Information on EC 3.5.1.75 - urethanase

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

EC NUMBER
COMMENTARY hide
3.5.1.75
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RECOMMENDED NAME
GeneOntology No.
urethanase
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
urethane + H2O = ethanol + CO2 + NH3
show the reaction diagram
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
hydrolysis of linear amides
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-
-
-
SYSTEMATIC NAME
IUBMB Comments
urethane amidohydrolase (decarboxylating)
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CAS REGISTRY NUMBER
COMMENTARY hide
122007-70-9
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ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
isolated from mouse feces
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-
Manually annotated by BRENDA team
marine bacterium, associated with the marine sponge, Spirastrella species
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-
Manually annotated by BRENDA team
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Manually annotated by BRENDA team
strain TB-60, isolated from mineral medium
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Manually annotated by BRENDA team
strain TB-60, isolated from mineral medium
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-
Manually annotated by BRENDA team
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
physiological function
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
4-nitroacetanilide + H2O
?
show the reaction diagram
-
-
-
-
?
4-nitrophenyl acetate + H2O
4-nitrophenol + acetate
show the reaction diagram
4-nitrophenyl butyrate + H2O
?
show the reaction diagram
-
-
-
-
?
acetamide + H2O
?
show the reaction diagram
acetanilide + H2O
?
show the reaction diagram
-
-
-
-
?
benzamide + H2O
?
show the reaction diagram
benzylcarbamate + H2O
CO2 + NH3 + benzoate
show the reaction diagram
butyl carbamate + H2O
CO2 + NH3 + butanol
show the reaction diagram
-
-
-
-
?
butyramide + H2O
?
show the reaction diagram
-
-
-
-
?
ethyl carbamate + H2O
CO2 + NH3 + ethanol
show the reaction diagram
-
-
-
-
?
ethyl N-phenylcarbamate + H2O
CO2 + aniline + ethanol
show the reaction diagram
-
-
-
-
?
ethylcarbamate + H2O
CO2 + NH3 + ethanol
show the reaction diagram
hexamethylene dicarbamic acid dibutyl ester + H2O
?
show the reaction diagram
-
-
product identification and quantification, overview
-
?
L-alanine-4-nitroanilide + H2O
?
show the reaction diagram
-
-
-
-
?
methyl carbamate + H2O
methanol + CO2 + NH3
show the reaction diagram
methylcarbamate + H2O
CO2 + NH3 + methanol
show the reaction diagram
methylene bisphenyl dicarbamic acid dibutyl ester + H2O
?
show the reaction diagram
-
-
product identification and quantification, overview
-
?
n-butylcarbamate + H2O
CO2 + NH3 + n-butanol
show the reaction diagram
n-butyramide + H2O
?
show the reaction diagram
phenyl acetamide + H2O
?
show the reaction diagram
-
-
-
-
?
phenylcarbamate + H2O
CO2 + NH3 + phenol
show the reaction diagram
tert-butylcarbamate + H2O
CO2 + NH3 + tert-butanol
show the reaction diagram
toluene-2,4-dicarbamic acid dibutyl ester + H2O
toluene diamine + ?
show the reaction diagram
-
-
product identification and quantification, overview
-
?
urethane + H2O
ethanol + CO2 + NH3
show the reaction diagram
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
ethylcarbamate + H2O
CO2 + NH3 + ethanol
show the reaction diagram
hexamethylene dicarbamic acid dibutyl ester + H2O
?
show the reaction diagram
-
-
-
-
?
methylene bisphenyl dicarbamic acid dibutyl ester + H2O
?
show the reaction diagram
-
-
-
-
?
toluene-2,4-dicarbamic acid dibutyl ester + H2O
toluene diamine + ?
show the reaction diagram
-
-
-
-
?
urethane + H2O
ethanol + CO2 + NH3
show the reaction diagram
additional information
?
-
COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
additional information
-
does not require any cofactor
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METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Fe3+
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strain IFO 12107, iron-containing urethanase, contains a typical high-spin Fe3+
Mg2+
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20% activation at 1 mM
NEM
-
12% activation at 1 mM
Zn2+
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probably belongs to category of Zn enzyme
additional information
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
1,10-phenanthroline
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strong inhibition
4-chloromercuribenzoate
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37% inhibition at 1 mM
Ag+
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1 mM: complete inhibition
bathophenanthroline
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complete inhibition, activity fully restored by addition of Fe3+ at a ratio of 4 iron atoms to 1 mol inactive protein, the apoenzyme
Cd2+
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18% inhibition at 1 mM
F-
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1 mM: complete inhibition
Fe2+
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1 mM: 67% inhibition, 10 mM: complete inhibition
iodoacetamide
iodoacetic acid
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0.1 mM: 40% inhibition
Mn2+
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slight inhibition
N-Benzoylphosphoric triamide
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O,O-Dimethyl-O-(2,2-dichlorovinyl) phosphate
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O,O-Dimethyl-O-(3-methyl-4-nitrophenyl) phosphate
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p-chloromercuribenzoate
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0.1 mM: 52% inhibition
phenylmethylsulfonyl fluoride
phenylphosphorodiamide
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phenylthiophosphorodiamide
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phosphoramidon
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PMSF
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84% inhibition at 1 mM
Sodium laurylsulfate
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35 mM: complete inhibition
additional information
-
ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
Triton X-100
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slight activation, activation depending on increasing concentrations of Triton X-100
additional information
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the enzyme is strongly induced by acetanilide, effect of carbon sources and inducers on cell growth, overview
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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.15
4-nitroacetanilide
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pH 7.0, 30°C
0.07
4-nitrophenyl acetate
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pH 7.0, 30°C
0.1
4-nitrophenylbutyrate
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pH 7.0, 30°C
49
acetamide
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pH 7.0, 30°C
0.13
acetanilide
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pH 7.0, 30°C
11.8
Benzamide
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pH 7.0, 30°C
2.5
butyramide
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pH 7.0, 30°C
6.59
ethyl carbamate
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pH 7.0, 30°C
0.07
ethyl N-phenylcarbamate
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pH 7.0, 30°C
2.49
L-alanine 4-nitroanilide
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pH 7.0, 30°C
9.4
phenyl acetamide
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pH 7.0, 30°C
0.0272 - 56
urethane
additional information
additional information
-
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
0.041
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strain IFO 12107
6
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purified native enzyme
additional information
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
7.5
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strain 1013, pH-optimum at, a second, higher pH-optimum at pH 4.5
additional information
pH RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
3 - 10
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activity range, profile overview
4 - 8.5
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half of maximum activity at pH 4.0 and pH 8.5
5
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half of maximum activity at pH 5.0
6 - 7
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pH 6.0: 98% of maximum activity, pH 7.0: 78% of maximum activity
additional information
-
urethanase activity sharply declines in alkaline region
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
TEMPERATURE RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
20 - 50
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strain 1013, about 50% of maximum activity at 20°C and 50°C
30 - 50
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activity between
40 - 60
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50
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40% of maximum activity
55
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22% of maximum activity
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
-
highest activity
Manually annotated by BRENDA team
additional information
LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY hide
GeneOntology No.
LITERATURE
SOURCE
-
highest activity, located mainly in the lysosomal fraction
Manually annotated by BRENDA team
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moderate activity
Manually annotated by BRENDA team
additional information
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intracellular distribution
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Manually annotated by BRENDA team
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
13700
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x * 13700, SDS-PAGE
42000
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strain IFO 12107, homotetramer, 4 * 42000, SDS-PAGE
55000
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approximately, gel filtration
96000
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gel filtration
160000
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strain IFO 12107, gel filtration
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
monomer
oligomer
tetramer
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strain IFO 12107, homotetramer, 4 * 42000, SDS-PAGE
additional information
pH STABILITY
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
1 - 2
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1 h, 4°C, 50% of maximal activity remaining
733131
4 - 8
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strain IFO 12107, stable between
209235
4.5 - 7.5
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strain 1013, 37°C, 30 min, stable between
209236
5 - 8
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stable between
209238
5
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1 h, 4°C, 50% of maximal activity remaining,
733131
7 - 10
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stable at, 1 h, 4°C, over 80% activity remaining
733131
7 - 9
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purified native enzyme, stable at
733136
8 - 10
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stable
667283
TEMPERATURE STABILITY
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
37
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strain 1013, pH 4.5-7.5, 30 min, stable at
40 - 60
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rapid inactivation at pH 4.0, more slowly inactivation at 60°C
40 - 50
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purified native enzyme, stable at
45
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stable up to, 1 h, stability sharply declined above
55
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strain IFO 12107, stable below
60
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half-life of enzyme at 60°C: 30 min
65
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15 min, complete loss of activity
80
-
1 h, complete loss of activity
ORGANIC SOLVENT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Ethanol
OXIDATION STABILITY
ORGANISM
UNIPROT
LITERATURE
the enzyme exhibits ethanol tolerance, 50% activity remaining at 27% ethanol, 65% activity remaining at 15% ethanol
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733131
Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
native enzyme by ultrasonication, concentration by PEG 20000, gel filtration, and ultrafilatration
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native enzyme to homogeneity by ammonium sulfate fractionation, gel filtration, and ion exchange chromatography
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partial
strain IFO 12107
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Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
DNA and amino acid sequence determination and analysis
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APPLICATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
food industry
nutrition