ArticleJournal of the American Chemical Society2006
Measurement of long-range 1H-19F scalar coupling constants and their glycosidic torsion dependence in 5-fluoropyrimidine-substituted RNA.
Article in Journal of the American Chemical Society, 2006. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 13 papers.
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Who cites it
13 citing papers in PubMed.
- Advances in RNA Labeling with Trifluoromethyl Groups.Chemistry (Weinheim an der Bergstrasse, Germany) · 2023Article
- Rapid Measurement of Heteronuclear Coupling Constants in Complex NMR Spectra.Journal of the American Chemical Society · 2023Article
- 4'-SCFAngewandte Chemie (International ed. in English) · 2022Article
- Isotope Labels Combined with Solution NMR Spectroscopy Make Visible the Invisible Conformations of Small-to-Large RNAs.Chemical reviews · 2022Review
- Selective Nuclear Magnetic Resonance Experiments for Sign-Sensitive Determination of Heteronuclear Couplings: Expanding the Analysis of Crude Reaction Mixtures.Analytical chemistry · 2020Article
- Solution NMR readily reveals distinct structural folds and interactions in doublyScience advances · 2020Article
- 2'-Chemical science · 2020Article
- AromaticAngewandte Chemie (International ed. in English) · 2020Article
- The precious fluorine on the ring: fluorine NMR for biological systems.Journal of biomolecular NMR · 2020Article
- Synthesis of Fluorinated 3,6-Dihydropyridines and 2-(Fluoromethyl)pyridines by Electrophilic Fluorination of 1,2-Dihydropyridines with SelectfluorMolecules (Basel, Switzerland) · 2020Article
- Applications of NMR to structure determination of RNAs large and small.Archives of biochemistry and biophysics · 2017Review
- 5-Fluoro pyrimidines: labels to probe DNA and RNA secondary structures by 1D 19F NMR spectroscopy.Nucleic acids research · 2009Article
- A nonafluoro nucleoside as a sensitive 19f NMR probe of nucleic acid conformation.Organic letters · 2008Article
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Authors and funding
6 authors.
Funding
Abstract
Long-range scalar 5J(H1',F) couplings were observed in 5-fluoropyrimidine-substituted RNA. We developed a novel S3E-19F-alpha,beta-edited NOESY experiment for quantitation of these long-range scalar 5J(H1',F) couplings, where the J-couplings can be extracted from inspection of intraresidual (H1',H6) NOE cross-peaks. Quantum chemical calculations were exploited to investigate the relation between scalar couplings and conformations around the glycosidic bond in oligonucleotides. The theoretical dependence of the observed 5J(H1',F) couplings on the torsion angle chi can be described by a generalized Karplus relationship. The corresponding density functional theory (DFT) analysis is outlined. Additional NMR experiments facilitating the resonance assignments of 5-fluoropyrimidine-substituted RNAs are described, and chemical shift changes due to altered shielding in the presence of fluorine-19 (19F) are presented.
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