Information on EC 3.5.1.85 - (S)-N-acetyl-1-phenylethylamine hydrolase

Please wait a moment until all data is loaded. This message will disappear when all data is loaded.
Specify your search results
Mark a special word or phrase in this record:
Select one or more organisms in this record:
Show additional data
Do not include text mining results
Include (text mining) results (more...)
Include results (AMENDA + additional results, but less precise; more...)


The expected taxonomic range for this enzyme is: Rhodococcus equi

EC NUMBER
COMMENTARY
3.5.1.85
-
RECOMMENDED NAME
GeneOntology No.
(S)-N-acetyl-1-phenylethylamine hydrolase
REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT ACCESSION NO.
LITERATURE
N-acetylphenylethylamine + H2O = phenylethylamine + acetate
show the reaction diagram
-
-
-
-
N-acetylphenylethylamine + H2O = phenylethylamine + acetate
show the reaction diagram
induction of (S)-N-acetyl-1-phenylethylamine hydrolase
-
N-acetylphenylethylamine + H2O = phenylethylamine + acetate
show the reaction diagram
induction of (S)-N-acetyl-1-phenylethylamine hydrolase
Rhodococcus equi Ac6
-
-
REACTION TYPE
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
hydrolysis of linear amides
-
-
-
-
SYSTEMATIC NAME
IUBMB Comments
(S)-N-acetylphenylethylamine:H2O hydrolase
Inhibited by phenylmethanesulfonyl fluoride. Some related acetylated compounds are hydrolysed with variable enantiomeric selectivities.
SYNONYMS
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
(S)-N-acetyl-1-phenylethylamine amidohydrolase
-
-
-
-
(S)-specific acylase
-
-
-
-
(S)-specific N-acetyl-1-phenylethylamine amidohydrolase
-
-
-
-
hydrolase, (S)-N-acetyl-1-phenylethylamine
-
-
-
-
CAS REGISTRY NUMBER
COMMENTARY
192230-94-7
-
ORGANISM
COMMENTARY
LITERATURE
SEQUENCE CODE
SEQUENCE DB
SOURCE
strain Ac6, DSMZ no. 10278
-
-
Manually annotated by BRENDA team
Rhodococcus equi Ac6
strain Ac6, DSMZ no. 10278
-
-
Manually annotated by BRENDA team
SUBSTRATE
PRODUCT                      
REACTION DIAGRAM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
(Substrate)
LITERATURE
(Substrate)
COMMENTARY
(Product)
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
(S)-N-acetyl-1-phenylethylamine + H2O
(S)-1-phenylethylamine + acetate
show the reaction diagram
-
high enantioselectivity, enantioselectivity of enzyme is 350 for (S)-N-acetyl-1-phenylethylamine, substrate and inducer of enzyme
enantiomerically pure (S)-1-phenylethylamine
?
(S)-N-acetyl-1-phenylethylamine + H2O
(S)-1-phenylethylamine + acetate
show the reaction diagram
Rhodococcus equi Ac6
-
high enantioselectivity, enantioselectivity of enzyme is 350 for (S)-N-acetyl-1-phenylethylamine, substrate and inducer of enzyme
enantiomerically pure (S)-1-phenylethylamine
?
additional information
?
-
-
enzyme is highly enantioselective, some related N-acetylated compounds are hydrolysed with variable enantiomeric selectivities, substrate specificity and enantioselectivity
-
-
-
additional information
?
-
Rhodococcus equi Ac6
-
enzyme is highly enantioselective, some related N-acetylated compounds are hydrolysed with variable enantiomeric selectivities, substrate specificity and enantioselectivity
-
-
-
METALS and IONS
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
additional information
-
metal cations not required
INHIBITORS
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
IMAGE
Ba2+
-
1 mM: 5% inhibition
Ca2+
-
1 mM: 10% inhibition
Cd2+
-
1 mM: 15% inhibition
Co2+
-
1 mM: 31% inhibition
Cu2+
-
1 mM: 12% inhibition
Mg2+
-
1 mM: 10% inhibition
Ni2+
-
1 mM: 60% inhibition
Pb2+
-
1 mM: 5% inhibition
phenylmethylsulfonyl fluoride
-
strong inhibition, 0.1 mM: 95% inhibition, 0.01 mM: 84% inhibition
V3+
-
1 mM: 11% inhibition
Zn2+
-
1 mM: 32% inhibition
Mn2+
-
1 mM: 13% inhibition
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+
-
ACTIVATING COMPOUND
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
IMAGE
(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
KM VALUE [mM]
KM VALUE [mM] Maximum
SUBSTRATE
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
IMAGE
0.6
-
(S)-N-acetyl-1-phenylethylamine
-
-
SPECIFIC ACTIVITY [µmol/min/mg]
SPECIFIC ACTIVITY MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
pH OPTIMUM
pH MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
6.5
7
-
broad pH optimum
7
-
-
assay at
additional information
-
-
pI at pH 3.5
pH RANGE
pH RANGE MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
5.5
9
-
activity between
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
additional information
-
-
-
TEMPERATURE OPTIMUM
TEMPERATURE OPTIMUM MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
30
-
-
assay at
MOLECULAR WEIGHT
MOLECULAR WEIGHT MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
94000
-
-
gel filtration
SUBUNITS
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
dimer
-
2 * 50000, two identical subunits, SDS-PAGE
dimer
Rhodococcus equi Ac6
-
2 * 50000, two identical subunits, SDS-PAGE
-
pH STABILITY
pH STABILITY MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
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
7
-
-
at pH 7.0, 30°C, half-life of around 350 days
TEMPERATURE STABILITY
TEMPERATURE STABILITY MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
30
-
-
at 30°C, pH 7.0, half-life of around 350 days. 30°C for 34 days: 94% of activity retained
44
-
-
half-life: 10 min
additional information
-
-
-
Purification/COMMENTARY
ORGANISM
UNIPROT ACCESSION NO.
LITERATURE
APPLICATION
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
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
synthesis
Rhodococcus equi Ac6
-
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
-