Information on EC 3.5.1.84 - biuret amidohydrolase

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

EC NUMBER
COMMENTARY hide
3.5.1.84
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RECOMMENDED NAME
GeneOntology No.
biuret amidohydrolase
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
biuret + H2O = urea-1-carboxylate + NH3
show the reaction diagram
involved in a pathway by which the herbicide atrazine, 2-chloro-4-(ethylamino)-6-(isopropylamino)-1,3,5-triazine, is degraded in bacteria
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
hydrolysis of linear amides
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PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
Atrazine degradation
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cyanurate degradation
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Metabolic pathways
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Microbial metabolism in diverse environments
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SYSTEMATIC NAME
IUBMB Comments
biuret amidohydrolase
Along with EC 3.5.2.15 (cyanuric acid amidohydrolase) and EC 3.5.1.54 (allophanate hydrolase), this enzyme forms part of the cyanuric-acid metabolism pathway, which degrades s-triazide herbicides, such as atrazine [2-chloro-4-(ethylamino)-6-(isopropylamino)-1,3,5-triazine], in bacteria. Urea-1-carboxylate rather than urea (as was thought previously) is the 2-nitrogen intermediate in cyanuric-acid metabolism in bacteria [2]. The product, urea-1-carboxylate, can spontaneously decarboxylate under acidic conditions to form urea but, under physiological conditions, it can be converted into CO2 and ammonia by the action of EC 3.5.1.54 [2].
CAS REGISTRY NUMBER
COMMENTARY hide
95567-88-7
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ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
strain 11, NRRLB-15444R
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Manually annotated by BRENDA team
strain 11, NRRLB-15444R
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Manually annotated by BRENDA team
Hormodendrum sp.
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Manually annotated by BRENDA team
strain 90
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Manually annotated by BRENDA team
Penicillium spp.
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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
(E)-diazene-1,2-dicarboxamide + H2O
?
show the reaction diagram
1,1-dimethylurea + H2O
?
show the reaction diagram
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low specific activity
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?
1-carbamimidoylthiourea + H2O
?
show the reaction diagram
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low specific activity
-
-
?
1-ethylurea + H2O
?
show the reaction diagram
-
low specific activity
-
-
?
1-formylurea + H2O
?
show the reaction diagram
1-hydroxyurea + H2O
?
show the reaction diagram
-
low specific activity
-
-
?
1-methylthiourea + H2O
?
show the reaction diagram
-
low specific activity
-
-
?
1-methylurea + H2O
?
show the reaction diagram
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low specific activity
-
-
?
1-prop-2-en-1-ylurea + H2O
?
show the reaction diagram
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low specific activity
-
-
?
2-cyanoacetamide + H2O
?
show the reaction diagram
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low specific activity
-
-
?
2-methylpropanamide + H2O
?
show the reaction diagram
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low specific activity
-
-
?
3-oxobutanamide + H2O
?
show the reaction diagram
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low specific activity
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?
acetamide + H2O
?
show the reaction diagram
biuret + H2O
allophanic acid + NH3
show the reaction diagram
biuret + H2O
urea + CO2 + NH3
show the reaction diagram
butanediamide + H2O
?
show the reaction diagram
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low specific activity
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?
carbamoylcarbamate + H2O
?
show the reaction diagram
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low specific activity
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-
?
dicarbonimidic diamide + H2O
?
show the reaction diagram
dicarbonodithioimidic diamide + H2O
?
show the reaction diagram
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low specific activity
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?
ethanediamide + H2O
?
show the reaction diagram
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low specific activity
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?
ethanethioamide + H2O
?
show the reaction diagram
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low specific activity
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?
ethyl acetate + H2O
?
show the reaction diagram
ethyl carbamoylcarbamate + H2O
?
show the reaction diagram
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low specific activity
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?
formamide + H2O
?
show the reaction diagram
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low specific activity
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?
hexanediamide + H2O
?
show the reaction diagram
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low specific activity
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?
hydrazinecarbothioamide + H2O
?
show the reaction diagram
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low specific activity
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?
hydrazinecarboxamide + H2O
?
show the reaction diagram
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low specific activity
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?
N-carbamothioylacetamide + H2O
?
show the reaction diagram
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low specific activity
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?
N-carbamoylacetamide + H2O
?
show the reaction diagram
N-hydroxydicarbonimidic diamide + H2O
?
show the reaction diagram
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low specific activity
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-
?
N-nitrodicarbonimidic diamide + H2O
?
show the reaction diagram
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low specific activity
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?
prop-2-enamide + H2O
?
show the reaction diagram
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low specific activity
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?
propanediamide + H2O
?
show the reaction diagram
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low specific activity
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?
sulfuric diamide + H2O
?
show the reaction diagram
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low specific activity
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?
thiourea + H2O
?
show the reaction diagram
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low specific activity
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?
urea + H2O
?
show the reaction diagram
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
biuret + H2O
allophanic acid + NH3
show the reaction diagram
biuret + H2O
urea + CO2 + NH3
show the reaction diagram
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
additional information
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the addition of ZnSO4 or CoSO4 (0.05 mM and 1 mM) to enzyme assays gives only nominal increases in activity. No metal cofactors are detected
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
DEAE-cellulose
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strain D, slow inactivation, inactivation accelerated markedly on addition of dithiothreitol
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dithiothreitol
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strain D, accelerates inactivation by DEAE-cellulose markedly
N-ethylmaleimide
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more than 90% loss of activity at 0.05 mM; more than 90% loss of activity at 0.5 mM
Tris
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strain D, inactivation
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.023
Biuret
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in 0.1 M potassium phosphate buffer, pH 8.5, at 22C
TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
4
Biuret
Rhizobium leguminosarum bv. viciae
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in 0.1 M potassium phosphate buffer, pH 8.5, at 22C
kcat/KM VALUE [1/mMs-1]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
170
Biuret
Rhizobium leguminosarum bv. viciae
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in 0.1 M potassium phosphate buffer, pH 8.5, at 22C
9365
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
0.02
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below 0.02 micromol/min/mg, using 1,1-dimethylurea as substrate, in 0.1 M potassium phosphate buffer, pH 8.5, at 22C; below 0.02 micromol/min/mg, using 1-carbamimidoylthiourea as substrate, in 0.1 M potassium phosphate buffer, pH 8.5, at 22C; below 0.02 micromol/min/mg, using 1-ethylurea as substrate, in 0.1 M potassium phosphate buffer, pH 8.5, at 22C; below 0.02 micromol/min/mg, using 1-hydroxyurea as substrate, in 0.1 M potassium phosphate buffer, pH 8.5, at 22C; below 0.02 micromol/min/mg, using 1-methylthiourea as substrate, in 0.1 M potassium phosphate buffer, pH 8.5, at 22C; below 0.02 micromol/min/mg, using 1-methylurea as substrate, in 0.1 M potassium phosphate buffer, pH 8.5, at 22C; below 0.02 micromol/min/mg, using 1-prop-2-en-1-ylurea as substrate, in 0.1 M potassium phosphate buffer, pH 8.5, at 22C; below 0.02 micromol/min/mg, using 2-cyanoacetamide as substrate, in 0.1 M potassium phosphate buffer, pH 8.5, at 22C; below 0.02 micromol/min/mg, using 2-methylpropanamide as substrate, in 0.1 M potassium phosphate buffer, pH 8.5, at 22C; below 0.02 micromol/min/mg, using 3-oxobutanamide as substrate, in 0.1 M potassium phosphate buffer, pH 8.5, at 22C; below 0.02 micromol/min/mg, using acetamide as substrate, in 0.1 M potassium phosphate buffer, pH 8.5, at 22C; below 0.02 micromol/min/mg, using butanediamide as substrate, in 0.1 M potassium phosphate buffer, pH 8.5, at 22C; below 0.02 micromol/min/mg, using carbamoylcarbamate as substrate, in 0.1 M potassium phosphate buffer, pH 8.5, at 22C; below 0.02 micromol/min/mg, using dicarbonodithioimidic diamide as substrate, in 0.1 M potassium phosphate buffer, pH 8.5, at 22C; below 0.02 micromol/min/mg, using (E)-diazene-1,2-dicarboxamide as substrate, in 0.1 M potassium phosphate buffer, pH 8.5, at 22C; below 0.02 micromol/min/mg, using ethanediamide as substrate, in 0.1 M potassium phosphate buffer, pH 8.5, at 22C; below 0.02 micromol/min/mg, using ethanethioamide as substrate, in 0.1 M potassium phosphate buffer, pH 8.5, at 22C; below 0.02 micromol/min/mg, using ethyl acetate as substrate, in 0.1 M potassium phosphate buffer, pH 8.5, at 22C; below 0.02 micromol/min/mg, using ethyl carbamoylcarbamate as substrate, in 0.1 M potassium phosphate buffer, pH 8.5, at 22C; below 0.02 micromol/min/mg, using formamide as substrate, in 0.1 M potassium phosphate buffer, pH 8.5, at 22C; below 0.02 micromol/min/mg, using hexanediamide as substrate, in 0.1 M potassium phosphate buffer, pH 8.5, at 22C; below 0.02 micromol/min/mg, using hydrazinecarbothioamide as substrate, in 0.1 M potassium phosphate buffer, pH 8.5, at 22C; below 0.02 micromol/min/mg, using hydrazinecarboxamide as substrate, in 0.1 M potassium phosphate buffer, pH 8.5, at 22C; below 0.02 micromol/min/mg, using N-carbamothioylacetamide as substrate, in 0.1 M potassium phosphate buffer, pH 8.5, at 22C; below 0.02 micromol/min/mg, using N-hydroxydicarbonimidic diamide as substrate, in 0.1 M potassium phosphate buffer, pH 8.5, at 22C; below 0.02 micromol/min/mg, using N-nitrodicarbonimidic diamide as substrate, in 0.1 M potassium phosphate buffer, pH 8.5, at 22C; below 0.02 micromol/min/mg, using prop-2-enamide as substrate, in 0.1 M potassium phosphate buffer, pH 8.5, at 22C; below 0.02 micromol/min/mg, using propanediamide as substrate, in 0.1 M potassium phosphate buffer, pH 8.5, at 22C; below 0.02 micromol/min/mg, using sulfuric diamide as substrate, in 0.1 M potassium phosphate buffer, pH 8.5, at 22C; below 0.02 micromol/min/mg, using thiourea as substrate, in 0.1 M potassium phosphate buffer, pH 8.5, at 22C; below 0.02 micromol/min/mg, using urea as substrate, in 0.1 M potassium phosphate buffer, pH 8.5, at 22C
0.04
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using N-carbamoylacetamide as substrate, in 0.1 M potassium phosphate buffer, pH 8.5, at 22C
0.17
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using 1-formylurea as substrate, in 0.1 M potassium phosphate buffer, pH 8.5, at 22C
6.08
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using dicarbonimidic diamide as substrate, in 0.1 M potassium phosphate buffer, pH 8.5, at 22C
8.9
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using biuret as substrate, in 0.1 M potassium phosphate buffer, pH 8.5, at 22C
additional information
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
pH RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
4.5 - 11
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about 50% activity at pH 4.5 and pH 11.0
additional information
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strain D, essentially inactive at pH 9.5
pI VALUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
5.7
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calculated from amino acid sequence
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
27121
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x * 27121, calculated from amino acid sequence
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
GENERAL STABILITY
ORGANISM
UNIPROT
LITERATURE
potassium phosphate buffer yields optimal catalytic rates
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strain D, bovine serum albumin, large amounts, stabilizes, rapid loss of activity can be decreased to 25% with large amounts of bovine serum albumin
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strain D, dithiothreitol, 10 mM, stabilizes, rapid loss of activity can be decreased to 25% with 10 mM dithiothreitol
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strain D, enzyme very labile during purification
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strain D, enzyme very labile, complete loss of activity in a few hours
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strain D, glycerol, 1.5 M, stabilizes, rapid loss of activity can be decreased to 25% with 1.5 M glycerol
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STORAGE STABILITY
ORGANISM
UNIPROT
LITERATURE
strain D, rapid complete loss of activity in a few hours
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Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
nickel affinity column chromatography
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partial, strain D, NRRLB-12228, enzyme very labile during purification
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Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
expressed in Escherichia coli DH5alpha cells
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strain 99, cloning large conjugal plasmid pPDL12, carrying the genes encoding the s-triazine degradation pathway, including the trzE gene encoding biuret amidohydrolase in Klebsiella planticola ATCC 33531, expression in Klebsiella planticola ATCC 33531
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APPLICATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
agriculture