The fluorescently responsive 3-(naphthalen-1-ylethynyl)-3-deaza-2′-deoxyguanosine discriminates cytidine via the DNA minor groove

摘要

A new environmentally responsive fluorescent nucleoside, 3-(naphthalen-1-ylethynyl)-3-deaza-2′-deoxyguanosine (~(3nz)G), has been synthesized. The nucleoside, ~(3nz)G, exhibited solvatochromic properties and when introduced into ODN probes it was able to recognize 2′-deoxycytidine in target strands by a distinct change in its emission wavelength through probing microenvironmental changes in the DNA minor groove. Thus, ~(3nz)G has the potential for use as a fluorescent probe molecule for micro-structural studies of nucleic acids including the detection of single-base alterations in target DNA sequences.