A new intramolecular proton transfer (ESIPT)‐based fluorescent probe for selective visualization of cyanide ion
Abstract Fluorescent probes for detection of CN− still have many limitations, such as small Stokes shift, irreversible, and background interference, which hamper their applications for on‐site detection and bioimaging of CN−. In this work, we design a new CN−‐activatable fluorescent probe (named AHM...
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| Format: | Article |
| Language: | English |
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Wiley
2023-06-01
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| Online Access: | https://doi.org/10.1002/VIW.20220068 |
| _version_ | 1797799771683946496 |
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| author | Cuibing Bai Jie Zhang Wen Ma Junxiong Yao Qian Meng Zhenni Xia Dashuo Chen Shuping He Lin Zhang Changqing Qu Rui Qiao Zhen Yang Wei Huang |
| author_facet | Cuibing Bai Jie Zhang Wen Ma Junxiong Yao Qian Meng Zhenni Xia Dashuo Chen Shuping He Lin Zhang Changqing Qu Rui Qiao Zhen Yang Wei Huang |
| author_sort | Cuibing Bai |
| collection | DOAJ |
| description | Abstract Fluorescent probes for detection of CN− still have many limitations, such as small Stokes shift, irreversible, and background interference, which hamper their applications for on‐site detection and bioimaging of CN−. In this work, we design a new CN−‐activatable fluorescent probe (named AHMM) containing an ESIPT (excited‐state intramolecular proton transfer) and hydrogen bond features, which show a large Stokes shift (225 nm) and molecular structural reversible detection. The probe AHMM exhibits an excellent selectivity for CN− without any interference from other anions in aqueous DMSO system. Furthermore, the mechanism of the interaction of AHMM with CN− is concluded by various experiments. The limit of detection of AHMM for CN− is calculated as low as 4.47 × 10−8 M, lower than the concentration of CN− deemed acceptable by WHO (World Health Organization). AHMM can recognize CN− in tap water quantitatively and on‐site by a smartphone APP. Moreover, food samples such as almond and cassava including CN− are visualized by fluorescence imaging. In addition, the probe shows practical applications of CN− imaging in cells and mice. This concept can be applied for designing multifunctional fluorescent probes with ESIPT and reversible characteristics for detection of CN−. |
| first_indexed | 2024-03-13T04:25:00Z |
| format | Article |
| id | doaj.art-918bf1b947a84f7ab5c33ce94cff46ac |
| institution | Directory Open Access Journal |
| issn | 2688-3988 2688-268X |
| language | English |
| last_indexed | 2024-03-13T04:25:00Z |
| publishDate | 2023-06-01 |
| publisher | Wiley |
| record_format | Article |
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| spelling | doaj.art-918bf1b947a84f7ab5c33ce94cff46ac2023-06-20T07:35:18ZengWileyView2688-39882688-268X2023-06-0143n/an/a10.1002/VIW.20220068A new intramolecular proton transfer (ESIPT)‐based fluorescent probe for selective visualization of cyanide ionCuibing Bai0Jie Zhang1Wen Ma2Junxiong Yao3Qian Meng4Zhenni Xia5Dashuo Chen6Shuping He7Lin Zhang8Changqing Qu9Rui Qiao10Zhen Yang11Wei Huang12School of Chemistry and Materials Engineering Fuyang Normal University Fuyang Anhui ChinaStrait Laboratory of Flexible Electronics (SLoFE) Fuzhou Fujian ChinaStrait Laboratory of Flexible Electronics (SLoFE) Fuzhou Fujian ChinaSchool of Chemistry and Materials Engineering Fuyang Normal University Fuyang Anhui ChinaSchool of Chemistry and Materials Engineering Fuyang Normal University Fuyang Anhui ChinaResearch Center of Anti‐aging Chinese Herbal Medicine of Anhui Province Fuyang Anhui ChinaSchool of Chemistry and Materials Engineering Fuyang Normal University Fuyang Anhui ChinaSchool of Chemistry and Materials Engineering Fuyang Normal University Fuyang Anhui ChinaSchool of Chemistry and Materials Engineering Fuyang Normal University Fuyang Anhui ChinaResearch Center of Anti‐aging Chinese Herbal Medicine of Anhui Province Fuyang Anhui ChinaSchool of Chemistry and Materials Engineering Fuyang Normal University Fuyang Anhui ChinaStrait Laboratory of Flexible Electronics (SLoFE) Fuzhou Fujian ChinaStrait Laboratory of Flexible Electronics (SLoFE) Fuzhou Fujian ChinaAbstract Fluorescent probes for detection of CN− still have many limitations, such as small Stokes shift, irreversible, and background interference, which hamper their applications for on‐site detection and bioimaging of CN−. In this work, we design a new CN−‐activatable fluorescent probe (named AHMM) containing an ESIPT (excited‐state intramolecular proton transfer) and hydrogen bond features, which show a large Stokes shift (225 nm) and molecular structural reversible detection. The probe AHMM exhibits an excellent selectivity for CN− without any interference from other anions in aqueous DMSO system. Furthermore, the mechanism of the interaction of AHMM with CN− is concluded by various experiments. The limit of detection of AHMM for CN− is calculated as low as 4.47 × 10−8 M, lower than the concentration of CN− deemed acceptable by WHO (World Health Organization). AHMM can recognize CN− in tap water quantitatively and on‐site by a smartphone APP. Moreover, food samples such as almond and cassava including CN− are visualized by fluorescence imaging. In addition, the probe shows practical applications of CN− imaging in cells and mice. This concept can be applied for designing multifunctional fluorescent probes with ESIPT and reversible characteristics for detection of CN−.https://doi.org/10.1002/VIW.20220068bioimagingcyanideESIPTfluorescence probelarge Stokes shift |
| spellingShingle | Cuibing Bai Jie Zhang Wen Ma Junxiong Yao Qian Meng Zhenni Xia Dashuo Chen Shuping He Lin Zhang Changqing Qu Rui Qiao Zhen Yang Wei Huang A new intramolecular proton transfer (ESIPT)‐based fluorescent probe for selective visualization of cyanide ion View bioimaging cyanide ESIPT fluorescence probe large Stokes shift |
| title | A new intramolecular proton transfer (ESIPT)‐based fluorescent probe for selective visualization of cyanide ion |
| title_full | A new intramolecular proton transfer (ESIPT)‐based fluorescent probe for selective visualization of cyanide ion |
| title_fullStr | A new intramolecular proton transfer (ESIPT)‐based fluorescent probe for selective visualization of cyanide ion |
| title_full_unstemmed | A new intramolecular proton transfer (ESIPT)‐based fluorescent probe for selective visualization of cyanide ion |
| title_short | A new intramolecular proton transfer (ESIPT)‐based fluorescent probe for selective visualization of cyanide ion |
| title_sort | new intramolecular proton transfer esipt based fluorescent probe for selective visualization of cyanide ion |
| topic | bioimaging cyanide ESIPT fluorescence probe large Stokes shift |
| url | https://doi.org/10.1002/VIW.20220068 |
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