Synthesis, Spectral Properties, and Noncovalent Bioconjugation of 1,3,5-Trinitro-2-(prop-2-yn-1-yloxy)benzene with Purine Nucleobases

A preparative method has been developed for the synthesis of 1,3,5-trinitro-2-(prop-2-yn-1-yloxy)benzene in 79% yield under mild conditions from commercially available initial compounds. The structure of the title compound has been confirmed by 1 H NMR spectroscopy. 1,3,5-Trinitro-2-(prop-2-yn-1-yloxy)benzene has been found to form noncovalent bioconjugates with DNA molecules and deoxynucleoside triphosphates. The resulting bioconjugates can be involved in click reactions with azide dyes.