Information on EC 3.5.1.93 - glutaryl-7-aminocephalosporanic-acid acylase

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The expected taxonomic range for this enzyme is: Bacteria, Eukaryota

EC NUMBER
COMMENTARY hide
3.5.1.93
-
RECOMMENDED NAME
GeneOntology No.
glutaryl-7-aminocephalosporanic-acid acylase
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
(7R)-7-(4-carboxybutanamido)cephalosporanate + H2O = (7R)-7-aminocephalosporanate + glutarate
show the reaction diagram
-
-
-
-
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
hydrolysis
PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
Biosynthesis of antibiotics
-
-
Penicillin and cephalosporin biosynthesis
-
-
SYSTEMATIC NAME
IUBMB Comments
(7R)-7-(4-carboxybutanamido)cephalosporanate amidohydrolase
Forms 7-aminocephalosporanic acid, a key intermediate in the synthesis of cephem antibiotics. It reacts only weakly with cephalosporin C.
CAS REGISTRY NUMBER
COMMENTARY hide
56645-46-6
-
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
strain MTCC *491
-
-
Manually annotated by BRENDA team
strain ACY 95
-
-
Manually annotated by BRENDA team
strain ACY 95
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-
Manually annotated by BRENDA team
strain 45-8A. Activity is detected when grown at temperature below 30C, but not at higher temperatures
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-
Manually annotated by BRENDA team
strain 5-8A
-
-
Manually annotated by BRENDA team
strain SV12
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-
Manually annotated by BRENDA team
strain SV12
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-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
KAC-1
Uniprot
Manually annotated by BRENDA team
strain N 176
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-
Manually annotated by BRENDA team
N176
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-
Manually annotated by BRENDA team
isolated from an oilfield in China
UniProt
Manually annotated by BRENDA team
strain VKM B-1297
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-
Manually annotated by BRENDA team
strain BY21
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-
Manually annotated by BRENDA team
strain BY21
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-
Manually annotated by BRENDA team
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-
-
Manually annotated by BRENDA team
strain 650
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-
Manually annotated by BRENDA team
strain 650
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-
Manually annotated by BRENDA team
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-
-
Manually annotated by BRENDA team
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-
-
Manually annotated by BRENDA team
strain ATCC 950
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-
Manually annotated by BRENDA team
strain A14
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-
Manually annotated by BRENDA team
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-
-
Manually annotated by BRENDA team
strain BLO 72
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Manually annotated by BRENDA team
strain V22
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Manually annotated by BRENDA team
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
evolution
additional information
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
(5R,6R)-6-[(4-carboxybutanoyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid + H2O
?
show the reaction diagram
-
118% of the activity with glutaryl-7-aminocephalosporanic acid
-
-
?
(6R,7R)-7-[(3-carboxypropanoyl)amino]-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid + H2O
?
show the reaction diagram
-
26.9% of the activity with glutaryl-7-aminocephalosporanic acid
-
-
?
(6R,7R)-7-[(3-carboxypropanoyl)amino]-8-oxo-3-(propionyloxy)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid + H2O
?
show the reaction diagram
-
2.2% of the activity with glutaryl-7-aminocephalosporanic acid
-
-
?
(6R,7R)-7-[(4-carboxybutanoyl)amino]-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid + H2O
?
show the reaction diagram
-
111% of the activity with glutaryl-7-aminocephalosporanic acid
-
-
?
(6R,7R)-7-[(5-carboxypentanoyl)amino]-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid + H2O
?
show the reaction diagram
-
8.3% of the activity with glutaryl-7-aminocephalosporanic acid
-
-
?
(6R,7R)-7-[(5-carboxypentanoyl)amino]-8-oxo-3-(propionyloxy)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid + H2O
?
show the reaction diagram
-
6.9% of the activity with glutaryl-7-aminocephalosporanic acid
-
-
?
(7R)-7-(4-carboxybutanamido)cephalosporanate + H2O
(7R)-7-aminocephalosporanate + glutarate
show the reaction diagram
2-amino-5-[(4-nitrophenyl)amino]-5-oxopentanoic acid + H2O
?
show the reaction diagram
-
-
-
-
?
4-(glutarylamino)benzoic acid + H2O
glutarate + 4-aminobenzoate
show the reaction diagram
-
-
-
-
?
5-oxo-5-(1-phenylethoxy)pentanoic acid + H2O
glutarate + ?
show the reaction diagram
-
-
-
-
?
5-oxo-5-[(1-phenylethyl)amino]pentanoic acid + H2O
?
show the reaction diagram
-
-
-
-
?
5-[(2-methoxy-1-phenylprop-2-en-1-yl)amino]-5-oxopentanoic acid + H2O
?
show the reaction diagram
-
-
-
-
?
5-[(2-methoxy-1-phenylprop-2-en-1-yl)oxy]-5-oxopentanoic acid + H2O
?
show the reaction diagram
-
-
-
-
?
5-[(4-nitrophenyl)amino]-5-oxopentanoic acid + H2O
?
show the reaction diagram
-
-
-
-
?
5-[[(1S)-1-benzyl-2-methoxy-2-oxoethyl]amino]-5-oxopentanoic acid + H2O
?
show the reaction diagram
-
-
-
-
?
7beta-(4-carboxylbutanamino)cephalosporanic acid + H2O
7-aminocephalosporanic acid + pentanoate
show the reaction diagram
adipyl-7-aminocephalosporanic acid + H2O
7-aminocephalosporanate + adipate
show the reaction diagram
adipyl-7-aminocephalosporanic acid + H2O
7-aminocephalosporanic acid + adipate
show the reaction diagram
adipyl-7-aminocephalosporanic acid + H2O
adipate + 7-aminocephalosporanate
show the reaction diagram
-
-
-
-
?
adipyl-7-aminodeacetoxycephalosporanic acid + H2O
adipate + 7-aminodeacetoxycephalosporanic acid
show the reaction diagram
-
-
-
-
?
adipyl-7-aminodesacetoxycephalosporanic acid + H2O
?
show the reaction diagram
adipyl-7-aminodesacetoxycephalosporanic acid + H2O
adipate + 7-aminodesacetoxycephalosporanate
show the reaction diagram
-
57.4% activity with 5 mM substrate compared to glutaryl-7-aminocephalosporanic acid
-
-
?
adipyl-7-aminodesacetoxycephalosporanic acid + H2O
deacetoxycephalosporanic acid + adipate
show the reaction diagram
-
-
-
?
adipyl-aminopenicillanic acid + H2O
adipate + aminopenicillanic acid
show the reaction diagram
wild-type enzyme shows 70.6% of the activity with glutaryl-7-aminocephalosporanic acid
-
-
?
cephalosporin C + H2O
(7R)-7-aminocephalosporanate + 2-aminoadipate
show the reaction diagram
cephalosporin C + H2O
7-aminocephalosporanate + 2-amino-5-hydroxypentanoate
show the reaction diagram
cephalosporin C + H2O
7-aminocephalosporanic acid + 2-amino-5-hydroxypentanoate
show the reaction diagram
cephalosporin C + H2O
7-aminocephalosporanic acid + ?
show the reaction diagram
-
-
-
-
?
cephalosporin C + H2O
caphalosporamic acid + 2-amino-5-hydroxypentanoate
show the reaction diagram
-
-
-
-
?
cephalosporin C + H2O
cephalosporamic acid + 2-amino-5-hydroxypentanoate
show the reaction diagram
cephalosporin C + H2O
cephalosporanic acid + 2-amino-5-hydroxypentanoate
show the reaction diagram
D-glutamyl-7-aminocephalosporanic acid + H2O
7-aminocephalosporanic acid + D-glutamate
show the reaction diagram
-
activity is 0.85% of the activity with glutaryl-7-aminocephalosporanic acid
-
-
?
D-glutamyl-7-aminocephalosporanic acid + H2O
7-aminocephalosporanic acid + glutamate
show the reaction diagram
DGDPP + H2O
L-Asp + GDPP
show the reaction diagram
-
20% activity compared to E-GDPPDLADQG
-
-
?
dimethyl glutarate + (2S)-2-amino-3-(4-hydroxyphenyl)propanamide
5-[[(1S)-2-amino-1-(4-hydroxybenzyl)-2-oxoethyl]amino]-5-oxopentanoic acid + ?
show the reaction diagram
-
the enzyme catalyzes the synthesis of the amide bond when working at very high substrate concentrations, namely in heterogeneous substrate mixtures, whereas no enzymatic activity is detected using the enzyme in diluted organic solvent solutions. A negative charge on the acyl moiety is crucial for substrate recognition
-
-
?
dimethyl glutarate + ethyl (2S)-2-amino-3-(4-hydroxyphenyl)propanoate
5-[[(1S)-2-ethoxy-1-(4-hydroxybenzyl)-2-oxoethyl]amino]-5-oxopentanoic acid + ?
show the reaction diagram
-
the enzyme catalyzes the synthesis of the amide bond when working at very high substrate concentrations, namely in heterogeneous substrate mixtures, whereas no enzymatic activity is detected using the enzyme in diluted organic solvent solutions. A negative charge on the acyl moiety is crucial for substrate recognition
-
-
?
EGDPP + H2O
L-Glu + GDPP
show the reaction diagram
-
67% activity compared to E-GDPPDLADQG
-
-
?
EGDPPDLADQG + H2O
L-Glu + GDPPDLADQG
show the reaction diagram
-
100% activity
-
-
?
gamma-Glu-Cys-Gly
L-glutamate + Cys-Gly
show the reaction diagram
-
-
-
-
-
GEGDPP + H2O
Gly-L-Glu + GDPP
show the reaction diagram
-
5% activity compared to E-GDPPDLADQG
-
-
?
glutaryl 7-aminodeacetoxycephalosporanic acid + H2O
7-aminodeacetoxycephalosporanic acid + glutarate
show the reaction diagram
-
-
-
?
glutaryl deacetoxy 7-aminocephalosporanic acid + H2O
deacetoxycephalosporanic acid + glutarate
show the reaction diagram
glutaryl deacetyl-7-aminocephalosporanic acid + H2O
deacetyl-7-aminocephalosporanic acid + glutarate
show the reaction diagram
glutaryl-3-chloro-7-aminodesacetoxycephalosporanic acid + H2O
glutarate + 3-chloro-7-aminodesacetoxycephalosporanate
show the reaction diagram
-
81.9% activity with 5 mM substrate compared to glutaryl-7-aminocephalosporanic acid
-
-
?
glutaryl-7-amino cephalosporanic acid + H2O
7-aminocephalosporanate + glutarate
show the reaction diagram
glutaryl-7-aminocephalosporanic acid + H2O
7-aminocephalosporanate + glutarate
show the reaction diagram
glutaryl-7-aminocephalosporanic acid + H2O
7-aminocephalosporanic acid + glutarate
show the reaction diagram
glutaryl-7-aminocephalosporanic acid + H2O
glutarate + 7-aminocephalosporanate
show the reaction diagram
-
9.9% activity with 5 mM substrate compared to glutaryl-7-aminocephalosporanic acid
-
-
?
glutaryl-7-aminodesacetoxycephalosporanic acid + H2O
glutarate + 7-aminodesacetoxycephalosporanate
show the reaction diagram
-
71.5% activity with 5 mM substrate compared to glutaryl-7-aminocephalosporanic acid
-
-
?
glutaryl-alanyl-proline + H2O
glutarate + alanyl-proline
show the reaction diagram
-
-
-
-
?
glutaryl-aminopenicillanic acid + H2O
glutarate + aminopenicillanic acid
show the reaction diagram
wild-type enzyme shows 90.6% of the activity with glutaryl-7-aminocephalosporanic acid
-
-
?
glutaryl-D-Phe-Gly + H2O
glutarate + D-Phe-Gly
show the reaction diagram
-
about 25% activity with 50 mM substrate compared to glutaryl-7-aminocephalosporanic acid
-
-
?
glutaryl-deacetoxy-7-aminocephalosporanic acid + H2O
deacetoxycephalosporanic acid + glutarate
show the reaction diagram
glutaryl-EGDPPDLADQG + H2O
glutarate + EGDPPDLADQG
show the reaction diagram
-
-
-
-
?
glutaryl-gamma-Glu-Cys-Gly + H2O
glutarate + gamma-Glu-Cys-Gly
show the reaction diagram
-
-
-
-
?
glutaryl-GDAADAADKG + H2O
glutarate + GDAADAADKG
show the reaction diagram
-
-
-
-
?
glutaryl-GDPP + H2O
glutarate + GDPP
show the reaction diagram
-
substrate with highest catalytic efficiency
-
-
?
glutaryl-GDPPDLADQG + H2O
glutarate + GDPPDLADQG
show the reaction diagram
-
-
-
-
?
glutaryl-GGGGAA + H2O
glutarate + GGGGAA
show the reaction diagram
-
-
-
-
?
glutaryl-GGGGGK + H2O
glutarate + GGGGGK
show the reaction diagram
-
-
-
-
?
glutaryl-glycine + H2O
glutarate + glycine
show the reaction diagram
glutaryl-glycyl-L-proline + H2O
glutarate + glycyl-L-proline
show the reaction diagram
-
-
-
-
?
glutaryl-L-Ala + H2O
glutarate + L-Ala
show the reaction diagram
-
about 25% activity with 50 mM substrate compared to glutaryl-7-aminocephalosporanic acid
-
-
?
glutaryl-L-Phe + H2O
glutarate + L-Phe
show the reaction diagram
-
about 10% activity with 50 mM substrate compared to glutaryl-7-aminocephalosporanic acid
-
-
?
glutaryl-L-Phe-Gly + H2O
glutarate + L-Phe-Gly
show the reaction diagram
-
about 50% activity with 50 mM substrate compared to glutaryl-7-aminocephalosporanic acid
-
-
?
glutaryl-tryptophan + H2O
glutarate + tryptophan
show the reaction diagram
-
-
-
-
?
glutarylaniline + H2O
glutarate + aniline
show the reaction diagram
-
-
-
-
?
L-gamma-glutamyl p-nitroanilide + H2O
L-glutamate + p-nitroaniline
show the reaction diagram
N-acetyl cephalosporin C + H2O
acetate + cephalosporin C
show the reaction diagram
N-glutaryl-D-alanine methyl ester + H2O
glutarate + D-alanine methyl ester
show the reaction diagram
-
2.2% of the activity with glutaryl-7-aminocephalosporanic acid
-
-
?
N-glutaryl-D-phenylalanine + H2O
glutarate + D-Phe
show the reaction diagram
-
2% of the activity with glutaryl-7-aminocephalosporanic acid
-
-
?
N-glutaryl-D-phenylalanine methyl ester + H2O
glutarate + D-phenylalanine methyl ester
show the reaction diagram
-
4.5% of the activity with glutaryl-7-aminocephalosporanic acid
-
-
?
N-glutaryl-D-phenylglycine + H2O
glutarate + D-phenylglycine
show the reaction diagram
-
1.1% of the activity with glutaryl-7-aminocephalosporanic acid
-
-
?
N-glutaryl-D-phenylglycine methyl ester + H2O
glutarate + D-phenylglycine methyl ester
show the reaction diagram
-
0.23% of the activity with glutaryl-7-aminocephalosporanic acid
-
-
?
N-glutaryl-L-Ala + H2O
glutarate + L-Ala
show the reaction diagram
-
2.7% of the activity with glutaryl-7-aminocephalosporanic acid
-
-
?
N-glutaryl-L-alanine methyl ester + H2O
glutarate + L-alanine methyl ester
show the reaction diagram
-
25% of the activity with glutaryl-7-aminocephalosporanic acid
-
-
?
N-glutaryl-L-phenylalanine + H2O
glutarate + L-Phe
show the reaction diagram
-
2.5% of the activity with glutaryl-7-aminocephalosporanic acid
-
-
?
N-glutaryl-L-phenylalanine methyl ester + H2O
glutarate + L-phenylalanine methyl ester
show the reaction diagram
-
15.7% of the activity with glutaryl-7-aminocephalosporanic acid
-
-
?
N-glutaryl-L-phenylglycine + H2O
glutarate + L-phenylglycine
show the reaction diagram
-
7.5% of the activity with glutaryl-7-aminocephalosporanic acid
-
-
?
N-glutaryl-L-phenylglycine methyl ester + H2O
glutarate + L-phenylglycine methyl ester
show the reaction diagram
-
59.3% of the activity with glutaryl-7-aminocephalosporanic acid
-
-
?
N-glutarylglycine methyl ester + H2O
glutarate + glycine methyl ester
show the reaction diagram
-
9.7% of the activity with glutaryl-7-aminocephalosporanic acid
-
-
?
penicillin G + H2O
(2R,4S)-2-[(R)-carboxy[(phenylacetyl)amino]methyl]-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid
show the reaction diagram
low activity
-
-
?
pentanoyl-7-aminocephalosporanic acid + H2O
pentanoate + 7-aminocephalosporanate
show the reaction diagram
-
about 2.4% activity with 5 mM substrate compared to glutaryl-7-aminocephalosporanic acid
-
-
?
succinyl-7-aminocephalosporanic acid + H2O
7-aminocephalosporanate + succinate
show the reaction diagram
succinyl-7-aminocephalosporanic acid + H2O
7-aminocephalosporanic acid + succinate
show the reaction diagram
succinyl-7-aminocephalosporanic acid + H2O
succinate + 7-aminocephalosporanate
show the reaction diagram
-
25.8% activity with 5 mM substrate compared to glutaryl-7-aminocephalosporanic acid
-
-
?
additional information
?
-
NATURAL SUBSTRATES
NATURAL PRODUCTS
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
(7R)-7-(4-carboxybutanamido)cephalosporanate + H2O
(7R)-7-aminocephalosporanate + glutarate
show the reaction diagram
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
(7R)-7-(4-carboxybutanamido)cephalosporanate
(7R)-7-aminocephalosporanate
-
product inhibition
7-aminocephalosporanate
7-aminocephalosporanic acid
-
product inhibition, competitive inhibitor
7beta-3-bromopropionyl aminocephalosporanic acid
-
Trp4 of the beta-subunit is alkylated
7beta-bromoacetyl amino cephalosporanic acid
-
inhibits and alkylates the enzyme. The enzyme labeled with 7beta-bromoacetyl amino cephalosporanic acid is inactive at room temperature, but in the process of crystallization at 18C it catalyzes the hydrolysis of 7beta-bromoacetyl amino cephalosporanic acid.. In crystals, 7-aminocephalosporanic acid is released but the acetic acid still binds with Trp-beta4, and as a result, the enzyme remains inactive
7beta-bromoacetyl aminocephalosporanic acid
-
Trp4 of the beta-subunit is alkylated
cephalosporin C
EDTA
-
5 mM, 27% inhibition
Glutarate
Glutaric acid
glutaryl-7-aminocephalosporanic acid
-
substrate inhibition
succinyl-7-aminocephalosporanic acid
-
20 mM, 23% loss of activity
additional information
-
nitrogen sources have a repressive effect on enzyme activity
-
ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
D-glucose
-
9% increase of activity in the presence of glucose
galactose
-
22% increase of activity in the presence of galactose
Glutaric acid
monopotassium anthroquinone 1,8-di-sulfonate
-
-
N-isobutoxycarbomyl cephalosporin C
-
-
additional information
is activated through two steps of intramolecular autoproteolysis, the first mediated by a serine residue, and the second by a glutamate, which releases the pro-segment and produces the active enzyme
-
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.041 - 21.9
(7R)-7-(4-carboxybutanamido)cephalosporanate
4.5
4-(glutarylamino)benzoic acid
-
at 37C, pH not specified in the publication
0.16 - 12
adipyl-7-aminocephalosporanic acid
0.14 - 13.8
adipyl-7-aminodeacetoxycephalosporanic acid
0.17 - 7.9
adipyl-7-aminodesacetoxycephalosporanic acid
1.5 - 121
cephalosporin C
3.3
gamma-Glu-Cys-Gly
-
at 37C, pH not specified in the publication
1.6
glutaryl deacetoxy 7-aminocephalosporanic acid
-
-
1 - 8.7
glutaryl-3-chloro-7-aminodesacetoxycephalosporanic acid
0.7 - 37.2
glutaryl-7-amino cephalosporanic acid
0.016 - 17.9
glutaryl-7-aminocephalosporanic acid
1.3 - 14.1
glutaryl-7-aminodesacetoxycephalosporanic acid
0.73
glutaryl-alanyl-proline
-
at 37C, pH not specified in the publication
2.7
glutaryl-EGDPPDLADQG
-
at 37C, pH not specified in the publication
6.4
glutaryl-gamma-Glu-Cys-Gly
-
at 37C, pH not specified in the publication
0.4
glutaryl-GDAADAADKG
-
at 37C, pH not specified in the publication
0.35
glutaryl-GDPP
-
at 37C, pH not specified in the publication
0.67
glutaryl-GDPPDLADQG
-
at 37C, pH not specified in the publication
1.68
glutaryl-GGGGAA
-
at 37C, pH not specified in the publication
0.43
glutaryl-GGGGGK
-
at 37C, pH not specified in the publication
3.1
glutaryl-glycine
-
at 37C, pH not specified in the publication
0.85
glutaryl-glycyl-proline
-
at 37C, pH not specified in the publication
6.1
glutaryl-tryptophan
-
at 37C, pH not specified in the publication
40
glutarylaniline
-
at 37C, pH not specified in the publication
5.92
L-gamma-glutamyl p-nitroanilide
-
-
3.8
L-gamma-glutamyl-p-nitroanilide
-
-
16.1 - 17.4
pentanoyl-7-aminocephalosporanic acid
2.8 - 5.4
succinyl-7-aminocephalosporanic acid
additional information
7-aminocephalosporanic acid
TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.16
4-(glutarylamino)benzoic acid
Pseudomonas sp.
-
at 37C, pH not specified in the publication
0.0485 - 0.508
7-aminocephalosporanic acid
0.015 - 1.16
adipyl-7-aminocephalosporanic acid
0.002 - 1.9
adipyl-7-aminodeacetoxycephalosporanic acid
0.34 - 1.9
adipyl-7-aminodesacetoxycephalosporanic acid
0.015 - 10.4
cephalosporin C
0.33
gamma-Glu-Cys-Gly
Pseudomonas sp.
-
at 37C, pH not specified in the publication
0.008 - 49.8
glutaryl-7-aminocephalosporanic acid
6.2
glutaryl-alanyl-proline
Pseudomonas sp.
-
at 37C, pH not specified in the publication
12.8
glutaryl-EGDPPDLADQG
Pseudomonas sp.
-
at 37C, pH not specified in the publication
3.2
glutaryl-gamma-Glu-Cys-Gly
Pseudomonas sp.
-
at 37C, pH not specified in the publication
4.8
glutaryl-GDAADAADKG
Pseudomonas sp.
-
at 37C, pH not specified in the publication
13.8
glutaryl-GDPP
Pseudomonas sp.
-
at 37C, pH not specified in the publication
13.2
glutaryl-GDPPDLADQG
Pseudomonas sp.
-
at 37C, pH not specified in the publication
1.36
glutaryl-GGGGAA
Pseudomonas sp.
-
at 37C, pH not specified in the publication
1.73
glutaryl-GGGGGK
Pseudomonas sp.
-
at 37C, pH not specified in the publication
1.65
glutaryl-glycine
Pseudomonas sp.
-
at 37C, pH not specified in the publication
5.4
glutaryl-glycyl-proline
Pseudomonas sp.
-
at 37C, pH not specified in the publication
3.1
glutaryl-tryptophan
Pseudomonas sp.
-
at 37C, pH not specified in the publication
0.35
glutarylaniline
Pseudomonas sp.
-
at 37C, pH not specified in the publication
1.28
succinyl-7-aminocephalosporanic acid
Pseudomonas sp.
-
at 37C, pH not specified in the publication
additional information
glutaryl-7-aminocephalosporanic acid
Brevibacillus laterosporus
-
pH 8.0, 37C, mutant enzyme Y126F
kcat/KM VALUE [1/mMs-1]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.04
4-(glutarylamino)benzoic acid
Pseudomonas sp.
-
at 37C, pH not specified in the publication
42243
3.41
7-aminocephalosporanic acid
Bacillus subtilis
-
E423/E442Q/D445N mutant, pH and temperature not specified in the publication
1711
0.000315 - 0.00068
cephalosporin C
0.1
gamma-Glu-Cys-Gly
Pseudomonas sp.
-
at 37C, pH not specified in the publication
28772
14.2
glutaryl-7-aminocephalosporanic acid
Pseudomonas sp.
-
at 37C, pH not specified in the publication
386
8.5
glutaryl-alanyl-proline
Pseudomonas sp.
-
at 37C, pH not specified in the publication
42246
4.7
glutaryl-EGDPPDLADQG
Pseudomonas sp.
-
at 37C, pH not specified in the publication
42250
0.5
glutaryl-gamma-Glu-Cys-Gly
Pseudomonas sp.
-
at 37C, pH not specified in the publication
42241
12
glutaryl-GDAADAADKG
Pseudomonas sp.
-
at 37C, pH not specified in the publication
42249
40
glutaryl-GDPP
Pseudomonas sp.
-
at 37C, pH not specified in the publication
42247
20
glutaryl-GDPPDLADQG
Pseudomonas sp.
-
at 37C, pH not specified in the publication
42248
0.81
glutaryl-GGGGAA
Pseudomonas sp.
-
at 37C, pH not specified in the publication
42251
4
glutaryl-GGGGGK
Pseudomonas sp.
-
at 37C, pH not specified in the publication
42252
0.53
glutaryl-glycine
Pseudomonas sp.
-
at 37C, pH not specified in the publication
28773
6.4
glutaryl-glycyl-proline
Pseudomonas sp.
-
at 37C, pH not specified in the publication
42245
0.56
glutaryl-tryptophan
Pseudomonas sp.
-
at 37C, pH not specified in the publication
42244
0.01
glutarylaniline
Pseudomonas sp.
-
at 37C, pH not specified in the publication
42242
0.4
succinyl-7-aminocephalosporanic acid
Pseudomonas sp.
-
at 37C, pH not specified in the publication
8621
Ki VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
1 - 65
(7R)-7-(4-carboxybutanamido)cephalosporanate
2
(7R)-7-aminocephalosporanate
-
recombinant mutant H57betaS/H70betaS/R24betaP, pH 8.0, 25C
1.4 - 2.3
7-aminocephalosporanate
14 - 20
7beta-3-bromopropionyl aminocephalosporanic acid
0.87 - 6.8
7beta-bromoacetyl aminocephalosporanic acid
6.9 - 77
cephalosporin C
2.5 - 53
Glutarate
21
glutaryl-7-aminocephalosporanic acid
-
wild type enzyme, at pH 8.0 and 25C
0.102
PCMB
-
-
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
0.28
-
LB Miller broth medium
1.6
-
crude extract, at 37C
3.7
-
purification step crude extract
10
-
after 6fold purification, at 37C
11.3
beta-subunit mutant enzyme K198A
11.4
-
optimized conditions, SB3 medium, 12.5 g NaCl/l, 0.6 mM IPTG
11.6
beta-subunit mutant enzyme R121A
11.8
wild-type enzyme
12.3
mutant enzyme with mutation Y151F in alpha-subunit and mutation Q50N in beta-subunit
14.4
alpha-subunit mutant enzyme Y151F
17.4
beta-subunit mutant enzyme Q50N/K198A
17.5
beta-subunit mutant enzyme Q50N
125
-
purification step HiTrap chelating chromatography
133
-
purification step PD10 desalting
additional information
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
6
beta-subunit mutant enzyme R121A
7
wild-type enzyme
7.5
-
enzyme immobilized on cyanogen bromide agarose, enzyme immobilized on amino-epoxy Sepabead derivatives and enzyme and soluble enzyme
7.6
-
for the 7-aminocephalosporanic acid production
8 - 8.5
-
soluble enzyme and enzyme immobilized on silica gel modified by epoxide silanization
8.3
-
enzyme immobilized on silica gel modified with 3-aminopropyltriethoxysilane
8.5 - 9.5
-
LX-1000EP-immobilized enzyme
8.5 - 9.5
-
broad pH optimum, immobilized enzyme
9 - 10
-
reaction with glutaryl-7-aminocephalosporanic acid
9
beta-subunit mutant enzyme D286A
pH RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
6 - 9
-
pH 6: about 50% of maximal activity, pH 90: about 90% of maximal activity, hydrolysis of glutaryl-7-aminocephalosporanic acid
6 - 10
6 - 9
-
pH 6.0: about 40% of maximal activity of enzyme immobilized on cyanogen bromide agarose, about 55% of maximal activity of soluble enzyme and enzyme immobilized on amino-epoxy Sepabead derivatives, pH 9.0: about 90% of maximal activity of soluble enzyme, about 70% of maximal activity of cyanogen bromide agarose derivatives
8
-
activity decrease from pH 7 to pH 9, synthesis of glutaryl-7-aminocephalosporanic acid
8 - 10
additional information
-
pH-dependent activity profile for the enzyme immobilized on silica gel modified with 3-aminopropyltriethoxysilane is considerably expanded
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
34
-
for the 7-aminocephalosporanic acid production
52
-
enzyme immobilized on amino-epoxy Sepabead derivatives
TEMPERATURE RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
15 - 55
-
15C: about 40% of maximal activity, 30C: about 55% of maximal activity, 45C: about 75% of maximal activity, 55C: about 30% of maximal activity
20 - 60
-
20C: soluble enzyme shows 35% of maximal activity, enzyme immobilized on silica gel modified with 3-aminopropyltriethoxysilane shows 45% of maximal activity, 60C: soluble enzyme shows 20% of maximal activity, enzyme immobilized on silica gel modified with 3-aminopropyltriethoxysilane shows 40% of maximal activity
24 - 47
-
24C: about 50% of maximal activity, 47C: about 60% of maximal activity, enzyme immobilized on cyanogen bromide agarose
25 - 42
-
25C: about 55% of maximal activity, 48C: about 30% of maximal activity
30 - 55
47 - 57
-
47C: about 50% of maximal activity, 57C: about 60% of maximal activity, enzyme immobilized on amino-epoxy Sepabead derivatives
pI VALUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
4.5
-
isoelectric focusing
4.6
-
isoelectric focusing
4.7
-
isoelectric focusing
5.3
-
isoelectric focusing, pH-range 3.5-9.5
6.5
-
above, isoelectric focusing
LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY hide
GeneOntology No.
LITERATURE
SOURCE