Synthesis of an adenine-pyridinaldoxime-acridine conjugate for recognition of abasic site lesions in DNA

Article abstract of DOI:10.1016/S0040-4020(97)00892-2

Based on the DNA abasic site targeted artificial enzyme (ATAc 1) previously developed in our laboratory, we designed and prepared a new molecule (2) incorporating a nucleophilic oxime function in the linker. A simple convergent strategy was used for the synthesis. The required pyridinic aldehyde derivative 9 was prepared by selenium oxide oxidation of the corresponding methylpyridine, and the two heteroaromatic moieties were successively condensed to afford the conjugate molecule. The oxime function was generated in the last step.