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EC Tree
The expected taxonomic range for this enzyme is: Bacteria, Archaea, Eukaryota
Synonyms
Benzoylglycine amidohydrolase, hippurate hydrolase, hippuricase,
more
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Benzoylglycine amidohydrolase
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hippurate + H2O = benzoate + glycine
hippurate + H2O = benzoate + glycine
Acts on various N-benzoylamino acids
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-
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hippurate + H2O = benzoate + glycine
residues Asp76, Aps104, Glu134, Glu135, His161 and His356 are involved in zinc-binding and enzyme catalysis
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hydrolysis of peptide bond
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N-benzoylamino-acid amidohydrolase
Acts on various N-benzoylamino acids.
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4-acetyl-N-benzoyl-L-alanine + H2O
4-acetylbenzoic acid + L-alanine
-
low activity
-
?
4-acetyl-N-benzoylglycine + H2O
4-acetylbenzoic acid + glycine
-
-
-
?
4-aminobenzoyl-glutamate + H2O
4-aminobenzoate + glutamate
-
-
-
-
?
4-chloro-N-benzoyl-L-alanine + H2O
4-chlorobenzoic acid + L-alanine
-
-
-
?
4-chloro-N-benzoylglycine + H2O
4-chlorobenzoic acid + glycine
-
-
-
?
4-hydroxy-N-benzoyl-L-alanine
4-hydroxybenzoic acid + L-alanine
-
low activity
-
?
4-hydroxy-N-benzoylglycine + H2O
4-hydroxybenzoic acid + glycine
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-
-
?
4-hydroxy-N-benzoylglycine-L-histidyl-L-leucine + H2O
4-hydroxybenzoic acid + L-histidyl-L-leucine
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-
-
?
4-nitro-N-benzoyl-L-alanine + H2O
4-nitrobenzoic acid + L-alanine
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-
-
?
4-nitro-N-benzoylglycine + H2O
4-nitrobenzoic acid + glycine
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best substrate
-
?
benzyloxycarbonyl-glycyl-L-phenylalanine + H2O
benzoic acid + ?
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-
-
?
glycyl-L-leucine + H2O
glycine + L-leucine
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-
-
?
glycylglycylglycine + H2O
glycine + glycylglycine
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-
-
?
hippurate + H2O
benzoate + glycine
itoic acid + H2O
2,3-dihydroxybenzoic acid + glycine
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low specificity
-
?
N-(4-nitrobenzoyl)-Gly-Gly-Gly + H2O
4-nitrobenzoic acid + Gly-Gly-Gly
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-
-
?
N-acetyl-DL-alanine + H2O
acetic acid + DL-alanine
-
-
-
?
N-acetyl-DL-asparagine + H2O
acetic acid + DL-asparagine
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low activity
-
?
N-acetyl-DL-methionine + H2O
acetic acid + DL-methionine
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low activity
-
?
N-acetyl-DL-phenylalanine + H2O
acetic acid + DL-phenylalanine
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low activity
-
?
N-acetyl-DL-tryptophan + H2O
acetic acid + DL-tryptophan
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-
-
?
N-acetyl-DL-valine + H2O
acetic acid + DL-valine
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very low activity
-
?
N-acetyl-glycine + H2O
acetic acid + glycine
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low activity
-
?
N-acetyl-L-cysteine + H2O
acetic acid + L-cysteine
-
-
-
?
N-acetyl-L-glutamine + H2O
acetic acid + L-glutamine
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low activity
-
?
N-acetylalanine + H2O
acetate + alanine
-
-
-
-
?
N-acetylglycine + H2O
acetate + glycine
-
-
-
-
?
N-benzoyl-(S-benzoyl)-DL-cysteine + H2O
benzoic acid + S-benzoyl-DL-cysteine
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low activity
-
?
N-benzoyl-DL-alanine + H2O
benzoic acid + DL-alanine
-
-
-
?
N-benzoyl-DL-alloisoleucine + H2O
benzoic acid + DL-alloisoleucine
-
-
-
?
N-benzoyl-DL-arginine + H2O
benzoic acid + DL-arginine
-
-
-
?
N-benzoyl-DL-asparagine + H2O
benzoic acid + DL-asparagine
-
-
-
?
N-benzoyl-DL-glutamine + H2O
benzoic acid + DL-glutamine
-
-
-
?
N-benzoyl-DL-histidine + H2O
benzoic acid + DL-histidine
-
-
-
?
N-benzoyl-DL-leucine + H2O
benzoic acid + DL-leucine
-
-
-
?
N-benzoyl-DL-methionine + H2O
benzoic acid + DL-methionine
N-benzoyl-DL-phenylalanine + H2O
benzoic acid + DL-phenylalanine
-
-
-
?
N-benzoyl-DL-serine + H2O
benzoic acid + DL-serine
-
-
-
?
N-benzoyl-DL-threonine + H2O
benzoic acid + DL-threonine
-
-
-
?
N-benzoyl-DL-tryptophan + H2O
benzoic acid + DL-tryptophan
-
low activity
-
?
N-benzoyl-DL-tyrosine + H2O
benzoic acid + DL-tyrosine
-
-
-
?
N-benzoyl-DL-valine + H2O
benzoic acid + DL-valine
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low activity
-
?
N-benzoyl-L-alanine + H2O
benzoic acid + L-alanine
-
-
-
?
N-benzoyl-L-aminobutyric acid + H2O
benzoic acid + L-aminobutyric acid
-
low activity
-
?
N-benzoyl-L-valine + H2O
benzoic acid + L-valine
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poor substrate
-
?
N-benzoylalanine + H2O
benzoate + alanine
-
-
-
-
?
N-benzoylglutamate + H2O
benzoate + glutamate
-
-
-
-
?
N-benzoylglycine + H2O
benzoic acid + glycine
N-benzoylglycylglycylglycine + H2O
benzoic acid + glycylglycylglycine
-
-
-
?
N-benzoylmethionine + H2O
benzoate + methionine
-
-
-
-
?
N-benzoylphenylalanine + H2O
benzoate + phenylalanine
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-
-
-
?
N-benzoylvaline + H2O
benzoate + valine
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-
-
-
?
N-[(4-hydroxyphenyl)carbonyl]glycine + H2O
?
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-
?
additional information
?
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substrate specificity, the enzyme also shows metallocarboxypeptidase activity with carboxypeptidase substrates in vitro, displaying its highest activity against N-benzoyl-linked small aliphatic acids, overview, the enzyme does not hydrolyze typical substrates for aminopeptidases, lysine-p-nitroanilide, leucine-p-nitroanilide, or endopeptidases, N-benzoylarginine-p-nitroanilide, succinylphenylalanine-4-nitroanilide
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-
?
hippurate + H2O
benzoate + glycine
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-
-
-
?
hippurate + H2O
benzoate + glycine
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i.e. N-benzoylglycine
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-
?
N-benzoyl-DL-methionine + H2O
benzoic acid + DL-methionine
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-
-
?
N-benzoyl-DL-methionine + H2O
benzoic acid + DL-methionine
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poor substrate
-
?
N-benzoylglycine + H2O
benzoic acid + glycine
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hippurate
-
?
N-benzoylglycine + H2O
benzoic acid + glycine
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hippurate
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?
N-benzoylglycine + H2O
benzoic acid + glycine
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hippurate
-
?
N-benzoylglycine + H2O
benzoic acid + glycine
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hippurate
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?
N-benzoylglycine + H2O
benzoic acid + glycine
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hippurate
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?
N-benzoylglycine + H2O
benzoic acid + glycine
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hippurate
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?
N-benzoylglycine + H2O
benzoic acid + glycine
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hippurate
-
?
N-benzoylglycine + H2O
benzoic acid + glycine
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hippurate
-
?
N-benzoylglycine + H2O
benzoic acid + glycine
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hippurate
-
?
N-benzoylglycine + H2O
benzoic acid + glycine
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-
-
-
?
N-benzoylglycine + H2O
benzoic acid + glycine
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best substrate
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?
N-benzoylglycine + H2O
benzoic acid + glycine
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hippurate
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?
N-benzoylglycine + H2O
benzoic acid + glycine
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hippurate
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?
N-benzoylglycine + H2O
benzoic acid + glycine
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hippurate
-
?
N-benzoylglycine + H2O
benzoic acid + glycine
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hippurate
-
?
N-benzoylglycine + H2O
benzoic acid + glycine
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hippurate
-
?
N-benzoylglycine + H2O
benzoic acid + glycine
-
hippurate
-
?
N-benzoylglycine + H2O
benzoic acid + glycine
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hippurate
-
?
N-benzoylglycine + H2O
benzoic acid + glycine
-
hippurate
-
?
N-benzoylglycine + H2O
benzoic acid + glycine
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hippurate
-
?
N-benzoylglycine + H2O
benzoic acid + glycine
-
hippurate
-
?
N-benzoylglycine + H2O
benzoic acid + glycine
-
hippurate
-
?
N-benzoylglycine + H2O
benzoic acid + glycine
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hippurate
-
?
N-benzoylglycine + H2O
benzoic acid + glycine
-
hippurate
-
?
N-benzoylglycine + H2O
benzoic acid + glycine
-
hippurate
-
?
N-benzoylglycine + H2O
benzoic acid + glycine
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hippurate
-
?
N-benzoylglycine + H2O
benzoic acid + glycine
-
hippurate
-
?
N-benzoylglycine + H2O
benzoic acid + glycine
-
hippurate
-
?
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hippurate + H2O
benzoate + glycine
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-
-
-
?
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Ba2+
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10% activation at 10 mM
K+
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20% activation at 10 mM
Mg2+
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20% activation at 10 mM
Zn2+
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1.98 molecules of zinc per enzyme subunit molecule, metalloenzyme
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1,10-phenanthroline
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99% inhibition at 0.5 mM
2,2'-dipyridyl
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80% inhibition at 1 mM
2-mercaptoethanol
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20% inhibition at 2 mM
8-hydroxyquinoline
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60% inhibition at 3.3 mM
Ag+
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98% inhibition at 2 mM
Ba2+
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slight inhibition at 1 mM
Cd2+
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65% inhibition at 2 mM
EDTA
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40% inhibition at 10 mM
Fe3+
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42% inhibition at 1 mM
Mn2+
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60% inhibition at 1 mM
o-phenanthroline
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complete inhibition at 1 mM
p-chloromercuribenzoic acid
Zn2+
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35% inhibition at 2 mM
additional information
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no significant inhibition by E64, PMSF, and pepstatin at 0.5 mM
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Ag2+
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complete inhibition at 1 mM
Ag2+
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complete inhibition at 1 mM
Ca2+
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55% inhibition at 2 mM
Ca2+
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slight inhibition at 1 mM
Co2+
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70% inhibition at 2 mM
Co2+
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slight inhibition at 1 mM
Co2+
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slight inhibition at 1 mM
Cu2+
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78% inhibition at 2 mM
Cu2+
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complete inhibition at 1 mM
Cu2+
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complete inhibition at 1 mM
Fe2+
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Fe2+
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80% inhibition at 1 mM
Hg2+
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82% inhibition at 1 mM
Hg2+
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complete inhibition at 1 mM
iodoacetic acid
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20% inhibition at 10 mM
iodoacetic acid
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60% inhibition at 1 mM
Ni2+
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65% inhibition at 2 mM
Ni2+
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complete inhibition at 1 mM
p-chloromercuribenzoic acid
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complete inhibition at 1 mM
p-chloromercuribenzoic acid
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complete inhibition at 1 mM
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EDTA
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23.9% activation at 10 mM
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Abscess
Enzymatically active Peptostreptococcus magnus: association with site of infection.
Campylobacter Infections
The detection of hipO gene by real-time PCR in thermophilic Campylobacter spp. with very weak and negative reaction of hippurate hydrolysis.
Crohn Disease
Molecular detection of Campylobacter jejuni in patients with Crohn's disease in Iran.
Diabetic Foot
Enzymatically active Peptostreptococcus magnus: association with site of infection.
Infections
Enzymatically active Peptostreptococcus magnus: association with site of infection.
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1.1
4-acetyl-N-benzoyl-L-alanine
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0.54
4-acetyl-N-benzoylglycine
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1.769
4-aminobenzoyl-glutamate
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pH 7.5, 37°C, purified recombinant wild-type enzyme
0.71
4-chloro-N-benzoyl-L-alanine
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0.37
4-chloro-N-benzoylglycine
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0.95
4-hydroxy-N-benzoyl-L-alanine
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1.25
4-nitro-N-benzoyl-L-alanine
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1.2
4-nitro-N-benzoylglycine
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5.45
N-acetyl-L-alanine
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pH 7.5, 37°C, purified recombinant wild-type enzyme
3.377
N-acetylglycine
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pH 7.5, 37°C, purified recombinant wild-type enzyme
0.87
N-benzoyl-L-alanine
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0.87
N-benzoyl-L-aminobutyric acid
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0.169
N-benzoylalanine
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pH 7.5, 37°C, purified recombinant wild-type enzyme
0.159
N-benzoylglutamate
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pH 7.5, 37°C, purified recombinant wild-type enzyme
0.303
N-benzoylmethionine
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pH 7.5, 37°C, purified recombinant wild-type enzyme
0.195
N-benzoylphenylalanine
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pH 7.5, 37°C, purified recombinant wild-type enzyme
0.594
N-benzoylvaline
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pH 7.5, 37°C, purified recombinant wild-type enzyme
0.54
N-[(4-hydroxyphenyl)carbonyl]glycine
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0.0006
hippurate
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at 5°C
0.65
hippurate
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pH 7.5, 37°C, native enzyme in cell extract
0.764
hippurate
-
pH 7.5, 37°C, purified recombinant wild-type enzyme
2.778
hippurate
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pH 7.5, 37°C, recombinant mutant D76N
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14.75
4-aminobenzoyl-glutamate
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pH 7.5, 37°C, purified recombinant wild-type enzyme
2 - 22.12
N-acetyl-L-alanine
0.052 - 10.18
N-acetylglycine
29.38 - 81
N-benzoylalanine
0.17 - 48.72
N-benzoylglutamate
2.6 - 57.13
N-benzoylmethionine
5.95
N-benzoylphenylalanine
-
pH 7.5, 37°C, purified recombinant wild-type enzyme
0.5 - 13.33
N-benzoylvaline
1.4
hippurate
-
pH 7.5, 37°C, purified recombinant wild-type enzyme
2.32
hippurate
-
pH 7.5, 37°C, recombinant mutant D76N
98.73
hippurate
-
pH 7.5, 37°C, purified recombinant wild-type enzyme
2 - 8
N-acetyl-L-alanine
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pH 7.5, 37°C, purified recombinant wild-type enzyme
22.12
N-acetyl-L-alanine
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pH 7.5, 37°C, purified recombinant wild-type enzyme
0.052 - 2.1
N-acetylglycine
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pH 7.5, 37°C, purified recombinant wild-type enzyme
10.18
N-acetylglycine
-
pH 7.5, 37°C, purified recombinant wild-type enzyme
29.38
N-benzoylalanine
-
pH 7.5, 37°C, purified recombinant wild-type enzyme
81
N-benzoylalanine
-
pH 7.5, 37°C, purified recombinant wild-type enzyme
0.17
N-benzoylglutamate
-
pH 7.5, 37°C, purified recombinant wild-type enzyme
48.72
N-benzoylglutamate
-
pH 7.5, 37°C, purified recombinant wild-type enzyme
2.6
N-benzoylmethionine
-
pH 7.5, 37°C, purified recombinant wild-type enzyme
57.13
N-benzoylmethionine
-
pH 7.5, 37°C, purified recombinant wild-type enzyme
0.5
N-benzoylvaline
-
pH 7.5, 37°C, purified recombinant wild-type enzyme
13.33
N-benzoylvaline
-
pH 7.5, 37°C, purified recombinant wild-type enzyme
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120
-
purified recombinant wild-type enzyme
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7.5
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50
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brenda
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strain ATCC 43431, gene hipO
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no activity in Bacillus lentus
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brenda
no activity in Bacillus macquariensis
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brenda
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induction of enzyme synthesis by hippurate-containing media
brenda
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brenda
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brenda
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brenda
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brenda
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induction of enzyme synthesis by hippurate-containing media
brenda
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brenda
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brenda
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brenda
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brenda
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brenda
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brenda
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193000
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recombinant His6-tagged enzyme, gel filtration
42000
-
4 * 42000, SDS-PAGE
42400
-
4 * 42400, recombinant His6-tagged enzyme, SDS-PAGE
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additional information
-
the enzyme structure shows highly ordered alpha-helix and beta-sheet sequences
tetramer
-
4 * 42400, recombinant His6-tagged enzyme, SDS-PAGE
tetramer
-
4 * 42000, SDS-PAGE
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Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
D104N
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site-directed mutagenesis, inactive mutant
D76N
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site-directed mutagenesis, the mutant shows over 12fold reduced activity compared to the wild-type enzyme
E134Q
-
site-directed mutagenesis, inactive mutant
E135Q
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site-directed mutagenesis, inactive mutant
H161A
-
site-directed mutagenesis, inactive mutant
H356A
-
site-directed mutagenesis, inactive mutant
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4.3
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irreversible denaturation
172036
5 - 10
-
extremely labile below and above
172035
6 - 8
-
stable between, labile in acidic pH
172033
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5
-
60% inactivation after 24 h
60
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rapid inactivation in absence of substrate
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-20°C, 10-20% loss of activity within few weeks
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recombinant His6-tagged enzyme from Escherichia coli strain M15 by nickel affinity chromatography
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to homogeneity, chromatography techniques
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gene hipO, expression of His6-tagged enzyme in Escherichia coli strain M15
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analysis
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enzymatic determination of Bacillus subtilis siderophore itoic acid and 2,3-dihydroxybenzoic acid
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Ito, T.
Enzymic determination of itoic acid, a Bacillus subtilis siderophore, and 2,3-dihydroxybenzoic acid
Appl. Environ. Microbiol.
59
2343-2345
1993
Pseudomonas putida
brenda
Miyagawa, E.; Yano, J.; Hamakado, T.; Kido, Y.; Nishimoto, K.; Motoki, Y.
Crystallization and properties of N-benzoylglycine amidohydrolase from Pseudomonas putida
Agric. Biol. Chem.
49
2881-2886
1985
Pseudomonas putida
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brenda
Ottow, J.C.G.
Detection of hippurate hydrolase among Bacillus species by thin layer chromatography and other methods
J. Appl. Bacteriol.
37
15-30
1974
Geobacillus stearothermophilus, Paenibacillus alvei, Brevibacillus brevis, Bacillus cereus, Bacillus circulans, Bacillus coagulans, Metabacillus fastidiosus, Cytobacillus firmus, Priestia megaterium, Sporosarcina globispora, Psychrobacillus insolitus, Sporolactobacillus laevolacticus, Brevibacillus laterosporus, Bacillus licheniformis, Paenibacillus macerans, Peribacillus simplex, Bacillus pumilus, Virgibacillus pantothenticus, Sporosarcina pasteurii, Paenibacillus polymyxa, Sporosarcina psychrophila, Paenibacillus larvae subsp. pulvifaciens, Bacillus racemilacticus, Lysinibacillus sphaericus, no activity in Bacillus lentus, no activity in Bacillus macquariensis
brenda
Röhr, M.
Hippurathydrolase, ein neues Enzym aus Mikroorganismen, Darstellung einer gereinigten Enzympräparation und Untersuchungen zur Substratspezifität
Monatsh. Chem.
99
2255-2277
1968
Fusarium incarnatum
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Röhr, M.
Hippurathydrolase, ein neues Enzym aus Mikroorganismen, 2. Mitt.: Enzymeigenschaften
Monatsh. Chem.
99
2278-2290
1968
Fusarium incarnatum
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brenda
Steele, M.; Marcone, M.; Gyles, C.; Chan, V.L.; Odumeru, J.
Enzymatic activity of Campylobacter jejuni hippurate hydrolase
Protein Eng. Des. Sel.
19
17-25
2006
Campylobacter jejuni
brenda
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