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Literature summary for 1.3.1.28 extracted from
- Mechanistic studies on trans-2,3-dihydro-2,3-dihydroxybenzoate dehydrogenase (Ent A) in the biosynthesis of the iron chelator enterobactin (1990), Biochemistry, 29, 6789-6798.
Inhibitors
| Inhibitors | Comment | Organism | Structure |
|---|---|---|---|
| cis-2-hydroxy-3-cyclohexen-1-carboxylate | - |
Escherichia coli |  |
| cis-2-hydroxycyclohexane-1-carboxylate | - |
Escherichia coli | |
| trans-2-hydroxycyclohexane-1-carboxylate | - |
Escherichia coli | |
KM Value [mM]
| KM Value [mM] | KM Value Maximum [mM] | Substrate | Comment | Organism | Structure |
|---|---|---|---|---|---|
| 0.26 | - |
methyl 2,3-dihydro-2,3-dihydroxybenzoate | - |
Escherichia coli | |
| 0.3 | - |
(2S,3S)-2,3-dihydro-2,3-dihydroxybenzoate | - |
Escherichia coli | |
| 1.7 | - |
methyl-3-hydroxy-1,4-cyclohexadiene-1-carboxylate | - |
Escherichia coli | |
| 1.9 | - |
trans-3-hydroxy-2-cyclohexene-1-carboxylate | - |
Escherichia coli | |
| 2.8 | - |
cis-3-hydroxy-4-cyclohexene-1-carboxylate | - |
Escherichia coli | |
| 4.1 | - |
cis-3-hydroxycyclohexane-1-carboxylic acid | - |
Escherichia coli | |
| 16.5 | - |
trans-3,5-cyclohexadiene-1,2-diol | - |
Escherichia coli | |
| 25.2 | - |
trans-3-hydroxycyclohexane-1-carboxylic acid | - |
Escherichia coli | |
| 83.3 | - |
2-Cyclohexen-1-ol | - |
Escherichia coli | |
| 168 | - |
cis-3,5-cyclohexadiene-1,2-diol | - |
Escherichia coli | |
Organism
| Organism | UniProt | Comment | Textmining |
|---|---|---|---|
| Escherichia coli | - |
- |
- |
Reaction
| Reaction | Comment | Organism | Reaction ID |
|---|---|---|---|
| (2S,3S)-2,3-dihydro-2,3-dihydroxybenzoate + NAD+ = 2,3-dihydroxybenzoate + NADH + H+ | enzyme functions as an alcohol dehydrogenase which oxidizes the C3-hydroxylgroup of the substrate, the transient intermediate 2-hydroxy-3-oxo-4,6-cyclohexadiene-1-carboxylate undergoes rapid aromatization to give 2,3-dihydroxybenzoate | Escherichia coli |
Specific Activity [micromol/min/mg]
| Specific Activity Minimum [µmol/min/mg] | Specific Activity Maximum [µmol/min/mg] | Comment | Organism |
|---|---|---|---|
| 66 | - |
- |
Escherichia coli |
Substrates and Products (Substrate)
| Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
|---|---|---|---|---|---|---|
| (2S,3S)-2,3-dihydro-2,3-dihydroxybenzoate + NAD+ | - |
Escherichia coli | 2,3-dihydroxybenzoate + NADH + H+ | - |
r | |
| 2-cyclohexen-1-ol + NAD+ | - |
Escherichia coli | 1-oxo-2-cyclohexene + NADH | - |
r | |
| 3-hydroxy-4-cyclohexene-1-carboxylate | reversible only with 3-keto compounds, not with 2-keto compounds | Escherichia coli | 3-oxo-4-cyclohexene-1-carboxylate + NADH | - |
r | |
| cis-1,3-cyclohexadiene-5,6-diol + NAD+ | - |
Escherichia coli | ? | - |
r | |
| cis-3,5-cyclohexadiene-1,2-diol + NAD+ | - |
Escherichia coli | ? | - |
r | |
| cis-3-hydroxy-4-cyclohexene-1-carboxylate + NAD+ | - |
Escherichia coli | 3-oxo-4-cyclohexene-1-carboxylate + NADH + H+ | - |
r | |
| cis-3-hydroxy-cyclohexane-1-carboxylate + NAD+ | - |
Escherichia coli | 3-oxo-cyclohexane-1-carboxylate + NADH | - |
r | |
| methyl 2,3-dihydro-2,3-dihydroxybenzoate + NAD+ | - |
Escherichia coli | ? | - |
r | |
| methyl-2,3-dihydro-3-hydroxybenzoate + NAD+ | - |
Escherichia coli | 3-hydroxybenzoate + NADH | - |
r | |
| methyl-3-hydroxy-1,4-cyclohexadien-1-carboxylate + NAD+ | - |
Escherichia coli | 3-hydroxybenzoate + NADH | - |
r | |
| trans-1,3-cyclohexadiene-5,6-diol + NAD+ | - |
Escherichia coli | ? | - |
r | |
| trans-2,3-dihydro-2,3-dihydroxybenzoate + NAD+ | - |
Escherichia coli | 2,3-dihydroxybenzoate + NADH | - |
ir | |
| trans-3-hydroxy-2-cyclohexene-1-carboxylate + NAD+ | - |
Escherichia coli | ? | - |
r | |
| trans-3-hydroxy-cyclohexane-1-carboxylate + NAD+ | - |
Escherichia coli | 3-oxo-cyclohexane-1-carboxylate + NADH | - |
r | |
| trans-3-hydroxycyclohexane-1-carboxylic acid + NAD+ | - |
Escherichia coli | 3-oxo-cyclohexane-1-carboxylate + NADH + H+ | - |
r | |
Turnover Number [1/s]
| Turnover Number Minimum [1/s] | Turnover Number Maximum [1/s] | Substrate | Comment | Organism | Structure |
|---|---|---|---|---|---|
| 0.733 | - |
trans-3-hydroxycyclohexane-1-carboxylic acid | - |
Escherichia coli | |
| 1 | - |
2-Cyclohexen-1-ol | - |
Escherichia coli | |
| 1 | - |
trans-3,5-cyclohexadiene-1,2-diol | - |
Escherichia coli | |
| 3 | - |
methyl-3-hydroxy-1,4-cyclohexadiene-1-carboxylate | - |
Escherichia coli | |
| 5 | - |
trans-3-hydroxy-2-cyclohexene-1-carboxylate | - |
Escherichia coli | |
| 5 | - |
cis-3-hydroxycyclohexane-1-carboxylic acid | - |
Escherichia coli | |
| 16.7 | - |
cis-3,5-cyclohexadiene-1,2-diol | - |
Escherichia coli | |
| 17.5 | - |
methyl 2,3-dihydro-2,3-dihydroxybenzoate | - |
Escherichia coli | |
| 23 | - |
cis-3-hydroxy-4-cyclohexene-1-carboxylate | - |
Escherichia coli | |
| 92.5 | - |
trans-2,3-dihydro-2,3-dihydroxy-benzoate | - |
Escherichia coli | |
Ki Value [mM]
| Ki Value [mM] | Ki Value maximum [mM] | Inhibitor | Comment | Organism | Structure |
|---|---|---|---|---|---|
| 1.4 | - |
cis-2-hydroxy-3-cyclohexen-1-carboxylate | - |
Escherichia coli | |
| 2.3 | - |
trans-2-hydroxycyclohexane-1-carboxylate | - |
Escherichia coli | |
| 3.3 | - |
cis-2-hydroxycyclohexane-1-carboxylate | - |
Escherichia coli | |
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