EC Number |
Reaction |
Reference |
---|
4.2.1.10 | 3-dehydroquinate = 3-dehydroshikimate + H2O |
DHQ2 catalyzes the reversible dehydration of 3-dehydroquinic acid to form 3-dehydroshikimic acid through anti elimination of water, with the loss of the more acidic pro-S hydrogen from C-2 of 3-dehydroquinate. The elimination proceeds by a stepwise E1CB mechanism involving an enol intermediate. In the first step, an essential tyrosine in the active site removes the pro-S hydrogen from C-2 of 1. The final step is the acid-catalyzed elimination of the C-1 hydroxy group, a reaction catalyzed by a histidine, which acts as a proton donor, reaction mechanism, overview |
714752 |
4.2.1.10 | 3-dehydroquinate = 3-dehydroshikimate + H2O |
mechanism |
653902 |
4.2.1.10 | 3-dehydroquinate = 3-dehydroshikimate + H2O |
the first step of the reaction involves the formation of an imine intermediate between the oxo group of the 3-dehydroquinate and the enzyme |
5480 |
4.2.1.10 | 3-dehydroquinate = 3-dehydroshikimate + H2O |
type I and type II DHQases are quite distinct from one another in terms of amino acid sequences and three-dimensional structures. Type I enzymes involve a syn elimination and catalyse the biosynthetic reaction. By contrast type II enzymes, which can catalyse either the biosynthetic or catabolic reactions, involve and anti elimination reaction |
651312 |
4.2.1.10 | 3-dehydroquinate = 3-dehydroshikimate + H2O |
type I and type II DHQases have different biochemical and biophysical properties, and no sequence similarity exists between them |
653854 |
4.2.1.10 | 3-dehydroquinate = 3-dehydroshikimate + H2O |
type I dehydroquinase catalyzes cis-dehydration of 3-dehydroquinate via a covalent imine intermediate |
5485 |
4.2.1.10 | 3-dehydroquinate = 3-dehydroshikimate + H2O |
type II dehydroquinase catalyzes a trans-dehydration via an enolate intermediate |
-, 5485 |