A Universal Nucleoside with Strong Two-Band Switchable Fluorescence and Sensitivity to the Environment for Investigating DNA Interactions

With the aim of developing a new tool to investigate DNA interactions, a nucleoside analogue incorporating a 3-hydroxychromone (3HC) fluorophore as a nucleobase mimic was synthesized and incorporated into oligonucleotide chains. In comparison with existing fluorescent nucleoside analogues, this dye...

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Bibliographic Details
Published in:	Journal of the American Chemical Society 2012-06, Vol.134 (24), p.10209-10213
Main Authors:	Dziuba, Dmytro, Postupalenko, Viktoriia Y, Spadafora, Marie, Klymchenko, Andrey S, Guérineau, Vincent, Mély, Yves, Benhida, Rachid, Burger, Alain
Format:	Article
Language:	eng
Subjects:	Biochemistry, Molecular Biology Cellular Biology Chromones - chemistry DNA - chemistry DNA - metabolism Fluorescent Dyes - chemistry Life Sciences Nucleosides - chemistry Spectrometry, Fluorescence - methods
Online Access:	Get full text
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Summary:	With the aim of developing a new tool to investigate DNA interactions, a nucleoside analogue incorporating a 3-hydroxychromone (3HC) fluorophore as a nucleobase mimic was synthesized and incorporated into oligonucleotide chains. In comparison with existing fluorescent nucleoside analogues, this dye features exceptional environmental sensitivity switching between two well-resolved fluorescence bands. In labeled DNA, this nucleoside analogue does not alter the duplex conformation and exhibits a high fluorescence quantum yield. This probe is up to 50-fold brighter than 2-aminopurine, the fluorescent nucleoside standard. Moreover, the dual emission is highly sensitive to the polarity of the environment; thus, a strong shielding effect of the flanking bases from water was observed. With this nucleoside, the effect of a viral chaperone protein on DNA base stacking was site-selectively monitored.
ISSN:	0002-7863 1520-5126