Information on EC 3.5.1.66 - 2-(hydroxymethyl)-3-(acetamidomethylene)succinate hydrolase

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The expected taxonomic range for this enzyme is: Bacteria

EC NUMBER
COMMENTARY hide
3.5.1.66
-
RECOMMENDED NAME
GeneOntology No.
2-(hydroxymethyl)-3-(acetamidomethylene)succinate hydrolase
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
2-(hydroxymethyl)-3-(acetamidomethylene)succinate + 2 H2O = acetate + 2-(hydroxymethyl)-4-oxobutanoate + NH3 + CO2
show the reaction diagram
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-
-
-
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
hydrolysis of linear amides
-
-
deaminating, decarboxylating
-
PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
Vitamin B6 metabolism
-
-
SYSTEMATIC NAME
IUBMB Comments
2-(hydroxymethyl)-3-(acetamidomethylene)succinate amidohydrolase (deaminating, decarboxylating)
Involved in the degradation of pyridoxin by Pseudomonas and Arthrobacter.
CAS REGISTRY NUMBER
COMMENTARY hide
95829-26-8
-
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
Cr-7
-
-
Manually annotated by BRENDA team
Cr-7
-
-
Manually annotated by BRENDA team
IA
-
-
Manually annotated by BRENDA team
IA
-
-
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
2-(hydroxymethyl)-3-(acetamidomethylene)succinate + H2O
?
show the reaction diagram
2-(hydroxymethyl)-3-(acetamidomethylene)succinate + H2O
acetate + 2-(hydroxymethyl)-4-oxobutanoate + NH3 + CO2
show the reaction diagram
3-(acetamidomethylene)succinate + H2O
acetate + 4-oxobutanoate + NH3 + CO2
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
2-(hydroxymethyl)-3-(acetamidomethylene)succinate + H2O
?
show the reaction diagram
additional information
?
-
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
additional information
-
some inorganic cations activate
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
Dicarboxylic acids
-
competitive
diphosphate
-
competitive
Hg2+
-
0.01 mM, 15 min, 82% activity remains
Itaconic acid
-
competitive, most effective inhibitor, Ki: 0.74 mM
malonate
-
competitive, Ki: 20 mM
phosphate
-
competitive
sulfite
-
noncompetitive, inhibition by a time-dependent mechanism, addition of succinic semialdehyde protects against sulfite inhibition
Tricarboxylic acids
-
competitive
-
Zn2+
-
1 mM: 40% inhibition
additional information
-
no inhibition by: organic protein reagents, 0.1 mM, 15 min, p-chloromercuribenzoate, 1.0 mM Ni2+, 1.0 mM Co2+, 1.0 mM Mn2+, 1.0 mM Mg2+, 1.0 mM Ca2+, 1.0 mM Cu2+, 1.0 mM Cs+, 1.0 mM Li+, SO42-, NO3-, Cl-, 10 mM dithiothreitol, 100 mM monocarboxylic acids
-
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.025 - 0.56
2-(Hydroxymethyl)-3-(acetamidomethylene)succinate
0.68
3-(acetamidomethylene)succinate
-
compound A, 25C, pH 7.0
additional information
additional information
-
kinetic data
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TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
2.3
2-(Hydroxymethyl)-3-(acetamidomethylene)succinate
Arthrobacter sp.
-
turnover no./subunit, 25C
Ki VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.74
Itaconic acid
-
competitive, most effective inhibitor
20
malonate
-
competitive
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
additional information
-
-
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
additional information
-
pI: 4.2, effect of buffer on pH optimum
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
25
-
assay at
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
205000
-
Cr-7, gel filtration
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
multimer
pH STABILITY
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
4 - 5
-
rapid loss of activity
172028
6 - 10
-
stable at room temperature
172028
8
-
70C, 1 min, stable at
172028
TEMPERATURE STABILITY
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
70
-
pH 8.0, 1 min, stable at
100
-
1 min, 65% activity retained
STORAGE STABILITY
ORGANISM
UNIPROT
LITERATURE
Cr-7, -20C, 0.1 M Tris-HCl, pH 7.0, stable for several months
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Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE