3-Thienylboronic Acid as a Receptor for Diol-Containing Compounds: A Study by Isothermal Titration Calorimetry

The electrochemical activity of 3-thienylboronic acid and its feature to form polymer films makes it a perspective receptor material for sensor applications. The affinity properties of this compound were studied here by isothermal titration calorimetry. A number of different analytes were tested, an...

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Main Authors: Yulia Efremenko, Vladimir M. Mirsky
Format: Article
Language:English
Published: MDPI AG 2022-06-01
Series:Chemosensors
Subjects:
Online Access:https://www.mdpi.com/2227-9040/10/7/251
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author Yulia Efremenko
Vladimir M. Mirsky
author_facet Yulia Efremenko
Vladimir M. Mirsky
author_sort Yulia Efremenko
collection DOAJ
description The electrochemical activity of 3-thienylboronic acid and its feature to form polymer films makes it a perspective receptor material for sensor applications. The affinity properties of this compound were studied here by isothermal titration calorimetry. A number of different analytes were tested, and the highest binding enthalpy was observed for sorbitol and fructose. An increase of pH in the range of 5.5–10.6 results in the rise of the binding enthalpy with an increase of the binding constant to ~8400 L/mol for sorbitol or ~3400 L/mol for fructose. The dependence of the binding constant on pH has an inflection point at pH 7.6 with a slope that is a ten-fold binding constant per one pH unit. The binding properties of 3-thienylboronic acid were evaluated to be very close to that of the phenylboronic acid, but the electrochemical activity of 3-thienylboronic acid provides a possibility of external electrical control: dependence of the affinity of 3-thienylboronic acid on its redox state defined by the presence of ferro/ferricyanide in different ratios was demonstrated. The results show that 3-thienylboronic acid can be applied in smart chemical sensors with electrochemically controllable receptor affinity.
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spelling doaj.art-366da2fca36d401d9bb4a269cacc5bb32023-12-03T14:50:17ZengMDPI AGChemosensors2227-90402022-06-0110725110.3390/chemosensors100702513-Thienylboronic Acid as a Receptor for Diol-Containing Compounds: A Study by Isothermal Titration CalorimetryYulia Efremenko0Vladimir M. Mirsky1Nanobiotechnology Department, Institute of Biotechnology, Brandenburg University of Technology Cottbus–Senftenberg, 01968 Senftenberg, GermanyNanobiotechnology Department, Institute of Biotechnology, Brandenburg University of Technology Cottbus–Senftenberg, 01968 Senftenberg, GermanyThe electrochemical activity of 3-thienylboronic acid and its feature to form polymer films makes it a perspective receptor material for sensor applications. The affinity properties of this compound were studied here by isothermal titration calorimetry. A number of different analytes were tested, and the highest binding enthalpy was observed for sorbitol and fructose. An increase of pH in the range of 5.5–10.6 results in the rise of the binding enthalpy with an increase of the binding constant to ~8400 L/mol for sorbitol or ~3400 L/mol for fructose. The dependence of the binding constant on pH has an inflection point at pH 7.6 with a slope that is a ten-fold binding constant per one pH unit. The binding properties of 3-thienylboronic acid were evaluated to be very close to that of the phenylboronic acid, but the electrochemical activity of 3-thienylboronic acid provides a possibility of external electrical control: dependence of the affinity of 3-thienylboronic acid on its redox state defined by the presence of ferro/ferricyanide in different ratios was demonstrated. The results show that 3-thienylboronic acid can be applied in smart chemical sensors with electrochemically controllable receptor affinity.https://www.mdpi.com/2227-9040/10/7/251chemical sensorsaffinityisothermal titration calorimetry3-thienylboronic aciddiol-containing compounds
spellingShingle Yulia Efremenko
Vladimir M. Mirsky
3-Thienylboronic Acid as a Receptor for Diol-Containing Compounds: A Study by Isothermal Titration Calorimetry
Chemosensors
chemical sensors
affinity
isothermal titration calorimetry
3-thienylboronic acid
diol-containing compounds
title 3-Thienylboronic Acid as a Receptor for Diol-Containing Compounds: A Study by Isothermal Titration Calorimetry
title_full 3-Thienylboronic Acid as a Receptor for Diol-Containing Compounds: A Study by Isothermal Titration Calorimetry
title_fullStr 3-Thienylboronic Acid as a Receptor for Diol-Containing Compounds: A Study by Isothermal Titration Calorimetry
title_full_unstemmed 3-Thienylboronic Acid as a Receptor for Diol-Containing Compounds: A Study by Isothermal Titration Calorimetry
title_short 3-Thienylboronic Acid as a Receptor for Diol-Containing Compounds: A Study by Isothermal Titration Calorimetry
title_sort 3 thienylboronic acid as a receptor for diol containing compounds a study by isothermal titration calorimetry
topic chemical sensors
affinity
isothermal titration calorimetry
3-thienylboronic acid
diol-containing compounds
url https://www.mdpi.com/2227-9040/10/7/251
work_keys_str_mv AT yuliaefremenko 3thienylboronicacidasareceptorfordiolcontainingcompoundsastudybyisothermaltitrationcalorimetry
AT vladimirmmirsky 3thienylboronicacidasareceptorfordiolcontainingcompoundsastudybyisothermaltitrationcalorimetry