Abstract

We synthesized various 7-naphthylated 8-aza-7-deaza-2′-deoxyadenosine derivatives 1a–d as environmentally sensitive fluorescent (ESF) nucleosides and investigated their photophysical properties. Among them, 1b and 1c showed solvatofluorochromic properties and were able to recognized thymine base by forming Watson–Crick base pair when incorporated in DNA. Using DNA probes containing 1b and 1c, the opposite thymine base in DNA duplex was discriminated by wavelength shift of the fluorescence emission.

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