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Information on EC 3.5.1.11 - penicillin amidase
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3.5.1.11 penicillin amidaseSpecify your search results
Word Map
- 3.5.1.11
-
6-aminopenicillanic
-
phenylacetic
-
biocatalyst
- anandamide
- acylases
- cannabinoids
- cephalosporin
- synthesis
-
megaterium
-
endocannabinoids
-
binuclear
- alcaligenes
- cephalexin
-
kluyvera
-
semi-synthetic
-
phenylacetylated
- dihydroorotase
- l-asparagine
-
3.5.1.1
- allantoinase
- dihydropyrimidinase
- acyl-enzyme
- hydantoinase
- lactonase
- rettgeri
-
eupergit
- amoxicillin
- asparaginase
- sphaericus
- phosphotriesterase
-
phenoxyacetic
- providencia
-
aminoacylase
- hydantoin
-
7-aminocephalosporanic
- dihydrouracil
-
cleas
- n-acylethanolamines
- pharmacology
- industry
The expected taxonomic range for this enzyme is: Bacteria, Archaea, Eukaryota
Synonyms
ACPGA001 PGA, AfPGA, alpha-acylamino-beta-lactam acylhydrolase, amidase, amidohydrolase, ampicillin acylase, AuAAC, benzylpenicillin acylase, BmPGA, Eca3205, 
more
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SYNONYM 
ORGANISM
UNIPROT
COMMENTARY 
LITERATURE
alpha-acylamino-beta-lactam acylhydrolase
-
-
-
-
amidase
amidohydrolase
ampicillin acylase
-
-
-
-
benzylpenicillin acylase
-
-
-
-
Eca3205
maPGA
novozym 217
-
-
-
-
PA
PAC
penicillin acylase
penicillin amidase
Penicillin amidohydrolase
penicillin G acylase
Penicillin G amidase
Penicillin G amidohydrolase
-
-
-
-
penicillin V acylase
Penicillin V amidase
-
-
-
-
PGA
PVA
semacylase
-
-
-
-
additional information
penicillin acylase
-
-
-
-
penicillin acylase
-
Bsh3 and, to a lesser extent, Bsh2 and Bsh4 have a acylase activity of penicillin V, also activities toward penicillin G, ketocaproyl-homoserine lactone, and oxooctanoyl-homoserine lactone
penicillin acylase
-
Bsh3 and, to a lesser extent, Bsh2 and Bsh4 have a acylase activity of penicillin V, also activities toward penicillin G, ketocaproyl-homoserine lactone, and oxooctanoyl-homoserine lactone
-
penicillin amidase
-
belongs to the family of N-terminal nucleophile hydrolases acting on carbon nitrogen bonds in linear amides
Penicillin amidohydrolase
-
-
-
-
penicillin G acylase
-
-
-
-
penicillin G acylase
-
-
penicillin G acylase
-
-
Penicillin G amidase
-
-
-
-
penicillin V acylase
-
-
-
-
additional information
-
the enzyme belongs to the N-terminal-nucleophile superfamily
additional information
-
PVA is a member of the N-terminal nucleophile, Ntn, hydrolase superfamily
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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 SOURCE
PATHWAYS
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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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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-phenylacetamidobenzoic acid + H2O
phenylacetate + 2-aminobenzoic acid
-
-
-
-
?
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-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
-
-
-
-
?
3-phenylacetamidobenzoic acid + H2O
phenylacetate + 3-aminobenzoic 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-deacetoxycephalosporanic acid + phenylacetic acid
deacetoxycephalosporin G + H2O
-
-
-
-
?
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
?
-
-
-
?
aculeacin A + H2O
?
recombinant enzyme
-
-
?
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
-
-
?
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 + D-phenylglycine
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 C + H2O
7-aminocephalosporanic acid + (R)-2-aminohexadioic acid
Acinetobacter sp. AP24
-
2.4% of the activity compared to penicillin V
-
-
?
cephalosporin G + H2O
7-amino-desacetoxycephalosporanic acid + phenylacetic acid
-
-
-
-
?
cephalosporin G + H2O
7-aminodeacetoxycephalosporanate + 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 V + H2O
6-aminopenicillanate + phenylacetate
the conversion yields of 6-aminopenicillanate catalyzed by mutant enzyme T63S/S110C/N198Y reaches 98% with 20% (w/v) penicillin V as substrate, which is significantly higher than that of the wild-type enzyme (85%). The enhancement of specific activity of mutant enzyme is probably attributed to the changes in the number of hydrogen bonds within the molecules
-
-
?
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-(phenoxyacetamido)-benzoic acid + H2O
5-amino-2-nitrobenzoic acid + phenoxyacetate
-
-
-
?
2-nitro-5-(phenoxyacetamido)-benzoic acid + H2O
5-amino-2-nitrobenzoic acid + phenoxyacetate
-
-
-
?
2-nitro-5-(phenoxyacetamido)-benzoic acid + H2O
5-amino-2-nitrobenzoic acid + phenoxyacetate
-
-
-
?
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
Providencia rettgeri PX04
-
-
-
?
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
-
-
-
?
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-(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-(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-(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-(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
amoxicillin + H2O
D-4-hydroxyphenylglycine amide + 6-aminopenicillanic acid
-
-
-
-
r
amoxicillin + H2O
D-4-hydroxyphenylglycine amide + 6-aminopenicillanic acid
-
-
-
?
amoxicillin + H2O
D-4-hydroxyphenylglycine amide + 6-aminopenicillanic acid
Providencia rettgeri PX04
-
-
-
?
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
Priestia megaterium 14945
-
highly specific
-
-
?
benzylpenicillin + H2O
phenylacetic acid + 6-aminopenicillanate
Priestia megaterium 14945
-
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 + D-phenylglycine
Pseudomonas melanogenum
-
-
-
-
?
cephalexin + H2O
7-amino-3-methyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid + D-phenylglycine
-
-
-
?
cephalexin + H2O
7-aminodesacetoxycephalosporanic acid + D-phenylglycine
-
-
-
-
?
cephalexin + H2O
7-aminodesacetoxycephalosporanic acid + D-phenylglycine
-
-
-
-
?
cephalexin + H2O
7-aminodesacetoxycephalosporanic acid + D-phenylglycine
-
-
-
r
cephalexin + H2O
7-aminodesacetoxycephalosporanic acid + D-phenylglycine
-
-
-
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
-
-
-
-
?
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
N-phenylacetyl-alpha-homophenylalanine + H2O
homophenylalanine + phenylacetate
experimentally determined E-value (enantioselectivity) towards racemic mixtures of alpha- and beta-amino acids: 80
-
-
?
N-phenylacetyl-alpha-homophenylalanine + H2O
homophenylalanine + phenylacetate
experimentally determined E-value (enantioselectivity) towards racemic mixtures of alpha- and beta-amino acids: 80
-
-
?
N-phenylacetyl-alpha-isoleucine + H2O
isoleucine + phenylacetate
experimentally determined E-value (enantioselectivity) towards racemic mixtures of alpha- and beta-amino acids: 80
-
-
?
N-phenylacetyl-alpha-isoleucine + H2O
isoleucine + phenylacetate
experimentally determined E-value (enantioselectivity) towards racemic mixtures of alpha- and beta-amino acids: 80
-
-
?
N-phenylacetyl-alpha-leucine + H2O
leucine + phenylacetate
experimentally determined E-value (enantioselectivity) towards racemic mixtures of alpha- and beta-amino acids: 80
-
-
?
N-phenylacetyl-alpha-leucine + H2O
leucine + phenylacetate
experimentally determined E-value (enantioselectivity) towards racemic mixtures of alpha- and beta-amino acids: 80
-
-
?
N-phenylacetyl-alpha-phenylalanine + H2O
phenylalanine + phenylacetate
experimentally determined E-value (enantioselectivity) towards racemic mixtures of alpha- and beta-amino acids: 90
-
-
?
N-phenylacetyl-alpha-phenylalanine + H2O
phenylalanine + phenylacetate
experimentally determined E-value (enantioselectivity) towards racemic mixtures of alpha- and beta-amino acids: 90
-
-
?
N-phenylacetyl-alpha-tert-leucine + H2O
tert-leucine + phenylacetate
experimentally determined E-value (enantioselectivity) towards racemic mixtures of alpha- and beta-amino acids: 105
-
-
?
N-phenylacetyl-alpha-tert-leucine + H2O
tert-leucine + phenylacetate
experimentally determined E-value (enantioselectivity) towards racemic mixtures of alpha- and beta-amino acids: 75
-
-
?
N-phenylacetyl-beta-homoleucine + H2O
beta-homoleucine + phenylacetate
experimentally determined E-value (enantioselectivity) towards racemic mixtures of alpha- and beta-amino acids: 85
-
-
?
N-phenylacetyl-beta-homoleucine + H2O
beta-homoleucine + phenylacetate
experimentally determined E-value (enantioselectivity) towards racemic mixtures of alpha- and beta-amino acids: 55
-
-
?
N-phenylacetyl-beta-leucine + H2O
beta-leucine + phenylacetate
experimentally determined E-value (enantioselectivity) towards racemic mixtures of alpha- and beta-amino acids: 68
-
-
?
N-phenylacetyl-beta-leucine + H2O
beta-leucine + phenylacetate
experimentally determined E-value (enantioselectivity) towards racemic mixtures of alpha- and beta-amino acids: 60
-
-
?
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 dihydroF + H2O
6-aminopenicillanic acid + hexanoic acid
-
-
-
-
?
penicillin dihydroF + H2O
6-aminopenicillanic acid + hexanoic acid
-
-
-
?
penicillin dihydroF + H2O
6-aminopenicillanic acid + hexanoic acid
Streptomyces lavendulae subsp. lavendulae ATCC 13664
-
-
-
?
penicillin F + H2O
6-aminopenicillanic acid + (3E)-hex-3-enoic acid
-
-
-
-
?
penicillin F + H2O
6-aminopenicillanic acid + (3E)-hex-3-enoic acid
-
-
-
?
penicillin F + H2O
6-aminopenicillanic acid + (3E)-hex-3-enoic acid
Streptomyces lavendulae subsp. lavendulae ATCC 13664
-
-
-
?
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
-
-
-
?
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
-
-
-
?
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
-
-
-
-
?
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
-
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
phenylacetate + 6-aminopenicillanate
penicillin G acylases preferentially hydrolyze penicillin G, i.e. benzylpenicillin
-
-
?
penicillin G + H2O
phenylacetate + 6-aminopenicillanate
-
-
-
?
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
-
-
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
-
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
Mucor griseocyanus H/55.1.1
-
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
-
-
-
?
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
Priestia megaterium ATCC 14945
-
-
product detection by p-dimethylamine benzaldehyde
-
?
penicillin G + H2O
phenylacetic acid + 6-aminopenicillanic acid
-
-
-
?
penicillin G + H2O
phenylacetic acid + 6-aminopenicillanic acid
-
-
-
?
penicillin G + H2O
phenylacetic acid + 6-aminopenicillanic acid
Streptomyces lavendulae subsp. lavendulae ATCC 13664
-
-
-
?
penicillin K + H2O
octanoic acid + 6-aminopenicillanate
-
-
-
?
penicillin K + H2O
octanoic acid + 6-aminopenicillanate
Streptomyces lavendulae subsp. lavendulae ATCC 13664
-
-
-
?
penicillin K + H2O
octanoic acid + 6-aminopenicillanate
preferred substrate for the wild-type enzyme
-
-
?
penicillin V + H2O
6-aminopenicillanic acid + phenoxyacetic acid
Acinetobacter sp. AP24
-
the enzyme is highly specific towards penicillin V
-
-
?
penicillin V + H2O
6-aminopenicillanic acid + phenoxyacetic acid
-
-
-
-
?
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
-
-
-
?
penicillin V + H2O
6-aminopenicillanic acid + phenoxyacetic acid
-
-
-
-
?
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
Priestia megaterium 14945
-
poor substrate
-
-
?
penicillin V + H2O
6-aminopenicillanic acid + phenoxyacetic acid
-
substrate of soluble and immobilized enzyme
-
-
?
penicillin V + H2O
6-aminopenicillanic acid + phenoxyacetic acid
-
-
-
?
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 V + H2O
phenoxyacetate + 6-aminopenicillinate
-
specific for penicillin V
-
-
?
penicillin V + H2O
phenoxyacetate + 6-aminopenicillinate
-
-
-
?
penicillin V + H2O
phenoxyacetate + 6-aminopenicillinate
Streptomyces lavendulae subsp. lavendulae ATCC 13664
-
-
-
?
penicillin-G + H2O
6-aminopenicillanic acid + phenylacetic acid
-
-
-
-
?
phenylacetamide + 6-aminopenicillanic acid
?
-
-
-
r
phenylacetylglycine + 6-aminopenicillanic acid
penicillin G + glycine
-
-
-
r
phenylacetylglycine + 6-aminopenicillanic acid
penicillin G + glycine
-
-
-
r
additional information
?
-
Acinetobacter sp. AP24
-
no activity with cefaclor, cephalexin, ampicillin, dicloxacillin or cephalosporin G
-
-
?
additional information
?
-
-
substrate specificity with phenylacetyl p-substituted anilides, overview
-
-
?
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
?
-
-
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
?
-
-
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
?
-
Priestia megaterium 14945
-
no activity with n-heptylpenicillin, 2-(phenylthio)-ethylpenicillin, dimethoxyphenylpenicillin, and 5-methyl-3-phenyl-4-isoxazolylpenicillin
-
-
?
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
-
-
?
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NATURAL SUBSTRATE
NATURAL 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
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
Priestia megaterium 14945
-
highly specific
-
-
?
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
-
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
phenylacetate + 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
-
catalysis of the reverse reaction at low pH or low water activity
-
-
r
penicillin G + H2O
phenylacetic acid + 6-aminopenicillanate
Priestia megaterium ATCC 14945
-
-
-
-
?
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
?
-
-
autoproteolytic processing of the alpha and beta subunit
-
-
?
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
Na+
activity is slightly enhanced at 0.6 M NaCl, reaches 100% activity at 1 M NaCl, and is gradually inhibited by higher NaCl concentrations, retaining 60% activity at 3 M NaCl
additional information
additional information
-
2.5 mM CaCl2 in the medium is optimal for enzyme production
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INHIBITOR
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
Na+
activity is slightly enhanced at 0.6 M NaCl, reaches 100% activity at 1 M NaCl, and is gradually inhibited by higher NaCl concentrations, retaining 60% activity at 3 M NaCl
penicillin G
the enzyme is covalently immobilized on aminopropyl functionalized mesocellular foam silica and is further cross-linked using glutaraldehyde without deactivation and upto 95% efficiency. The resulting biocatalyst demonstrates improved resistance to the substrate and product inhibition
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
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ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
2-butanone
5% (v/v), 30 min at room temperature, 1.74fold activation
acetonitrile
5% (v/v), 30 min at room temperature, 1.65fold activation
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
Isopropanol
5% (v/v), 30 min at room temperature, 1.95fold activation
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
-
ethyl acetate
-
enhances the enzyme activity up to 4fold upon permeabilization
ethyl acetate
5% (v/v), 30 min at room temperature, 1.47fold activation
hexane
-
enhances the enzyme activity up to 2fold upon permeabilization
hexane
5% (v/v), 30 min at room temperature, 1.13fold activation
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DISEASE
TITLE OF PUBLICATION
LINK TO PUBMED
Aspartylglucosaminuria
Regional distribution of glycoasparagine storage material in the brain in aspartylglycosaminuria.
Bacterial Infections
Crystal structure of penicillin G acylase from the Bro1 mutant strain of Providencia rettgeri.
Brain Diseases
Syntheses, in vitro urease inhibitory activities of urea and thiourea derivatives of tryptamine, their molecular docking and cytotoxic studies.
Burkitt Lymphoma
The effect of Yarrowia lipolytical-asparaginase on apoptosis induction and inhibition of growth in Burkitt's lymphoma Raji and acute lymphoblastic leukemia MOLT-4 cells.
Canavan Disease
Brain N-acetylaspartate as a molecular water pump and its role in the etiology of Canavan disease: a mechanistic explanation.
Canavan Disease
Purification, characterization, and localization of aspartoacylase from bovine brain.
Carcinoma
Asah2 Represses the p53-Hmox1 Axis to Protect Myeloid-Derived Suppressor Cells from Ferroptosis.
Dehydration
Improved X-ray diffraction from Bacillus megaterium penicillin G acylase crystals through long cryosoaking dehydration.
Glioma
Anandamide metabolism by fatty acid amide hydrolase in intact C6 glioma cells. Increased sensitivity to inhibition by ibuprofen and flurbiprofen upon reduction of extra- but not intracellular pH.
Glioma
Synthesis and characterization of diazomethylarachidonyl ketone: an irreversible inhibitor of N-arachidonylethanolamine amidohydrolase.
Hepatic Encephalopathy
Syntheses, in vitro urease inhibitory activities of urea and thiourea derivatives of tryptamine, their molecular docking and cytotoxic studies.
Infections
Toward Photopharmacological Antimicrobial Chemotherapy Using Photoswitchable Amidohydrolase Inhibitors.
Kidney Calculi
Syntheses, in vitro urease inhibitory activities of urea and thiourea derivatives of tryptamine, their molecular docking and cytotoxic studies.
Lymphoma, Non-Hodgkin
The effect of Yarrowia lipolytical-asparaginase on apoptosis induction and inhibition of growth in Burkitt's lymphoma Raji and acute lymphoblastic leukemia MOLT-4 cells.
Neoplasms
Assay and purification of omega-amidase/Nit2, a ubiquitously expressed putative tumor suppressor, that catalyzes the deamidation of the alpha-keto acid analogues of glutamine and asparagine.
Neoplasms
Discovery of a Thiadiazole-Pyridazine-Based Allosteric Glutaminase 1 Inhibitor Series That Demonstrates Oral Bioavailability and Activity in Tumor Xenograft Models.
Neuroblastoma
Purification and characterization of a nicotinamide deamidase released into the growth medium of neuroblastoma in vitro.
Paratuberculosis
Directed Evolution of a Quorum-Quenching Lactonase from Mycobacterium avium subsp. paratuberculosis K-10 in the Amidohydrolase Superfamily.
Peptic Ulcer
Syntheses, in vitro urease inhibitory activities of urea and thiourea derivatives of tryptamine, their molecular docking and cytotoxic studies.
Precursor Cell Lymphoblastic Leukemia-Lymphoma
Construction of expression systems for Escherichia coli asparaginase II and two-step purification of the recombinant enzyme from periplasmic extracts.
Precursor Cell Lymphoblastic Leukemia-Lymphoma
Interaction of alpha 2-macroglobulin with L-asparaginase.
Precursor Cell Lymphoblastic Leukemia-Lymphoma
Marine microbial L-asparaginase: Biochemistry, molecular approaches and applications in tumor therapy and in food industry.
Precursor Cell Lymphoblastic Leukemia-Lymphoma
Optimization of culture conditions and bench-scale production of anticancer enzyme L-asparaginase by submerged fermentation from Aspergillus terreus CCT 7693.
Precursor Cell Lymphoblastic Leukemia-Lymphoma
Poly (lactic-co-glycolic acid) nanospheres allow for high l-asparaginase encapsulation yield and activity.
Precursor Cell Lymphoblastic Leukemia-Lymphoma
The effect of Yarrowia lipolytical-asparaginase on apoptosis induction and inhibition of growth in Burkitt's lymphoma Raji and acute lymphoblastic leukemia MOLT-4 cells.
Tuberculosis
Purification, characterization, and genetic analysis of Mycobacterium tuberculosis urease, a potentially critical determinant of host-pathogen interaction.
Tuberculosis
Structural and functional determination of homologs of the Mycobacterium tuberculosis N-acetylglucosamine-6-phosphate deacetylase (NagA).
Whooping Cough
Endogenous cannabinoid anandamide directly inhibits voltage-dependent Ca(2+) fluxes in rabbit T-tubule membranes.
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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
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
0.9919
2-nitro-5-[(phenylacetyl)amino]-benzoic acid
pH 7.0, 30°C, soluble enzyme
7.9
2-nitro-5-[(phenylacetyl)amino]-benzoic acid
pH 7.0, 30°C, poly-lysine supported cross-linked enzyme aggregates
30.39
2-nitro-5-[(phenylacetyl)amino]-benzoic acid
pH 7.0, 30°C, cross-linked enzyme aggregates
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
0.0083
6-nitro-3-(phenylacetamido)-benzoic acid
pH 7.4, 37°C, recombinant enzyme
0.0197
6-nitro-3-(phenylacetamido)-benzoic acid
-
pH and temperature not specified in the publication
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
7.31
amoxicillin
pH 7.0, 30°C, poly-lysine supported cross-linked enzyme aggregates
41.26
amoxicillin
pH 7.0, 30°C, cross-linked enzyme aggregates
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
9.1
D-4-hydroxyphenylglycine amide
pH 7.0, 30°C
1.6723
D-hydroxyphenylglycine methyl ester
pH 7.0, 30°C, soluble enzyme
-
11.74
D-hydroxyphenylglycine methyl ester
pH 7.0, 30°C, poly-lysine supported cross-linked enzyme aggregates
-
51.15
D-hydroxyphenylglycine methyl ester
pH 7.0, 30°C, cross-linked enzyme aggregates
-
0.82
penicillin dihydroF
pH 8.0, 40°C recombinant enzyme
1.39
penicillin F
pH 8.0, 40°C recombinant enzyme
0.051
penicillin G
-
enzyme modified with 2-hydroxy 5-nitrobenzylbromide
0.42
penicillin G
pH and temperature not specified in the publication
1.83
penicillin G
pH and temperature not specified in the publication
44.4
penicillin G
pH 5.5, 65°C, recombinant mutant L188F/L24F/I57F
56.19
penicillin G
-
soluble enzyme, pH and temperature not specified in the publication
58.18
penicillin G
pH 8.0, 40°C recombinant enzyme
64.84
penicillin G
-
enzyme immobilized on alginate beads, pH and temperature not specified in the publication
87.08
penicillin G
-
enzyme immobilized on alginate/chitosan hybrid beads, pH and temperature not specified in the publication
0.1
penicillin K
pH 5.5, 65°C, recombinant mutants L188F and S189F
0.14
penicillin K
pH 8.0, 40°C recombinant enzyme
0.15
penicillin K
pH 5.5, 65°C, recombinant mutant L188F/L24F/I57F
3.68
Penicillin V
pH 8.0, 40°C recombinant enzyme
26.39
Penicillin V
pH 6.0, 37°C, mutant enzyme T63S/S110C/N198Y
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
kinetics, overview
-
additional information
additional information
Michaelis–Menten kinetics
-
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
-
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TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
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
-