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Results 1 - 3 of 3
EC Number Reaction Commentary Reference
Show all pathways known for 1.1.1.87Display the word mapDisplay the reaction diagram Show all sequences 1.1.1.87(1R,2S)-1-hydroxybutane-1,2,4-tricarboxylate + NAD+ = 2-oxoadipate + CO2 + NADH + H+ - -
Show all pathways known for 1.1.1.87Display the word mapDisplay the reaction diagram Show all sequences 1.1.1.87(1R,2S)-1-hydroxybutane-1,2,4-tricarboxylate + NAD+ = 2-oxoadipate + CO2 + NADH + H+ there are 2 groups acting as acid-base catalysts in the reaction. One residue with a pKa of 6.5-7.0 serves as the general base to accept a proton as the beta-hydroxy acid is oxidized to the beta-keto acid, and this residue participates in all three of the chemical steps, acting to shuttle a proton between the C2 hydroxyl and itself. The metal ion then acts as a Lewis acid to catalyze the decarboxylation of the beta-ketoacid, with the general base donating a proton to the keto oxygen as the enol of alpha-ketoadipate is formed. A second residue with a pKa of 9.5 likely catalyzes the tautomerization step by donating a proton to the enol to give the final product. Catalytic rapid equilibrium random kinetic mechanism, overview 739958
Show all pathways known for 1.1.1.87Display the word mapDisplay the reaction diagram Show all sequences 1.1.1.87(1R,2S)-1-hydroxybutane-1,2,4-tricarboxylate + NAD+ = 2-oxoadipate + CO2 + NADH + H+ two enzyme groups act as acid-base catalysts in the reaction. A group with a pKa of 6.5-7 acts as a general base accepting a proton as the beta-hydroxy acid is oxidized to the beta-keto acid, and this residue participates in all three of the chemical steps, acting to shuttle a proton between the C2 hydroxyl and itself. The second group acts as a general acid with a pKa of 9.5 and likely catalyzes the tautomerization step by donating a proton to the enol to give the final product 685232
Results 1 - 3 of 3