Figure 5 - full size

 

Figure 5.
Figure 5. A Schematic of the Proposed Reaction Mechanism of MALThe 3-proton of (2S,3S)-3-methyl aspartic acid is abstracted by Lys-331 acting as a base to give the enolic intermediate shown in the middle panel. The negative charge on the aci-carboxylate is stabilized by the metal ion and possibly by His-194 acting as an electrophile. The enolic intermediate collapses with the elimination of ammonia to yield mesaconic acid (right hand panel).

The above figure is reprinted by permission from Cell Press: Structure (2002, 10, 105-113) copyright 2002.