Meta-CF<sub>3</sub>-Substituted Analogues of the GFP Chromophore with Remarkable Solvatochromism
In this work, we have shown that the introduction of a trifluoromethyl group into the me-ta-position of arylidene imidazolones (GFP chromophore core) leads to a dramatic increase in their fluorescence in nonpolar and aprotic media. The presence of a pronounced solvent-dependent gradation of fluoresc...
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| Format: | Article |
| Language: | English |
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MDPI AG
2023-06-01
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| Series: | International Journal of Molecular Sciences |
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| Online Access: | https://www.mdpi.com/1422-0067/24/12/9923 |
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| author | Maxim M. Perfilov Elvira R. Zaitseva Nadezhda S. Baleeva Vadim S. Kublitski Alexander Yu. Smirnov Yulia A. Bogdanova Svetlana A. Krasnova Ivan N. Myasnyanko Alexander S. Mishin Mikhail S. Baranov |
| author_facet | Maxim M. Perfilov Elvira R. Zaitseva Nadezhda S. Baleeva Vadim S. Kublitski Alexander Yu. Smirnov Yulia A. Bogdanova Svetlana A. Krasnova Ivan N. Myasnyanko Alexander S. Mishin Mikhail S. Baranov |
| author_sort | Maxim M. Perfilov |
| collection | DOAJ |
| description | In this work, we have shown that the introduction of a trifluoromethyl group into the me-ta-position of arylidene imidazolones (GFP chromophore core) leads to a dramatic increase in their fluorescence in nonpolar and aprotic media. The presence of a pronounced solvent-dependent gradation of fluorescence intensity makes it possible to use these substances as fluorescent polarity sensors. In particular, we showed that one of the created compounds could be used for selective labeling of the endoplasmic reticulum of living cells. |
| first_indexed | 2024-03-11T02:23:00Z |
| format | Article |
| id | doaj.art-f0f6d8f1f8ee42ea942bd2493057c6fd |
| institution | Directory Open Access Journal |
| issn | 1661-6596 1422-0067 |
| language | English |
| last_indexed | 2024-03-11T02:23:00Z |
| publishDate | 2023-06-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | International Journal of Molecular Sciences |
| spelling | doaj.art-f0f6d8f1f8ee42ea942bd2493057c6fd2023-11-18T10:46:04ZengMDPI AGInternational Journal of Molecular Sciences1661-65961422-00672023-06-012412992310.3390/ijms24129923Meta-CF<sub>3</sub>-Substituted Analogues of the GFP Chromophore with Remarkable SolvatochromismMaxim M. Perfilov0Elvira R. Zaitseva1Nadezhda S. Baleeva2Vadim S. Kublitski3Alexander Yu. Smirnov4Yulia A. Bogdanova5Svetlana A. Krasnova6Ivan N. Myasnyanko7Alexander S. Mishin8Mikhail S. Baranov9Institute of Bioorganic Chemistry, Russian Academy of Sciences, Miklukho-Maklaya 16/10, Moscow 117997, RussiaInstitute of Bioorganic Chemistry, Russian Academy of Sciences, Miklukho-Maklaya 16/10, Moscow 117997, RussiaInstitute of Bioorganic Chemistry, Russian Academy of Sciences, Miklukho-Maklaya 16/10, Moscow 117997, RussiaInstitute of Bioorganic Chemistry, Russian Academy of Sciences, Miklukho-Maklaya 16/10, Moscow 117997, RussiaInstitute of Bioorganic Chemistry, Russian Academy of Sciences, Miklukho-Maklaya 16/10, Moscow 117997, RussiaInstitute of Bioorganic Chemistry, Russian Academy of Sciences, Miklukho-Maklaya 16/10, Moscow 117997, RussiaInstitute of Bioorganic Chemistry, Russian Academy of Sciences, Miklukho-Maklaya 16/10, Moscow 117997, RussiaInstitute of Bioorganic Chemistry, Russian Academy of Sciences, Miklukho-Maklaya 16/10, Moscow 117997, RussiaInstitute of Bioorganic Chemistry, Russian Academy of Sciences, Miklukho-Maklaya 16/10, Moscow 117997, RussiaInstitute of Bioorganic Chemistry, Russian Academy of Sciences, Miklukho-Maklaya 16/10, Moscow 117997, RussiaIn this work, we have shown that the introduction of a trifluoromethyl group into the me-ta-position of arylidene imidazolones (GFP chromophore core) leads to a dramatic increase in their fluorescence in nonpolar and aprotic media. The presence of a pronounced solvent-dependent gradation of fluorescence intensity makes it possible to use these substances as fluorescent polarity sensors. In particular, we showed that one of the created compounds could be used for selective labeling of the endoplasmic reticulum of living cells.https://www.mdpi.com/1422-0067/24/12/9923GFPKaedefluorogenfluorescenceendoplasmic reticulum |
| spellingShingle | Maxim M. Perfilov Elvira R. Zaitseva Nadezhda S. Baleeva Vadim S. Kublitski Alexander Yu. Smirnov Yulia A. Bogdanova Svetlana A. Krasnova Ivan N. Myasnyanko Alexander S. Mishin Mikhail S. Baranov Meta-CF<sub>3</sub>-Substituted Analogues of the GFP Chromophore with Remarkable Solvatochromism International Journal of Molecular Sciences GFP Kaede fluorogen fluorescence endoplasmic reticulum |
| title | Meta-CF<sub>3</sub>-Substituted Analogues of the GFP Chromophore with Remarkable Solvatochromism |
| title_full | Meta-CF<sub>3</sub>-Substituted Analogues of the GFP Chromophore with Remarkable Solvatochromism |
| title_fullStr | Meta-CF<sub>3</sub>-Substituted Analogues of the GFP Chromophore with Remarkable Solvatochromism |
| title_full_unstemmed | Meta-CF<sub>3</sub>-Substituted Analogues of the GFP Chromophore with Remarkable Solvatochromism |
| title_short | Meta-CF<sub>3</sub>-Substituted Analogues of the GFP Chromophore with Remarkable Solvatochromism |
| title_sort | meta cf sub 3 sub substituted analogues of the gfp chromophore with remarkable solvatochromism |
| topic | GFP Kaede fluorogen fluorescence endoplasmic reticulum |
| url | https://www.mdpi.com/1422-0067/24/12/9923 |
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