Self-Assembled Triphenylphosphonium-Conjugated Dicyanostilbene Nanoparticles and Their Fluorescence Probes for Reactive Oxygen Species
We report self-assembled novel triphenylphosphonium-conjugated dicyanostilbene-based as selective fluorescence turn-on probes for <sup>1</sup>O<sub>2</sub> and ClO<sup>−</sup>. Mono- or di-triphenylphosphonium-conjugated dicyanostilbene derivatives <b...
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MDPI AG
2018-12-01
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| Series: | Nanomaterials |
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| Online Access: | https://www.mdpi.com/2079-4991/8/12/1034 |
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| author | Wonjin Choi Na Young Lim Heekyoung Choi Moo Lyong Seo Junho Ahn Jong Hwa Jung |
| author_facet | Wonjin Choi Na Young Lim Heekyoung Choi Moo Lyong Seo Junho Ahn Jong Hwa Jung |
| author_sort | Wonjin Choi |
| collection | DOAJ |
| description | We report self-assembled novel triphenylphosphonium-conjugated dicyanostilbene-based as selective fluorescence turn-on probes for <sup>1</sup>O<sub>2</sub> and ClO<sup>−</sup>. Mono- or di-triphenylphosphonium-conjugated dicyanostilbene derivatives <b>1</b> and <b>2</b> formed spherical structures with diameters of ca. 27 and 56.5 nm, respectively, through π-π interaction between dicyanostilbene groups. Self-assembled <b>1</b> showed strong fluorescent emission upon the addition of <sup>1</sup>O<sub>2</sub> and ClO<sup>−</sup> compared to other ROS (O<sub>2</sub><sup>−</sup>, <sup>•</sup>OH, NO, TBHP, H<sub>2</sub>O<sub>2</sub>, GSH), metal ions (K<sup>+</sup>, Na<sup>+</sup>), and amino acids (cysteine and histidine). Upon addition of <sup>1</sup>O<sub>2</sub> and ClO<sup>−</sup>, the spherical structure of <b>1</b> changed to a fiber structure (8-nm wide; 300-nm long). Upon addition of <sup>1</sup>O<sub>2</sub> and ClO<sup>−</sup>, the chemical structural conversion of <b>1</b> was determined by FAB-Mass, NMR, IR and Zeta potential analysis, and the strong emission of the self-assembled <b>1</b> was due to an aggregation-induced emission enhancement. This self-assembled material was the first for selective ROS as a fluorescence turn-on probe. Thus, a nanostructure change-derived turn-on sensing strategy for <sup>1</sup>O<sub>2</sub> or ClO<sup>−</sup> may offer a new approach to developing methods for specific guest molecules in biological and environmental subjects. |
| first_indexed | 2024-12-12T23:09:55Z |
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| institution | Directory Open Access Journal |
| issn | 2079-4991 |
| language | English |
| last_indexed | 2024-12-12T23:09:55Z |
| publishDate | 2018-12-01 |
| publisher | MDPI AG |
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| series | Nanomaterials |
| spelling | doaj.art-38c464d08b7843e6ad3806dc76ef414f2022-12-22T00:08:36ZengMDPI AGNanomaterials2079-49912018-12-01812103410.3390/nano8121034nano8121034Self-Assembled Triphenylphosphonium-Conjugated Dicyanostilbene Nanoparticles and Their Fluorescence Probes for Reactive Oxygen SpeciesWonjin Choi0Na Young Lim1Heekyoung Choi2Moo Lyong Seo3Junho Ahn4Jong Hwa Jung5Department of Chemistry and Research Institute of Natural Science, Gyeongsang National University, Jinju 52828, KoreaDepartment of Chemistry and Research Institute of Natural Science, Gyeongsang National University, Jinju 52828, KoreaDepartment of Chemistry and Research Institute of Natural Science, Gyeongsang National University, Jinju 52828, KoreaDepartment of Chemistry and Research Institute of Natural Science, Gyeongsang National University, Jinju 52828, KoreaComposites Research Division, Korea Institute of Materials Science, Changwon 51508, KoreaDepartment of Chemistry and Research Institute of Natural Science, Gyeongsang National University, Jinju 52828, KoreaWe report self-assembled novel triphenylphosphonium-conjugated dicyanostilbene-based as selective fluorescence turn-on probes for <sup>1</sup>O<sub>2</sub> and ClO<sup>−</sup>. Mono- or di-triphenylphosphonium-conjugated dicyanostilbene derivatives <b>1</b> and <b>2</b> formed spherical structures with diameters of ca. 27 and 56.5 nm, respectively, through π-π interaction between dicyanostilbene groups. Self-assembled <b>1</b> showed strong fluorescent emission upon the addition of <sup>1</sup>O<sub>2</sub> and ClO<sup>−</sup> compared to other ROS (O<sub>2</sub><sup>−</sup>, <sup>•</sup>OH, NO, TBHP, H<sub>2</sub>O<sub>2</sub>, GSH), metal ions (K<sup>+</sup>, Na<sup>+</sup>), and amino acids (cysteine and histidine). Upon addition of <sup>1</sup>O<sub>2</sub> and ClO<sup>−</sup>, the spherical structure of <b>1</b> changed to a fiber structure (8-nm wide; 300-nm long). Upon addition of <sup>1</sup>O<sub>2</sub> and ClO<sup>−</sup>, the chemical structural conversion of <b>1</b> was determined by FAB-Mass, NMR, IR and Zeta potential analysis, and the strong emission of the self-assembled <b>1</b> was due to an aggregation-induced emission enhancement. This self-assembled material was the first for selective ROS as a fluorescence turn-on probe. Thus, a nanostructure change-derived turn-on sensing strategy for <sup>1</sup>O<sub>2</sub> or ClO<sup>−</sup> may offer a new approach to developing methods for specific guest molecules in biological and environmental subjects.https://www.mdpi.com/2079-4991/8/12/1034dicyanostilbenetriphenylphosphoniumself-assemblyROS detection |
| spellingShingle | Wonjin Choi Na Young Lim Heekyoung Choi Moo Lyong Seo Junho Ahn Jong Hwa Jung Self-Assembled Triphenylphosphonium-Conjugated Dicyanostilbene Nanoparticles and Their Fluorescence Probes for Reactive Oxygen Species Nanomaterials dicyanostilbene triphenylphosphonium self-assembly ROS detection |
| title | Self-Assembled Triphenylphosphonium-Conjugated Dicyanostilbene Nanoparticles and Their Fluorescence Probes for Reactive Oxygen Species |
| title_full | Self-Assembled Triphenylphosphonium-Conjugated Dicyanostilbene Nanoparticles and Their Fluorescence Probes for Reactive Oxygen Species |
| title_fullStr | Self-Assembled Triphenylphosphonium-Conjugated Dicyanostilbene Nanoparticles and Their Fluorescence Probes for Reactive Oxygen Species |
| title_full_unstemmed | Self-Assembled Triphenylphosphonium-Conjugated Dicyanostilbene Nanoparticles and Their Fluorescence Probes for Reactive Oxygen Species |
| title_short | Self-Assembled Triphenylphosphonium-Conjugated Dicyanostilbene Nanoparticles and Their Fluorescence Probes for Reactive Oxygen Species |
| title_sort | self assembled triphenylphosphonium conjugated dicyanostilbene nanoparticles and their fluorescence probes for reactive oxygen species |
| topic | dicyanostilbene triphenylphosphonium self-assembly ROS detection |
| url | https://www.mdpi.com/2079-4991/8/12/1034 |
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