Acceleration of acid-catalyzed transesterification of 2-hydroxypropyl-p-nitrophenyl phosphate by organic solvents

[structure: see text] Transesterification of 2-hydroxypropyl-p-nitrophenyl phosphate in the presence of 0.092 M HClO4 is 50-5000 times faster in acetonitrile, 1,4-dioxane, methanol, ethanol, N,N-dimethylformamide, or dimethyl sulfoxide than in water. This demonstrates the importance of tuning the microenvironments in designing synthetic nucleases.