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Benchmarking the placement of hydrosulfide in the Hofmeister series using a bambus[6]uril-based ChemFET sensor
Hydrosulfide (HS(−)) is the conjugate base of gasotransmitter hydrogen sulfide (H(2)S) and is a physiologically-relevant small molecule of great interest in the anion sensing community. However, selective sensing and molecular recognition of HS(−) in water remains difficult because, in addition to t...
Autores principales: | , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
The Royal Society of Chemistry
2023
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10530170/ https://www.ncbi.nlm.nih.gov/pubmed/37772108 http://dx.doi.org/10.1039/d3sc03616b |
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author | Kuhl, Grace M. Banning, Douglas H. Fargher, Hazel A. Davis, Willow A. Howell, Madeline M. Zakharov, Lev N. Pluth, Michael D. Johnson, Darren W. |
author_facet | Kuhl, Grace M. Banning, Douglas H. Fargher, Hazel A. Davis, Willow A. Howell, Madeline M. Zakharov, Lev N. Pluth, Michael D. Johnson, Darren W. |
author_sort | Kuhl, Grace M. |
collection | PubMed |
description | Hydrosulfide (HS(−)) is the conjugate base of gasotransmitter hydrogen sulfide (H(2)S) and is a physiologically-relevant small molecule of great interest in the anion sensing community. However, selective sensing and molecular recognition of HS(−) in water remains difficult because, in addition to the diffuse charge and high solvation energy of anions, HS(−) is highly nucleophilic and readily oxidizes into other reactive sulfur species. Moreover, the direct placement of HS(−) in the Hofmeister series remains unclear. Supramolecular host–guest interactions provide a promising platform on which to recognize and bind hydrosulfide, and characterizing the placement of HS(−) in the Hofmeister series would facilitate the future design of selective receptors for this challenging anion. Few examples of supramolecular HS(−) binding have been reported, but the Sindelar group reported HS(−) binding in water using bambus[6]uril macrocycles in 2018. We used this HS(−) binding platform as a starting point to develop a chemically-sensitive field effect transistor (ChemFET) to facilitate assigning HS(−) to a specific place in the Hofmeister series. Specifically, we prepared dodeca-n-butyl bambus[6]uril and incorporated it into a ChemFET as the HS(−) receptor motif. The resultant device provided an amperometric response to HS(−), and we used this device to measure the response of other anions, including SO(4)(2−), F(−), Cl(−), Br(−), NO(3)(−), ClO(4)(−), and I(−). Using this response data, we were able to experimentally determine that HS(−) lies between Cl(−) and Br(−) in the Hofmeister series, which matches recent theoretical computational work that predicted a similar placement. Taken together, these results highlight the potential of using molecular recognition coupled with ChemFET architectures to develop new approaches for direct and reversible HS(−) detection and measurement in water and further advance our understanding of different recognition approaches for this challenging anion. |
format | Online Article Text |
id | pubmed-10530170 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2023 |
publisher | The Royal Society of Chemistry |
record_format | MEDLINE/PubMed |
spelling | pubmed-105301702023-09-28 Benchmarking the placement of hydrosulfide in the Hofmeister series using a bambus[6]uril-based ChemFET sensor Kuhl, Grace M. Banning, Douglas H. Fargher, Hazel A. Davis, Willow A. Howell, Madeline M. Zakharov, Lev N. Pluth, Michael D. Johnson, Darren W. Chem Sci Chemistry Hydrosulfide (HS(−)) is the conjugate base of gasotransmitter hydrogen sulfide (H(2)S) and is a physiologically-relevant small molecule of great interest in the anion sensing community. However, selective sensing and molecular recognition of HS(−) in water remains difficult because, in addition to the diffuse charge and high solvation energy of anions, HS(−) is highly nucleophilic and readily oxidizes into other reactive sulfur species. Moreover, the direct placement of HS(−) in the Hofmeister series remains unclear. Supramolecular host–guest interactions provide a promising platform on which to recognize and bind hydrosulfide, and characterizing the placement of HS(−) in the Hofmeister series would facilitate the future design of selective receptors for this challenging anion. Few examples of supramolecular HS(−) binding have been reported, but the Sindelar group reported HS(−) binding in water using bambus[6]uril macrocycles in 2018. We used this HS(−) binding platform as a starting point to develop a chemically-sensitive field effect transistor (ChemFET) to facilitate assigning HS(−) to a specific place in the Hofmeister series. Specifically, we prepared dodeca-n-butyl bambus[6]uril and incorporated it into a ChemFET as the HS(−) receptor motif. The resultant device provided an amperometric response to HS(−), and we used this device to measure the response of other anions, including SO(4)(2−), F(−), Cl(−), Br(−), NO(3)(−), ClO(4)(−), and I(−). Using this response data, we were able to experimentally determine that HS(−) lies between Cl(−) and Br(−) in the Hofmeister series, which matches recent theoretical computational work that predicted a similar placement. Taken together, these results highlight the potential of using molecular recognition coupled with ChemFET architectures to develop new approaches for direct and reversible HS(−) detection and measurement in water and further advance our understanding of different recognition approaches for this challenging anion. The Royal Society of Chemistry 2023-09-05 /pmc/articles/PMC10530170/ /pubmed/37772108 http://dx.doi.org/10.1039/d3sc03616b Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/ |
spellingShingle | Chemistry Kuhl, Grace M. Banning, Douglas H. Fargher, Hazel A. Davis, Willow A. Howell, Madeline M. Zakharov, Lev N. Pluth, Michael D. Johnson, Darren W. Benchmarking the placement of hydrosulfide in the Hofmeister series using a bambus[6]uril-based ChemFET sensor |
title | Benchmarking the placement of hydrosulfide in the Hofmeister series using a bambus[6]uril-based ChemFET sensor |
title_full | Benchmarking the placement of hydrosulfide in the Hofmeister series using a bambus[6]uril-based ChemFET sensor |
title_fullStr | Benchmarking the placement of hydrosulfide in the Hofmeister series using a bambus[6]uril-based ChemFET sensor |
title_full_unstemmed | Benchmarking the placement of hydrosulfide in the Hofmeister series using a bambus[6]uril-based ChemFET sensor |
title_short | Benchmarking the placement of hydrosulfide in the Hofmeister series using a bambus[6]uril-based ChemFET sensor |
title_sort | benchmarking the placement of hydrosulfide in the hofmeister series using a bambus[6]uril-based chemfet sensor |
topic | Chemistry |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10530170/ https://www.ncbi.nlm.nih.gov/pubmed/37772108 http://dx.doi.org/10.1039/d3sc03616b |
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