A Reversible Optical Sensor Film for Mercury Ions Discrimination Based on Isoxazolidine Derivative and Exhibiting pH Sensing
We developed a new optical sensor for tracing Hg(II) ions. The detection affinity examines within a concentration range of 0–4.0 µM Hg(II). The sensor film is based on Methyl 2-hydroxy-3-(((2S,2’R,3a’S,5R)-2-isopropyl-5,5’-dimethyl-4’-oxotetrahydro-2’H-spiro[cy-clohexane-1,6’-im-idazo[1,5-b]isoxazol...
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MDPI AG
2022-11-01
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| Series: | Biosensors |
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| Online Access: | https://www.mdpi.com/2079-6374/12/11/1028 |
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| author | Reham Ali Siwar Ghannay Sabri Messaoudi Fahad M. Alminderej Kaïss Aouadi Sayed M. Saleh |
| author_facet | Reham Ali Siwar Ghannay Sabri Messaoudi Fahad M. Alminderej Kaïss Aouadi Sayed M. Saleh |
| author_sort | Reham Ali |
| collection | DOAJ |
| description | We developed a new optical sensor for tracing Hg(II) ions. The detection affinity examines within a concentration range of 0–4.0 µM Hg(II). The sensor film is based on Methyl 2-hydroxy-3-(((2S,2’R,3a’S,5R)-2-isopropyl-5,5’-dimethyl-4’-oxotetrahydro-2’H-spiro[cy-clohexane-1,6’-im-idazo[1,5-b]isoxazol]-2’-yl)methyl)-5-methylbenzoate (IXZD). The novel synthesized compound could be utilized as an optical turn-on chemosensor for pH. The emission intensity is highly enhanced for the deprotonated form concerning the protonated form. IXZD probe has a characteristic fluorescence peak at 481 nm under excitation of 351 nm with large Stocks shift of approximately 130 nm. In addition, the binding process of IXZD:Hg(II) presents a 1:1 molar ratio which is proved by the large quench of the 481 nm emission peak of IXZD and the growth of a new emission peak at 399 nm (blue shift). The binding configurations with one Hg(II) cation and its electronic characteristics were investigated by applying the Density Functional Theory (DFT) and the time-dependent DFT (TDDFT) calculations. Density functional theory (DFT) and the time-dependent DFT (TDDFT) theoretical results were provided to examine Hg(II)-IXZD structures and their electronic properties in solution. The developed chemical sensor was offered based on the intramolecular charge transfer (ICT) mechanism. The sensor film has a significantly low limit of detection (LOD) for Hg(II) of 0.025 μM in pH 7.4, with a relative standard deviation RSD<sub>r</sub> (1%, <i>n</i> = 3). Lastly, the IXZD shows effective binding affinity to mercury ions, and the binding constant K<sub>b</sub> was estimated to be 5.80 × 10<sup>5</sup> M<sup>−1</sup>. Hence, this developed optical sensor film has a significant efficiency for tracing mercury ions based on IXZD molecule-doped sensor film. |
| first_indexed | 2024-03-09T18:27:30Z |
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| id | doaj.art-843d2e00bf5f486facb009300d6c7e82 |
| institution | Directory Open Access Journal |
| issn | 2079-6374 |
| language | English |
| last_indexed | 2024-03-09T18:27:30Z |
| publishDate | 2022-11-01 |
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| series | Biosensors |
| spelling | doaj.art-843d2e00bf5f486facb009300d6c7e822023-11-24T07:48:47ZengMDPI AGBiosensors2079-63742022-11-011211102810.3390/bios12111028A Reversible Optical Sensor Film for Mercury Ions Discrimination Based on Isoxazolidine Derivative and Exhibiting pH SensingReham Ali0Siwar Ghannay1Sabri Messaoudi2Fahad M. Alminderej3Kaïss Aouadi4Sayed M. Saleh5Department of Chemistry, College of Science, Qassim University, Buraidah 51452, Saudi ArabiaDepartment of Chemistry, College of Science, Qassim University, Buraidah 51452, Saudi ArabiaDepartment of Chemistry, College of Science, Qassim University, Buraidah 51452, Saudi ArabiaDepartment of Chemistry, College of Science, Qassim University, Buraidah 51452, Saudi ArabiaDepartment of Chemistry, College of Science, Qassim University, Buraidah 51452, Saudi ArabiaDepartment of Chemistry, College of Science, Qassim University, Buraidah 51452, Saudi ArabiaWe developed a new optical sensor for tracing Hg(II) ions. The detection affinity examines within a concentration range of 0–4.0 µM Hg(II). The sensor film is based on Methyl 2-hydroxy-3-(((2S,2’R,3a’S,5R)-2-isopropyl-5,5’-dimethyl-4’-oxotetrahydro-2’H-spiro[cy-clohexane-1,6’-im-idazo[1,5-b]isoxazol]-2’-yl)methyl)-5-methylbenzoate (IXZD). The novel synthesized compound could be utilized as an optical turn-on chemosensor for pH. The emission intensity is highly enhanced for the deprotonated form concerning the protonated form. IXZD probe has a characteristic fluorescence peak at 481 nm under excitation of 351 nm with large Stocks shift of approximately 130 nm. In addition, the binding process of IXZD:Hg(II) presents a 1:1 molar ratio which is proved by the large quench of the 481 nm emission peak of IXZD and the growth of a new emission peak at 399 nm (blue shift). The binding configurations with one Hg(II) cation and its electronic characteristics were investigated by applying the Density Functional Theory (DFT) and the time-dependent DFT (TDDFT) calculations. Density functional theory (DFT) and the time-dependent DFT (TDDFT) theoretical results were provided to examine Hg(II)-IXZD structures and their electronic properties in solution. The developed chemical sensor was offered based on the intramolecular charge transfer (ICT) mechanism. The sensor film has a significantly low limit of detection (LOD) for Hg(II) of 0.025 μM in pH 7.4, with a relative standard deviation RSD<sub>r</sub> (1%, <i>n</i> = 3). Lastly, the IXZD shows effective binding affinity to mercury ions, and the binding constant K<sub>b</sub> was estimated to be 5.80 × 10<sup>5</sup> M<sup>−1</sup>. Hence, this developed optical sensor film has a significant efficiency for tracing mercury ions based on IXZD molecule-doped sensor film.https://www.mdpi.com/2079-6374/12/11/1028optical sensorpHHg(II)ESIPTratiometricDFT |
| spellingShingle | Reham Ali Siwar Ghannay Sabri Messaoudi Fahad M. Alminderej Kaïss Aouadi Sayed M. Saleh A Reversible Optical Sensor Film for Mercury Ions Discrimination Based on Isoxazolidine Derivative and Exhibiting pH Sensing Biosensors optical sensor pH Hg(II) ESIPT ratiometric DFT |
| title | A Reversible Optical Sensor Film for Mercury Ions Discrimination Based on Isoxazolidine Derivative and Exhibiting pH Sensing |
| title_full | A Reversible Optical Sensor Film for Mercury Ions Discrimination Based on Isoxazolidine Derivative and Exhibiting pH Sensing |
| title_fullStr | A Reversible Optical Sensor Film for Mercury Ions Discrimination Based on Isoxazolidine Derivative and Exhibiting pH Sensing |
| title_full_unstemmed | A Reversible Optical Sensor Film for Mercury Ions Discrimination Based on Isoxazolidine Derivative and Exhibiting pH Sensing |
| title_short | A Reversible Optical Sensor Film for Mercury Ions Discrimination Based on Isoxazolidine Derivative and Exhibiting pH Sensing |
| title_sort | reversible optical sensor film for mercury ions discrimination based on isoxazolidine derivative and exhibiting ph sensing |
| topic | optical sensor pH Hg(II) ESIPT ratiometric DFT |
| url | https://www.mdpi.com/2079-6374/12/11/1028 |
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