Photo-Tethers for the (Multi-)Cyclic, Conformational Caging of Long Oligonucleotides

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• 作者：Patrick Seyfried ; Laura Eiden ; Nikolai Grebenovsky ; Prof. Dr. Gü ; nter Mayer and Prof. Dr. Alexander Heckel
• 刊名：Angewandte Chemie
• 出版年：2017
• 出版时间：January 2, 2017
• 年：2017
• 卷：129
• 期：1
• 页码：365-369
• 全文大小：1062K
• ISSN：1521-3757

文摘

Intramolecular circularization of DNA oligonucleotides was accomplished by incorporation of alkyne-modified photolabile nucleosides into DNA sequences, followed by a Cu^I-catalyzed alkyne–azide cycloaddition with bis-azido linker molecules. We determined a range of ring sizes, in which the caged circular oligonucleotides exhibit superior duplex destabilizing properties. Specific binding of a full-length 90 nt C10 aptamer recognizing human Burkitt's lymphoma cells was then temporarily inhibited by locking the aptamer in a bicircularized structure. Irradiation restored the native aptamer conformation resulting in efficient cell binding and uptake. The photo-tether strategy presented here provides a robust and versatile tool for the light-activation of longer functional oligonucleotides, noteworthy without prior knowledge on the structure and the importance of specific nucleotides within a DNA aptamer.