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A universal nucleoside with strong two-band switchable fluorescence and sensitivity to the environment for investigating DNA interactions.

Title: A universal nucleoside with strong two-band switchable fluorescence and sensitivity to the environment for investigating DNA interactions.
Authors: Dziuba, Dmytro; Postupalenko, Viktoriia y; Spadafora, Marie; Klymchenko, Andrey S; Guérineau, Vincent; Mély, Yves; Benhida, Rachid; Burger, Alain
Contributors: Pharmacologie et physico-chimie des interactions cellulaires et moléculaires (PPCICM); Université Louis Pasteur - Strasbourg I-Centre National de la Recherche Scientifique (CNRS); Institut de Chimie des Substances Naturelles (ICSN); Institut de Chimie - CNRS Chimie (INC-CNRS)-Centre National de la Recherche Scientifique (CNRS); Laboratoire de Biophotonique et Pharmacologie - UMR 7213 (LBP); Centre National de la Recherche Scientifique (CNRS)-Réseau nanophotonique et optique; Université de Strasbourg (UNISTRA)-Université de Haute-Alsace (UHA) Mulhouse - Colmar (Université de Haute-Alsace (UHA))-Centre National de la Recherche Scientifique (CNRS)-Université de Strasbourg (UNISTRA)-Université de Haute-Alsace (UHA) Mulhouse - Colmar (Université de Haute-Alsace (UHA))-Centre National de la Recherche Scientifique (CNRS); Laboratoire de Chimie des Molécules Bioactives et des Armes; Université Nice Sophia Antipolis (1965 - 2019) (UNS)
Source: ISSN: 0002-7863.
Publisher Information: CCSD; American Chemical Society
Publication Year: 2012
Subject Terms: [CHIM.ORGA]Chemical Sciences/Organic chemistry
Description: International audience ; 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.
Document Type: article in journal/newspaper
Language: English
Relation: info:eu-repo/semantics/altIdentifier/pmid/22591455; PUBMED: 22591455
DOI: 10.1021/ja3030388
Availability: https://hal.science/hal-00758299; https://doi.org/10.1021/ja3030388
Accession Number: edsbas.394299F9
Database: BASE