Academic Journal
A Systematic Study of Coumarin–Tetrazine Light‐Up Probes for Bioorthogonal Fluorescence Imaging
| العنوان: | A Systematic Study of Coumarin–Tetrazine Light‐Up Probes for Bioorthogonal Fluorescence Imaging |
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| المؤلفون: | Galeta, Juraj, Dzijak, Rastislav, Obořil, Jan, Dračínský, Martin, Vrabel, Milan |
| المساهمون: | Grantová Agentura České Republiky, European Research Council |
| المصدر: | Chemistry – A European Journal ; volume 26, issue 44, page 9945-9953 ; ISSN 0947-6539 1521-3765 |
| بيانات النشر: | Wiley |
| سنة النشر: | 2020 |
| المجموعة: | Wiley Online Library (Open Access Articles via Crossref) |
| الوصف: | Fluorescent probes that light‐up upon reaction with complementary bioorthogonal reagents are superior tools for no‐wash fluorogenic bioimaging applications. In this work, a thorough study is presented on a set of seventeen structurally diverse coumarin–tetrazine probes that produce fluorescent dyes with exceptional turn‐on ratios when reacted with trans ‐cyclooctene (TCO) and bicyclononyne (BCN) dienophiles. In general, formation of the fully aromatic pyridazine‐containing dyes resulting from the reaction with BCN was found superior in terms of fluorogenicity. However, evaluation of the probes in cellular imaging experiments revealed that other factors, such as reaction kinetics and good cell permeability, prevail over the fluorescence turn‐on properties. The best compound identified in this study showed excellent performance in live cell‐labeling experiments and enabled no‐wash fluorogenic imaging on a timescale of seconds. |
| نوع الوثيقة: | article in journal/newspaper |
| اللغة: | English |
| DOI: | 10.1002/chem.202001290 |
| الاتاحة: | http://dx.doi.org/10.1002/chem.202001290 https://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1002%2Fchem.202001290 https://onlinelibrary.wiley.com/doi/pdf/10.1002/chem.202001290 https://onlinelibrary.wiley.com/doi/full-xml/10.1002/chem.202001290 |
| Rights: | http://creativecommons.org/licenses/by-nc/4.0/ |
| رقم الانضمام: | edsbas.BDC159D6 |
| قاعدة البيانات: | BASE |
| DOI: | 10.1002/chem.202001290 |
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