Synthesis of spin-labeled riboswitch RNAs using convertible nucleosides and 
DNA-catalyzed RNA ligation.

Büttner, L.; Seikowski, J.; Wawrzyniak, K.; Ochmann, A. L.; Höbartner, C.

doi:10.1016/j.bmc.2013.04.007

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Synthesis of spin-labeled riboswitch RNAs using convertible nucleosides and DNA-catalyzed RNA ligation.

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Büttner, L.
Research Group of Nucleic Acid Chemistry, MPI for Biophysical Chemistry, Max Planck Society;

/persons/resource/persons101685

Seikowski, J.
Research Group of Nucleic Acid Chemistry, MPI for Biophysical Chemistry, Max Planck Society;

/persons/resource/persons101687

Wawrzyniak, K.
Research Group of Nucleic Acid Chemistry, MPI for Biophysical Chemistry, Max Planck Society;

/persons/resource/persons101689

Ochmann, A. L.
Research Group of Nucleic Acid Chemistry, MPI for Biophysical Chemistry, Max Planck Society;

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Höbartner, C.
Research Group of Nucleic Acid Chemistry, MPI for Biophysical Chemistry, Max Planck Society;

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http://www.sciencedirect.com/science/article/pii/S0968089613003246/pdfft?md5=c859096c7dcd6d78e8cf1c5ed7519c18&pid=1-s2.0-S0968089613003246-main.pdf
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1835545_Supplement_1.pdf
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Citation

Büttner, L., Seikowski, J., Wawrzyniak, K., Ochmann, A. L., & Höbartner, C. (2013). Synthesis of spin-labeled riboswitch RNAs using convertible nucleosides and DNA-catalyzed RNA ligation. Bioorganic and Medicinal Chemistry, 21(20), 6171-6180. doi:10.1016/j.bmc.2013.04.007.

Cite as: https://hdl.handle.net/11858/00-001M-0000-0014-4E5C-4

Abstract

Chemically stable nitroxide radicals that can be monitored by electron paramagnetic resonance (EPR) spectroscopy can provide information on structural and dynamic properties of functional RNA such as riboswitches. The convertible nucleoside approach is used to install 2,2,6,6-tetramethylpiperidin-1-oxyl (TEMPO) and 2,2,5,5-tetramethylpyrrolidin-1-oxyl (proxyl) labels at the exocyclic N4-amino group of cytidine and 2′-O-methylcytidine nucleotides in RNA. To obtain site-specifically labeled long riboswitch RNAs beyond the limit of solid-phase synthesis, we report the ligation of spin-labeled RNA using an in vitro selected deoxyribozyme as catalyst, and demonstrate the synthesis of TEMPO-labeled 53 nt SAM-III and 118 nt SAM-I riboswitch domains (SAM = S-adenosylmethionine).