Academic Journal
Vinyl Ether/Tetrazine Pair for the Traceless Release of Alcohols in Cells
| العنوان: | Vinyl Ether/Tetrazine Pair for the Traceless Release of Alcohols in Cells |
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| المؤلفون: | Jiménez-Moreno, E, Guo, Z, Oliveira, BL, Albuquerque, IS, Kitowski, A, Guerreiro, A, Boutureira, O, Rodrigues, T, Jiménez-Osés, G, Bernardes, GJL |
| بيانات النشر: | John Wiley & Sons Ltd. //doi.org/10.1002/anie.201609607 Angewandte Chemie - International Edition |
| سنة النشر: | 2017 |
| المجموعة: | Apollo - University of Cambridge Repository |
| مصطلحات موضوعية: | caged compounds, drug delivery, ethers, fluorescent probes, heterocycles |
| الوصف: | The cleavage of a protecting group from a protein or drug under bioorthogonal conditions enables accurate spatiotemporal control over protein or drug activity. Disclosed herein is that vinyl ethers serve as protecting groups for alcohol-containing molecules and as reagents for bioorthogonal bond-cleavage reactions. A vinyl ether moiety was installed in a range of molecules, including amino acids, a monosaccharide, a fluorophore, and an analogue of the cytotoxic drug duocarmycin. Tetrazine-mediated decaging proceeded under biocompatible conditions with good yields and reasonable kinetics. Importantly, the nontoxic, vinyl ether duocarmycin double prodrug was successfully decaged in live cells to reinstate cytotoxicity. This bioorthogonal reaction presents broad applicability and may be suitable for in vivo applications. ; European Commission; China Scholarship Council; FCT Portugal; MINECO (CTQ2015-70524-R and RYC-2013-14706); EPSRC; Royal Society; European Research Council (TagIt) |
| نوع الوثيقة: | article in journal/newspaper |
| وصف الملف: | application/pdf |
| اللغة: | English |
| Relation: | https://www.repository.cam.ac.uk/handle/1810/262471 |
| DOI: | 10.17863/CAM.7733 |
| الاتاحة: | https://www.repository.cam.ac.uk/handle/1810/262471 https://doi.org/10.17863/CAM.7733 |
| Rights: | Attribution 4.0 International ; https://creativecommons.org/licenses/by/4.0/ |
| رقم الانضمام: | edsbas.A63596A |
| قاعدة البيانات: | BASE |
| DOI: | 10.17863/CAM.7733 |
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