A turn-on dual emissive nucleobase sensitive to mismatches and duplex conformational changes. Issue 90 (13th September 2016)

• Record Type: Journal Article
• Authors: Gavvala, Krishna; Barthes, Nicolas P. F.; Bonhomme, Dominique; Dabert-Gay, Anne Sophie; Debayle, Delphine; Michel, Benoît Y.; Burger, Alain; Mély, Yves
• Is Part Of: RSC advances. Volume 6:Issue 90(2016)
• Page Start: 87142
• Page End: 87146
• Publication Date: 2016-09-13
• Subjects: Chemistry -- Periodicals; 540.5
• DOI: 10.1039/c6ra19061h
• Languages: English
• ISSNs: 2046-2069

Abstract

Abstract : Herein, we demonstrate the on–off dual emissive behaviour of a fluorescent nucleoside sensitive towards DNA hybridization and conformational changes as well as detection of single nucleotide polymorphisms. Abstract : Herein, a 2-furyl-3-hydroxychromone-based deoxyuridine analogue was synthesized and incorporated into DNA. Its ESIPT mechanism, investigated by steady-state and time-resolved spectroscopy, was found to be highly sensitive to hydration through its ratiometric response. As a result, this analogue demonstrated a unique on–off dual emissive behavior which allows monitoring DNA hybridization as well as discriminating matched from mismatched duplexes, and B from A conformations.