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Information on EC 3.1.1.43 - alpha-amino-acid esterase
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3.1.1.43 alpha-amino-acid esteraseIUBMB Comments
Also catalyses alpha-aminoacyl transfer to a number of amine nucleophiles.
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Word Map
- 3.1.1.43
-
prodrugs
- synthesis
-
acetobacter
- turbidans
- xanthomonas
- ampicillin
- valganciclovir
- cephalexin
-
promoiety
- beta-lactam
-
carrier-mediated
- cocaine
- citri
-
alpha/beta-hydrolase
- acylases
- drug development
The expected taxonomic range for this enzyme is: Bacteria, Eukaryota
Synonyms
alpha-amino acid ester hydrolase, valacyclovirase, biphenyl hydrolase-like protein, vacvase, alpha-amino-acid esterase, 
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SYNONYM 
ORGANISM
UNIPROT
COMMENTARY 
LITERATURE
AEH
alpha-amino acid ester hydrolase
esterase, alpha-amino acid
-
-
-
-
VACVase
valacyclovirase
AEH
Protaminobacter alboflavus IFO 13221
-
-
-
AEH
Pseudomonas melanogenum ATCC 17808
-
-
-
AEH
Pseudomonas melanogenum IFO 12020
-
-
-
AEH
Pseudomonas melanogenum KY3987
-
-
-
AEH
Pseudomonas melanogenum KY8540
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-
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alpha-amino acid ester hydrolase
-
-
-
-
alpha-amino acid ester hydrolase
Protaminobacter alboflavus IFO 13221
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-
-
alpha-amino acid ester hydrolase
Pseudomonas melanogenum ATCC 17808
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-
-
alpha-amino acid ester hydrolase
Pseudomonas melanogenum IFO 12020
-
-
-
alpha-amino acid ester hydrolase
Pseudomonas melanogenum KY3987
-
-
-
alpha-amino acid ester hydrolase
Pseudomonas melanogenum KY8540
-
-
-
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REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT
LITERATURE
an alpha-amino acid ester + H2O = an alpha-amino acid + an alcohol
also catalyzes alpha-aminoacyl transfer to a number of amine nucleophiles
-
-
-
an alpha-amino acid ester + H2O = an alpha-amino acid + an alcohol
hVACVase is a serine hydrolase with a catalytic triad S122-H255-D227
-
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
ester hydrolysis
-
alpha-beta hydrolase, classical catalytic triade with S205 as the nucleophile
hydrolysis of carboxylic ester
hydrolysis of carboxylic ester
-
-
-
-
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SYSTEMATIC NAME
IUBMB Comments
alpha-amino-acid-ester aminoacylhydrolase
Also catalyses alpha-aminoacyl transfer to a number of amine nucleophiles.
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CAS REGISTRY NUMBER
COMMENTARY
74506-40-4
-
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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
4-carbamimidamidobenzyl L-isoleucinate + H2O
L-isoleucine + 1-[4-(hydroxymethyl)phenyl]guanidine
-
-
-
-
?
4-carbamimidamidobenzyl L-phenylalaninate + H2O
L-phenylalanine + 1-[4-(hydroxymethyl)phenyl]guanidine
-
-
-
-
?
4-carbamimidamidobenzyl L-valinate + H2O
L-valine + 1-[4-(hydroxymethyl)phenyl]guanidine
-
-
-
-
?
5'-O-L-valyl-2'-deoxy-5-fluorouridine + H2O
L-valine + 2'-deoxy-5-fluorouridine
-
-
-
-
?
acetyl-D-phenyl methyl ester + L-leucine amide
acetyl-D-phenyl-L-leucine + methanol
-
-
-
?
acetyl-D-phenyl methyl ester + L-phenylalanine amide
acetyl-D-phenyl-L-phenylalanine + methanol
-
-
-
?
acetyl-D-phenylalanine methyl ester + H2O
acetyl-D-phenylalanine + methanol
-
-
-
r
acetyl-L-phenylalanine methyl ester + H2O
acetyl-L-phenylalanine + methanol
-
-
-
r
alpha-aminoisobutyric acid methyl ester + 7-amino-3-deacetoxycephalosporanic acid
methanol + ?
beta-alanyl methyl ester + L-tryptophan
beta-alanyl-L-tryptophan + methanol
about 100% of the activity with L-isoleucyl methyl ester
-
-
?
D-2-nitro-5-[(phenylglycyl)amino]benzoic acid + H2O
?
-
-
-
?
D-2-nitro-5-[(phenylglycyl)amino]benzoic acid + H2O
phenylglycine + p-nitrophenol
-
-
r
D-4-hydroxyphenylglycine methyl ester + H2O
D-4-hydroxyphenylglycine + methanol
-
-
-
-
?
D-alpha-phenylglycine ethyl ester + 7-amino-3-deacetoxycephalosporanic acid
ethanol + cephalexin
-
-
-
?
D-alpha-phenylglycine ethyl ester + H2O
D-alpha-phenylglycine + ethanol
-
-
-
?
D-alpha-phenylglycine isopropyl ester + 7-amino-3-deacetoxycephalosporanic acid
isopropanol + cephalexin
-
-
-
?
D-alpha-phenylglycine isopropyl ester + H2O
D-alpha-phenylglycine + isopropanol
-
-
-
?
D-alpha-phenylglycine methyl ester + 6-aminopenicillanic acid
methanol + ?
-
-
-
?
D-alpha-phenylglycine methyl ester + 7-amino-3-deacetoxycephalosporanic acid
methanol + cephalexin
D-alpha-phenylglycine n-butyl ester + 7-amino-3-deacetoxycephalosporanic acid
butanol + cephalexin
-
-
-
?
D-alpha-phenylglycine n-butyl ester + H2O
D-alpha-phenylglycine + n-butanol
-
-
-
?
D-alpha-phenylglycine n-propyl ester + 7-amino-3-deacetoxycephalosporanic acid
n-propanol + cephalexin
-
-
-
?
D-alpha-phenylglycine n-propyl ester + H2O
D-alpha-phenylglycine + n-propanol
-
-
-
?
D-leucine methyl ester + 7-amino-3-deacetoxycephalosporanic acid
methanol + ?
-
-
-
?
D-phenylalanine methyl ester + H2O
D-phenylalanine + methanol
-
-
-
r
D-phenylglycine methyl ester + 6-amino penicillanic acid
ampicillin
-
specific for D-isomer
-
?
D-phenylglycine methyl ester + 7-amino-desacetoxycephalosporanic acid
cephalexin + H2O
-
-
-
r
D-serine methyl ester + 7-amino-3-deacetoxycephalosporanic acid
methanol + ?
-
-
-
?
DL-alpha-aminobutyric acid methyl ester + 7-amino-3-deacetoxycephalosporanic acid
methanol + ?
-
-
-
?
DL-alpha-aminobutyric acid methyl ester + H2O
DL-alpha-aminobutyric acid + methanol
-
-
-
?
DL-phenylglycine methyl ester + 6-amino penicillanic acid
ampicillin
-
more than 85% of D-phenylglycine methyl ester is transformed into ampicillin
-
?
DL-threonine methyl ester + 7-amino-3-deacetoxycephalosporanic acid
methanol + ?
-
-
-
?
glycine ethyl ester + 7-aminocephalosporanic acid
ethanol + ?
-
-
-
?
glycine methyl ester + 7-amino-3-deacetoxycephalosporanic acid
methanol + ?
-
-
-
?
glycyl methyl ester + L-tryptophan
glycyl-L-tryptophan + methanol
about 230% of the activity with L-isoleucyl methyl ester
-
-
?
L-alanyl methyl ester + L-tryptophan
L-alanyl-L-tryptophan + methanol
about 240% of the activity with L-isoleucyl methyl ester
-
-
?
L-alpha-phenylglycine methyl ester + 7-amino-3-deacetoxycephalosporanic acid
methanol + cephalexin
-
-
-
?
L-arginine methyl ester + 7-amino-3-deacetoxycephalosporanic acid
methanol + ?
-
-
-
?
L-arginyl methyl ester + L-tryptophan
L-arginyl-L-tryptophan + methanol
about 220% of the activity with L-isoleucyl methyl ester
-
-
?
L-aspartyl methyl ester + L-tryptophan
L-aspartyl-L-tryptophan + methanol
about 200% of the activity with L-isoleucyl methyl ester
-
-
?
L-glutamic acid methyl ester + 7-amino-3-deacetoxycephalosporanic acid
methanol + ?
-
-
-
?
L-isoleucyl methyl ester + L-tryptophan
L-isoleucyl-L-tryptophan + methanol
-
-
-
?
L-lysine methyl ester + 7-amino-3-deacetoxycephalosporanic acid
methanol + ?
-
-
-
?
L-methionine methyl ester + 7-amino-3-deacetoxycephalosporanic acid
methanol + ?
-
-
-
?
L-phenylalanine methyl ester + 7-amino-3-deacetoxycephalosporanic acid
methanol + ?
-
-
-
?
L-proyl methyl ester + L-tryptophan
L-prolyl-L-tryptophan + methanol
about 240% of the activity with L-isoleucyl methyl ester
-
-
?
L-tryptophanyl methyl ester + L-tryptophan
L-tryptophanyl-L-tryptophan + methanol
-
-
-
?
methyl acetate
acetate + methanol
-
1.1% of activity with D-phenylalanine methylester
-
?
methyl butyrate
butyrate + methanol
-
3.6% of activity with D-phenylalanine methylester
-
?
methyl caproate
caproate + methanol
-
2% of activity with D-phenylalanine methylester
-
?
methyl caprylate
caprylate + methanol
-
1.1% of activity with D-phenylalanine methylester
-
?
methyl propionate
propionate + methanol
-
2.7% of activity with D-phenylalanine methylester
-
?
p-hydroxyphenylpropionic acid ethyl ester + H2O
p-hydroxyphenylpropionic acid + ethanol
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-
-
?
p-nitrophenyl-p'-guanidino benzoate + H2O
p-guanidino benzoate + p-nitrophenol
-
-
-
?
phenylalanine [3-(hydroxymethyl)phenyl]guanidine + H2O
L-phenylalanine + [3-(hydroxymethyl)phenyl]guanidine
-
-
-
-
?
S-benzyl-L-cysteine ethyl ester + H2O
S-benzyl-L-cysteine + ethanol
-
-
-
-
?
valacyclovir + H2O
L-valine + 2-amino-9-[(2-hydroxyethyloxy)methyl]-1,9-dihydro-6H-purin-6-one
-
-
-
-
?
valganciclovir + H2O
L-valine + 2-amino-9-[[(1,3-dihydroxpropan-2-yl)oxy]methyl]-1,9-dihydro-6H-purin-6-one
-
-
-
-
?
valine [3-(aminomethyl)phenyl]guanidine + H2O
L-valine + [3-(aminomethyl)phenyl]guanidine
-
-
-
-
?
valine [3-(hydroxymethyl)phenyl]guanidine + H2O
L-valine + [3-(hydroxymethyl)phenyl]guanidine
-
-
-
-
?
4-hydroxy-D-phenylglycine methyl ester + H2O
4-hydroxy-D-phenylglycine + methanol
-
-
-
-
?
4-hydroxy-D-phenylglycine methyl ester + H2O
4-hydroxy-D-phenylglycine + methanol
-
-
-
?
4-hydroxy-D-phenylglycine methyl ester + H2O
4-hydroxy-D-phenylglycine + methanol
-
-
-
-
?
alpha-aminoisobutyric acid methyl ester + 7-amino-3-deacetoxycephalosporanic acid
methanol + ?
-
-
-
?
alpha-aminoisobutyric acid methyl ester + 7-amino-3-deacetoxycephalosporanic acid
methanol + ?
-
-
-
?
alpha-aminoisobutyric acid methyl ester + H2O
alpha-aminoisobutyric acid + methanol
-
-
-
?
alpha-aminoisobutyric acid methyl ester + H2O
alpha-aminoisobutyric acid + methanol
-
-
-
?
amoxicillin + H2O
D-4-hydroxyphenylglycine amide + 6-aminopenicillanic acid
-
-
-
-
?
amoxicillin + H2O
D-4-hydroxyphenylglycine amide + 6-aminopenicillanic acid
-
-
?
amoxicillin + H2O
D-4-hydroxyphenylglycine amide + 6-aminopenicillanic acid
-
-
-
?
amoxicillin + H2O
D-4-hydroxyphenylglycine amide + 6-aminopenicillanic acid
-
-
-
-
?
amoxicillin + H2O
D-4-hydroxyphenylglycine amide + 6-aminopenicillanic acid
-
-
-
-
?
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
-
-
-
?
ampicillin + H2O
(R)-2-phenylglycine + 6-aminopenicillanic acid
-
the enzyme catalyzes ampicillin synthesis and hydrolysis
-
-
?
ampicillin + H2O
(R)-2-phenylglycine + 6-aminopenicillanic acid
-
the enzyme catalyzes ampicillin synthesis and hydrolysis
-
-
?
ampicillin + H2O
(R)-2-phenylglycine + 6-aminopenicillanic acid
Pseudomonas melanogenum
-
the enzyme catalyzes ampicillin synthesis and hydrolysis
-
-
?
ampicillin + H2O
(R)-2-phenylglycine + 6-aminopenicillanic acid
Pseudomonas melanogenum ATCC 17808
-
the enzyme catalyzes ampicillin synthesis and hydrolysis
-
-
?
ampicillin + H2O
(R)-2-phenylglycine + 6-aminopenicillanic acid
Pseudomonas melanogenum IFO 12020
-
the enzyme catalyzes ampicillin synthesis and hydrolysis
-
-
?
ampicillin + H2O
(R)-2-phenylglycine + 6-aminopenicillanic acid
Pseudomonas melanogenum KY3987
-
the enzyme catalyzes ampicillin synthesis and hydrolysis
-
-
?
ampicillin + H2O
(R)-2-phenylglycine + 6-aminopenicillanic acid
Pseudomonas melanogenum KY8540
-
the enzyme catalyzes ampicillin synthesis and hydrolysis
-
-
?
ampicillin + H2O
(R)-2-phenylglycine + 6-aminopenicillanic acid
-
-
-
-
?
ampicillin + H2O
(R)-2-phenylglycine + 6-aminopenicillanic acid
-
-
-
-
?
ampicillin + H2O
(R)-2-phenylglycine + 6-aminopenicillanic acid
-
binding structure, modeling
-
-
?
ampicillin + H2O
(R)-2-phenylglycine + 6-aminopenicillanic acid
-
binding structure, modeling
-
-
?
an alpha-aminoacid ester + H2O
an alpha-amino acid + an alcohol
-
-
-
?
an alpha-aminoacid ester + H2O
an alpha-amino acid + an alcohol
-
-
-
?
an alpha-aminoacid ester + H2O
an alpha-amino acid + an alcohol
-
-
-
?
an alpha-aminoacid ester + H2O
an alpha-amino acid + an alcohol
-
-
-
r
an alpha-aminoacid ester + H2O
an alpha-amino acid + an alcohol
-
-
-
r
an alpha-aminoacid ester + H2O
an alpha-amino acid + an alcohol
-
-
-
r
an alpha-aminoacid ester + H2O
an alpha-amino acid + an alcohol
-
-
r
an alpha-aminoacid ester + H2O
an alpha-amino acid + an alcohol
-
-
-
?, r
an alpha-aminoacid ester + H2O
an alpha-amino acid + an alcohol
-
-
-
?, r
cephalexin + H2O
7-amino-3-deacetoxycephalosporanic acid + phenylglycine
-
-
-
r
cephalexin + H2O
7-amino-3-deacetoxycephalosporanic acid + phenylglycine
-
-
-
-
r
cephalexin + H2O
D-phenylglycine + 7-aminodesacetoxycephalosporanic acid
-
-
-
-
?
cephalexin + H2O
D-phenylglycine + 7-aminodesacetoxycephalosporanic acid
-
-
-
r
cephalexin + H2O
D-phenylglycine + 7-aminodesacetoxycephalosporanic acid
-
-
r
cephalexin + H2O
D-phenylglycine + 7-aminodesacetoxycephalosporanic acid
-
-
-
-
?
cephalexin + H2O
D-phenylglycine + 7-aminodesacetoxycephalosporanic acid
-
-
-
?
cephalexin + H2O
D-phenylglycine + 7-aminodesacetoxycephalosporanic acid
-
-
-
-
?
cephalexin + H2O
D-phenylglycine + 7-aminodesacetoxycephalosporanic acid
-
-
-
-
?
cephalexin + H2O
D-phenylglycine + 7-aminodesacetoxycephalosporanic acid
-
-
-
-
?
cephalexin + H2O
D-phenylglycine + 7-aminodesacetoxycephalosporanic acid
Pseudomonas melanogenum
-
the enzyme catalyzes cephalexin synthesis and hydrolysis
-
-
?
cephalexin + H2O
D-phenylglycine + 7-aminodesacetoxycephalosporanic acid
Pseudomonas melanogenum ATCC 17808
-
the enzyme catalyzes cephalexin synthesis and hydrolysis
-
-
?
cephalexin + H2O
D-phenylglycine + 7-aminodesacetoxycephalosporanic acid
Pseudomonas melanogenum IFO 12020
-
the enzyme catalyzes cephalexin synthesis and hydrolysis
-
-
?
cephalexin + H2O
D-phenylglycine + 7-aminodesacetoxycephalosporanic acid
Pseudomonas melanogenum KY3987
-
the enzyme catalyzes cephalexin synthesis and hydrolysis
-
-
?
cephalexin + H2O
D-phenylglycine + 7-aminodesacetoxycephalosporanic acid
Pseudomonas melanogenum KY8540
-
the enzyme catalyzes cephalexin synthesis and hydrolysis
-
-
?
cephalexin + H2O
D-phenylglycine + 7-aminodesacetoxycephalosporanic acid
-
-
-
-
?
cephalexin + H2O
D-phenylglycine + 7-aminodesacetoxycephalosporanic acid
-
-
-
-
?
cephalexin + H2O
D-phenylglycine + 7-aminodesacetoxycephalosporanic acid
-
-
-
-
?
cephalexin + H2O
D-phenylglycine + 7-aminodesacetoxycephalosporanic acid
-
-
-
-
?
D-alanine methyl ester + 7-amino-3-deacetoxycephalosporanic acid
methanol + ?
-
-
-
?