1.1.99.42: 4-pyridoxic acid dehydrogenase
This is an abbreviated version!
For detailed information about 4-pyridoxic acid dehydrogenase, go to the full flat file.
Reaction
Synonyms
mlr6739, mlr6792, mlr6793
ECTree
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Substrates Products
Substrates Products on EC 1.1.99.42 - 4-pyridoxic acid dehydrogenase
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REACTION DIAGRAM
4-pyridoxate + 2,6-dichloroindophenol
5-formyl-3-hydroxy-2-methylpyridine-4-carboxylate + reduced 2,6-dichloroindophenol
4-pyridoxate + phenazine methosulfate
5-formyl-3-hydroxy-2-methylpyridine-4-carboxylate + reduced phenazine methosulfate
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5-formyl-3-hydroxy-2-methylpyridine-4-carboxylate + reduced 2,6-dichloroindophenol
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4-pyridoxate + 2,6-dichloroindophenol
5-formyl-3-hydroxy-2-methylpyridine-4-carboxylate + reduced 2,6-dichloroindophenol
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4-pyridoxate + 2,6-dichloroindophenol
5-formyl-3-hydroxy-2-methylpyridine-4-carboxylate + reduced 2,6-dichloroindophenol
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5-formyl-3-hydroxy-2-methylpyridine-4-carboxylate + NADH + H+
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4-pyridoxate + NAD+
5-formyl-3-hydroxy-2-methylpyridine-4-carboxylate + NADH + H+
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4-pyridoxate + NAD+
5-formyl-3-hydroxy-2-methylpyridine-4-carboxylate + NADH + H+
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4-pyridoxate + NAD+
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5-formyl-3-hydroxy-2-methylpyridine-4-carboxylate + NADH + H+
4-pyridoxate + NAD+
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5-formyl-3-hydroxy-2-methylpyridine-4-carboxylate + NADH + H+
4-pyridoxate + NAD+
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enzyme catalyzes oxidation of the hemiacetal form of 5-formyl-3-hydroxy-2-methylpyridine-4-carboxylate to 3-hydroxy-2-methylpyridine-4,5-dicarboxylate with NAD+, reaction of EC 1.2.1.100, and reduction of an aldehyde form of 5-formyl-3-hydroxy-2-methylpyridine-4-carboxylate to 4-pyridoxic acid with NADH. The Ser-His-Glu catalytic triad facilitates the two-way reactions. Ser116 assists protonation of His137 to drive the reduction reaction. His137 acts as a catalytic base to abstract a proton during oxidation. Glu149 likely neutralizes the positive charge on His137 after the deprotonation of the substrate
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additional information
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enzyme catalyzes practically irreversible oxidation of 5-formyl-3-hydroxy-2-methylpyridine-4-carboxylate by NAD+ to 3-hydroxy-2-methyl-pyridine 4, 5-dicarboxylic acid, i.e. reaction of EC 1.2.1.100, and practically irreversible reduction of 5-formyl-3-hydroxy-2-methylpyridine-4-carboxylate by NADH to 4-pyridoxic acid. When the enzyme reaction is started with the combination of 5-formyl-3-hydroxy-2-methylpyridine-4-carboxylate and NAD+ or that of 5-formyl-3-hydroxy-2-methylpyridine-4-carboxylate and NADH, 3-hydroxy-2-methylpyridine-4,5-dicarboxylate and 4-pyridoxic acid are produced in an almost equimolar ratio throughout the reaction
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additional information
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enzyme catalyzes practically irreversible oxidation of 5-formyl-3-hydroxy-2-methylpyridine-4-carboxylate by NAD+ to 3-hydroxy-2-methyl-pyridine 4, 5-dicarboxylic acid, i.e. reaction of EC 1.2.1.100, and practically irreversible reduction of 5-formyl-3-hydroxy-2-methylpyridine-4-carboxylate by NADH to 4-pyridoxic acid. When the enzyme reaction is started with the combination of 5-formyl-3-hydroxy-2-methylpyridine-4-carboxylate and NAD+ or that of 5-formyl-3-hydroxy-2-methylpyridine-4-carboxylate and NADH, 3-hydroxy-2-methylpyridine-4,5-dicarboxylate and 4-pyridoxic acid are produced in an almost equimolar ratio throughout the reaction
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very poor activity with substrates pyridoxal, pyridoxine and 4-pyridoxic acid lactone, and simple alpha-hydroxy acids, such as lactic acid and glycolic acid
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very poor activity with substrates pyridoxal, pyridoxine and 4-pyridoxic acid lactone, and simple alpha-hydroxy acids, such as lactic acid and glycolic acid
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additional information
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enzyme catalyzes practically irreversible oxidation of 5-formyl-3-hydroxy-2-methylpyridine-4-carboxylate by NAD+ to 3-hydroxy-2-methyl-pyridine 4, 5-dicarboxylic acid, i.e. reaction of EC 1.2.1.100, and practically irreversible reduction of 5-formyl-3-hydroxy-2-methylpyridine-4-carboxylate by NADH to 4-pyridoxic acid. When the enzyme reaction is started with the combination of 5-formyl-3-hydroxy-2-methylpyridine-4-carboxylate and NAD+ or that of 5-formyl-3-hydroxy-2-methylpyridine-4-carboxylate and NADH, 3-hydroxy-2-methylpyridine-4,5-dicarboxylate and 4-pyridoxic acid are produced in an almost equimolar ratio throughout the reaction
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2,6-dichloroindophenol, phenazine methosulfate, and menadione are effective electron acceptors. Ubiquinones are less active, while NAD, FAD, and O2 are inactive. In membrane fractions, oxygen supports 4-pyridoxic acid oxidation via a CN--sensitive electron transport chain
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enzyme catalyzes with equal facility both the oxidation of formyl-3-hydroxy-2-methylpyridine-4-carboxylic-acid by NAD+ to 3-hydroxy-2-methylpyridine-4,5-dicarboxylic acid, i.e. reaction of EC 1.2.1.100, and the reduction of formyl-3-hydroxy-2-methylpyridine-4-carboxylic-acid by NADH to 4-pyridoxic acid. No oxidation of 4-pyridoxic acid is observed
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