Abstract

PNA conjugates of redox-labile quinone methide precursors can be activated by glutathione at concentrations typical for the cytosol. The quinone methide, an electrophilic short-lived intermediate, then reacts with nucleophiles. When the PNA part is hybridized with a complementary strand of RNA, directed alkylation of the nucleobases can form crosslinks in yields up to 71 %.

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