EC Number   |
Reaction |
Reference |
|---|
  3.7.1.11 | cyclohexane-1,2-dione + H2O = 6-oxohexanoate |
- |
- |
| 3.7.1.11 | cyclohexane-1,2-dione + H2O = 6-oxohexanoate |
catalytic reaction mechanism, overview |
-, 719464, 719735 |
| 3.7.1.11 | cyclohexane-1,2-dione + H2O = 6-oxohexanoate |
reaction starts with the monohydrated ketone of cyclohexane-1,2-dione and the thiamine diphosphate-ylide which undergoes a nucleophilic attack on the carbonyl group of cyclohexane-1,2-dione. The subsequent cleavage of the CĀC bond yields an alpha-carbanion, which is in equilibrium with its corresponding enamine. In the following step, the carbonic acid protonates the alpha-carbanion yielding 6-hydroxyhexanoate-thiamine diphosphate. Finally, the product 6-oxohexanoate is released |
-, 699603 |
| 3.7.1.11 | cyclohexane-1,2-dione + H2O = 6-oxohexanoate |
the C-C bond cleavage is assumed to be initiated by the attack of the ThDP ylide on the C=O bond of the monohydrate 6 of 1,2-diketone 4 to form the ThDP adduct, a tetrahedral intermediate which breaks down to a carboxylic acid |
-, 733089 |
| 3.7.1.11 | cyclohexane-1,2-dione + H2O = 6-oxohexanoate |
the thiamine diphosphate-dependent enzyme involves a C-C bond ring cleavage of alicyclic compound, catalytic mechanism analysis by quantum mechanics/molecular mechanics, molecular docking simulations and modeling |
-, 735301 |
