Allosteric Fluorescent Detection of Saccharides and Biomolecules in Water from a Boronic Acid Functionalized Arene Ruthenium Assembly Hosting Fluorescent Dyes

A water-soluble arene ruthenium metalla-rectangle (MR1) functionalized with boronic acid groups was used to host various fluorescent dyes (fluorescein, eosin Y, and erythrosin B). These simple host–guest systems partially quench the natural fluorescence of the dyes, which can be regained in the pres...

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Main Authors: Alaa Maatouk, Thibaud Rossel, Bruno Therrien
Format: Article
Language:English
Published: MDPI AG 2024-12-01
Series:Inorganics
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Online Access:https://www.mdpi.com/2304-6740/13/1/1
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author Alaa Maatouk
Thibaud Rossel
Bruno Therrien
author_facet Alaa Maatouk
Thibaud Rossel
Bruno Therrien
author_sort Alaa Maatouk
collection DOAJ
description A water-soluble arene ruthenium metalla-rectangle (MR1) functionalized with boronic acid groups was used to host various fluorescent dyes (fluorescein, eosin Y, and erythrosin B). These simple host–guest systems partially quench the natural fluorescence of the dyes, which can be regained in the presence of saccharides, phosphorylated molecules, and other analytes. The intensity of the regained fluorescence is directly linked to the nature of the analyte, and it shows some dose–response relationships with saccharides and phosphorylated molecules that are not compatible with a displacement assay, thus suggesting an allosteric mechanism. Interestingly, when fluorescein is trapped by the metalla-rectangle in the presence of D-fructose, half of the maximum fluorescence intensity is recovered at a fructose concentration of 17.2 ± 4.7 μM, while, for D-glucose, a concentration of 50.6 ± 2.5 μM is required for the same effect. Indeed, all combinations of analyte–host–dye (seven analytes, one host, three dyes) show a unique dose–response relationship in water at pH 8.0. However, in the presence of naphthalene and pyrene, fluorescein⸦MR1 shows a different behavior, acting as an indicator displacement assay with the full recovery of fluorescence. All data were analyzed by unsupervised machine learning technologies (PCA and cluster analysis), suggesting that such systems with multiple analyte–response behaviors are offering new perspectives for the development of highly sensitive, easily tunable, water-soluble, fluorescent-based sensing arrays for biomolecules and other analytes.
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spelling doaj-art-6399d96298d74db6871b3fbda1b3dcfa2025-01-24T13:35:26ZengMDPI AGInorganics2304-67402024-12-01131110.3390/inorganics13010001Allosteric Fluorescent Detection of Saccharides and Biomolecules in Water from a Boronic Acid Functionalized Arene Ruthenium Assembly Hosting Fluorescent DyesAlaa Maatouk0Thibaud Rossel1Bruno Therrien2Institute of Chemistry, University of Neuchatel, Ave. de Bellevaux 51, CH-2000 Neuchatel, SwitzerlandInstitute of Chemistry, University of Neuchatel, Ave. de Bellevaux 51, CH-2000 Neuchatel, SwitzerlandInstitute of Chemistry, University of Neuchatel, Ave. de Bellevaux 51, CH-2000 Neuchatel, SwitzerlandA water-soluble arene ruthenium metalla-rectangle (MR1) functionalized with boronic acid groups was used to host various fluorescent dyes (fluorescein, eosin Y, and erythrosin B). These simple host–guest systems partially quench the natural fluorescence of the dyes, which can be regained in the presence of saccharides, phosphorylated molecules, and other analytes. The intensity of the regained fluorescence is directly linked to the nature of the analyte, and it shows some dose–response relationships with saccharides and phosphorylated molecules that are not compatible with a displacement assay, thus suggesting an allosteric mechanism. Interestingly, when fluorescein is trapped by the metalla-rectangle in the presence of D-fructose, half of the maximum fluorescence intensity is recovered at a fructose concentration of 17.2 ± 4.7 μM, while, for D-glucose, a concentration of 50.6 ± 2.5 μM is required for the same effect. Indeed, all combinations of analyte–host–dye (seven analytes, one host, three dyes) show a unique dose–response relationship in water at pH 8.0. However, in the presence of naphthalene and pyrene, fluorescein⸦MR1 shows a different behavior, acting as an indicator displacement assay with the full recovery of fluorescence. All data were analyzed by unsupervised machine learning technologies (PCA and cluster analysis), suggesting that such systems with multiple analyte–response behaviors are offering new perspectives for the development of highly sensitive, easily tunable, water-soluble, fluorescent-based sensing arrays for biomolecules and other analytes.https://www.mdpi.com/2304-6740/13/1/1saccharidesphosphorylated moleculesfluorescent dyescoordination-driven self-assemblyallosterydisplacement assay
spellingShingle Alaa Maatouk
Thibaud Rossel
Bruno Therrien
Allosteric Fluorescent Detection of Saccharides and Biomolecules in Water from a Boronic Acid Functionalized Arene Ruthenium Assembly Hosting Fluorescent Dyes
Inorganics
saccharides
phosphorylated molecules
fluorescent dyes
coordination-driven self-assembly
allostery
displacement assay
title Allosteric Fluorescent Detection of Saccharides and Biomolecules in Water from a Boronic Acid Functionalized Arene Ruthenium Assembly Hosting Fluorescent Dyes
title_full Allosteric Fluorescent Detection of Saccharides and Biomolecules in Water from a Boronic Acid Functionalized Arene Ruthenium Assembly Hosting Fluorescent Dyes
title_fullStr Allosteric Fluorescent Detection of Saccharides and Biomolecules in Water from a Boronic Acid Functionalized Arene Ruthenium Assembly Hosting Fluorescent Dyes
title_full_unstemmed Allosteric Fluorescent Detection of Saccharides and Biomolecules in Water from a Boronic Acid Functionalized Arene Ruthenium Assembly Hosting Fluorescent Dyes
title_short Allosteric Fluorescent Detection of Saccharides and Biomolecules in Water from a Boronic Acid Functionalized Arene Ruthenium Assembly Hosting Fluorescent Dyes
title_sort allosteric fluorescent detection of saccharides and biomolecules in water from a boronic acid functionalized arene ruthenium assembly hosting fluorescent dyes
topic saccharides
phosphorylated molecules
fluorescent dyes
coordination-driven self-assembly
allostery
displacement assay
url https://www.mdpi.com/2304-6740/13/1/1
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AT thibaudrossel allostericfluorescentdetectionofsaccharidesandbiomoleculesinwaterfromaboronicacidfunctionalizedarenerutheniumassemblyhostingfluorescentdyes
AT brunotherrien allostericfluorescentdetectionofsaccharidesandbiomoleculesinwaterfromaboronicacidfunctionalizedarenerutheniumassemblyhostingfluorescentdyes