Entry M0060 126.96.36.199 glucosamine-6-phosphate deaminase
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In an electrophilic reaction, water is added across the C1-C2 pi bond.
Comment: There are two alternative mechanism for this step. The proton from the ammonium group could be transferred to the Asp72 carboxylate. The resulting cis-enolamine then removes the proton from Asp72 to the position C1 pro-R of the intermediate which rearranges to form fructosimine 6-phosphate. The imino bond reacts with a water molecule, giving an unstable carbinol ammonium intermediate. Alternatively, shown here, the pi-bond (C1-C2) of the cis-enol-ammonium is attacked by a water molecule coming from the re-face of the intermediate (i.e. from the same side as Asp72) .
Amino acids involved in the reaction step.
||Bonds Changed in Order
||Atom Types Involved
The C-C bond changes from a double to single bond
View similar reactions in MACiE.