Information on EC 1.3.1.28 - 2,3-dihydro-2,3-dihydroxybenzoate dehydrogenase

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The enzyme appears in viruses and cellular organisms

EC NUMBER
COMMENTARY hide
1.3.1.28
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RECOMMENDED NAME
GeneOntology No.
2,3-dihydro-2,3-dihydroxybenzoate dehydrogenase
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
(2S,3S)-2,3-dihydro-2,3-dihydroxybenzoate + NAD+ = 2,3-dihydroxybenzoate + NADH + H+
show the reaction diagram
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
oxidation
-
-
-
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redox reaction
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-
-
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reduction
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-
-
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PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
2,3-dihydroxybenzoate biosynthesis
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enterobactin biosynthesis
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Biosynthesis of siderophore group nonribosomal peptides
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Biosynthesis of secondary metabolites
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Biosynthesis of antibiotics
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SYSTEMATIC NAME
IUBMB Comments
(2S,3S)-2,3-dihydro-2,3-dihydroxybenzoate:NAD+ oxidoreductase
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CAS REGISTRY NUMBER
COMMENTARY hide
37250-40-1
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ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
strain JM109
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-
Manually annotated by BRENDA team
JT strains
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-
Manually annotated by BRENDA team
JT strains
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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
2-cyclohexen-1-ol + NAD+
1-oxo-2-cyclohexene + NADH
show the reaction diagram
-
-
-
r
3-hydroxy-4-cyclohexene-1-carboxylate
3-oxo-4-cyclohexene-1-carboxylate + NADH
show the reaction diagram
-
reversible only with 3-keto compounds, not with 2-keto compounds
-
r
4-isopropyl-2,3-dihydroxybenzoate + NAD+
?
show the reaction diagram
4-trifluoromethyl-2,3-dihydro-2,3-dihydroxybenzoate + NAD+
4-trifluoromethyl-2,3-dihydroxybenzoate + NADH
show the reaction diagram
cis-1,3-cyclohexadiene-5,6-diol + NAD+
?
show the reaction diagram
-
-
-
-
r
cis-3-hydroxy-cyclohexane-1-carboxylate + NAD+
3-oxo-cyclohexane-1-carboxylate + NADH
show the reaction diagram
-
-
-
r
methyl-2,3-dihydro-3-hydroxybenzoate + NAD+
3-hydroxybenzoate + NADH
show the reaction diagram
-
-
-
r
methyl-3-hydroxy-1,4-cyclohexadien-1-carboxylate + NAD+
3-hydroxybenzoate + NADH
show the reaction diagram
-
-
-
r
trans-1,3-cyclohexadiene-5,6-diol + NAD+
?
show the reaction diagram
-
-
-
-
r
trans-2,3-dihydro-2,3-dihydroxybenzoate + NAD+
2,3-dihydroxybenzoate + NADH
show the reaction diagram
trans-3-hydroxy-cyclohexane-1-carboxylate + NAD+
3-oxo-cyclohexane-1-carboxylate + NADH
show the reaction diagram
-
-
-
r
COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
4-Trifluoromethyl-2,3-dihydro-2,3-dihydroxybenzoate
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competitive inhibition
cis-2-hydroxy-3-cyclohexen-1-carboxylate
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cis-2-hydroxycyclohexane-1-carboxylate
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trans-2-hydroxycyclohexane-1-carboxylate
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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.3
2,3-Dihydro-2,3-dihydroxybenzoate
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83.3
2-Cyclohexen-1-ol
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0.017
4-isopropyl-2,3-dihydroxybenzoate
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168
cis-3,5-cyclohexadiene-1,2-diol
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2.8
cis-3-hydroxy-4-cyclohexene-1-carboxylate
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4.1
cis-3-hydroxycyclohexane-1-carboxylic acid
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0.26
methyl 2,3-dihydro-2,3-dihydroxybenzoate
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1.7
methyl-3-hydroxy-1,4-cyclohexadiene-1-carboxylate
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-
0.037
NAD+
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substrate 4-isopropyl-2,3-dihydroxybenzoate
16.5
trans-3,5-cyclohexadiene-1,2-diol
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1.9
trans-3-hydroxy-2-cyclohexene-1-carboxylate
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25.2
trans-3-hydroxycyclohexane-1-carboxylic acid
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TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
25.3
2,3-dihydo-2,3-dihydroxybenzoate
Escherichia coli
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1
2-Cyclohexen-1-ol
Escherichia coli
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16.7
cis-3,5-cyclohexadiene-1,2-diol
Escherichia coli
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23
cis-3-hydroxy-4-cyclohexene-1-carboxylate
Escherichia coli
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5
cis-3-hydroxycyclohexane-1-carboxylic acid
Escherichia coli
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17.5
methyl 2,3-dihydro-2,3-dihydroxybenzoate
Escherichia coli
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3
methyl-3-hydroxy-1,4-cyclohexadiene-1-carboxylate
Escherichia coli
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92.5
trans-2,3-dihydro-2,3-dihydroxy-benzoate
Escherichia coli
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1
trans-3,5-cyclohexadiene-1,2-diol
Escherichia coli
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5
trans-3-hydroxy-2-cyclohexene-1-carboxylate
Escherichia coli
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0.733
trans-3-hydroxycyclohexane-1-carboxylic acid
Escherichia coli
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-
Ki VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.012
4-Trifluoromethyl-2,3-dihydro-2,3-dihydroxybenzoate
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1.4
cis-2-hydroxy-3-cyclohexen-1-carboxylate
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3.3
cis-2-hydroxycyclohexane-1-carboxylate
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2.3
trans-2-hydroxycyclohexane-1-carboxylate
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SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
0.0046
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enzyme activity in crude extracts of cells grown in the presence of 0.002 mM iron, enzyme is repressed by high iron concentrations
PDB
SCOP
CATH
ORGANISM
UNIPROT
Escherichia coli (strain K12)
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
210000
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gel filtration
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
?
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x * 26000, deduced from nucleotide sequence
octamer
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8 * 26249-26253, deduced from nucleotide sequence
tetramer
additional information
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enzyme can form a specific complex with 2,3-dihydroxybenzoate-AMP ligase EntE. Cross-linked product with a molecular mass of more than 250 kDa, suggesting a complex stoichiometry of one EntA tetramer and four EntE monomers. Addition of a 4-fold excess of EntA to an EntE assay mixture results in a 6fold stimulation of EntE activity; enzyme undergoes concentration-dependent dimer-tetramer self-association with a KD value of 12.3 microM, analytical ultracentrifugation
Crystallization/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
to 2.0 A resolution by hanging-drop method
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GENERAL STABILITY
ORGANISM
UNIPROT
LITERATURE
unstable after chromatography on DEAE cellulose
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Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
by two IMAC chromatography steps
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Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
into vector pET15b and expressed in Escherichia coli BL21(DE3)
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