A molecular model has been synthesized to determine the hydrogen- bonding strength between AT and T in the base triplet, T:AT. A strong preference (>95%) of Watson-Crick mode along with 91% hydrogen-bonded conformation is observed in the model compound. The association constants of the AT model with 1-propyluracil and glutarimide are 15 M-1 and 5.2 M-1, respectively, in CDCl3 at 296 ± 0.5 K. Negative cooperativity by pre- existing hydrogen bonds might be involved in the intermolecular binding events.
All Science Journal Classification (ASJC) codes
- Drug Discovery
- Organic Chemistry