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Literature summary for 3.5.1.85 extracted from

  • 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 (1997), Appl. Microbiol. Biotechnol., 47, 515-520.
No PubMed abstract available

Activating Compound

Activating Compound Comment Organism Structure
(S)-N-acetyl-1-phenylethylamine activation and induction, addition of more than 3 g/l (S)-N-acetyl-1-phenylethylamine to medium affects growth and acylase production negatively Rhodococcus equi

Application

Application Comment Organism
synthesis 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 Rhodococcus equi

Inhibitors

Inhibitors Comment Organism Structure
Ba2+ 1 mM: 5% inhibition Rhodococcus equi
Ca2+ 1 mM: 10% inhibition Rhodococcus equi
Cd2+ 1 mM: 15% inhibition Rhodococcus equi
Co2+ 1 mM: 31% inhibition Rhodococcus equi
Cu2+ 1 mM: 12% inhibition Rhodococcus equi
Mg2+ 1 mM: 10% inhibition Rhodococcus equi
Mn2+ 1 mM: 13% inhibition Rhodococcus equi
additional information 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+ Rhodococcus equi
Ni2+ 1 mM: 60% inhibition Rhodococcus equi
Pb2+ 1 mM: 5% inhibition Rhodococcus equi
phenylmethylsulfonyl fluoride strong inhibition, 0.1 mM: 95% inhibition, 0.01 mM: 84% inhibition Rhodococcus equi
V3+ 1 mM: 11% inhibition Rhodococcus equi
Zn2+ 1 mM: 32% inhibition Rhodococcus equi

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
0.6
-
(S)-N-acetyl-1-phenylethylamine
-
Rhodococcus equi

Metals/Ions

Metals/Ions Comment Organism Structure
additional information metal cations not required Rhodococcus equi

Molecular Weight [Da]

Molecular Weight [Da] Molecular Weight Maximum [Da] Comment Organism
50000
-
2 * 50000, two identical subunits, SDS-PAGE Rhodococcus equi
94000
-
gel filtration Rhodococcus equi

Organism

Organism UniProt Comment Textmining
Rhodococcus equi
-
-
-
Rhodococcus equi Ac6 / DSM 10278
-
-
-

Purification (Commentary)

Purification (Comment) Organism
-
Rhodococcus equi

Reaction

Reaction Comment Organism Reaction ID
N-acetylphenylethylamine + H2O = phenylethylamine + acetate induction of (S)-N-acetyl-1-phenylethylamine hydrolase Rhodococcus equi

Specific Activity [micromol/min/mg]

Specific Activity Minimum [µmol/min/mg] Specific Activity Maximum [µmol/min/mg] Comment Organism
0.87
-
-
Rhodococcus equi

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
(S)-N-acetyl-1-phenylethylamine + H2O high enantioselectivity, enantioselectivity of enzyme is 350 for (S)-N-acetyl-1-phenylethylamine Rhodococcus equi (S)-1-phenylethylamine + acetate enantiomerically pure (S)-1-phenylethylamine ?
(S)-N-acetyl-1-phenylethylamine + H2O substrate and inducer of enzyme Rhodococcus equi (S)-1-phenylethylamine + acetate enantiomerically pure (S)-1-phenylethylamine ?
(S)-N-acetyl-1-phenylethylamine + H2O high enantioselectivity, enantioselectivity of enzyme is 350 for (S)-N-acetyl-1-phenylethylamine Rhodococcus equi Ac6 / DSM 10278 (S)-1-phenylethylamine + acetate enantiomerically pure (S)-1-phenylethylamine ?
(S)-N-acetyl-1-phenylethylamine + H2O substrate and inducer of enzyme Rhodococcus equi Ac6 / DSM 10278 (S)-1-phenylethylamine + acetate enantiomerically pure (S)-1-phenylethylamine ?
additional information enzyme is highly enantioselective Rhodococcus equi ?
-
?
additional information some related N-acetylated compounds are hydrolysed with variable enantiomeric selectivities Rhodococcus equi ?
-
?
additional information substrate specificity and enantioselectivity Rhodococcus equi ?
-
?
additional information enzyme is highly enantioselective Rhodococcus equi Ac6 / DSM 10278 ?
-
?
additional information some related N-acetylated compounds are hydrolysed with variable enantiomeric selectivities Rhodococcus equi Ac6 / DSM 10278 ?
-
?
additional information substrate specificity and enantioselectivity Rhodococcus equi Ac6 / DSM 10278 ?
-
?

Subunits

Subunits Comment Organism
dimer 2 * 50000, two identical subunits, SDS-PAGE Rhodococcus equi

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
30
-
assay at Rhodococcus equi

Temperature Stability [°C]

Temperature Stability Minimum [°C] Temperature Stability Maximum [°C] Comment Organism
additional information
-
-
Rhodococcus equi
30
-
at 30°C, pH 7.0, half-life of around 350 days. 30°C for 34 days: 94% of activity retained Rhodococcus equi
44
-
half-life: 10 min Rhodococcus equi

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
additional information
-
pI at pH 3.5 Rhodococcus equi
6.5 7 broad pH optimum Rhodococcus equi
7
-
assay at Rhodococcus equi

pH Range

pH Minimum pH Maximum Comment Organism
additional information
-
-
Rhodococcus equi
5.5 9 activity between Rhodococcus equi
6 8.5 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 Rhodococcus equi

pH Stability

pH Stability pH Stability Maximum Comment Organism
6 8.5 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 Rhodococcus equi
7
-
at pH 7.0, 30°C, half-life of around 350 days Rhodococcus equi