A Fluorogenic Covalent Chromone-Based Intercalator with a Mega-Stokes Shift for Sensing DNA Hybridization
Forced intercalation (FIT) probes have proven to be a reliable, rapid, inexpensive, and accurate method for the detection and visualization of specific nucleic acid sequences. The accommodation of a rationally designed chromone-based fluorogen within a double-stranded DNA structure was investigated...
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MDPI AG
2023-02-01
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Online Access: | https://www.mdpi.com/2227-9040/11/3/161 |
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author | Steve Vincent Suman Mallick Guillaume Barnoin Hoang-Ngoan Le Alain Burger Benoît Y. Michel |
author_facet | Steve Vincent Suman Mallick Guillaume Barnoin Hoang-Ngoan Le Alain Burger Benoît Y. Michel |
author_sort | Steve Vincent |
collection | DOAJ |
description | Forced intercalation (FIT) probes have proven to be a reliable, rapid, inexpensive, and accurate method for the detection and visualization of specific nucleic acid sequences. The accommodation of a rationally designed chromone-based fluorogen within a double-stranded DNA structure was investigated by UV–Vis spectrophotometry and steady-state fluorescence spectroscopy under physiological pH conditions. After selective excitation matching with a 350 nm laser, the intrinsically negligible fluorescence of the tethered electroneutral label in a single-stranded context was increased 10-fold upon duplex formation. This fluorescence enhancement was also accompanied by a mega-Stokes shift (~100 nm) that placed the emission in the cyan color range; both features are appreciable for bio-imaging purposes. In sum, its fluorogenic behavior and its marginal impact on the double helix make this dye a prospective tool for selectively sensing sequences of interest with a remarkable ON/OFF contrast. |
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last_indexed | 2024-03-11T06:47:02Z |
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spelling | doaj.art-c3e1bb8d4d5b4adaaff2fea5ec011b102023-11-17T10:16:07ZengMDPI AGChemosensors2227-90402023-02-0111316110.3390/chemosensors11030161A Fluorogenic Covalent Chromone-Based Intercalator with a Mega-Stokes Shift for Sensing DNA HybridizationSteve Vincent0Suman Mallick1Guillaume Barnoin2Hoang-Ngoan Le3Alain Burger4Benoît Y. Michel5Institut de Chimie de Nice, CNRS UMR 7272, Université Côte d’Azur, Parc Valrose, CEDEX 2, 06108 Nice, FranceInstitut de Chimie de Nice, CNRS UMR 7272, Université Côte d’Azur, Parc Valrose, CEDEX 2, 06108 Nice, FranceInstitut de Chimie de Nice, CNRS UMR 7272, Université Côte d’Azur, Parc Valrose, CEDEX 2, 06108 Nice, FranceInstitut de Chimie de Nice, CNRS UMR 7272, Université Côte d’Azur, Parc Valrose, CEDEX 2, 06108 Nice, FranceInstitut de Chimie de Nice, CNRS UMR 7272, Université Côte d’Azur, Parc Valrose, CEDEX 2, 06108 Nice, FranceInstitut de Chimie de Nice, CNRS UMR 7272, Université Côte d’Azur, Parc Valrose, CEDEX 2, 06108 Nice, FranceForced intercalation (FIT) probes have proven to be a reliable, rapid, inexpensive, and accurate method for the detection and visualization of specific nucleic acid sequences. The accommodation of a rationally designed chromone-based fluorogen within a double-stranded DNA structure was investigated by UV–Vis spectrophotometry and steady-state fluorescence spectroscopy under physiological pH conditions. After selective excitation matching with a 350 nm laser, the intrinsically negligible fluorescence of the tethered electroneutral label in a single-stranded context was increased 10-fold upon duplex formation. This fluorescence enhancement was also accompanied by a mega-Stokes shift (~100 nm) that placed the emission in the cyan color range; both features are appreciable for bio-imaging purposes. In sum, its fluorogenic behavior and its marginal impact on the double helix make this dye a prospective tool for selectively sensing sequences of interest with a remarkable ON/OFF contrast.https://www.mdpi.com/2227-9040/11/3/161DNA hybridization probefluorogenic dyeforced intercalationchromonefluorescent labeling |
spellingShingle | Steve Vincent Suman Mallick Guillaume Barnoin Hoang-Ngoan Le Alain Burger Benoît Y. Michel A Fluorogenic Covalent Chromone-Based Intercalator with a Mega-Stokes Shift for Sensing DNA Hybridization Chemosensors DNA hybridization probe fluorogenic dye forced intercalation chromone fluorescent labeling |
title | A Fluorogenic Covalent Chromone-Based Intercalator with a Mega-Stokes Shift for Sensing DNA Hybridization |
title_full | A Fluorogenic Covalent Chromone-Based Intercalator with a Mega-Stokes Shift for Sensing DNA Hybridization |
title_fullStr | A Fluorogenic Covalent Chromone-Based Intercalator with a Mega-Stokes Shift for Sensing DNA Hybridization |
title_full_unstemmed | A Fluorogenic Covalent Chromone-Based Intercalator with a Mega-Stokes Shift for Sensing DNA Hybridization |
title_short | A Fluorogenic Covalent Chromone-Based Intercalator with a Mega-Stokes Shift for Sensing DNA Hybridization |
title_sort | fluorogenic covalent chromone based intercalator with a mega stokes shift for sensing dna hybridization |
topic | DNA hybridization probe fluorogenic dye forced intercalation chromone fluorescent labeling |
url | https://www.mdpi.com/2227-9040/11/3/161 |
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