific for alicyclic monoamines and aliphatic monoamines
-
?
N-methylcyclohexylamine + O2 + H2O
cyclohexanone + methylamine + H2O2
-
highly specific for alicyclic monoamines and aliphatic monoamines
-
?
racemic phenylalanine ethyl ester

L-phenylalanine ethyl ester
-
deracemization reaction
-
-
?
racemic phenylalanine ethyl ester
L-phenylalanine ethyl ester
-
deracemization reaction
-
-
?
racemic valine ethyl ester

D-valine ethyl ester
-
deracemization reaction
-
-
?
racemic valine ethyl ester
D-valine ethyl ester
-
deracemization reaction
-
-
?
secondary butylamine + O2 + H2O

butanone + NH3 + H2O2
-
highly specific for alicyclic monoamines and aliphatic monoamines
-
?
secondary butylamine + O2 + H2O
butanone + NH3 + H2O2
-
highly specific for alicyclic monoamines and aliphatic monoamines
-
?
additional information

?
-
-
deracemization of 1-aminotetraline by coupling wild type enzyme with a nonselective reducing agent NH3·BH3 is a route to norsertraline
-
-
?
additional information
?
-
-
no activity with (R)-alpha-methylbenzylamine, 2-methylpiperidine and tetrahydroquinaldine
-
-
?
additional information
?
-
-
trace activity with (R)-2-aminohexane, 1-hexylamine, (R)-(-)-1-phenylethylamine, (R)-1-p-tolylethanamine, (R)-1-aminoindan, (S)-(-)-Nalpha-dimethylbenzylamine, 2-methylpiperidine, 4-methylpiperidine, 2-methyl-1,2,3,4-tetrahydroquinoline, and N,N-dimethylcyclohexylamine. No activity with 1-naphthalen-1-ylethanamine
-
-
?
additional information
?
-
-
when cyclohexylamine oxidase in combination with a borane-ammonia complex as reducing agent is applied to the deracemization of several substrates, excellent enantiomeric ratios (higher than 99:1) and good isolated yields (62-75%) of the corresponding (R)-amines are obtained
-
-
?
additional information
?
-
-
no activitiy towards (R)-N-(prop-2-yn-1-yl)-2, 3-dihydro-1H-inden-1-amine, 1-(4-methoxybenzyl)-1,2,3,4,5,6,7,8-octahydroisoquinoline, (S)-N-methyl-1-phenylethanamine, and 1-methyl-1,2,3,4-tetrahydroisoquinoline
-
-
?
additional information
?
-
-
deracemization of 1-aminotetraline by coupling wild type enzyme with a nonselective reducing agent NH3·BH3 is a route to norsertraline
-
-
?
additional information
?
-
-
trace activity with (R)-2-aminohexane, 1-hexylamine, (R)-(-)-1-phenylethylamine, (R)-1-p-tolylethanamine, (R)-1-aminoindan, (S)-(-)-Nalpha-dimethylbenzylamine, 2-methylpiperidine, 4-methylpiperidine, 2-methyl-1,2,3,4-tetrahydroquinoline, and N,N-dimethylcyclohexylamine. No activity with 1-naphthalen-1-ylethanamine
-
-
?
additional information
?
-
-
no activity with (R)-alpha-methylbenzylamine, 2-methylpiperidine and tetrahydroquinaldine
-
-
?
additional information
?
-
-
when cyclohexylamine oxidase in combination with a borane-ammonia complex as reducing agent is applied to the deracemization of several substrates, excellent enantiomeric ratios (higher than 99:1) and good isolated yields (62-75%) of the corresponding (R)-amines are obtained
-
-
?
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1.3
(1R,2R)-2-aminocyclohexanol
pH 7.0, 30°C
-
1.1
(1R,2R)-2-aminocyclopentanol
pH 7.0, 30°C
-
0.6
(1R,2S)-1-amino-2-indanol
pH 7.0, 30°C
-
0.7
(1S,2R)-1-amino-2-indanol
pH 7.0, 30°C
-
1
(1S,2S)-2-aminocyclohexanol
pH 7.0, 30°C
-
0.9
(1S,2S)-2-aminocyclopentanol
pH 7.0, 30°C
-
0.07 - 0.32
(S)-1-aminotetraline
0.56 - 1.03
(S)-1-phenylethanamine
0.36 - 6.54
1-(4-methoxybenzyl)-1,2,3,4,5,6,7,8-octahydroisoquinoline
-
0.27 - 1.12
2-methyl-1,2,3,4-tetrahydroquinoline
0.25 - 7.71
Cyclohexylamine
0.22 - 2.04
cyclooctanamine
1.1 - 7.5
L-valine ethyl ester
-
0.07
(S)-1-aminotetraline

-
mutant enzyme Y321F, at pH 6.5 and 30°C
0.08
(S)-1-aminotetraline
-
mutant enzyme Y321A, at pH 6.5 and 30°C
0.08
(S)-1-aminotetraline
-
wild type enzyme, at pH 6.5 and 30°C
0.21
(S)-1-aminotetraline
-
mutant enzyme L353M, at pH 6.5 and 30°C
0.26
(S)-1-aminotetraline
-
mutant enzyme M226A, at pH 6.5 and 30°C
0.32
(S)-1-aminotetraline
-
mutant enzyme L199A, at pH 6.5 and 30°C
0.56
(S)-1-phenylethanamine

-
wild type enzyme, at pH 6.5 and 30°C
0.66
(S)-1-phenylethanamine
-
mutant enzyme M226F, at pH 6.5 and 30°C
0.79
(S)-1-phenylethanamine
-
mutant enzyme Y459T, at pH 6.5 and 30°C
0.91
(S)-1-phenylethanamine
-
mutant enzyme L199T, at pH 6.5 and 30°C
0.99
(S)-1-phenylethanamine
-
mutant enzyme T198F, at pH 6.5 and 30°C
0.99
(S)-1-phenylethanamine
-
mutant enzyme T198F/L199S/M226F, at pH 6.5 and 30°C
1.03
(S)-1-phenylethanamine
-
mutant enzyme T198F/L199S, at pH 6.5 and 30°C
0.36
1-(4-methoxybenzyl)-1,2,3,4,5,6,7,8-octahydroisoquinoline

-
pH 7.5, 45°C, mutant enzyme P396A
-
0.52
1-(4-methoxybenzyl)-1,2,3,4,5,6,7,8-octahydroisoquinoline
-
pH 7.5, 45°C, mutant enzyme F327A
-
0.53
1-(4-methoxybenzyl)-1,2,3,4,5,6,7,8-octahydroisoquinoline
-
pH 7.5, 45°C, mutant enzyme G202A
-
0.61
1-(4-methoxybenzyl)-1,2,3,4,5,6,7,8-octahydroisoquinoline
-
pH 7.5, 45°C, mutant enzyme L200A
-
1.24
1-(4-methoxybenzyl)-1,2,3,4,5,6,7,8-octahydroisoquinoline
-
pH 7.5, 45°C, mutant enzyme T203A
-
1.84
1-(4-methoxybenzyl)-1,2,3,4,5,6,7,8-octahydroisoquinoline
-
pH 7.5, 45°C, mutant enzyme I201A
-
1.88
1-(4-methoxybenzyl)-1,2,3,4,5,6,7,8-octahydroisoquinoline
-
pH 7.5, 45°C, mutant enzyme L295I
-
2.13
1-(4-methoxybenzyl)-1,2,3,4,5,6,7,8-octahydroisoquinoline
-
pH 7.5, 45°C, mutant enzyme F317A
-
2.2
1-(4-methoxybenzyl)-1,2,3,4,5,6,7,8-octahydroisoquinoline
-
pH 7.5, 45°C, wild-type enzyme
-
2.71
1-(4-methoxybenzyl)-1,2,3,4,5,6,7,8-octahydroisoquinoline
-
pH 7.5, 45°C, mutant enzyme I173A
-
6.54
1-(4-methoxybenzyl)-1,2,3,4,5,6,7,8-octahydroisoquinoline
-
pH 7.5, 45°C, mutant enzy