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

Organic & Biomolecular Chemistry Pub Date: 2017-08-29 DOI: 10.1039/C7OB01931A

Abstract

A new environmentally responsive fluorescent nucleoside, 3-(naphthalen-1-ylethynyl)-3-deaza-2′-deoxyguanosine (3nzG), has been synthesized. The nucleoside, 3nzG, 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, 3nzG 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.

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