Interaction of adenine with synthetic receptors: a theoretical study

摘要

The interaction of adenine with synthetic macrocyclic receptors has been modelled using, as simplified molecularnsystems, the monoamide derivatives of pyridine and 1,8-naphthyridine. DFT methods (B3LYP/6-31u0001G**) havenbeen used to characterise the complexes stabilised by multiple hydrogen bonds. The theoretical results indicatenthat while the synthetic receptors with pyridines can interact simultaneously forming pseudo-Watson–Crick andnpseudo-Hoogsten complexes with adenine, in the case of the 1,8-naphthyridines only one of the complexes isnpossible. The energetic results that favour the pyridine receptors are in agreement with the experimental bindingnconstants.