1.1.1.87: homoisocitrate dehydrogenase
This is an abbreviated version!
For detailed information about homoisocitrate dehydrogenase, go to the full flat file.
Word Map on EC 1.1.1.87
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1.1.1.87
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alpha-aminoadipate
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3-isopropylmalate
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homocitrate
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homoaconitase
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beta-decarboxylating
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alpha-ketoadipate
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medicine
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synthesis
- 1.1.1.87
- alpha-aminoadipate
- 3-isopropylmalate
- homocitrate
- homoaconitase
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beta-decarboxylating
- alpha-ketoadipate
- medicine
- synthesis
Reaction
Synonyms
(-)-1-hydroxy-1,2,4-butanetricarboxylate:NAD+ oxidoreductase (decarboxylating), 2-hydroxy-3-carboxyadipate dehydrogenase, 3-carboxy-2-hydroxyadipate dehydrogenase, 3-carboxy-2-hydroxyadipate:NAD+ oxidoreductase (decarboxylating), beta-decarboxylating dehydrogenase, dehydrogenase, homoisocitrate, EC 1.1.1.155, HIc, HIc dehydrogenase, HICDH, homoisocitrate dehydrogenase, homoisocitric dehydrogenase, isocitrate-homoisocitrate dehydrogenase, LYS12, protein PH1722, ScHICDH, TK0280
ECTree
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Reaction
Reaction on EC 1.1.1.87 - homoisocitrate dehydrogenase
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(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
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(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