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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Main Authors: Steve Vincent, Suman Mallick, Guillaume Barnoin, Hoang-Ngoan Le, Alain Burger, Benoît Y. Michel
Format: Article
Language:English
Published: MDPI AG 2023-02-01
Series:Chemosensors
Subjects:
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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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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