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Comparing the Penta-Coordinate Phosphoric Intermediates from N-Dimethylphosphoryl L-Aspartic Acid

Phosphorus plays an important role in biological process through phosphorylation and dephosphorylation. The structures and the properties of penta-coordinate phosphoric intermediates were very important in the study of many biochemical processes, such as phosphorylation.1 Two types of penta-coordinate phosphoric intermediates might be formed from N-dimethylphosphoryl L-aspartic acid. These isomers were further optimized at the HF/6-31G** and B3LYP/6-31G** level, their geometries were shown in Figure 1. It was found that the intermediates 3 with six-membered ring in apical-equatorial spanning arrangement was more stable than 3′ with di-equatorial spanning arrangement and the intermediates 2 were more stable than intermediates 3. These results were in agreement with that predicted by the reference and experiments.2,3