Investigation of RNA–Ligand Interactions by 19F NMR Spectroscopy Using Fluorinated Probes†
Thomas Lombès
UMR 8638 University Paris Descartes, CNRS, Faculté de Pharmacie, 4 av. de l'Observatoire, 75006 Paris (France) http://www.ssmip.cnrs.fr/eq3_micouin.html
Search for more papers by this authorDr. Roba Moumné
UMR 8638 University Paris Descartes, CNRS, Faculté de Pharmacie, 4 av. de l'Observatoire, 75006 Paris (France) http://www.ssmip.cnrs.fr/eq3_micouin.html
Search for more papers by this authorDr. Valéry Larue
UMR 8015 University Paris Descartes, CNRS, Faculté de Pharmacie, 4 av. de l'Observatoire, 75006 Paris (France) http://lcrbw.pharmacie.univ-paris5.fr/spip.php?rubrique10
Search for more papers by this authorElise Prost
UMR 8638 University Paris Descartes, CNRS, Faculté de Pharmacie, 4 av. de l'Observatoire, 75006 Paris (France) http://www.ssmip.cnrs.fr/eq3_micouin.html
Search for more papers by this authorMarjorie Catala
UMR 8015 University Paris Descartes, CNRS, Faculté de Pharmacie, 4 av. de l'Observatoire, 75006 Paris (France) http://lcrbw.pharmacie.univ-paris5.fr/spip.php?rubrique10
Search for more papers by this authorDr. Thomas Lecourt
UMR 8638 University Paris Descartes, CNRS, Faculté de Pharmacie, 4 av. de l'Observatoire, 75006 Paris (France) http://www.ssmip.cnrs.fr/eq3_micouin.html
Search for more papers by this authorProf. Frédéric Dardel
UMR 8015 University Paris Descartes, CNRS, Faculté de Pharmacie, 4 av. de l'Observatoire, 75006 Paris (France) http://lcrbw.pharmacie.univ-paris5.fr/spip.php?rubrique10
Search for more papers by this authorCorresponding Author
Dr. Laurent Micouin
UMR 8638 University Paris Descartes, CNRS, Faculté de Pharmacie, 4 av. de l'Observatoire, 75006 Paris (France) http://www.ssmip.cnrs.fr/eq3_micouin.html
Laurent Micouin, UMR 8638 University Paris Descartes, CNRS, Faculté de Pharmacie, 4 av. de l'Observatoire, 75006 Paris (France) http://www.ssmip.cnrs.fr/eq3_micouin.html
Carine Tisné, UMR 8015 University Paris Descartes, CNRS, Faculté de Pharmacie, 4 av. de l'Observatoire, 75006 Paris (France) http://lcrbw.pharmacie.univ-paris5.fr/spip.php?rubrique10
Search for more papers by this authorCorresponding Author
Dr. Carine Tisné
UMR 8015 University Paris Descartes, CNRS, Faculté de Pharmacie, 4 av. de l'Observatoire, 75006 Paris (France) http://lcrbw.pharmacie.univ-paris5.fr/spip.php?rubrique10
Laurent Micouin, UMR 8638 University Paris Descartes, CNRS, Faculté de Pharmacie, 4 av. de l'Observatoire, 75006 Paris (France) http://www.ssmip.cnrs.fr/eq3_micouin.html
Carine Tisné, UMR 8015 University Paris Descartes, CNRS, Faculté de Pharmacie, 4 av. de l'Observatoire, 75006 Paris (France) http://lcrbw.pharmacie.univ-paris5.fr/spip.php?rubrique10
Search for more papers by this authorThomas Lombès
UMR 8638 University Paris Descartes, CNRS, Faculté de Pharmacie, 4 av. de l'Observatoire, 75006 Paris (France) http://www.ssmip.cnrs.fr/eq3_micouin.html
Search for more papers by this authorDr. Roba Moumné
UMR 8638 University Paris Descartes, CNRS, Faculté de Pharmacie, 4 av. de l'Observatoire, 75006 Paris (France) http://www.ssmip.cnrs.fr/eq3_micouin.html
Search for more papers by this authorDr. Valéry Larue
UMR 8015 University Paris Descartes, CNRS, Faculté de Pharmacie, 4 av. de l'Observatoire, 75006 Paris (France) http://lcrbw.pharmacie.univ-paris5.fr/spip.php?rubrique10
Search for more papers by this authorElise Prost
UMR 8638 University Paris Descartes, CNRS, Faculté de Pharmacie, 4 av. de l'Observatoire, 75006 Paris (France) http://www.ssmip.cnrs.fr/eq3_micouin.html
Search for more papers by this authorMarjorie Catala
UMR 8015 University Paris Descartes, CNRS, Faculté de Pharmacie, 4 av. de l'Observatoire, 75006 Paris (France) http://lcrbw.pharmacie.univ-paris5.fr/spip.php?rubrique10
Search for more papers by this authorDr. Thomas Lecourt
UMR 8638 University Paris Descartes, CNRS, Faculté de Pharmacie, 4 av. de l'Observatoire, 75006 Paris (France) http://www.ssmip.cnrs.fr/eq3_micouin.html
Search for more papers by this authorProf. Frédéric Dardel
UMR 8015 University Paris Descartes, CNRS, Faculté de Pharmacie, 4 av. de l'Observatoire, 75006 Paris (France) http://lcrbw.pharmacie.univ-paris5.fr/spip.php?rubrique10
Search for more papers by this authorCorresponding Author
Dr. Laurent Micouin
UMR 8638 University Paris Descartes, CNRS, Faculté de Pharmacie, 4 av. de l'Observatoire, 75006 Paris (France) http://www.ssmip.cnrs.fr/eq3_micouin.html
Laurent Micouin, UMR 8638 University Paris Descartes, CNRS, Faculté de Pharmacie, 4 av. de l'Observatoire, 75006 Paris (France) http://www.ssmip.cnrs.fr/eq3_micouin.html
Carine Tisné, UMR 8015 University Paris Descartes, CNRS, Faculté de Pharmacie, 4 av. de l'Observatoire, 75006 Paris (France) http://lcrbw.pharmacie.univ-paris5.fr/spip.php?rubrique10
Search for more papers by this authorCorresponding Author
Dr. Carine Tisné
UMR 8015 University Paris Descartes, CNRS, Faculté de Pharmacie, 4 av. de l'Observatoire, 75006 Paris (France) http://lcrbw.pharmacie.univ-paris5.fr/spip.php?rubrique10
Laurent Micouin, UMR 8638 University Paris Descartes, CNRS, Faculté de Pharmacie, 4 av. de l'Observatoire, 75006 Paris (France) http://www.ssmip.cnrs.fr/eq3_micouin.html
Carine Tisné, UMR 8015 University Paris Descartes, CNRS, Faculté de Pharmacie, 4 av. de l'Observatoire, 75006 Paris (France) http://lcrbw.pharmacie.univ-paris5.fr/spip.php?rubrique10
Search for more papers by this authorFinancial support from CNRS Bettencourt Schueller Foundation (PhD grant to T.L.), ANRS (grant to R.M.) and ANR (research project PCV TriggeRNA) is acknowledged.
Graphical Abstract
Molekulare Paparazzi: Die Wechselwirkung unmarkierter RNA mit unmarkierten Liganden (rotes Sechseck) lässt sich 19F-NMR-spektroskopisch unter Verwendung fluorierter Diamine (grüner Stern) als Reporter verfolgen (siehe Schema). Diese Technik ermöglicht auch die Visualisierung des „Conformational Capture“ eines RNA-Schalters durch seinen Liganden.
Supporting Information
Detailed facts of importance to specialist readers are published as ”Supporting Information”. Such documents are peer-reviewed, but not copy-edited or typeset. They are made available as submitted by the authors.
| Filename | Description |
|---|---|
| ange_201204083_sm_miscellaneous_information.pdf1.1 MB | miscellaneous_information |
Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.
References
- 1
- 1aP. A. Sharp, Cell 2009, 136, 577–580;
- 1bT. A. Cooper, L. Wan, G. Dreyfuss, Cell 2009, 136, 777–793;
- 1cM. Esteller, Nat. Rev. Genet. 2011, 12, 861–874.
- 2L. Guan, M. D. Disney, ACS Chem. Biol. 2012, 7, 73–86.
- 3J. R. Thomas, P. J. Hergenrother, Chem. Rev. 2008, 108, 1171–1224.
- 4
- 4aM. Pellecchia, I. Bertini, D. Cowburn, C. Dalvit, E. Giralt, W. Jahnke, T. L. James, S. W. Homas, H. Kessler, C. Luchinat, B. Meyer, H. Oschkinat, J. Peng, H. Schwalbe, G. Siegal, Nat. Rev. Drug Discovery 2008, 7, 738–745;
- 4bC. Dalvit, Drug Discovery Today 2009, 14, 1051–1057.
- 5
- 5aJ. Almeida Cruz, E. Westhof, Cell 2009, 136, 604–609;
- 5bJ. Parsons, M. P. Castaldi, S. Dutta, S. M. Dibrov, D. L. Wyles, T. Hermann, Nat. Chem. Biol. 2009, 5, 823–825;
- 5cU. Rieder, C. Kreutz, R. Micura, Proc. Natl. Acad. Sci. USA 2010, 107, 10804–10809;
- 5dK. E. Deigan, A. R. Ferré-d’Amaré, Acc. Chem. Res. 2011, 44, 1329–1338.
- 6
- 6aJ. Rinnenthal, J. Buck, J. Ferner, A. Wacker, B. Fürtig, H. Schwalbe, Acc. Chem. Res. 2011, 44, 1292–1301;
- 6bL. Chen, E. Cressina, F. J. Leeper, A. G. Smith, C. Abell, ACS Chem. Biol. 2010, 5, 355–358.
- 7C. Kreutz, H. Kählig, R. Konrat, R. Micura, Angew. Chem. 2006, 118, 3528–3532;
10.1002/ange.200504174 Google ScholarAngew. Chem. Int. Ed. 2006, 45, 3450–3453.
- 8R. Moumné, M. Pasco, E. Prost, T. Lecourt, L. Micouin, C. Tisné, J. Am. Chem. Soc. 2010, 132, 13111–13113.
- 9C. Dalvit, Prog. Nucl. Magn. Reson. Spectrosc. 2007, 51, 243–271.
- 10
- 10aC.-H. Wong, M. Hendrix, E. S. Priestley, W. A. Greenberg, Chem. Biol. 1998, 5, 397;
- 10bM. Kaul, C. M. Barbieri, D. S. Pilch, J. Mol. Biol. 2005, 346, 119–134.
- 11The corresponding non-fluorinated diaminocyclopentanol is a ligand of 16S23 RNA: L. Micouin, F. P. Dardel, C. Tisne-Vicrobeck, F. Maurice, M. Bonin, A. Perez Luna, C. J. Bournaud, G. Bégis, WO2006024784, 2006.
- 12S. Yoshizawa, D. Fourmy, R. G. Eason, J. D. Puglishi, Biochemistry 2002, 41, 6263–6270.
- 13The binding sites were localized using NOESY experiments. See Supporting Information for details.
- 14X. Zhang, A. Sänger, R. Hemmig, W. Jahnke, Angew. Chem. 2009, 121, 6819; Angew. Chem. Int. Ed. 2009, 48, 6691.
- 15See Supporting Information.
- 16An alternative solution with probes undergoing intermediate exchange can be used for the monitoring of the recovery of the signal intensity upon adding of a competing molecule, as recently proposed: A. Vulpetti, U. Hommel, G. Landrum, R. Lewis, C. Dalvit, J. Am. Chem. Soc. 2009, 131, 12949–12959.
- 17The KD measurements of high affinity binders (neomycin, paromomycin) using imino proton chemical shifts were not possible because of a slow exchange regime, even at 300 mM KCl.
- 18J. E. Weigand, M. Sanchez, E. B. Gunnesch, S. Zeiher, R. Schroeder, B. Suess, RNA 2008, 14, 89–97.
- 19E. Duchardt-Ferner, J. E. Weigand, O. Ohlenschläger, S. R. Schmidtke, B. Suess, J. Wöhnert, Angew. Chem. 2010, 122, 6352–6355;
10.1002/ange.201001339 Google ScholarAngew. Chem. Int. Ed. 2010, 49, 6216–6219.
- 20All the 19F NMR spectroscopy experiments have been conducted on a 300 MHz (H value) spectrometer with a standard QNP probe. As 1 has been shown to bind to several structurally different RNAs, we believe that it should be an excellent tool to investigate many other RNAs.
Citing Literature
This is the
German version
of Angewandte Chemie.
Note for articles published since 1962:
Do not cite this version alone.
Take me to the International Edition version with citable page numbers, DOI, and citation export.
We apologize for the inconvenience.
