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3.5.1.93: glutaryl-7-aminocephalosporanic-acid acylase

This is an abbreviated version!
For detailed information about glutaryl-7-aminocephalosporanic-acid acylase, go to the full flat file.

Word Map on EC 3.5.1.93

Reaction

(7R)-7-(4-carboxybutanamido)cephalosporanate
+
H2O
=
(7R)-7-aminocephalosporanate
 +
Glutarate

Synonyms

7beta-(4-carboxybutanamido)cephalosporanic acid acylase, AcyI, acylase ACY 1 proenzyme, adipyl-cephalosporin acylase, antibiotic acylase, CA, CCA, cephalorin acylase, cephalosporin acylase, cephalosporin acylase II, cephalosporin C acylase, cephalosporin-C acylase, CephC acylase, class III acylase, class III GA, class III glutaryl acylase, CPC acylase, CPCAcy, GA, GAR, GCA, GL-7-ACA acylase, GL-7ACA acylase, Gl7ACA acylase, GLA, glutaryl 7-amino cephalosporanic acid acylase, glutaryl 7-aminocephalosporanic acid acylase, glutaryl acylase, glutaryl-7-(7-aminocephalosporanic acid) acylase, glutaryl-7-ACA acylase, glutaryl-7-amino cephalosporanic acid acylase, glutaryl-7-aminocephalosporanic acid acylase, glutaryl-7-aminocephalosporic acid acylase, J1 acylase, N176 cephalosporin C acylase, sCPCAcy, VAC, VAC acylase

ECTree

     3 Hydrolases
         3.5 Acting on carbon-nitrogen bonds, other than peptide bonds
             3.5.1 In linear amides
                3.5.1.93 glutaryl-7-aminocephalosporanic-acid acylase

Substrates Products

Substrates Products on EC 3.5.1.93 - glutaryl-7-aminocephalosporanic-acid acylase

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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
aculeacin A + H2O
cyclo-hexapeptide + palmitic acid
show the reaction diagram
enzyme binding site mutants CAAC1 and CAAC2, no activity with the wild-type enzyme
-
-
?
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
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-glycyl-proline + H2O
glutarate + glycylproline
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
?
-