Synthesis and molecular recognition of the uridine-containing derivative ofp-tert-butylcalix[4]arene

Abstract

The new uridine-containing derivative of p-tert-butylcalix[4]arene — 5,11,17,23-tetra-tert-butyl-25,26,27-trihydroxyl-28-oxyuridinecalix[4]arene (CU) — was synthesized and characterized by1H NMR,13C NMR, IR, EI-MS, and ESI-MS spectra. By the aid of UV–vis spectra, the molecular recognition of CU was studied. The hypochromic effect in UV–vis spectra showed the obvious molecular recognition of CU to ATP. This recognition is actually the hydrogen bond interaction between the uracil group of CU and the base radical of ATP. The association constant between CU and adenine was determined by UV titration at low concentrations.Key words: calixarene, uridine, molecular recognition, UV–vis spectra.