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Two Ratiometric Fluorescent Probes Based on the Hydroxyl Coumarin Chalcone Unit with Large Fluorescent Peak Shift for the Detection of Hydrazine in Living Cells
Hydrazine is widely used in industrial and agricultural production, but excessive hydrazine possesses a serious threat to human health and environment. Here two new ratiometric fluorescence probes, DDP and DDC, with the hydroxyl coumarin chalcone unit as the sensing site are developed, which can ach...
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Published in: | Analytical chemistry (Washington) 2022-09, Vol.94 (37), p.12836-12844 |
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creator | Xing, Miaomiao Han, Yanyan Zhu, Yilin Sun, Yatong Shan, Yanyan Wang, Kang-Nan Liu, Qiuxin Dong, Baoli Cao, Duxia Lin, Weiying |
description | Hydrazine is widely used in industrial and agricultural production, but excessive hydrazine possesses a serious threat to human health and environment. Here two new ratiometric fluorescence probes, DDP and DDC, with the hydroxyl coumarin chalcone unit as the sensing site are developed, which can achieve colorimetric and ratiometric recognition for hydrazine with good sensitivity, excellent selectivity, and anti-interference. The calculated fluorescence limits of detections are 0.26 μM (DDC) and 0.14 μM (DDP). The ratiometric fluorescence response to hydrazine is realized through the adjustment of donor and receptor units in coumarin conjugate structure terminals, accompanied by fluorescence peak shift about 200 nm (DDC, 188 nm; DDP, 229 nm). Stronger electropositivity in the carbon–carbon double bond is helpful to the first phase addition reaction between the probe and hydrazine. Higher phenol activity in the hydroxyl coumarin moiety will facilitate the following dihydro-pyrazole cyclization reaction. In addition, both of these probes realized the convenient detection of hydrazine vapor. The probes were also successfully applied to detect hydrazine in actual water samples, different soils, and living cells. |
doi_str_mv | 10.1021/acs.analchem.2c02798 |
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Here two new ratiometric fluorescence probes, DDP and DDC, with the hydroxyl coumarin chalcone unit as the sensing site are developed, which can achieve colorimetric and ratiometric recognition for hydrazine with good sensitivity, excellent selectivity, and anti-interference. The calculated fluorescence limits of detections are 0.26 μM (DDC) and 0.14 μM (DDP). The ratiometric fluorescence response to hydrazine is realized through the adjustment of donor and receptor units in coumarin conjugate structure terminals, accompanied by fluorescence peak shift about 200 nm (DDC, 188 nm; DDP, 229 nm). Stronger electropositivity in the carbon–carbon double bond is helpful to the first phase addition reaction between the probe and hydrazine. Higher phenol activity in the hydroxyl coumarin moiety will facilitate the following dihydro-pyrazole cyclization reaction. In addition, both of these probes realized the convenient detection of hydrazine vapor. The probes were also successfully applied to detect hydrazine in actual water samples, different soils, and living cells.</description><identifier>ISSN: 0003-2700</identifier><identifier>EISSN: 1520-6882</identifier><identifier>DOI: 10.1021/acs.analchem.2c02798</identifier><language>eng</language><publisher>Washington: American Chemical Society</publisher><subject>Agricultural production ; Analytical chemistry ; Carbon ; Cells (biology) ; Chemistry ; Colorimetry ; Coumarin ; Electropositivity ; Fluorescence ; Fluorescent indicators ; Health risks ; Hydrazine ; Hydrazines ; Phenols ; Probes ; Pyrazole ; Pyrazoles ; Selectivity ; Soil water ; Water analysis ; Water sampling</subject><ispartof>Analytical chemistry (Washington), 2022-09, Vol.94 (37), p.12836-12844</ispartof><rights>2022 American Chemical Society</rights><rights>Copyright American Chemical Society Sep 20, 2022</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a283t-e77bb8a8a3d180733bea3a89b0118a12775d1ce846eaad0d48c9918dc449c29d3</citedby><cites>FETCH-LOGICAL-a283t-e77bb8a8a3d180733bea3a89b0118a12775d1ce846eaad0d48c9918dc449c29d3</cites><orcidid>0000-0002-0835-8803 ; 0000-0002-9452-4045 ; 0000-0001-8080-4102 ; 0000-0002-6173-9218</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>315,783,787,27936,27937</link.rule.ids></links><search><creatorcontrib>Xing, Miaomiao</creatorcontrib><creatorcontrib>Han, Yanyan</creatorcontrib><creatorcontrib>Zhu, Yilin</creatorcontrib><creatorcontrib>Sun, Yatong</creatorcontrib><creatorcontrib>Shan, Yanyan</creatorcontrib><creatorcontrib>Wang, Kang-Nan</creatorcontrib><creatorcontrib>Liu, Qiuxin</creatorcontrib><creatorcontrib>Dong, Baoli</creatorcontrib><creatorcontrib>Cao, Duxia</creatorcontrib><creatorcontrib>Lin, Weiying</creatorcontrib><title>Two Ratiometric Fluorescent Probes Based on the Hydroxyl Coumarin Chalcone Unit with Large Fluorescent Peak Shift for the Detection of Hydrazine in Living Cells</title><title>Analytical chemistry (Washington)</title><addtitle>Anal. Chem</addtitle><description>Hydrazine is widely used in industrial and agricultural production, but excessive hydrazine possesses a serious threat to human health and environment. Here two new ratiometric fluorescence probes, DDP and DDC, with the hydroxyl coumarin chalcone unit as the sensing site are developed, which can achieve colorimetric and ratiometric recognition for hydrazine with good sensitivity, excellent selectivity, and anti-interference. The calculated fluorescence limits of detections are 0.26 μM (DDC) and 0.14 μM (DDP). The ratiometric fluorescence response to hydrazine is realized through the adjustment of donor and receptor units in coumarin conjugate structure terminals, accompanied by fluorescence peak shift about 200 nm (DDC, 188 nm; DDP, 229 nm). Stronger electropositivity in the carbon–carbon double bond is helpful to the first phase addition reaction between the probe and hydrazine. Higher phenol activity in the hydroxyl coumarin moiety will facilitate the following dihydro-pyrazole cyclization reaction. In addition, both of these probes realized the convenient detection of hydrazine vapor. The probes were also successfully applied to detect hydrazine in actual water samples, different soils, and living cells.</description><subject>Agricultural production</subject><subject>Analytical chemistry</subject><subject>Carbon</subject><subject>Cells (biology)</subject><subject>Chemistry</subject><subject>Colorimetry</subject><subject>Coumarin</subject><subject>Electropositivity</subject><subject>Fluorescence</subject><subject>Fluorescent indicators</subject><subject>Health risks</subject><subject>Hydrazine</subject><subject>Hydrazines</subject><subject>Phenols</subject><subject>Probes</subject><subject>Pyrazole</subject><subject>Pyrazoles</subject><subject>Selectivity</subject><subject>Soil water</subject><subject>Water analysis</subject><subject>Water sampling</subject><issn>0003-2700</issn><issn>1520-6882</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2022</creationdate><recordtype>article</recordtype><recordid>eNp9kU9v1DAQxS1EJZbCN-BgiQuXLGM7u3GOEFqKtBKof87RxJk0Llm72A5l-TR8VLzdggSHnubg934zfo-xVwKWAqR4iyYu0eFkRtoupQFZ1foJW4iVhGKttXzKFgCgClkBPGPPY7wBEALEesF-Xd55fo7J-i2lYA0_nWYfKBpyiX8JvqPI32OknnvH00j8bNcH_2M38cbPWwzW8WbMm70jfuVs4nc2jXyD4Zr-RRF-5RejHRIffLgnfaBEJi923A_3WPxpMyUTN_a7dde8oWmKL9jRgFOklw_zmF2dnlw2Z8Xm88dPzbtNgVKrVFBVdZ1GjaoXGiqlOkKFuu7yRzUKWVWrXhjS5ZoQe-hLbepa6N6UZW1k3atj9ubAvQ3-20wxtVubT58mdOTn2ObssqEqV3WWvv5PeuPnkPPfq8RaqRJWKqvKg8oEH2Ogob0NNie2awW0-9raXFv7p7b2obZsg4Nt__qX-6jlN3zEoNI</recordid><startdate>20220920</startdate><enddate>20220920</enddate><creator>Xing, Miaomiao</creator><creator>Han, Yanyan</creator><creator>Zhu, Yilin</creator><creator>Sun, Yatong</creator><creator>Shan, Yanyan</creator><creator>Wang, Kang-Nan</creator><creator>Liu, Qiuxin</creator><creator>Dong, Baoli</creator><creator>Cao, Duxia</creator><creator>Lin, Weiying</creator><general>American Chemical Society</general><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/0000-0002-0835-8803</orcidid><orcidid>https://orcid.org/0000-0002-9452-4045</orcidid><orcidid>https://orcid.org/0000-0001-8080-4102</orcidid><orcidid>https://orcid.org/0000-0002-6173-9218</orcidid></search><sort><creationdate>20220920</creationdate><title>Two Ratiometric Fluorescent Probes Based on the Hydroxyl Coumarin Chalcone Unit with Large Fluorescent Peak Shift for the Detection of Hydrazine in Living Cells</title><author>Xing, Miaomiao ; 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Stronger electropositivity in the carbon–carbon double bond is helpful to the first phase addition reaction between the probe and hydrazine. Higher phenol activity in the hydroxyl coumarin moiety will facilitate the following dihydro-pyrazole cyclization reaction. In addition, both of these probes realized the convenient detection of hydrazine vapor. The probes were also successfully applied to detect hydrazine in actual water samples, different soils, and living cells.</abstract><cop>Washington</cop><pub>American Chemical Society</pub><doi>10.1021/acs.analchem.2c02798</doi><tpages>9</tpages><orcidid>https://orcid.org/0000-0002-0835-8803</orcidid><orcidid>https://orcid.org/0000-0002-9452-4045</orcidid><orcidid>https://orcid.org/0000-0001-8080-4102</orcidid><orcidid>https://orcid.org/0000-0002-6173-9218</orcidid></addata></record> |
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subjects | Agricultural production Analytical chemistry Carbon Cells (biology) Chemistry Colorimetry Coumarin Electropositivity Fluorescence Fluorescent indicators Health risks Hydrazine Hydrazines Phenols Probes Pyrazole Pyrazoles Selectivity Soil water Water analysis Water sampling |
title | Two Ratiometric Fluorescent Probes Based on the Hydroxyl Coumarin Chalcone Unit with Large Fluorescent Peak Shift for the Detection of Hydrazine in Living Cells |
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