A DNA‐Based Two‐Component Excitonic Switch Utilizing High‐Performance Diarylethenes

Nucleosidic diarylethenes (DAEs) are an emerging class of photochromes but have rarely been used in materials science. Here, we have developed doubly methylated DAEs derived from 2′‐deoxyuridine with high thermal stability and fatigue resistance. These new photoswitches not only outperform their pre...

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Veröffentlicht in:Angewandte Chemie International Edition 2022-03, Vol.61 (13), p.e202117735-n/a
Hauptverfasser: Büllmann, Simon M., Kolmar, Theresa, Zorn, Nicolas F., Zaumseil, Jana, Jäschke, Andres
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Sprache:eng
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Zusammenfassung:Nucleosidic diarylethenes (DAEs) are an emerging class of photochromes but have rarely been used in materials science. Here, we have developed doubly methylated DAEs derived from 2′‐deoxyuridine with high thermal stability and fatigue resistance. These new photoswitches not only outperform their predecessors but also rival classical non‐nucleosidic DAEs. To demonstrate the utility of these new DAEs, we have designed an all‐optical excitonic switch consisting of two oligonucleotides: one strand containing a fluorogenic double‐methylated 2′‐deoxyuridine as a fluorescence donor and the other a tricyclic cytidine (tC) as acceptor, which together form a highly efficient conditional Förster‐Resonance‐Energy‐Transfer (FRET) pair. The system was operated in liquid and solid phases and showed both strong distance‐ and orientation‐dependent photochromic FRET. The superior ON/OFF contrast was maintained over up to 100 switching cycles, with no detectable fatigue. Doubly methylated diarylethenes derived from 2′‐deoxyuridine are reported with high thermal stability, fatigue resistance, and fluorogenicity. With these, an all‐optical excitonic switch consisting of two oligonucleotides has been designed: one containing the fluorogenic diarylethene as a fluorescence donor and the other a tricyclic cytidine (tC) as acceptor, which together form an efficient conditional Förster‐Resonance‐Energy‐Transfer pair.
ISSN:1433-7851
1521-3773
1521-3773
DOI:10.1002/anie.202117735