Fig. 1.
Model of the DGD active site. The three subsites discussed in the text are labeled as A, B, and C. The alignment of the Cα-CO2− bond with the p orbitals of the conjugated π system (Schiff base and pyridine ring) when it is in the A subsite stabilizes negative charge as it develops on Cα in the transition state. This is the stereoelectronic effect referred to in the text.