Information on EC 4.3.2.3 - ureidoglycolate lyase

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

EC NUMBER
COMMENTARY
4.3.2.3
-
RECOMMENDED NAME
GeneOntology No.
ureidoglycolate lyase
REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT ACCESSION NO.
LITERATURE
(S)-ureidoglycolate = glyoxylate + urea
show the reaction diagram
-
-
-
-
REACTION TYPE
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
amidation
-
-
elimination
-
-
elimination
-
-
C-N-bond cleavage
-
PATHWAY
KEGG Link
MetaCyc Link
allantoin degradation to glyoxylate I
-
allantoin degradation to glyoxylate III
-
Metabolic pathways
-
Purine metabolism
-
SYSTEMATIC NAME
IUBMB Comments
(S)-ureidoglycolate urea-lyase (glyoxylate-forming)
This microbial enzyme is involved in the degradation of ureidoglycolate, an intermediate of purine degradation. Not to be confused with EC 3.5.1.116, ureidoglycolate amidohydrolase, which releases ammonia rather than urea.
SYNONYMS
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
(-)-ureidoglycolate urea-lyase
-
-
-
-
(-)-ureidoglycolate urea-lyase
-
-
lyase, ureidoglycolate
-
-
-
-
peptidyl-alpha-hydroxyglycine alpha-amidating lyase
-
-
peptidylglycine alpha-amidating monooxygenase
-
-
UGL
-
-
-
-
ureidoglycolase
-
-
-
-
ureidoglycolatase
-
-
-
-
ureidoglycolate hydrolase
-
-
-
-
ureidoglycolate lyase
-
-
ureidoglycolate urea-lyase
-
-
CAS REGISTRY NUMBER
COMMENTARY
9014-57-7
-
SUBSTRATE
PRODUCT                      
REACTION DIAGRAM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
(Substrate)
LITERATURE
(Substrate)
COMMENTARY
(Product)
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
(S)-benzoyl-alpha-hydroxyglycine
glyoxylate + benzamide
show the reaction diagram
-
2% of activity with (S)-ureidoglycolate
-
?
(S)-cinnamoyl-alpha-hydroxyglycine
glyoxylate + cinnamamide
show the reaction diagram
-
5.5% of activity with (S)-ureidoglycolate
-
?
(S)-ureidoglycolate
glyoxylate + urea
show the reaction diagram
-
-
-
-
?
(S)-ureidoglycolate
glyoxylate + urea
show the reaction diagram
-
-
-
?
(S)-ureidoglycolate
glyoxylate + urea
show the reaction diagram
-
-
-
?
1-naphtylacetyl-alpha-hydroxyglycine
glyoxylate + 1-naphtaleneacetamide
show the reaction diagram
-
2.3% of activity with (S)-ureidoglycolate
-
?
3-phenylpropionyl-alpha-hydroxyglycine
glyoxylate + 3-phenylpropylacetamide
show the reaction diagram
-
1.0% of activity with (S)-ureidoglycolate
-
?
4'-methoxyphenylacetyl-alpha-hydroxyglycine
glyoxylate + 4'-methoxyphenylacetamide
show the reaction diagram
-
1.3% of activity with (S)-ureidoglycolate
-
?
4'-nitrophenylacetyl-alpha-hydroxyglycine
glyoxylate + 4'-nitrophenylacetamide
show the reaction diagram
-
0.5% of activity with (S)-ureidoglycolate
-
?
phenylacetyl-alpha-hydroxyglycine
glyoxylate + phenylacetamide
show the reaction diagram
-
0.8% of activity with (S)-ureidoglycolate
-
?
ureidoglycolate
glyoxylate + urea
show the reaction diagram
-
-
-
?
ureidoglycolate
glyoxylate + urea
show the reaction diagram
-
-
-
-
?
ureidoglycolate
glyoxylate + urea
show the reaction diagram
-
-
-
?
ureidoglycolate
glyoxylate + urea
show the reaction diagram
-
-
-
?
ureidoglycolate
glyoxylate + urea
show the reaction diagram
-
-
-
?
ureidoglycolate
glyoxylate + urea
show the reaction diagram
-
-
-
?
ureidoglycolate
glyoxylate + urea
show the reaction diagram
-
-
-
?
ureidoglycolate
glyoxylate + urea
show the reaction diagram
-
-
-
?
ureidoglycolate
glyoxylate + urea
show the reaction diagram
-
r
-
?
ureidoglycolate
glyoxylate + urea
show the reaction diagram
-
?
-
?
ureidoglycolate
glyoxylate + urea
show the reaction diagram
-
?
-
?
ureidoglycolate
glyoxylate + urea
show the reaction diagram
-
?
-
?
ureidoglycolate
glyoxylate + urea
show the reaction diagram
-
?
-
?
ureidoglycolate
glyoxylate + urea
show the reaction diagram
-
?
-
?
ureidoglycolate
glyoxylate + urea
show the reaction diagram
-
?
-
?
ureidoglycolate
glyoxylate + urea
show the reaction diagram
Mycobacterium scrofulaceum W200
-
?
-
?
ureidoglycolate
?
show the reaction diagram
-
-
-
-
-
ureidoglycolate
?
show the reaction diagram
-
enzyme is involved in purine degradation
-
-
-
ureidoglycolate
?
show the reaction diagram
-
enzyme is involved in purine degradation
-
-
-
ureidoglycolate
?
show the reaction diagram
-
enzyme is involved in degradation of xanthine
-
-
-
ureidoglycolate
?
show the reaction diagram
-
induced by urate
-
-
-
ureidoglycolate
?
show the reaction diagram
-
enzyme is involved in allantoin degradation
-
-
-
NATURAL SUBSTRATES
NATURAL PRODUCTS
REACTION DIAGRAM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
(Substrate)
LITERATURE
(Substrate)
COMMENTARY
(Product)
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
(S)-ureidoglycolate
glyoxylate + urea
show the reaction diagram
-
-
-
-
?
(S)-ureidoglycolate
glyoxylate + urea
show the reaction diagram
-
-
-
?
(S)-ureidoglycolate
glyoxylate + urea
show the reaction diagram
-
-
-
?
ureidoglycolate
glyoxylate + urea
show the reaction diagram
-
-
-
-
?
ureidoglycolate
?
show the reaction diagram
-
-
-
-
-
ureidoglycolate
?
show the reaction diagram
-
enzyme is involved in purine degradation
-
-
-
ureidoglycolate
?
show the reaction diagram
-
enzyme is involved in purine degradation
-
-
-
ureidoglycolate
?
show the reaction diagram
-
enzyme is involved in degradation of xanthine
-
-
-
ureidoglycolate
?
show the reaction diagram
-
induced by urate
-
-
-
ureidoglycolate
?
show the reaction diagram
-
enzyme is involved in allantoin degradation
-
-
-
METALS and IONS
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
Fe2+
-
activates
Mg2+
-
activation
Mn2+
-
activates
Mn2+
-
activates
Mn2+
-
2fold increase in activity
Ni2+
-
activates
Zn2+
-
activation
INHIBITORS
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
IMAGE
benzoylpyruvate
-
-
EDTA
-
complete inhibition, 50% of activity is restored after removal of EDTA, addition of Mn2+, Zn2+ or Mg2+ recover the activity to the initial levels
EDTA
-
10 mM, complete inhibition, activity can be restored by Mn2+ and Co2+, slightly by Zn2+
Fe2+
-
strong inactivation
-
N-acetylphenylpyruvate
-
-
Ni2+
-
strong inactivation
o-phenanthroline
-
-
ACTIVATING COMPOUND
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
IMAGE
KM VALUE [mM]
KM VALUE [mM] Maximum
SUBSTRATE
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
IMAGE
0.006
-
(-)-ureidoglycolate
-
30C, pH 7.8, in the presence of 0.5 mM Mn2+
0.5
-
(S)-ureidoglycolate
-
30C, pH 7.0
0.03
-
1-naphtylacetyl-alpha-hydroxyglycine
-
30C, pH 7.0
0.04
-
3-phenylpropionyl-alpha-hydroxyglycine
-
30C, pH 7.0
0.09
-
4'-nitrophenylacetyl-alpha-hydroxyglycine
-
30C, pH 7.0
0.028
-
4-methoxyphenylacetyl-alpha-hydroxyglycine
-
30C, pH 7.0
0.09
-
benzoyl-alpha-hydroxyglycine
-
30C, pH 7.0
0.025
-
cinnamoyl-alpha-hydroxyglycine
-
30C, pH 7.0
0.024
-
phenylacetyl-alpha-hydroxyglycine
-
30C, pH 7.0
0.33
-
ureidoglycolate
-
-
0.65
-
ureidoglycolate
-
-
3.9
-
ureidoglycolate
-
50 mM Tes, pH 7.8, 0.5 mM MnSO4, 3 mM phenylhydrazine
4.5
-
ureidoglycolate
-
-
13.9
-
ureidoglycolate
-
-
17
-
ureidoglycolate
-
-
TURNOVER NUMBER [1/s]
TURNOVER NUMBER MAXIMUM[1/s]
SUBSTRATE
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
IMAGE
0.018
-
ureidoglycolate
-
50 mM Tes, pH 7.8, 0.5 mM MnSO4, 3 mM phenylhydrazine
Ki VALUE [mM]
Ki VALUE [mM] Maximum
INHIBITOR
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
IMAGE
0.00056
-
Acetopyruvate
-
30C, pH 7.0
0.0000022
-
benzoylpyruvate
-
30C, pH 7.0
11.6
-
maleamic acid
-
30C, pH 7.0
0.0012
-
N-acetylphenylpyruvate
-
30C, pH 7.0
SPECIFIC ACTIVITY [µmol/min/mg]
SPECIFIC ACTIVITY MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
4.439
-
-
50 mM Tes, pH 7.8, 0.5 mM MnSO4, 3 mM phenylhydrazine
additional information
-
-
-
pH OPTIMUM
pH MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
7.5
-
-
-
7.8
-
-
activity assay
pH RANGE
pH RANGE MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
6
9
-
pH 6.0: about 40% of maximal activity, pH 9.0: about 20% of maximal activity
6.5
8.6
-
pH 6.5: about 50% of maximal activity, pH 8.6: about 40% of maximal activity
TEMPERATURE OPTIMUM
TEMPERATURE OPTIMUM MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
37
-
-
activity assay
70
-
-
and above, chemical instability of ureidoglycolate at higher temperatures
TEMPERATURE RANGE
TEMPERATURE MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
30
70
-
approx. 30% of maximal activity at 40C
LOCALIZATION
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
GeneOntology No.
LITERATURE
SOURCE
-
detoxification of the reaction product glyoxylate in the peroxisomes by the malate synthase reaction
Manually annotated by BRENDA team
MOLECULAR WEIGHT
MOLECULAR WEIGHT MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
64000
-
-
sucrose density gradient centrifugation
121000
-
-
sucrose density gradient centrifugation
180000
-
-
gel filtration
240000
-
-
SDS-PAGE
SUBUNITS
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
?
-
x * 21727, calculation from nucleotide sequence
dimer
-
2 * 64000, SDS-PAGE
dimer
-
2 * 33000, SDS-PAGE
hexamer
-
6 * 31000, SDS-PAGE
hexamer
-
6 * 38000, SDS-PAGE
TEMPERATURE STABILITY
TEMPERATURE STABILITY MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
70
-
-
15 min, in presence of Mn2+, complete inactivation
80
-
-
no loss of activity after 60 min in the presence of Mn2+
90
-
-
complete loss of activity after 40 min in the presence of Mn2+
STORAGE STABILITY
ORGANISM
UNIPROT ACCESSION NO.
LITERATURE
-20C, stable for 3 months
-
-20C, 10 mM Tris-HCl, pH 8.0, 0.1 M NaCl, 10% glycerol, stable for at least 3 months
-
Purification/COMMENTARY
ORGANISM
UNIPROT ACCESSION NO.
LITERATURE
partial
-
DEAE-Sephacel, oxamate affinity, Superose
-
ammonium sulfate, gel filtration, heat treatment, ion exchange, electrophoresis
-
partial
-
ammonium sulfate precipitation, gel filtration, heat treatment, hydrophobic interaction chromatography, immunoaffinity chromatography
-
partial
-
liver enzyme
-
Cloned/COMMENTARY
ORGANISM
UNIPROT ACCESSION NO.
LITERATURE
into the pCIS vector for transfection of CHO cells
-
ENGINEERING
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
S767A
-
mutant is engineered to lack the N-glycosylation site at Asn765
Y582F
-
mutant is engineered for analysing the role of the thyrosine residues for the activity of the enzyme
Y595F
-
mutant is engineered for analysing the role of the thyrosine residues for the activity of the enzyme
Y654F
-
mutant is engineered for analysing the role of the thyrosine residues for the activity of the enzyme