Literature DB >> 16637654

Measurement of long-range 1H-19F scalar coupling constants and their glycosidic torsion dependence in 5-fluoropyrimidine-substituted RNA.

Mirko Hennig1, Markéta L Munzarova, Wolfgang Bermel, Lincoln G Scott, Vladimír Sklenar, James R Williamson.   

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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Year:  2006        PMID： 16637654      PMCID： PMC2556634          DOI： 10.1021/ja060165t

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN： 0002-7863            Impact factor:   15.419


  29 in total

1.  Sensitivity enhancement of a two-dimensional experiment for the measurement of heteronuclear long-range coupling constants, by a new scheme of coherence selection by gradients.

Authors:  D O Cicero; G Barbato; R Bazzo
Journal:  J Magn Reson       Date:  2001-01       Impact factor: 2.229

2.  Through-bond and through-space J(FF) spin-spin coupling in peridifluoronaphthalenes: accurate DFT evaluation of the four contributions.

Authors:  J E Peralta; V Barone; R H Contreras; D G Zaccari; J P Snyder
Journal:  J Am Chem Soc       Date:  2001-09-19       Impact factor: 15.419

3.  Enzymatic synthesis and 19F NMR studies of 2-fluoroadenine-substituted RNA.

Authors:  Lincoln G Scott; Bernhard H Geierstanger; James R Williamson; Mirko Hennig
Journal:  J Am Chem Soc       Date:  2004-09-29       Impact factor: 15.419

4.  Measurement and application of 1H-19F dipolar couplings in the structure determination of 2'-fluorolabeled RNA.

Authors:  B Luy; J P Marino
Journal:  J Biomol NMR       Date:  2001-05       Impact factor: 2.835

5.  Integration of spin-state-selective excitation into 2D NMR correlation experiments with the heteronuclear ZQ/2Q pi rotations for 1JXH- resolved E.COSY-type measurements of heteronuclear coupling constants in proteins.

Authors:  A Meissner; J O Duus; O W Sørensen
Journal:  J Biomol NMR       Date:  1997-07       Impact factor: 2.835

6.  Use of a water flip-back pulse in the homonuclear NOESY experiment.

Authors:  G Lippens; C Dhalluin; J M Wieruszeski
Journal:  J Biomol NMR       Date:  1995-04       Impact factor: 2.835

7.  The H(2)(18)O solvent-induced isotope shift in (19)F NMR.

Authors:  J R Arnold; J Fisher
Journal:  J Magn Reson       Date:  2000-01       Impact factor: 2.229

8.  NMRPipe: a multidimensional spectral processing system based on UNIX pipes.

Authors:  F Delaglio; S Grzesiek; G W Vuister; G Zhu; J Pfeifer; A Bax
Journal:  J Biomol NMR       Date:  1995-11       Impact factor: 2.835

9.  Halogenated nucleic acids: base properties and conformation of fluorinated derivatives.

Authors:  J L Alderfer; R E Loomis; M Sharma; G Hazel
Journal:  Prog Clin Biol Res       Date:  1985

10.  S(3)E-E.COSY methods for the measurement of (19)F associated scalar and dipolar coupling constants.

Authors:  B Luy; J J Barchi; J P Marino
Journal:  J Magn Reson       Date:  2001-09       Impact factor: 2.229
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  9 in total

1.  A nonafluoro nucleoside as a sensitive 19f NMR probe of nucleic acid conformation.

Authors:  Nivrutti B Barhate; Rekha N Barhate; Pavol Cekan; Gary Drobny; Snorri Th Sigurdsson
Journal:  Org Lett       Date:  2008-06-06       Impact factor: 6.005

Review 2.  Applications of NMR to structure determination of RNAs large and small.

Authors:  Ravi P Barnwal; Fan Yang; Gabriele Varani
Journal:  Arch Biochem Biophys       Date:  2017-06-16       Impact factor: 4.013

3.  5-Fluoro pyrimidines: labels to probe DNA and RNA secondary structures by 1D 19F NMR spectroscopy.

Authors:  Barbara Puffer; Christoph Kreutz; Ulrike Rieder; Marc-Olivier Ebert; Robert Konrat; Ronald Micura
Journal:  Nucleic Acids Res       Date:  2009-12       Impact factor: 16.971

4.  The precious fluorine on the ring: fluorine NMR for biological systems.

Authors:  Andras Boeszoermenyi; Barbara Ogórek; Akshay Jain; Haribabu Arthanari; Gerhard Wagner
Journal:  J Biomol NMR       Date:  2020-07-10       Impact factor: 2.835

5.  Synthesis of Fluorinated 3,6-Dihydropyridines and 2-(Fluoromethyl)pyridines by Electrophilic Fluorination of 1,2-Dihydropyridines with Selectfluor®.

Authors:  Nadiia V Pikun; Arkadij Sobolev; Aiva Plotniece; Martins Rucins; Brigita Vigante; Marina Petrova; Ruslan Muhamadejev; Karlis Pajuste; Yuriy G Shermolovich
Journal:  Molecules       Date:  2020-07-09       Impact factor: 4.411

Review 6.  Isotope Labels Combined with Solution NMR Spectroscopy Make Visible the Invisible Conformations of Small-to-Large RNAs.

Authors:  Theodore K Dayie; Lukasz T Olenginski; Kehinde M Taiwo
Journal:  Chem Rev       Date:  2022-04-20       Impact factor: 72.087

7.  2'-O-Trifluoromethylated RNA - a powerful modification for RNA chemistry and NMR spectroscopy.

Authors:  Maximilian Himmelstoß; Kevin Erharter; Eva Renard; Eric Ennifar; Christoph Kreutz; Ronald Micura
Journal:  Chem Sci       Date:  2020-09-24       Impact factor: 9.825

8.  Selective Nuclear Magnetic Resonance Experiments for Sign-Sensitive Determination of Heteronuclear Couplings: Expanding the Analysis of Crude Reaction Mixtures.

Authors:  Guilherme Dal Poggetto; João Vitor Soares; Cláudio F Tormena
Journal:  Anal Chem       Date:  2020-09-28       Impact factor: 6.986

9.  Solution NMR readily reveals distinct structural folds and interactions in doubly 13C- and 19F-labeled RNAs.

Authors:  Owen B Becette; Guanghui Zong; Bin Chen; Kehinde M Taiwo; David A Case; T Kwaku Dayie
Journal:  Sci Adv       Date:  2020-10-07       Impact factor: 14.136
  9 in total

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