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Synthesis of spin-labeled riboswitch RNAs using convertible nucleosides and DNA-catalyzed RNA ligation
- Source :
- Bioorganic and Medicinal Chemistry
- Publication Year :
- 2013
-
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).
- Subjects :
- Riboswitch
Models, Molecular
Stereochemistry
Clinical Biochemistry
Deoxyribozyme
Pharmaceutical Science
Biochemistry
Catalysis
chemistry.chemical_compound
Solid-phase synthesis
Drug Discovery
Molecular Biology
Base Sequence
Organic Chemistry
Electron Spin Resonance Spectroscopy
RNA
Cytidine
Nucleosides
DNA
Non-coding RNA
chemistry
Molecular Medicine
Nucleic Acid Conformation
Spin Labels
Nucleoside
Subjects
Details
- ISSN :
- 14643391
- Volume :
- 21
- Issue :
- 20
- Database :
- OpenAIRE
- Journal :
- Bioorganicmedicinal chemistry
- Accession number :
- edsair.doi.dedup.....6af660a3e75e1008b617ee45642fcc56