Development of enzyme-responsive anticancer agents and fluorescent probes targeting the biosynthesis of nucleotides

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In this study, we developed a novel method to synthesize chemically modified analogs of inosine 6-phosphates, which are observed in the biosynthesis of nucleotides. For this purpose, we applied a non-nucleophilic acidic activator, N-(cyanomethyl)dimethylammonium triflate (CMMT), that we developed recently, to the phosphitylation of carbonyl oxygen by the phosphoramidite method, which enabled us to synthesize inosine 6-phosphate diesters bearing various substituents on the phosphate. Furthermore, we evaluated the stability of the inosine 6-phosphate diesters to find that they were stable in neutral aqueous solutions. These molecules will be useful for biological and pharmaceutical studies of the biosynthesis of nucleotides.