Comparison of Reactive Sites in 2(1<i>H</i>)-Quinolone Derivatives for the Detection of Biologically Important Sulfur Compounds
Novel fluorescent probes based on 2(1<i>H</i>)-quinolone skeleton containing a malonate group (<b>Q1</b>–<b>Q3</b>) were synthesized and proposed for biothiols detection. Their chemical reactivity toward thiols was compared to the reactivity of derivative having a...
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| Format: | Article |
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MDPI AG
2023-08-01
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| Series: | Molecules |
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| Online Access: | https://www.mdpi.com/1420-3049/28/16/5965 |
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| author | Jolanta Kolińska Aleksandra Grzelakowska Marcin Szala Radosław Podsiadły |
| author_facet | Jolanta Kolińska Aleksandra Grzelakowska Marcin Szala Radosław Podsiadły |
| author_sort | Jolanta Kolińska |
| collection | DOAJ |
| description | Novel fluorescent probes based on 2(1<i>H</i>)-quinolone skeleton containing a malonate group (<b>Q1</b>–<b>Q3</b>) were synthesized and proposed for biothiols detection. Their chemical reactivity toward thiols was compared to the reactivity of derivative having a dicyanovinyl group (<b>Q4</b>) as a reactive site. The detailed photophysical properties of these compounds were assessed through the determination of absorption and fluorescence spectra, fluorescence quantum yield, and fluorescence lifetime. In the presence of biothiols, an increase in the fluorescence intensity of compounds <b>Q1</b>–<b>Q3</b> and a hypsochromic shift in their emission bands were observed. In contrast, the compound with the dicyanovinyl group (<b>Q4</b>) in the presence of biothiols and cyanide ion showed the quenching of fluorescence, while a fluorescence “turn on” effect was observed toward reactive sulfur species. |
| first_indexed | 2024-03-10T23:42:05Z |
| format | Article |
| id | doaj.art-f309231a08c541d488949608333e0903 |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-03-10T23:42:05Z |
| publishDate | 2023-08-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-f309231a08c541d488949608333e09032023-11-19T02:22:34ZengMDPI AGMolecules1420-30492023-08-012816596510.3390/molecules28165965Comparison of Reactive Sites in 2(1<i>H</i>)-Quinolone Derivatives for the Detection of Biologically Important Sulfur CompoundsJolanta Kolińska0Aleksandra Grzelakowska1Marcin Szala2Radosław Podsiadły3Institute of Polymer and Dye Technology, Faculty of Chemistry, Lodz University of Technology, Stefanowskiego 16, 90-537 Lodz, PolandInstitute of Polymer and Dye Technology, Faculty of Chemistry, Lodz University of Technology, Stefanowskiego 16, 90-537 Lodz, PolandInstitute of Polymer and Dye Technology, Faculty of Chemistry, Lodz University of Technology, Stefanowskiego 16, 90-537 Lodz, PolandInstitute of Polymer and Dye Technology, Faculty of Chemistry, Lodz University of Technology, Stefanowskiego 16, 90-537 Lodz, PolandNovel fluorescent probes based on 2(1<i>H</i>)-quinolone skeleton containing a malonate group (<b>Q1</b>–<b>Q3</b>) were synthesized and proposed for biothiols detection. Their chemical reactivity toward thiols was compared to the reactivity of derivative having a dicyanovinyl group (<b>Q4</b>) as a reactive site. The detailed photophysical properties of these compounds were assessed through the determination of absorption and fluorescence spectra, fluorescence quantum yield, and fluorescence lifetime. In the presence of biothiols, an increase in the fluorescence intensity of compounds <b>Q1</b>–<b>Q3</b> and a hypsochromic shift in their emission bands were observed. In contrast, the compound with the dicyanovinyl group (<b>Q4</b>) in the presence of biothiols and cyanide ion showed the quenching of fluorescence, while a fluorescence “turn on” effect was observed toward reactive sulfur species.https://www.mdpi.com/1420-3049/28/16/5965fluorescent probe2(1<i>H</i>)-quinolonereactive sulfur species |
| spellingShingle | Jolanta Kolińska Aleksandra Grzelakowska Marcin Szala Radosław Podsiadły Comparison of Reactive Sites in 2(1<i>H</i>)-Quinolone Derivatives for the Detection of Biologically Important Sulfur Compounds Molecules fluorescent probe 2(1<i>H</i>)-quinolone reactive sulfur species |
| title | Comparison of Reactive Sites in 2(1<i>H</i>)-Quinolone Derivatives for the Detection of Biologically Important Sulfur Compounds |
| title_full | Comparison of Reactive Sites in 2(1<i>H</i>)-Quinolone Derivatives for the Detection of Biologically Important Sulfur Compounds |
| title_fullStr | Comparison of Reactive Sites in 2(1<i>H</i>)-Quinolone Derivatives for the Detection of Biologically Important Sulfur Compounds |
| title_full_unstemmed | Comparison of Reactive Sites in 2(1<i>H</i>)-Quinolone Derivatives for the Detection of Biologically Important Sulfur Compounds |
| title_short | Comparison of Reactive Sites in 2(1<i>H</i>)-Quinolone Derivatives for the Detection of Biologically Important Sulfur Compounds |
| title_sort | comparison of reactive sites in 2 1 i h i quinolone derivatives for the detection of biologically important sulfur compounds |
| topic | fluorescent probe 2(1<i>H</i>)-quinolone reactive sulfur species |
| url | https://www.mdpi.com/1420-3049/28/16/5965 |
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