SEARCH

SEARCH BY CITATION

Keywords:

  • bioorganic chemistry;
  • deazaadenine;
  • DNA;
  • fluorescent nucleosides;
  • naphthalene

Abstract

An environmentally sensitive fluorescent nucleoside containing a 3-deazaadenine skeleton has been developed, and its photophysical properties were investigated. Newly developed C3-naphthylethynylated 3-deaza-2′-deoxyadenosine (3nzA, 1) exhibited dual fluorescence emission from an intramolecular charge-transfer state and a locally excited state, depending upon molecular coplanarity. DNA probes containing 1 clearly discriminated a perfectly matched thymine base on the complementary strand by a distinct change in emission wavelength.