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  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. (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.

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Büttner, L.1, Author           
Seikowski, J.1, Author           
Wawrzyniak, K.1, Author           
Ochmann, A. L.1, Author           
Höbartner, C.1, Author           
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1Research Group of Nucleic Acid Chemistry, MPI for Biophysical Chemistry, Max Planck Society, ou_578605              

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 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).

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Language(s): eng - English
 Dates: 2013-04-152013-10-15
 Publication Status: Issued
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 Rev. Type: Peer
 Identifiers: DOI: 10.1016/j.bmc.2013.04.007
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Title: Bioorganic and Medicinal Chemistry
Source Genre: Journal
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Pages: - Volume / Issue: 21 (20) Sequence Number: - Start / End Page: 6171 - 6180 Identifier: -