Information on EC 3.5.1.32 - hippurate hydrolase

Word Map on EC 3.5.1.32
Please wait a moment until all data is loaded. This message will disappear when all data is loaded.
Specify your search results
Select one or more organisms in this record:
Show additional data
Do not include text mining results
Include (text mining) results (more...)
Include results (AMENDA + additional results, but less precise; more...)


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

EC NUMBER
COMMENTARY hide
3.5.1.32
-
RECOMMENDED NAME
GeneOntology No.
hippurate hydrolase
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
hippurate + H2O = benzoate + glycine
show the reaction diagram
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
hydrolysis of peptide bond
-
-
-
-
PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
Phenylalanine metabolism
-
-
SYSTEMATIC NAME
IUBMB Comments
N-benzoylamino-acid amidohydrolase
Acts on various N-benzoylamino acids.
CAS REGISTRY NUMBER
COMMENTARY hide
37278-43-6
-
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
-
-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
strain ATCC 43431, gene hipO
-
-
Manually annotated by BRENDA team
no activity in Bacillus lentus
-
-
-
Manually annotated by BRENDA team
no activity in Bacillus macquariensis
-
-
-
Manually annotated by BRENDA team
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
4-acetyl-N-benzoyl-L-alanine + H2O
4-acetylbenzoic acid + L-alanine
show the reaction diagram
-
low activity
-
?
4-acetyl-N-benzoylglycine + H2O
4-acetylbenzoic acid + glycine
show the reaction diagram
-
-
-
?
4-aminobenzoyl-glutamate + H2O
4-aminobenzoate + glutamate
show the reaction diagram
-
-
-
-
?
4-chloro-N-benzoyl-L-alanine + H2O
4-chlorobenzoic acid + L-alanine
show the reaction diagram
-
-
-
?
4-chloro-N-benzoylglycine + H2O
4-chlorobenzoic acid + glycine
show the reaction diagram
-
-
-
?
4-hydroxy-N-benzoyl-L-alanine
4-hydroxybenzoic acid + L-alanine
show the reaction diagram
-
low activity
-
?
4-hydroxy-N-benzoylglycine + H2O
4-hydroxybenzoic acid + glycine
show the reaction diagram
-
-
-
?
4-hydroxy-N-benzoylglycine-L-histidyl-L-leucine + H2O
4-hydroxybenzoic acid + L-histidyl-L-leucine
show the reaction diagram
-
-
-
?
4-nitro-N-benzoyl-L-alanine + H2O
4-nitrobenzoic acid + L-alanine
show the reaction diagram
-
-
-
?
4-nitro-N-benzoylglycine + H2O
4-nitrobenzoic acid + glycine
show the reaction diagram
-
best substrate
-
?
4-nitro-N-benzoylglycylglycylglycine + H2O
4-nitrobenzoic acid + glycylglycylglycine
show the reaction diagram
-
-
-
?
benzyloxycarbonyl-glycyl-L-phenylalanine + H2O
benzoic acid + ?
show the reaction diagram
-
-
-
?
glycyl-L-leucine + H2O
glycine + L-leucine
show the reaction diagram
-
-
-
?
glycylglycylglycine + H2O
glycine + glycylglycine
show the reaction diagram
-
-
-
?
hippurate + H2O
benzoate + glycine
show the reaction diagram
itoic acid + H2O
2,3-dihydroxybenzoic acid + glycine
show the reaction diagram
-
low specificity
-
?
N-acetyl-DL-alanine + H2O
acetic acid + DL-alanine
show the reaction diagram
-
-
-
?
N-acetyl-DL-asparagine + H2O
acetic acid + DL-asparagine
show the reaction diagram
-
low activity
-
?
N-acetyl-DL-methionine + H2O
acetic acid + DL-methionine
show the reaction diagram
-
low activity
-
?
N-acetyl-DL-phenylalanine + H2O
acetic acid + DL-phenylalanine
show the reaction diagram
-
low activity
-
?
N-acetyl-DL-tryptophan + H2O
acetic acid + DL-tryptophan
show the reaction diagram
-
-
-
?
N-acetyl-DL-valine + H2O
acetic acid + DL-valine
show the reaction diagram
-
very low activity
-
?
N-acetyl-glycine + H2O
acetic acid + glycine
show the reaction diagram
-
low activity
-
?
N-acetyl-L-cysteine + H2O
acetic acid + L-cysteine
show the reaction diagram
-
-
-
?
N-acetyl-L-glutamine + H2O
acetic acid + L-glutamine
show the reaction diagram
-
low activity
-
?
N-acetylalanine + H2O
acetate + alanine
show the reaction diagram
-
-
-
-
?
N-acetylglycine + H2O
acetate + glycine
show the reaction diagram
-
-
-
-
?
N-benzoyl-(S-benzoyl)-DL-cysteine + H2O
benzoic acid + S-benzoyl-DL-cysteine
show the reaction diagram
-
low activity
-
?
N-benzoyl-DL-alanine + H2O
benzoic acid + DL-alanine
show the reaction diagram
-
-
-
?
N-benzoyl-DL-alloisoleucine + H2O
benzoic acid + DL-alloisoleucine
show the reaction diagram
-
-
-
?
N-benzoyl-DL-arginine + H2O
benzoic acid + DL-arginine
show the reaction diagram
-
-
-
?
N-benzoyl-DL-asparagine + H2O
benzoic acid + DL-asparagine
show the reaction diagram
-
-
-
?
N-benzoyl-DL-glutamine + H2O
benzoic acid + DL-glutamine
show the reaction diagram
-
-
-
?
N-benzoyl-DL-histidine + H2O
benzoic acid + DL-histidine
show the reaction diagram
-
-
-
?
N-benzoyl-DL-leucine + H2O
benzoic acid + DL-leucine
show the reaction diagram
-
-
-
?
N-benzoyl-DL-methionine + H2O
benzoic acid + DL-methionine
show the reaction diagram
N-benzoyl-DL-phenylalanine + H2O
benzoic acid + DL-phenylalanine
show the reaction diagram
-
-
-
?
N-benzoyl-DL-serine + H2O
benzoic acid + DL-serine
show the reaction diagram
-
-
-
?
N-benzoyl-DL-threonine + H2O
benzoic acid + DL-threonine
show the reaction diagram
-
-
-
?
N-benzoyl-DL-tryptophan + H2O
benzoic acid + DL-tryptophan
show the reaction diagram
-
low activity
-
?
N-benzoyl-DL-tyrosine + H2O
benzoic acid + DL-tyrosine
show the reaction diagram
-
-
-
?
N-benzoyl-DL-valine + H2O
benzoic acid + DL-valine
show the reaction diagram
-
low activity
-
?
N-benzoyl-L-alanine + H2O
benzoic acid + L-alanine
show the reaction diagram
-
-
-
?
N-benzoyl-L-aminobutyric acid + H2O
benzoic acid + L-aminobutyric acid
show the reaction diagram
-
low activity
-
?
N-benzoyl-L-valine + H2O
benzoic acid + L-valine
show the reaction diagram
-
poor substrate
-
?
N-benzoylalanine + H2O
benzoate + alanine
show the reaction diagram
-
-
-
-
?
N-benzoylglutamate + H2O
benzoate + glutamate
show the reaction diagram
-
-
-
-
?
N-benzoylglycine + H2O
benzoic acid + glycine
show the reaction diagram
N-benzoylglycylglycylglycine + H2O
benzoic acid + glycylglycylglycine
show the reaction diagram
-
-
-
?
N-benzoylmethionine + H2O
benzoate + methionine
show the reaction diagram
-
-
-
-
?
N-benzoylphenylalanine + H2O
benzoate + phenylalanine
show the reaction diagram
-
-
-
-
?
N-benzoylvaline + H2O
benzoate + valine
show the reaction diagram
-
-
-
-
?
additional information
?
-
-
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
-
-
-
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
hippurate + H2O
benzoate + glycine
show the reaction diagram
-
-
-
-
?
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Ba2+
-
10% activation at 10 mM
K+
-
20% activation at 10 mM
Mg2+
-
20% activation at 10 mM
Zn2+
-
1.98 molecules of zinc per enzyme subunit molecule, metalloenzyme
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
1,10-phenanthroline
-
99% inhibition at 0.5 mM
2,2'-dipyridyl
-
80% inhibition at 1 mM
2-mercaptoethanol
-
20% inhibition at 2 mM
8-hydroxyquinoline
-
60% inhibition at 3.3 mM
Ag+
-
98% inhibition at 2 mM
Ba2+
-
slight inhibition at 1 mM
Cd2+
-
65% inhibition at 2 mM
EDTA
-
40% inhibition at 10 mM
Fe3+
-
42% inhibition at 1 mM
iodoacetic acid
Mn2+
-
60% inhibition at 1 mM
o-phenanthroline
-
complete inhibition at 1 mM
p-chloromercuribenzoic acid
Zn2+
-
35% inhibition at 2 mM
additional information
-
no significant inhibition by E64, PMSF, and pepstatin at 0.5 mM
-
ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
EDTA
-
23.9% activation at 10 mM
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
1.1
4-acetyl-N-benzoyl-L-alanine
-
-
0.54
4-acetyl-N-benzoylglycine
-
-
1.769
4-aminobenzoyl-glutamate
-
pH 7.5, 37°C, purified recombinant wild-type enzyme
0.71
4-chloro-N-benzoyl-L-alanine
-
-
0.37
4-chloro-N-benzoylglycine
-
-
0.95
4-hydroxy-N-benzoyl-L-alanine
-
-
1.25
4-nitro-N-benzoyl-L-alanine
-
-
1.2
4-nitro-N-benzoylglycine
-
-
0.0006 - 2.778
hippurate
5.45
N-acetyl-L-alanine
-
pH 7.5, 37°C, purified recombinant wild-type enzyme
3.377
N-acetylglycine
-
pH 7.5, 37°C, purified recombinant wild-type enzyme
0.87
N-benzoyl-L-alanine
-
-
0.87
N-benzoyl-L-aminobutyric acid
-
-
0.169
N-benzoylalanine
-
pH 7.5, 37°C, purified recombinant wild-type enzyme
0.159
N-benzoylglutamate
-
pH 7.5, 37°C, purified recombinant wild-type enzyme
0.303
N-benzoylmethionine
-
pH 7.5, 37°C, purified recombinant wild-type enzyme
0.195
N-benzoylphenylalanine
-
pH 7.5, 37°C, purified recombinant wild-type enzyme
0.594
N-benzoylvaline
-
pH 7.5, 37°C, purified recombinant wild-type enzyme
0.54
N-[(4-hydroxyphenyl)carbonyl]glycine
-
-
TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
14.75
4-aminobenzoyl-glutamate
Campylobacter jejuni
-
pH 7.5, 37°C, purified recombinant wild-type enzyme
1.4 - 98.73
hippurate
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
Campylobacter jejuni
-
pH 7.5, 37°C, purified recombinant wild-type enzyme
0.5 - 13.33
N-benzoylvaline
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
120
-
purified recombinant wild-type enzyme
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
pH RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY hide
GeneOntology No.
LITERATURE
SOURCE
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
42000
-
4 * 42000, SDS-PAGE
42400
-
4 * 42400, recombinant His6-tagged enzyme, SDS-PAGE
170000
-
gel filtration
193000
-
recombinant His6-tagged enzyme, gel filtration
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
tetramer
additional information
-
the enzyme structure shows highly ordered alpha-helix and beta-sheet sequences
Crystallization/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
tetrahydral crystals
-
pH STABILITY
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
4.3
-
irreversible denaturation
172036
5 - 10
-
extremely labile below and above
172035
6 - 8
-
stable between, labile in acidic pH
172033
TEMPERATURE STABILITY
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
5
-
60% inactivation after 24 h
50
-
stable up to
60
-
rapid inactivation in absence of substrate
STORAGE STABILITY
ORGANISM
UNIPROT
LITERATURE
-20°C, 10-20% loss of activity within few weeks
-
Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
recombinant His6-tagged enzyme from Escherichia coli strain M15 by nickel affinity chromatography
-
to homogeneity, chromatography techniques
-
Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
gene hipO, expression of His6-tagged enzyme in Escherichia coli strain M15
-
ENGINEERING
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
D104N
-
site-directed mutagenesis, inactive mutant
D76N
-
site-directed mutagenesis, the mutant shows over 12fold reduced activity compared to the wild-type enzyme
E134Q
-
site-directed mutagenesis, inactive mutant
E135Q
-
site-directed mutagenesis, inactive mutant
H161A
-
site-directed mutagenesis, inactive mutant
H356A
-
site-directed mutagenesis, inactive mutant
APPLICATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
analysis
-
enzymatic determination of Bacillus subtilis siderophore itoic acid and 2,3-dihydroxybenzoic acid
Show AA Sequence (1088 entries)
Please use the Sequence Search for a specific query.