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EC Tree
IUBMB Comments Inhibited by phenylmethanesulfonyl fluoride. Some related acetylated compounds are hydrolysed with variable enantiomeric selectivities.
The enzyme appears in viruses and cellular organisms
Synonyms
(S)-N-acetyl-1-phenylethylamine amidohydrolase, (S)-specific acylase, (S)-specific N-acetyl-1-phenylethylamine amidohydrolase, hydrolase, (S)-N-acetyl-1-phenylethylamine,
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(S)-N-acetyl-1-phenylethylamine amidohydrolase
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(S)-specific acylase
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(S)-specific N-acetyl-1-phenylethylamine amidohydrolase
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hydrolase, (S)-N-acetyl-1-phenylethylamine
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N-acetylphenylethylamine + H2O = phenylethylamine + acetate
N-acetylphenylethylamine + H2O = phenylethylamine + acetate
induction of (S)-N-acetyl-1-phenylethylamine hydrolase
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N-acetylphenylethylamine + H2O = phenylethylamine + acetate
induction of (S)-N-acetyl-1-phenylethylamine hydrolase
Rhodococcus equi Ac6 / DSM 10278
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N-acetylphenylethylamine + H2O = phenylethylamine + acetate
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hydrolysis of linear amides
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(S)-N-acetylphenylethylamine:H2O hydrolase
Inhibited by phenylmethanesulfonyl fluoride. Some related acetylated compounds are hydrolysed with variable enantiomeric selectivities.
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(S)-N-acetyl-1-phenylethylamine + H2O
(S)-1-phenylethylamine + acetate
additional information
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(S)-N-acetyl-1-phenylethylamine + H2O
(S)-1-phenylethylamine + acetate
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high enantioselectivity, enantioselectivity of enzyme is 350 for (S)-N-acetyl-1-phenylethylamine
enantiomerically pure (S)-1-phenylethylamine
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(S)-N-acetyl-1-phenylethylamine + H2O
(S)-1-phenylethylamine + acetate
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substrate and inducer of enzyme
enantiomerically pure (S)-1-phenylethylamine
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(S)-N-acetyl-1-phenylethylamine + H2O
(S)-1-phenylethylamine + acetate
Rhodococcus equi Ac6 / DSM 10278
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high enantioselectivity, enantioselectivity of enzyme is 350 for (S)-N-acetyl-1-phenylethylamine
enantiomerically pure (S)-1-phenylethylamine
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(S)-N-acetyl-1-phenylethylamine + H2O
(S)-1-phenylethylamine + acetate
Rhodococcus equi Ac6 / DSM 10278
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substrate and inducer of enzyme
enantiomerically pure (S)-1-phenylethylamine
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additional information
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enzyme is highly enantioselective
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additional information
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some related N-acetylated compounds are hydrolysed with variable enantiomeric selectivities
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additional information
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substrate specificity and enantioselectivity
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additional information
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Rhodococcus equi Ac6 / DSM 10278
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enzyme is highly enantioselective
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additional information
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Rhodococcus equi Ac6 / DSM 10278
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some related N-acetylated compounds are hydrolysed with variable enantiomeric selectivities
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additional information
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Rhodococcus equi Ac6 / DSM 10278
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substrate specificity and enantioselectivity
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additional information
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metal cations not required
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Ba2+
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1 mM: 5% inhibition
Ca2+
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1 mM: 10% inhibition
Cd2+
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1 mM: 15% inhibition
Co2+
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1 mM: 31% inhibition
Cu2+
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1 mM: 12% inhibition
Mg2+
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1 mM: 10% inhibition
Mn2+
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1 mM: 13% inhibition
Ni2+
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1 mM: 60% inhibition
Pb2+
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1 mM: 5% inhibition
phenylmethylsulfonyl fluoride
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strong inhibition, 0.1 mM: 95% inhibition, 0.01 mM: 84% inhibition
V3+
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1 mM: 11% inhibition
Zn2+
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1 mM: 32% inhibition
additional information
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no inhibition by 10 mM chelating agents: EDTA, citrate and 10 mM thiol-reducing agents: dithiothreitol, mercaptoethanol, reduced glutathione; no inhibition by 1 mM Fe3+
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(S)-N-acetyl-1-phenylethylamine
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activation and induction, addition of more than 3 g/l (S)-N-acetyl-1-phenylethylamine to medium affects growth and acylase production negatively
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0.6
(S)-N-acetyl-1-phenylethylamine
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6.5 - 7
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broad pH optimum
additional information
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pI at pH 3.5
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5.5 - 9
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activity between
6 - 8.5
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broad activity optimum between, activity lost rather quickly below pH 6.0 and above pH 8.5 with the decay being steeper on the acidic side of optimum curve
additional information
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brenda
Rhodococcus equi Ac6 / DSM 10278
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brenda
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50000
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2 * 50000, two identical subunits, SDS-PAGE
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dimer
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2 * 50000, two identical subunits, SDS-PAGE
dimer
Rhodococcus equi Ac6 / DSM 10278
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2 * 50000, two identical subunits, SDS-PAGE
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6 - 8.5
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stable between, activity lost rather quickly below pH 6.0 and above pH 8.5 with the decay being steeper on the acidic side of optimum curve
209241
7
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at pH 7.0, 30°C, half-life of around 350 days
209241
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30
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at 30°C, pH 7.0, half-life of around 350 days. 30°C for 34 days: 94% of activity retained
additional information
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synthesis
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economic synthesis of enantiomerically pure (S)-1-phenylethylamine. Enantiomerically pure chiral amines, (S)-enantiomer of 1-phenylethylamine is an example of such compound of high interest, a field of high interest for pharmaceutical industry
synthesis
Rhodococcus equi Ac6 / DSM 10278
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economic synthesis of enantiomerically pure (S)-1-phenylethylamine. Enantiomerically pure chiral amines, (S)-enantiomer of 1-phenylethylamine is an example of such compound of high interest, a field of high interest for pharmaceutical industry
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Brunella, A.; Graf, M.; Kittelmann, M.; Laumen, K.; Ghisalba, O.
Production, purification, and characterization of a highly enantioselective (S)-N-acetyl-1-phenylethylamine amidohydrolase from Rhodococcus equi Ac6
Appl. Microbiol. Biotechnol.
47
515-520
1997
Rhodococcus equi, Rhodococcus equi Ac6 / DSM 10278
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brenda
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