Abstract: This research project aims to investigate difference in
relative rates concerning phosphoryl transfer relevant to biological
catalysis of DNA and RNA in the pH-independent reactions.
Activated Models of DNA and RNA for alkyl-aryl phosphate diesters
(with 4-nitrophenyl as a good leaving group) have successfully been
prepared to gather kinetic parameters. Eyring plots for the pH–
independent hydrolysis of 1 and 2 were established at different
temperatures in the range 100–160 °C. These measurements have
been used to provide a better estimate for the difference in relative
rates between the reactivity of DNA and RNA cleavage. Eyring plot
gave an extrapolated rate of kH2O = 1 × 10-10 s -1 for 1 (RNA model)
and 2 (DNA model) at 25°C. Comparing the reactivity of RNA
model and DNA model shows that the difference in relative rates in
the pH-independent reactions is surprisingly very similar at 25°. This
allows us to obtain chemical insights into how biological catalysts
such as enzymes may have evolved to perform their current
functions.