Design and Development of a Two-Color Emissive FRET Pair Based on a Photostable Fluorescent Deoxyuridine Donor Presenting a Mega-Stokes Shift

We report the synthesis and site-specific incorporation in oligodeoxynucleotides (ODNs) of an emissive deoxyuridine analog electronically conjugated on its C5-position with a 3-methoxychromone moiety acting as a fluorophore. When incorporated in ODNs, this fluorescent deoxyuridine analog exhibits re...

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Bibliographic Details
Published in:Journal of organic chemistry 2016-11, Vol.81 (22), p.10733-10741
Main Authors: Barthes, Nicolas P. F, Gavvala, Krishna, Bonhomme, Dominique, Dabert-Gay, Anne Sophie, Debayle, Delphine, Mély, Yves, Michel, Benoît Y, Burger, Alain
Format: Article
Language:eng
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Summary:We report the synthesis and site-specific incorporation in oligodeoxynucleotides (ODNs) of an emissive deoxyuridine analog electronically conjugated on its C5-position with a 3-methoxychromone moiety acting as a fluorophore. When incorporated in ODNs, this fluorescent deoxyuridine analog exhibits remarkable photostability and good quantum yields. This deoxyuridine analog also displays a mega-Stokes shift, which allows for its use as an efficient donor for FRET-based studies when paired with the yellow emissive indocarbocyanine Cy3 acceptor.
ISSN:0022-3263
1520-6904