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A Benzopyronin-Based Two-Photon Fluorescent Probe for Ratiometric Imaging of Lysosomal Bisulfite with Complete Spectral Separation
Bisulfite (HSO3 –), which equilibrates with sulfite (SO3 2–) and sulfur dioxide (SO2) in aqueous media, can be produced endogenously during oxidation of hydrogen sulfide or sulfur-containing amino acids. Lysosomes, known as the scavengers of living cells, play a crucial role in the metabolic process...
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Published in: | Analytical chemistry (Washington) 2019-08, Vol.91 (16), p.10779-10785 |
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creator | Tamima, Umme Santra, Mithun Song, Chang Wook Reo, Ye Jin Ahn, Kyo Han |
description | Bisulfite (HSO3 –), which equilibrates with sulfite (SO3 2–) and sulfur dioxide (SO2) in aqueous media, can be produced endogenously during oxidation of hydrogen sulfide or sulfur-containing amino acids. Lysosomes, known as the scavengers of living cells, play a crucial role in the metabolic process, and bisulfite is often produced inside the lysosomes. Therefore, detection of bisulfite in lysosomes is a subject of significant interest. Herein, we disclose a lysosome-targeting, two-photon excitable, and ratiometric signaling (near-infrared/green) fluorescent probe that detects bisulfite through a fast 1,6-conjugate addition reaction. The probe shows excellent selectivity toward bisulfite over other biologically relevant species. Notably, the probe allows ratiometric fluorescence imaging of lysosomal bisulfite with complete spectral separation under one-photon as well as two-photon excitation conditions. |
doi_str_mv | 10.1021/acs.analchem.9b02384 |
format | article |
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Lysosomes, known as the scavengers of living cells, play a crucial role in the metabolic process, and bisulfite is often produced inside the lysosomes. Therefore, detection of bisulfite in lysosomes is a subject of significant interest. Herein, we disclose a lysosome-targeting, two-photon excitable, and ratiometric signaling (near-infrared/green) fluorescent probe that detects bisulfite through a fast 1,6-conjugate addition reaction. The probe shows excellent selectivity toward bisulfite over other biologically relevant species. 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Notably, the probe allows ratiometric fluorescence imaging of lysosomal bisulfite with complete spectral separation under one-photon as well as two-photon excitation conditions.</description><subject>Amino acids</subject><subject>Analytical chemistry</subject><subject>Aqueous solutions</subject><subject>Bisulfite</subject><subject>Chemistry</subject><subject>Fluorescence</subject><subject>Fluorescent indicators</subject><subject>Hydrogen sulfide</subject><subject>Lysosomes</subject><subject>Oxidation</subject><subject>Photons</subject><subject>Selectivity</subject><subject>Separation</subject><subject>Sulfite</subject><subject>Sulfur</subject><subject>Sulfur dioxide</subject><issn>0003-2700</issn><issn>1520-6882</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2019</creationdate><recordtype>article</recordtype><recordid>eNp9kU1r3DAQhkVpaLab_oNSBL304u1I9lrSMbs0bWChIR9nM2uPsg625UoyYXvsL6-W3eTQQ09i4HmfQfMy9lHAQoAUX7EOCxywq3fUL8wWZK6LN2wmlhKyUmv5ls0AIM-kAjhn70N4AhACRPmOneciL5SW5Yz9ueQrGn67ce_d0A7ZCgM1_P7ZZTc7F93Ar7rJeQo1DZHfeLclbp3ntxhb11P0bc2ve3xsh0fuLN_sgwuux46v2jB1to3En9u442vXjx2l6W6kOvoE3NGI_mAZLtiZxS7Qh9M7Zw9X3-7XP7LNz-_X68tNhrkqY1bTsgEF0tRGgDayUGgbtAalhRJsWTeIQkqlm0YgqmKpC2ktqTLXCW9MPmdfjt7Ru18ThVj1bfpX1-FAbgqVlOVSFSUYmdDP_6BPbvLp2AdKGWWMTt45K45U7V0Inmw1-rZHv68EVIeOqtRR9dJRdeooxT6d5NO2p-Y19FJKAuAIHOKvi__r_AuJ3KIx</recordid><startdate>20190820</startdate><enddate>20190820</enddate><creator>Tamima, Umme</creator><creator>Santra, Mithun</creator><creator>Song, Chang Wook</creator><creator>Reo, Ye Jin</creator><creator>Ahn, Kyo Han</creator><general>American Chemical Society</general><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7QF</scope><scope>7QO</scope><scope>7QQ</scope><scope>7SC</scope><scope>7SE</scope><scope>7SP</scope><scope>7SR</scope><scope>7TA</scope><scope>7TB</scope><scope>7TM</scope><scope>7U5</scope><scope>7U7</scope><scope>7U9</scope><scope>8BQ</scope><scope>8FD</scope><scope>C1K</scope><scope>F28</scope><scope>FR3</scope><scope>H8D</scope><scope>H8G</scope><scope>H94</scope><scope>JG9</scope><scope>JQ2</scope><scope>KR7</scope><scope>L7M</scope><scope>L~C</scope><scope>L~D</scope><scope>P64</scope><scope>7X8</scope><orcidid>https://orcid.org/0000-0001-7192-7215</orcidid><orcidid>https://orcid.org/0000-0003-3165-4659</orcidid></search><sort><creationdate>20190820</creationdate><title>A Benzopyronin-Based Two-Photon Fluorescent Probe for Ratiometric Imaging of Lysosomal Bisulfite with Complete Spectral Separation</title><author>Tamima, Umme ; 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Chem</addtitle><date>2019-08-20</date><risdate>2019</risdate><volume>91</volume><issue>16</issue><spage>10779</spage><epage>10785</epage><pages>10779-10785</pages><issn>0003-2700</issn><eissn>1520-6882</eissn><abstract>Bisulfite (HSO3 –), which equilibrates with sulfite (SO3 2–) and sulfur dioxide (SO2) in aqueous media, can be produced endogenously during oxidation of hydrogen sulfide or sulfur-containing amino acids. Lysosomes, known as the scavengers of living cells, play a crucial role in the metabolic process, and bisulfite is often produced inside the lysosomes. Therefore, detection of bisulfite in lysosomes is a subject of significant interest. Herein, we disclose a lysosome-targeting, two-photon excitable, and ratiometric signaling (near-infrared/green) fluorescent probe that detects bisulfite through a fast 1,6-conjugate addition reaction. The probe shows excellent selectivity toward bisulfite over other biologically relevant species. 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subjects | Amino acids Analytical chemistry Aqueous solutions Bisulfite Chemistry Fluorescence Fluorescent indicators Hydrogen sulfide Lysosomes Oxidation Photons Selectivity Separation Sulfite Sulfur Sulfur dioxide |
title | A Benzopyronin-Based Two-Photon Fluorescent Probe for Ratiometric Imaging of Lysosomal Bisulfite with Complete Spectral Separation |
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