Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5225863 | Tetrahedron | 2009 | 8 Pages |
Abstract
The synthesis of a novel class of fluorescent nucleosides featuring 2-aryl-3-hydroxychromones (3-HC) as base analogues is described. Nucleoside 1a bearing the 2-thienyl-3-HC nucleobase was prepared using sequential aryl-aldol condensation/cycloetherification or a Friedel-Crafts glycosylation as key steps. The synthesis of the triazolyl derivative 1b was achieved using a convergent 1,3-dipolar cycloaddition strategy. Fluorescence studies show that 3-HC-thienyl-nucleoside 1a displays high sensitivity of its dual emission to polarity changes and therefore is highly promising for nucleic acid labelling.
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Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Marie Spadafora, Victoria Y. Postupalenko, Volodymyr V. Shvadchak, Andrey S. Klymchenko, Yves Mély, Alain Burger, Rachid Benhida,