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Enzyme Nomenclature
Information on EC 3.5.1.11 - penicillin amidase
for references in articles please use BRENDA:EC3.5.1.11
Word Map on EC 3.5.1.11
- 3.5.1.11
-
6-aminopenicillanic
-
phenylacetic
-
biocatalyst
- anandamide
- acylases
- cannabinoids
-
reactor
- cephalosporin
- synthesis
- alcaligenes
- megaterium
- cephalexin
-
endocannabinoids
-
semisynthetic
-
binuclear
-
kluyvera
- dihydroorotase
- l-asparagine
-
3.5.1.1
- hydantoinase
- amoxicillin
- rettgeri
-
eupergit
-
acyl-enzyme
- lactonase
- asparaginase
- hydantoin
- n-acylethanolamines
- allantoinase
- providencia
- dihydropyrimidinase
-
7-aminocephalosporanic
-
aminoacylase
-
phenoxyacetic
- allantoin
- phosphotriesterase
- sphaericus
- industry
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The expected taxonomic range for this enzyme is: Bacteria, Eukaryota
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EC NUMBER 
COMMENTARY 
3.5.1.11
-
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RECOMMENDED NAME
GeneOntology No.
penicillin amidase
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REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT
LITERATURE
penicillin + H2O = a carboxylate + 6-aminopenicillanate
-
-
-
-
penicillin + H2O = a carboxylate + 6-aminopenicillanate
F24 in beta-subunit has a fixed position, whereas F146 of alpha-subunit acts as a flexible lid on the binding site
-
penicillin + H2O = a carboxylate + 6-aminopenicillanate
structural model and catalytic mechanism, and energetics of the reaction, acylation is the rate-limiting step of hydrolysis. The collapse of the tetrahedral intermediate proceeds via synchronous bond breaking and formation, and the accumulation of charge on the amidic nitrogen due to the presence of a substituent is disfavored
-
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
hydrolysis of peptide bond
-
-
-
-
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PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
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SYSTEMATIC NAME
IUBMB Comments
penicillin amidohydrolase
-
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CAS REGISTRY NUMBER
COMMENTARY
9014-06-6
-
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ORGANISM
COMMENTARY
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
PGA gene from a metagenomic library of an Antarctic sample
UniProt
TaxID 86473, growth on D-phenylglycine as sole source of nitrogen
SwissProt
-
-
-
-
-
-
strain ATCC 14945 and ATCC 14946, enzyme production is induced by phenylacetic acid, addition of glucose to the culture medium severely represses enzyme production in strain ATCC 14945 but not in ATCC 14946, higher activities using complex compared with defined medium
-
-
strain ATCC 14945, enzyme production is repressed when glucose is added to the culture medium, best enzyme production when cultured on casein (hydrolyzed using Alcalase) and fresh cheese whey
-
-
strain ATCC 14945, grown on buffered mineral medium containing calcium ions and defined amino acid supplements for optimal PGA production
-
-
strain ATCC 14945, grown on minimal medium containing histidine as sole nitrogen source, enzyme production is inducible using phenylacetic acid, sulfur limitation in the growth medium is better tolerated than nitrogen or phosphor limitation
-
-
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171881, 171882, 171883, 171884, 171885, 171886, 171887, 171889, 171890, 171891, 171892, 171893, 171894, 171895, 171896, 171897, 171898, 171899, 171900, 171901, 171902, 171905, 171907, 171908, 171909, 171910, 171911, 171914, 649527, 650570, 650679, 650681, 651013, 652830, 653284, 658320, 658322, 667244, 667263, 667387, 667754, 668030, 668035, 668240, 668443, 668459, 669820, 669900, 670745, 670783, 684252, 684554, 685398, 685491, 685630, 685738, 685811, 686450, 686459, 687881, 690107, 695688, 696877, 696880, 696890, 710906, 711120, 712528, 712778, 713438, 719296, 720269, 734341, 734463
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non-proportional correlation between increased enzyme mRNA longevity and amount of active enzyme. Deletion of endonuclease RNase F results in fourfold stabilization of enzyme mRNA
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GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
evolution
physiological function
additional information
evolution
the enzyme belongs to the N-terminal nucleophile (Ntn) hydrolase superfamily of proteins, which is characterized by a distinct alphabetabetaalpha fold (Ntn fold). Based on their substrate specificity, they are classified into penicillin V acylases (PVA), penicillin G acylases (PGA) and ampicillin acylases, which preferentially cleave penicillin V (PenV), penicillin G (PenG) and ampicillin, respectively
evolution
the enzyme belongs to the N-terminal nucleophilic hydrolase superfamily. Penicillin acylases are grouped into three classes according to their substrate specificity, penicillin G acylases (PGAs) preferentially hydrolyze penicillin G, i.e. benzylpenicillin
physiological function
-
the enzyme is involved in synthesis of the anti-platelet agent and in enzymatic activation of pro-drugs in cancer therapy
physiological function
-
the enzyme catalyzes the conversion of benzylpenicillin, via hydrolysis of the acyl group in the benzylpenicillin side chain, to release phenylacetic acid and 6-aminopenicillanic acid
physiological function
-
the enzyme is involved in synthesis of the anti-platelet agent and in enzymatic activation of pro-drugs in cancer therapy
-
additional information
-
The enzyme catalyzes the hydrolysis of the amidic bonds of penicillin G and cephalosporin G to produce key components in the synthesis of beta-lactam antibiotics
additional information
three-dimensional modeling with identification of the catalytic residues and the substrate binding pocket, overview. The substrate binding and active site orientation is predited by docking and molecular homology structure modeling
additional information
-
three-dimensional modeling with identification of the catalytic residues and the substrate binding pocket, overview. The substrate binding and active site orientation is predited by docking and molecular homology structure modeling
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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
(R) -2-(4-hydroxyphenyl)glycine amide + H2O
(R) -2-(4-hydroxyphenyl)glycine + hydroxylamine
-
-
-
?
(R)-beta-phenylalanine + phenylacetamide
N-phenylacetyl-(R)-beta-phenylalanine + ?
-
the acylation reaction is highly preferential for the acylation of (R)-beta-phenylalanine
-
-
?
(R)-N-acetylphenylglycine + H2O
?
-
S-specific, the stereoselectivity of the reaction decreases almost by one order of magnitude from 5°C to 45°C
-
?
(R)-p-hydroxyphenylglycinamide + H2O
?
-
R-specific, the stereoselectivity of the reaction decreases almost by one order of magnitude from 5°C to 45°C
-
?
(R)-phenylglycinamide + H2O
?
-
R-specific, the stereoselectivity of the reaction decreases almost by one order of magnitude from 5°C to 45°C
-
?
(S)-N-acetylphenylglycine + H2O
?
-
S-specific, the stereoselectivity of the reaction decreases almost by one order of magnitude from 5°C to 45°C
-
?
(S)-p-hydroxyphenylglycinamide + H2O
?
-
R-specific, the stereoselectivity of the reaction decreases almost by one order of magnitude from 5°C to 45°C
-
?
(S)-phenylglycinamide + H2O
?
-
R-specific, the stereoselectivity of the reaction decreases almost by one order of magnitude from 5°C to 45°C
-
?
2-furylmethylpenicillin + H2O
6-aminopenicillanate + furan-2-yl-acetic acid
-
-
-
?
2-nitro-5-(phenoxyacetamido)-benzoic acid + H2O
5-amino-2-nitrobenzoic acid + phenoxyacetate
-
-
-
?
2-nitro-5-[(phenylacetyl)amino]-benzoic acid + H2O
5-amino-2-nitrobenzoic acid + ?
-
-
-
-
?
2-nitro-5-[(phenylacetyl)amino]benzoic acid + H2O
phenylacetic acid + 5-amino-2-nitrobenzoic acid
2-phenyl-N-(4-sulfamoylphenyl)acetamide + H2O
phenylacetate + 2-amino-4-sulfamoylphenol
-
-
-
-
?
2-phenylacetamidobenzoic acid + H2O
phenylacetate + 2-aminobenzoic acid
-
-
-
-
?
2-thienylmethylpenicillin + H2O
6-aminopenicillanate + sulfo-(5-sulfothiophen-2-yl)-acetic acid
-
-
-
-
?
4-chloro-L-phenylalanine + phenylacetamide
N-[(4-chlorophenyl)acetyl]-L-tyrosine + NH3
-
-
-
-
?
4-fluoro-L-phenylalanine + phenylacetamide
N-[(4-fluorophenyl)acetyl]-L-tyrosine + NH3
-
-
-
-
?
4-methyl-L-phenylalanine + phenylacetamide
N-[(4-methylphenyl)acetyl]-L-tyrosine + NH3
-
-
-
-
?
4-nitro-L-phenylalanine + phenylacetamide
N-[(4-nitrophenyl)acetyl]-L-tyrosine + NH3
-
-
-
-
?
4-phenylacetamidobenzoic acid + H2O
phenylacetate + 4-aminobenzoic acid
-
-
-
-
?
5-nitro-3-[(phenylacetyl)amino]benzoic acid + H2O
phenylacetate + 3-amino-5-nitro-benzoic acid
-
-
-
-
?
5-[[(2R)-2-amino-2-phenylethanoyl]amino]-2-nitrobenzoic acid + H2O
5-amino-2-nitrobenzoic acid + (R)-2-phenylglycine
-
-
-
?
6-aminopenicillanic acid + methyl n-hexanoate
dihydropenicillin F + methanol
-
-
-
-
?
6-aminopenicillanic acid + methyl n-octanoate
penicillin K + methanol
-
-
-
-
?
6-aminopenicillanic acid + p-hydroxyphenylglycine methyl ester
amoxicillin + methanol
-
-
-
-
?
6-aminopenicillanic acid + phenoxyacetic acid
penicillin V + H2O
-
-
-
-
?
6-nitro-3-(phenylacetamido)-benzoic acid + H2O
3-amino-6-nitrobenzoic acid + phenylacetate
6-nitro-3-(phenylacetamido)benzoic acid + H2O
3-amino-6-nitrobenzoic acid + ?
-
-
-
-
?
6-nitro-3-(phenylacetamido)benzoic acid + H2O
phenylacetic acid + 5-amino-2-nitrobenzoic acid
-
-
-
-
?
6-nitro-3-phenylacetamide benzoic acid + H2O
3-amino-6-nitrobenzoic acid + phenylacetate
-
-
-
-
?
6-nitro-3-phenylacetamide benzoic acid + H2O
3-amino-6-nitrobenzoic acid + phenylacetic acid
6-nitro-3-[(phenylacetyl)amino]benzoic acid + H2O
3-amino-6-nitrobenzoic acid + phenylacetic acid
7-amino-3-deacetoxycephalosporanic acid + phenylglycine methyl ester
cephalexin + ?
-
-
-
-
?
7-amino-3-propenyl-cephalosporanic acid + 4-hydroxy-D-phenylglycine methyl ester
cefprozil + ?
-
-
-
-
?
7-amino-desacetoxycephalosporanic acid + D-alpha-phenylglycine methylester
?
-
acylating activity
-
-
?
7-amino-desacetoxycephalosporanic acid + D-phenylglycine amide
cephalexin
-
high reactant concentrations
-
-
r
7-aminocephalosporanic acid + (R)-mandelic acid
7-[(1-hydroxy-1-phenyl)-acetamido]-3-acetoxymethyl-D3-cephem-4-carboxylic acid
-
-
-
-
-
7-aminocephalosporanic acid + D-alpha-phenylglycine methylester
?
-
acylating activity
-
-
?
7-aminodeacetoxycephalosporanic acid + (R)-2-phenylglycine methylester
cephalexin + ?
-
-
-
-
?
7-aminodeacetoxycephalosporanic acid + 2-benzoxazolon-3-yl-acetic acid methyl ester
?
-
-
-
?
7-aminodeacetoxycephalosporanic acid + phenoxyacetic acid
deacetoxycephalosporin V + H2O
-
-
-
-
?
7-aminodeacetoxycephalosporanic acid + phenylacetic acid methyl ester
?
-
-
-
?
allopurinol + vinyl acetate
1-(4-oxo-4,5-dihydro-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl acetate
-
Markovnikov addition, decrease in activity in the order vinyl acetate, vinyl pentanoate, vinyl decanoate
-
-
?
allopurinol + vinyl decanoate
1-(4-oxo-4,5-dihydro-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl decanoate
-
Markovnikov addition, decrease in activity in the order vinyl acetate, vinyl pentanoate, vinyl decanoate
-
-
?
allopurinol + vinyl pentanoate
1-(4-oxo-4,5-dihydro-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl pentanoate
-
Markovnikov addition, decrease in activity in the order vinyl acetate, vinyl pentanoate, vinyl decanoate
-
-
?
amoxicillin + H2O
D-4-hydroxyphenylglycine amide + 6-aminopenicillanic acid
-
-
-
-
r
amoxycillin + H2O
D-4-hydroxyphenylglycine amide + 6-aminopenicillanic acid
-
-
-
?
carbenicillin + H2O
phenylpropanedioate + 6-aminopenicillate
-
-
-
?
cefamandole + H2O
(6R,7R)-7-amino-3-{[(1-methyl-1H-tetrazol-5-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid + (2R)-hydroxy(phenyl)acetic acid
-
-
-
-
?
cephalexin + H2O
(2R)-2-[(R)-[[(2R)-2-amino-2-phenylacetyl]amino](carboxy)methyl]-5-methyl-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid
-
-
-
-
?
cephalexin + H2O
7-amino-3-methyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid + aminophenylacetic acid
cephalexin + H2O
D-phenylglycine + 7-aminodesacetoxycephalosporanic acid
-
-
-
-
r
cephaloglycin + H2O
(6R,7R)-7-amino-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid + (2R)-amino(phenyl)acetic acid
Pseudomonas melanogenum
-
-
-
-
?
cephaloridine + H2O
(6R,7R)-7-amino-8-oxo-3-[(pyridin-1-ium-1-yl)methyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate + (thiophen-2-yl)acetic acid
cephaloridine + H2O
thiophen-2-ylacetic acid + (6R,7R)-7-amino-8-oxo-3-(pyridinium-1-yl-methyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
-
-
-
?
cephalosporin G + H2O
7-amino-desacetoxycephalosporanic acid + D-phenylglycine amide
-
-
-
-
?
cephalosporin G + H2O
7-aminocephalosporanic acid + phenylacetic acid
-
-
-
-
r
cephalosporin G + H2O
phenylacetic acid + 7-aminodeacetoxycephalosporanate
-
-
-
-
?
cephalothin + H2O
(6R,7R)-3-[(acetyloxy)methyl]-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid + (thiophen-2-yl)acetic acid
cephalothin + H2O
thiophen-2-ylacetic acid + (6R,7R)-3-acetoxymethyl-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
-
-
-
?
cephradine + H2O
(2R)-amino(cyclohexa-1,4-dien-1-yl)acetic acid + (6R,7R)-7-amino-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
-
-
-
-
?
D-(-)-alpha-aminophenylacetic acid 4-nitroanilide + H2O
D-(-)-alpha-aminophenylacetic acid + 4-nitrophenol
-
-
-
-
?
D-2-nitro-5-[(phenylacetyl)amino]benzoic acid + H2O
phenylacetic acid + 5-amino-2-nitrobenzoic acid
D-alpha-aminobenzylpenicillin + H2O
6-aminopenicillanate + DL-alpha-aminophenylacetic acid
-
-
-
?
D-phenylglycine amide + 7-aminodeacetoxycephalosporanic acid
cephalexin + ?
-
-
-
-
?
D-phenylglycine amide + 7-aminodesacetoxycephalosporanic acid
cephalexin + NH3
-
-
-
-
r
D-phenylglycine amide + 7-aminodesacetoxymethyl-3-chlorocephalosporanic acid
cephaclor + ?
-
-
-
-
?
D-phenylglycine methyl ester + 6-aminopenicillanic acid
methanol + ampicillin
-
-
-
r
D-phenylglycine methyl ester + 6-aminopenicillic acid
ampicillin + methanol
-
high ratio of synthesis to hydrolysis at up to 200 mM 6-aminopenicillic acid and 500 mM D-phenylglycine methyl ester at 25°C and pH 6.5. When concentration of 6-aminopenicillic acid reaches saturation, rate of hydrolysis tends toward zero
-
-
r
D-phenylglycine methyl ester + 7-aminodeacetoxycephalosporanic acid
cephalexin + ?
-
-
-
-
?
D-phenylglycine methyl ester + 7-aminodesacetoxymethyl-3-chlorocephalosporanic acid
cephaclor + ?
-
-
-
-
?
diethyl phenylmalonate + H2O
(+)-ethyl phenylmalonate + ethanol
-
the enantiomeric excess is higher than 98%, producing mainly the (+)-ethyl phenylmalonate ester
-
-
?
dimethyl phenylmalonate + H2O
(+)-methyl phenylmalonate + methanol
-
dimethyl phenylmalonate is fully hydrolyzed to methylphenylmalonate in only 2 h, but even after 10 h phenylmalonic acid is not detected. The enantiomeric excess is higher than 98%, producing mainly the (+)-methyl phenylmalonate ester
-
-
?
DL-alpha-hydroxybenzylpenicillin + H2O
6-aminopenicillanate + DL-alpha-hydroxyphenylacetic acid
-
-
-
?
ethyl 4-[(phenylacetyl)amino] benzoate + H2O
phenylacetate + 4-amino-ethylbenzoate
-
-
-
-
?
glutaryl-7-aminocephalosporanic acid + H2O
glutarate + 7-aminocephalosporanic acid
-
-
-
-
?
hydroxyphenylglycineamide + 7-aminodeacetoxycephalosporanic acid
cefadroxil + NH3
-
-
-
-
-
isobutoxymethylpenicillin + H2O
6-aminopenicillanate + carbonic acid isopropyl ester
-
-
-
-
?
L-phenylalanine + (2S)-2-amino-2-phenylethanamide
N-[(2S)-2-amino-2-phenylacetyl]-L-phenylalanine + NH3
-
-
-
-
?
L-phenylalanine + (2S)-2-hydroxy-2-phenylethanamide
N-[(2S)-2-hydroxy-2-phenylacetyl]-L-phenylalanine + NH3
-
-
-
-
?
L-phenylalanine + 2-(4-hydroxyphenyl)acetamide
N-[(4-hydroxyphenyl)acetyl]-L-phenylalanine + NH3
-
-
-
-
?
L-phenylalanine + methyl (2S)-hydroxy(4-hydroxyphenyl)ethanoate
N-[(2S)-2-hydroxy-2-phenylacetyl]-L-phenylalanine + methanol
-
-
-
-
?
L-phenylalanine + methyl (4-hydroxyphenyl)acetate
N-[(4-hydroxyphenyl)acetyl]-L-phenylalanine + methanol
-
-
-
-
?
L-phenylalanine + methyl phenylacetate
N-phenylacetyl-L-phenylalanine + methanol
-
-
-
-
?
L-phenylalanine + N-[(2S)-2-amino-2-phenylacetyl]-L-phenylalanine
N-[(2S)-2-amino-2-phenylacetyl]-L-phenylalanine + methanol
-
-
-
-
?
L-phenylalanine + phenylacetamide
N-phenylacetyl-L-phenylalanine + NH3
-
-
-
-
?
L-tyrosine + phenylacetamide
N-(phenylacetyl)-L-tyrosine + NH3
-
-
-
-
?
N-(4-acetylphenyl)-2-phenylacetamide + H2O
phenylacetate + 2-amino-4-acetylphenol
-
-
-
-
?
N-(4-bromophenyl)-2-phenylacetamide + H2O
phenylacetate + 2-amino-4-bromophenol
-
-
-
-
?
N-(4-cyanophenyl)-2-phenylacetamide + H2O
phenylacetate + 2-amino-4-cyanophenol
-
-
-
-
?
N-(4-methoxyphenyl)-2-phenylacetamide + H2O
phenylacetate + 2-amino-4-methoxyphenol
-
-
-
-
?
N-(4-methylphenyl)-2-phenylacetamide + H2O
phenylacetate + 2-amino-4-methylphenol
-
-
-
-
?
N-(4-nitrophenyl)-2-phenylacetamide + H2O
phenylacetate + 2-amino-4-nitrophenol
-
-
-
-
?
N-(5-nitro-2-pyridyl)-phenylacetamide + H2O
phenylacetate + 5-nitropyridin-2-amine
-
-
-
-
?
N-phenylacetyl-Asp-Phe methyl ester + H2O
phenylacetic acid + Asp-Phe methyl ester
-
-
-
?
N-phenylacetyl-DL-tert-leucine + H2O
L-tert-leucine + phenylacetate
-
enantioselective hydrolysis
-
-
?
n-propoxymethylpenicillin + H2O
6-aminopenicillanate + carbonic acid monopropyl ester
-
-
-
-
?
N-[4-(methylsulfonyl)phenyl]-2-phenylacetamide + H2O
phenylacetate + 2-amino-4-(methylsulfonyl)phenol
-
-
-
-
?
p-hydroxybenzylpenicillin + H2O
6-aminopenicillanate + p-hydroxyphenylacetic acid
-
-
-
?
penicillin dihydroF + H2O
6-aminopenicillanic acid + hexanoic acid
-
-
-
-
?
penicillin F + H2O
6-aminopenicillanic acid + (3E)-hex-3-enoic acid
-
-
-
-
?
phenoxyethylpenicillin + H2O
3-phenoxypropanoic acid + 6-aminopenicillanic acid
-
poor substrate
-
-
?
phenylacetate 4-nitroanilide + H2O
phenylacetic acid + 4-nitrolaniline
-
-
-
-
?
phenylacetyl-2-naphthylamide + H2O
phenylacetate + 2-naphthylamine
-
-
-
-
?
phenylacetyl-4-aminobenzoic acid
4-aminobenzoic acid + phenylacetic acid
-
colometric assay
-
?
phenylacetyl-7-amido-4-methylcoumarin + H2O
phenylacetate + 7-amino-4-methylcoumarin
-
-
-
-
?
phenylacetyl-L-asparagine + H2O
L-asparagine + phenylacetic acid
-
-
-
?
phenylacetylanthranilic acid + H2O
phenylacetate + 2-aminobenzoic acid
-
colometric assay
-
?
phenylglycine methyl ester + aminopenicillanic acid
ampicillin + methanol
-
-
-
-
?
phenylglycineamide + 7-aminodeacetoxycephalosporanic acid
cefaclor + NH3
-
-
-
-
-
phenylglycinemethylester + 7-aminodeacetoxymethyl-3-chlorocephalosporanic acid
cephalexin + methanol
-
-
-
-
-
vanillylamine + methyl laurate
6-lauroyl-vanillylamide + methanol
-
-
-
-
?
vanillylamine + methyl myristate
6-myristoyl-vinillylamide + methanol
-
-
-
-
?
vanillylamine + methyl n-octanoate
6-octanoyl-vanillylamide + methanol
-
-
-
-
?
[(2R,3S),(2S,3R)]-cis-3-amino-azetidinone + phenoxy-acetic acid methyl ester
(2R,3S)-beta-lactam intermediate + methanol
-
-
-
-
-
(R)-2-phenylglycine amide + H2O
(R)-2-phenylglycine + hydroxylamine
-
-
-
?
(R)-2-phenylglycine amide + H2O
(R)-2-phenylglycine + hydroxylamine
-
-
-
?
(R)-2-phenylglycine amide + H2O
(R)-2-phenylglycine + hydroxylamine
-
-
-
?
(R)-2-phenylglycine amide + H2O
(R)-2-phenylglycine + hydroxylamine
-
-
-
?
(R)-2-phenylglycine methyl ester + H2O
(R)-2-phenylglycine + methanol
-
-
-
?
(R)-2-phenylglycine methyl ester + H2O
(R)-2-phenylglycine + methanol
-
-
-
?
(R)-2-phenylglycine methyl ester + H2O
(R)-2-phenylglycine + methanol
-
-
-
?
(R)-2-phenylglycine methyl ester + H2O
(R)-2-phenylglycine + methanol
-
-
-
?
2-nitro-5-[(phenylacetyl)amino]benzoic acid + H2O
phenylacetic acid + 5-amino-2-nitrobenzoic acid
-
-
-
?
2-nitro-5-[(phenylacetyl)amino]benzoic acid + H2O
phenylacetic acid + 5-amino-2-nitrobenzoic acid
-
-
-
?
2-nitro-5-[(phenylacetyl)amino]benzoic acid + H2O
phenylacetic acid + 5-amino-2-nitrobenzoic acid
-
-
-
?
2-nitro-5-[(phenylacetyl)amino]benzoic acid + H2O
phenylacetic acid + 5-amino-2-nitrobenzoic acid
-
-
-
?
3-phenylacetamidobenzoic acid + H2O
phenylacetate + 3-aminobenzoic acid
-
-
-
-
-
3-phenylacetamidobenzoic acid + H2O
phenylacetate + 3-aminobenzoic acid
-
-
-
-
?
4-hydroxyphenylacetamide + 6-aminopenicillanic acid
?
-
-
-
r
6-aminopenicillanate + phenylacetic acid
penicillin G + H2O
synthesis of penicillin G by enzyme is significantly better than by Escherichia coli enzyme
-
-
r
6-nitro-3-(phenylacetamido)-benzoic acid + H2O
3-amino-6-nitrobenzoic acid + phenylacetate
-
-
-
-
?
6-nitro-3-(phenylacetamido)-benzoic acid + H2O
3-amino-6-nitrobenzoic acid + phenylacetate
-
-
-
?
6-nitro-3-phenylacetamide benzoic acid + H2O
3-amino-6-nitrobenzoic acid + phenylacetic acid
-
-
-
?
6-nitro-3-phenylacetamide benzoic acid + H2O
3-amino-6-nitrobenzoic acid + phenylacetic acid
-
-
-
-
?
6-nitro-3-[(phenylacetyl)amino]benzoic acid + H2O
3-amino-6-nitrobenzoic acid + phenylacetic acid
-
-
-
?
6-nitro-3-[(phenylacetyl)amino]benzoic acid + H2O
3-amino-6-nitrobenzoic acid + phenylacetic acid
-
-
-
-
?
6-nitro-3-[(phenylacetyl)amino]benzoic acid + H2O
3-amino-6-nitrobenzoic acid + phenylacetic acid
-
-
-
r
6-nitro-3-[(phenylacetyl)amino]benzoic acid + H2O
3-amino-6-nitrobenzoic acid + phenylacetic acid
-
-
-
r
7-amino-deacetoxycephalosporanic acid + phenylacetic acid
deacetoxycephalosporin G + H2O
-
-
-
-
-
7-amino-deacetoxycephalosporanic acid + phenylacetic acid
deacetoxycephalosporin G + H2O
-
-
-
-
?
amoxillin + H2O
D-4-hydroxyphenylglycine + 6-aminopenicillanic acid
-
-
-
r
amoxillin + H2O
D-4-hydroxyphenylglycine + 6-aminopenicillanic acid
-
-
-
r
ampicillin + H2O
(R)-2-phenylglycine + 6-aminopenicillanic acid
-
-
-
?
ampicillin + H2O
(R)-2-phenylglycine + 6-aminopenicillanic acid
-
-
-
r
ampicillin + H2O
(R)-2-phenylglycine + 6-aminopenicillanic acid
-
-
-
r
ampicillin + H2O
6-aminopenicillanic acid + (R)-2-phenylglycine
Pseudomonas melanogenum
-
-
-
r
ampicillin + H2O
6-aminopenicillanic acid + (R)-2-phenylglycine
-
-
-
?
benzylpenicillin + H2O
benzoate + 6-aminopenicillanate
-
-
-
-
?
benzylpenicillin + H2O
benzoate + 6-aminopenicillanate
-
higher activity of enzyme immobilised on the amino support suggests that interactions occurring between the amino carrier and the glycan favours a more correct orientation of the protein making it accessible to substrates
-
-
?
benzylpenicillin + H2O
phenylacetic acid + 6-aminopenicillanate
-
-
-
-
?
benzylpenicillin + H2O
phenylacetic acid + 6-aminopenicillanate
-
highly specific
-
-
?
benzylpenicillin + H2O
phenylacetic acid + 6-aminopenicillanate
-
complete hydrolysis at low substrate concentrations
-
-
?
benzylpenicillin + H2O
phenylacetic acid + 6-aminopenicillanate
-
highly specific
-
-
?
benzylpenicillin + H2O
phenylacetic acid + 6-aminopenicillanate
-
complete hydrolysis at low substrate concentrations
-
-
?
cephalexin + H2O
7-amino-3-methyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid + aminophenylacetic acid
Pseudomonas melanogenum
-
-
-
-
?
cephalexin + H2O
7-amino-3-methyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid + aminophenylacetic acid
-
-
-
?
cephalexin + H2O
7-aminodesacetoxycephalosporanic acid + aminophenylacetic acid
-
-
-
r
cephalexin + H2O
7-aminodesacetoxycephalosporanic acid + aminophenylacetic acid
-
-
-
r
cephaloridine + H2O
(6R,7R)-7-amino-8-oxo-3-[(pyridin-1-ium-1-yl)methyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate + (thiophen-2-yl)acetic acid
-
-
-
-
?
cephaloridine + H2O
(6R,7R)-7-amino-8-oxo-3-[(pyridin-1-ium-1-yl)methyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate + (thiophen-2-yl)acetic acid
-
-
-
-
?
cephalosporin + H2O
7-aminocephalosporanic acid + an amino acid
-
-
-
?
cephalothin + H2O
(6R,7R)-3-[(acetyloxy)methyl]-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid + (thiophen-2-yl)acetic acid
-
-
-
-
?
cephalothin + H2O
(6R,7R)-3-[(acetyloxy)methyl]-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid + (thiophen-2-yl)acetic acid
-
-
-
-
?
D-2-nitro-5-[(phenylacetyl)amino]benzoic acid + H2O
phenylacetic acid + 5-amino-2-nitrobenzoic acid
-
-
-
r
D-2-nitro-5-[(phenylacetyl)amino]benzoic acid + H2O
phenylacetic acid + 5-amino-2-nitrobenzoic acid
-
-
-
r
D-4-hydroxyphenylglycine amide + 6-aminopenicillanic acid
amoxicillin + NH3
-
-
-
-
r
D-4-hydroxyphenylglycine amide + 6-aminopenicillanic acid
amoxicillin + NH3
-
-
-
r
D-4-hydroxyphenylglycine amide + 6-aminopenicillanic acid
amoxicillin + NH3
-
-
-
r
D-phenylglycine amide + 6-aminopenicillanic acid
ampicillin + H2O
-
-
-
r
D-phenylglycine amide + 6-aminopenicillanic acid
ampicillin + H2O
-
-
-
r
D-phenylglycine amide + 7-aminodesacetoxycephalosporanic acid
cephalexin
-
kinetically controlled synthesis
-
-
r
D-phenylglycine amide + 7-aminodesacetoxycephalosporanic acid
cephalexin
-
kinetically controlled synthesis
-
-
r
D-phenylglycine amide + 7-aminodesacetoxycephalosporanic acid
cephalexin
-
kinetically controlled synthesis
-
-
r
D-phenylglycine amide + 7-aminodesacetoxycephalosporanic acid
cephalexin
-
kinetically controlled synthesis
-
-
r
N2-phenylacetyl-2'-deoxyguanosine + H2O
phenylacetic acid + 2'-deoxyguanosine
-
-
-
?
N2-phenylacetyl-2'-deoxyguanosine + H2O
phenylacetic acid + 2'-deoxyguanosine
-
-
-
?
N6-phenylacetyl-2'-deoxyadenosine + H2O
phenylacetic acid + 2'-deoxyadenosine
-
-
-
?
N6-phenylacetyl-2'-deoxyadenosine + H2O
phenylacetic acid + 2'-deoxyadenosine
-
-
-
?
penicillin G + H2O
6-aminopenicillanate + phenylacetic acid
-
-
-
?
penicillin G + H2O
6-aminopenicillanate + phenylacetic acid
-
-
-
?
penicillin G + H2O
6-aminopenicillanate + phenylacetic acid
-
-
-
-
-
penicillin G + H2O
6-aminopenicillanate + phenylacetic acid
-
-
-
-
?
penicillin G + H2O
6-aminopenicillanate + phenylacetic acid
-
a tryptophan residue is important for binding substrate penicillin G
-
-
?
penicillin G + H2O
6-aminopenicillanate + phenylacetic acid
-
-
-
r
penicillin G + H2O
6-aminopenicillanic acid + phenyl acetic acid
penicillin G acylase is a type II penicillin acylase
-
-
?
penicillin G + H2O
6-aminopenicillanic acid + phenyl acetic acid
-
-
-
-
?
penicillin G + H2O
6-aminopenicillanic acid + phenylacetic acid
-
-
-
-
?
penicillin G + H2O
6-aminopenicillanic acid + phenylacetic acid
-
-
-
?
penicillin G + H2O
6-aminopenicillanic acid + phenylacetic acid
-
-
-
?
penicillin G + H2O
6-aminopenicillanic acid + phenylacetic acid
-
-
-
-
?
penicillin G + H2O
6-aminopenicillanic acid + phenylacetic acid
-
-
-
-
r
penicillin G + H2O
6-aminopenicillanic acid + phenylacetic acid
-
enzyme specific for penicillin G
-
-
?
penicillin G + H2O
6-aminopenicillanic acid + phenylacetic acid
-
function in nature not fully understood, possibly functions to degrade phenylacetylated compounds in order to generate phenylacetic acid which can be used as carbon source
-
-
?
penicillin G + H2O
6-aminopenicillanic acid + phenylacetic acid
-
-
-
-
?
penicillin G + H2O
6-aminopenicillanic acid + phenylacetic acid
-
-
-
-
-
penicillin G + H2O
6-aminopenicillanic acid + phenylacetic acid
-
-
-
?
penicillin G + H2O
6-aminopenicillanic acid + phenylacetic acid
-
-
-
-
?
penicillin G + H2O
6-aminopenicillanic acid + phenylacetic acid
-
-
-
?
penicillin G + H2O
6-aminopenicillanic acid + phenylacetic acid
-
-
-
-
?
penicillin G + H2O
6-aminopenicillanic acid + phenylacetic acid
-
-
-
-
r
penicillin G + H2O
6-aminopenicillanic acid + phenylacetic acid
-
-
-
?
penicillin G + H2O
6-aminopenicillanic acid + phenylacetic acid
Q0R3W5
-
-
-
?
penicillin G + H2O
phenylacetate + 6-aminopenicillanate
penicillin G acylases preferentially hydrolyze penicillin G, i.e. benzylpenicillin
-
-
?
penicillin G + H2O
phenylacetate + 6-aminopenicillanate
-
-
-
?
penicillin G + H2O
phenylacetic acid + 6-aminopenicillanate
-
-
product detection by reaction with substrate 6-nitro-3-(phenylacetamido)benzoic acid
-
?
penicillin G + H2O
phenylacetic acid + 6-aminopenicillanate
-
-
-
-
?
penicillin G + H2O
phenylacetic acid + 6-aminopenicillanate
-
-
-
?
penicillin G + H2O
phenylacetic acid + 6-aminopenicillanate
-
-
detection by reaction with p-dimethyl-aminobenzaldehyde
-
?
penicillin G + H2O
phenylacetic acid + 6-aminopenicillanate
-
-
product detection by p-dimethylamine benzaldehyde
-
?
penicillin G + H2O
phenylacetic acid + 6-aminopenicillanate
-
catalysis of the reverse reaction at low pH or low water activity
-
-
r
penicillin G + H2O
phenylacetic acid + 6-aminopenicillanate
-
-
product detection by p-dimethylamine benzaldehyde
-
?
penicillin G + H2O
phenylacetic acid + 6-aminopenicillanate
-
-
-
-
?
penicillin G + H2O
phenylacetic acid + 6-aminopenicillanate
-
-
detection of product 6-aminopenicillanate by reaction with p-dimethylaminobenzaldehyde
-
?
penicillin G + H2O
phenylacetic acid + 6-aminopenicillanate
-
-
product detection by p-dimethylamine benzaldehyde
-
?
penicillin G + H2O
phenylacetic acid + 6-aminopenicillanate
-
-
product detection by p-dimethylamine benzaldehyde
-
?
penicillin G + H2O
phenylacetic acid + 6-aminopenicillanate
-
-
detection of product 6-aminopenicillanate by reaction with p-dimethylaminobenzaldehyde
-
?
penicillin G + H2O
phenylacetic acid + 6-aminopenicillanate
-
-
-
-
?
penicillin G + H2O
phenylacetic acid + 6-aminopenicillanate
-
hydrolysis of penicillin G to obtain 6-aminopenicillanate in a batch reactor
detection of product 6-aminopenicillanate by reaction with p-dimethylaminobenzaldehyde
-
?
penicillin G + H2O
phenylacetic acid + 6-aminopenicillanate
-
-
-
-
?
penicillin G + H2O
phenylacetic acid + 6-aminopenicillanate
-
hydrolysis of penicillin G to obtain 6-aminopenicillanate in a batch reactor
detection of product 6-aminopenicillanate by reaction with p-dimethylaminobenzaldehyde
-
?
penicillin K + H2O
octanoic acid + 6-aminopenicillanate
preferred substrate for the wild-type enzyme
-
-
?
penicillin V + H2O
6-aminopenicillanic acid + phenoxyacetic acid
-
-
-
-
?
penicillin V + H2O
6-aminopenicillanic acid + phenoxyacetic acid
-
poor substrate
-
-
?
penicillin V + H2O
6-aminopenicillanic acid + phenoxyacetic acid
-
poor substrate
-
-
?
penicillin V + H2O
6-aminopenicillanic acid + phenoxyacetic acid
penicillin G: negligible activity, ampicillin or amoxicillin: no activity
-
-
?
penicillin V + H2O
6-aminopenicillanic acid + phenoxyacetic acid
-
-
-
-
?
penicillin V + H2O
6-aminopenicillanic acid + phenoxyacetic acid
-
substrate of soluble and immobilized enzyme
-
-
?
penicillin V + H2O
6-aminopenicillanic acid + phenoxyacetic acid
Q0R3W5
-
-
-
?
penicillin V + H2O
6-aminopenicillanic acid + phenoxyacetic acid
-
-
-
-
?
penicillin V + H2O
a carboxylate + 6-aminopenicillanate
-
involvement of serine and tryptophan in the enzyme activity
-
-
?
penicillin-G + H2O
6-aminopenicillanic acid + phenylacetic acid
-
-
-
-
?
phenylacetylglycine + 6-aminopenicillanic acid
penicillin G + glycine
-
-
-
r
phenylacetylglycine + 6-aminopenicillanic acid
penicillin G + glycine
-
-
-
r
additional information
?
-
-
substrate specificity with phenylacetyl p-substituted anilides, overview
-
-
-
additional information
?
-
-
overview on best substrates for similar organisms
-
-
-
additional information
?
-
-
autoproteolytic processing of the alpha and beta subunit
-
-
-
additional information
?
-
-
no activity with cephapirin, cefotaximen cephalosporin, and penicillin N
-
-
-
additional information
?
-
-
no activity with n-heptylpenicillin, 2-(phenylthio)-ethylpenicillin, dimethoxyphenylpenicillin, and 5-methyl-3-phenyl-4-isoxazolylpenicillin
-
-
-
additional information
?
-
-
no activity with n-heptylpenicillin, 2-(phenylthio)-ethylpenicillin, dimethoxyphenylpenicillin, and 5-methyl-3-phenyl-4-isoxazolylpenicillin
-
-
-
additional information
?
-
-
no activity in hydrolysis of conjugated bile salts
-
-
-
additional information
?
-
substrate specificity, overview. No activity with ampicillin, amoxicillin, or cephalosporin. Penicillin G is a poor substrate
-
-
-
additional information
?
-
-
overview on best substrates for similar organisms
-
-
-
additional information
?
-
-
intracellular proteolysis in the cytoplasm is one of the important steps that limit the yield of active penicillin amidase from the translational product pre-pro-peniciliin amidase. Glucose and temperature are important parameters, determining the degradation rate of the proteolytically sensitive pre-pro-penicillin amidase
-
?
additional information
?
-
-
penicillin acylase is able to both hydrolyze and synthesize beta-lactam antibiotics
-
-
-
additional information
?
-
the acylase shows a marked preference for penicillin K over penicillin G, substrate specificity, overview
-
-
-
additional information
?
-
-
the acylase shows a marked preference for penicillin K over penicillin G, substrate specificity, overview
-
-
-
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
NATURAL SUBSTRATES
NATURAL PRODUCTS
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
penicillin V + H2O
6-aminopenicillanic acid + phenoxyacetic acid
-
substrate of soluble and immobilized enzyme
-
-
?
benzylpenicillin + H2O
phenylacetic acid + 6-aminopenicillanate
-
-
-
-
?
benzylpenicillin + H2O
phenylacetic acid + 6-aminopenicillanate
-
highly specific
-
-
?
benzylpenicillin + H2O
phenylacetic acid + 6-aminopenicillanate
-
highly specific
-
-
?
penicillin G + H2O
6-aminopenicillanic acid + phenyl acetic acid
D5M8S0
penicillin G acylase is a type II penicillin acylase
-
-
?
penicillin G + H2O
6-aminopenicillanic acid + phenyl acetic acid
-
-
-
-
?
penicillin G + H2O
6-aminopenicillanic acid + phenylacetic acid
-
-
-
-
?
penicillin G + H2O
6-aminopenicillanic acid + phenylacetic acid
-
enzyme specific for penicillin G
-
-
?
penicillin G + H2O
6-aminopenicillanic acid + phenylacetic acid
-
function in nature not fully understood, possibly functions to degrade phenylacetylated compounds in order to generate phenylacetic acid which can be used as carbon source
-
-
?
penicillin G + H2O
6-aminopenicillanic acid + phenylacetic acid
-
-
-
-
?
penicillin G + H2O
6-aminopenicillanic acid + phenylacetic acid
-
-
-
-
-
penicillin G + H2O
phenylacetate + 6-aminopenicillanate
P07941
-
-
-
?
penicillin G + H2O
phenylacetic acid + 6-aminopenicillanate
-
-
-
-
?
penicillin G + H2O
phenylacetic acid + 6-aminopenicillanate
-
catalysis of the reverse reaction at low pH or low water activity
-
-
r
penicillin G + H2O
phenylacetic acid + 6-aminopenicillanate
-
-
-
-
?
penicillin G + H2O
phenylacetic acid + 6-aminopenicillanate
-
-
-
-
?
penicillin G + H2O
phenylacetic acid + 6-aminopenicillanate
-
-
-
-
?
penicillin G + H2O
phenylacetic acid + 6-aminopenicillanate
-
-
-
-
?
penicillin G + H2O
phenylacetic acid + 6-aminopenicillanate
-
-
-
-
?
penicillin G + H2O
phenylacetic acid + 6-aminopenicillanate
-
-
-
-
?
additional information
?
-
-
autoproteolytic processing of the alpha and beta subunit
-
-
-
additional information
?
-
-
intracellular proteolysis in the cytoplasm is one of the important steps that limit the yield of active penicillin amidase from the translational product pre-pro-peniciliin amidase. Glucose and temperature are important parameters, determining the degradation rate of the proteolytically sensitive pre-pro-penicillin amidase
-
?
additional information
?
-
-
penicillin acylase is able to both hydrolyze and synthesize beta-lactam antibiotics
-
-
-
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
additional information
additional information
-
2.5 mM CaCl2 in the medium is optimal for enzyme production
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
2,3-Butanedione
-
50 mM, 78% loss of activity, benzylpenicillin or phenylacetate protects
8-hydroxyquinoline
-
complexed with zinc, reactivation by addition of ZnSO4, MnSO4, MgSO4, CoSO4, FeSO4
Phenylglyoxal
-
20 mM, 82% loss of activity, benzylpenicillin or phenylacetate protects
phenylmethanesulfonic acid N-hydroxysuccinimide ester
-
reactivation by incubation with 6-aminopenicillanic acid or proteins from E. coli
Phenylmethylsulfonyl azide
-
reactivation by incubation with 6-aminopenicillanic acid or proteins from E. coli
Phenylmethylsulfonyl chloride
-
reactivation by incubation with 6-aminopenicillanic acid or proteins from E. coli
PMSF
-
irreversible, used for active site titrations of the cross-linked enzyme aggregates
[bmim]dca
-
the enzyme activity in 25% [bmim]dca is 1.6fold than activity in water. The enzyme activity is decreased in higher concentration of [bmim]dca
phenylmethylsulfonyl fluoride
-
reactivation by incubation with 6-aminopenicillanic acid or proteins from E. coli
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
Chloroform
-
cell-bound PVA activity shows an eightfold increase upon treatment with chloroform at 0.005 ml/mg dry biomass for 10 min upon permeabilization
Dichloromethane
-
enhances the enzyme activity up to 2fold upon permeabilization
Diethyl ether
-
cell-bound PVA activity shows an eightfold increase upon treatment with diethylether at 0.010 ml/mg dry biomass for 45 min upon permeabilization
ethyl acetate
-
enhances the enzyme activity up to 4fold upon permeabilization
hexane
-
enhances the enzyme activity up to 2fold upon permeabilization
Toluene
-
enhances the enzyme activity up to 6fold upon permeabilization
[bmim]dca
-
the enzyme activity in 25% [bmim]dca is 1.6fold than activity in water. The enzyme activity is decreased in higher concentration of [bmim]dca
additional information
-
addition of chemically synthesized fragments of the pro-peptide to purified mature enzyme increases its specific activity up to 2.3fold
-
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
0.0083
6-nitro-3-(phenylacetamido)-benzoic acid
pH 7.4, 37°C, recombinant enzyme
0.00051
N-(5-nitro-2-pyridyl)-phenylacetamide
-
25°C, pH 7.0, 10% dimethylsulfoxide
0.000012
phenylacetyl-7-amido-4-methylcoumarin
-
25°C, pH 7.0, 10% dimethylsulfoxide
0.00614
2-nitro-5-[(phenyl-acetyl)amino]benzoic acid
-
pH 7.0, 25°C, mutant N241G
0.0102
2-nitro-5-[(phenyl-acetyl)amino]benzoic acid
-
pH 7.0, 25°C, mutant N241S
0.0005
2-nitro-5-[(phenylacetyl)amino]-benzoic acid
-
alphaF146Y mutant protein, pH 7.5, 25°C
0.026
2-nitro-5-[(phenylacetyl)amino]-benzoic acid
-
wild type protein, pH 7.5, 25°C
0.098
2-nitro-5-[(phenylacetyl)amino]-benzoic acid
-
betaF24A mutant protein, pH 7.5, 25°C
0.116
2-nitro-5-[(phenylacetyl)amino]-benzoic acid
-
alphaF146A mutant protein, pH 7.5, 25°C
0.272
2-nitro-5-[(phenylacetyl)amino]-benzoic acid
-
alphaF146Q mutant protein, pH 7.5, 25°C
0.386
2-nitro-5-[(phenylacetyl)amino]-benzoic acid
-
alphaF146R mutant protein, pH 7.5, 25°C
0.551
2-nitro-5-[(phenylacetyl)amino]-benzoic acid
-
betaF24S mutant protein, pH 7.5, 25°C
0.797
2-nitro-5-[(phenylacetyl)amino]-benzoic acid
-
betaF24P mutant protein, pH 7.5, 25°C
0.07
5-nitro-3-[(phenylacetyl)amino]benzoic acid
-
pH 7.5, 25°C, native enzyme
0.14
5-nitro-3-[(phenylacetyl)amino]benzoic acid
-
pH 7.5, 25°C, fresh immobilized cross-linked enzyme aggregates
0.23
5-nitro-3-[(phenylacetyl)amino]benzoic acid
-
pH 7.5, 25°C, mature immobilized cross-linked enzyme aggregates
0.012
6-nitro-3-phenylacetamidobenzoic acid
-
pH 7.5, 25°C, enzyme form PA5.3
0.017
6-nitro-3-phenylacetamidobenzoic acid
-
pH 7.5, 25°C, enzyme form PA5.5
0.000015
6-nitro-3-[(phenylacetyl)amino]benzoic acid
-
25°C, pH 7.0, 10% dimethylsulfoxide
0.004
6-nitro-3-[(phenylacetyl)amino]benzoic acid
pH 7.0, 30°C
0.027
6-nitro-3-[(phenylacetyl)amino]benzoic acid
pH 8.0, 37°C
0.008
benzylpenicillin
-
pH 7.5, 25°C, mutant enzyme T206G and wild-type enzyme
0.061
benzylpenicillin
-
pH 7.5, 40°C, presence of 50 mM 2,3-butanedione
0.646
D-2-nitro-5-[(phenylacetyl)amino]benzoic acid
pH 7.0, 30°C
0.051
penicillin G
-
enzyme modified with 2-hydroxy 5-nitrobenzylbromide
44.4
penicillin G
pH 5.5, 65°C, recombinant mutant L188F/L24F/I57F
0.1
penicillin K
pH 5.5, 65°C, recombinant mutants L188F and S189F
0.15
penicillin K
pH 5.5, 65°C, recombinant mutant L188F/L24F/I57F
additional information
additional information
-
temperature dependence of Km-value for (R)- and (S)p-hydroxyphenylglycineamide
-
additional information
additional information
-
Michaelis-Menten kinetics
-
additional information
additional information
-
kinetic results on the hydrolysis of a series of 4-substituted anilides catalyzed by penicillin G acylase from Alcaligenes faecalis
-
additional information
additional information
Michaelis–Menten kinetics
-
additional information
additional information
kinetics, overview
-
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
18
2-nitro-5-[(phenylacetyl)amino]-benzoic acid
-
pH 7.0, 30°C, analysis of complex kinetic parameters alpha, beta, gamma
58.3
6-nitro-3-(phenylacetamido)-benzoic acid
pH 7.4, 37°C, recombinant enzyme
7.8
N-(5-nitro-2-pyridyl)-phenylacetamide
-
25°C, pH 7.0, 10% dimethylsulfoxide
3.2
phenylacetyl-7-amido-4-methylcoumarin
-
25°C, pH 7.0, 10% dimethylsulfoxide
additional information
additional information
-
temperature dependence of turnover-numer for R- and S-p-hydroxyphenylglycineamide
-
0.204
2-nitro-5-[(phenyl-acetyl)amino]benzoic acid
-
pH 7.0, 25°C, mutant N241S
0.354
2-nitro-5-[(phenyl-acetyl)amino]benzoic acid
-
pH 7.0, 25°C, mutant N241G
15
2-nitro-5-[(phenyl-acetyl)amino]benzoic acid
-
pH 7.0, 25°C, wild-type enzyme
29
4-Hydroxyphenylacetamide
pH 7.0, 30°C, analysis of complex kinetic parameters alpha, beta, gamma
47
4-Hydroxyphenylacetamide
-
pH 7.0, 30°C, analysis of complex kinetic parameters alpha, beta, gamma
0.9
5-nitro-3-[(phenylacetyl)amino]benzoic acid
-
pH 7.5, 25°C, fresh immobilized cross-linked enzyme aggregates
1
5-nitro-3-[(phenylacetyl)amino]benzoic acid
-
pH 7.5, 25°C, mature immobilized cross-linked enzyme aggregates
1.2
5-nitro-3-[(phenylacetyl)amino]benzoic acid
-
pH 7.5, 25°C, native enzyme
77
6-nitro-3-phenylacetamidobenzoic acid
-
pH 7.5, 25°C, enzyme form PA5..5
82
6-nitro-3-phenylacetamidobenzoic acid
-
pH 7.5, 25°C, enzyme form PA5..3
16
6-nitro-3-[(phenylacetyl)amino]benzoic acid
-
pH 10.0, 25°C, ionic strength 0.12 M
20
6-nitro-3-[(phenylacetyl)amino]benzoic acid
-
25°C, pH 7.0, 10% dimethylsulfoxide
24
6-nitro-3-[(phenylacetyl)amino]benzoic acid
pH 7.0, 30°C, analysis of complex kinetic parameters alpha, beta, gamma
26
6-nitro-3-[(phenylacetyl)amino]benzoic acid
-
pH 9.1, 25°C, ionic strength 0.12 M
27
6-nitro-3-[(phenylacetyl)amino]benzoic acid
-
pH 8.0, 25°C, ionic strength 0.12 M
68.8
6-nitro-3-[(phenylacetyl)amino]benzoic acid
pH 8.0, 37°C
12
D-2-nitro-5-[(phenylacetyl)amino]benzoic acid
pH 7.0, 30°C, analysis of complex kinetic parameters alpha, beta, gamma
14
D-2-nitro-5-[(phenylacetyl)amino]benzoic acid
-
pH 7.0, 30°C, analysis of complex kinetic parameters alpha, beta, gamma
2 - 8
D-4-hydroxyphenylglycine amide
-
pH 7.0, 30°C, analysis of complex kinetic parameters alpha, beta, gamma
16
D-4-hydroxyphenylglycine amide
pH 7.0, 30°C, analysis of complex kinetic parameters alpha, beta, gamma
25
D-phenylglycine amide
pH 7.0, 30°C, analysis of complex kinetic parameters alpha, beta, gamma
57
D-phenylglycine amide
-
pH 7.0, 30°C, analysis of complex kinetic parameters alpha, beta, gamma
0.13
penicillin G
pH 5.5, 65°C, recombinant mutant L188F/L24F/I57F
63
penicillin G
-
unmodified enzyme, enzyme modified with N-bromosuccinamide or enzyme modified with 2-hydroxy 5-nitrobenzylbromide
1.43
penicillin K
pH 5.5, 65°C, recombinant mutant L188F/L24F/I57F
23
phenylacetamide
pH 7.0, 30°C, analysis of complex kinetic parameters alpha, beta, gamma
46
phenylacetamide
-
pH 7.0, 30°C, analysis of complex kinetic parameters alpha, beta, gamma
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
kcat/KM VALUE [1/mMs-1]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
7024
6-nitro-3-(phenylacetamido)-benzoic acid
pH 7.4, 37°C, recombinant enzyme