Introducing LNAzo: more rigidity for improved photocontrol of oligonucleotide hybridization
- Oligonucleotide-based therapeutics have made rapid progress in clinical treatment of a variety of disease indications. Since most therapeutic oligonucleotides serve more than just one function and tend to have a prolonged lifetime, spatio-temporal control of these functions would be desirable. Photoswitches like azobenzene have proven themselves as useful tools in this matter. Upon irradiation, the photoisomerization of the azobenzene moiety causes destabilization in adjacent base pairs, leading to a decreased hybridization affinity. Since the way the azobenzene is incorporated in the oligonucleotide is of utmost importance, we synthesized locked azobenzene C-nucleosides and compared their photocontrol capabilities to established azobenzene C-nucleosides in oligonucleotide test-sequences by means of fluorescence-, UV/Vis-, and CD-spectroscopy.
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| Author: | Nikolai Michal GrebenovskyGND, Larita LumaORCiD, Patricia Müller, Alexander HeckelORCiDGND |
|---|---|
| URN: | urn:nbn:de:hebis:30:3-792134 |
| DOI: | https://doi.org/10.1002/chem.201903240 |
| ISSN: | 1521-3765 |
| Parent Title (English): | Chemistry – a European journal |
| Publisher: | Wiley-VCH |
| Place of publication: | Weinheim |
| Document Type: | Article |
| Language: | English |
| Date of Publication (online): | 2019/08/06 |
| Date of first Publication: | 2019/08/06 |
| Publishing Institution: | Universitätsbibliothek Johann Christian Senckenberg |
| Release Date: | 2023/10/23 |
| Tag: | DNA; RNA; azo compounds; oligonucleotides; photochemistry |
| Volume: | 25 |
| Issue: | 53 |
| Page Number: | 5 |
| First Page: | 12298 |
| Last Page: | 12302 |
| Note: | This work was supported by the Deutsche Forschungsgesellschaft through SFB902 (Molecular Principles of RNA-based Regulation). Open access funding enabled and organized by Projekt DEAL. |
| HeBIS-PPN: | 516371169 |
| Institutes: | Biochemie, Chemie und Pharmazie |
| Dewey Decimal Classification: | 5 Naturwissenschaften und Mathematik / 54 Chemie / 540 Chemie und zugeordnete Wissenschaften |
| Sammlungen: | Universitätspublikationen |
| Licence (German): |  Creative Commons - CC BY - Namensnennung 4.0 International |
