Fluorinated diaminocyclopentanes as chiral sensitive NMR probes of RNA structure

Roba Moumné; Morgane Pasco; Elise Prost; Thomas Lecourt; Laurent Micouin; Carine Tisné

doi:10.1021/ja1037885

Fluorinated diaminocyclopentanes as chiral sensitive NMR probes of RNA structure

J Am Chem Soc. 2010 Sep 29;132(38):13111-3. doi: 10.1021/ja1037885.

Authors

Roba Moumné¹, Morgane Pasco, Elise Prost, Thomas Lecourt, Laurent Micouin, Carine Tisné

Affiliation

¹ UMR8638 and UMR8015, CNRS-Paris Descartes University, Faculté de Pharmacie, 4 av. de l'Observatoire, 75006 Paris, France.

PMID: 20809569
DOI: 10.1021/ja1037885

Abstract

The supramolecular chiral recognition between rac-2a and several structured RNA leads to a distinct (19)F NMR signal splitting. The (19)F NMR analysis of the diastereomeric pairs formed upon binding of this racemic probe delivers a topological footprint of the RNA. This phenomenon can be exploited to investigate dynamic events involving structural equilibria, as demonstrated in a melting experiment. This work provides a proof of concept that small fluorinated moderate binders can act as external probes of RNA structures.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Base Sequence
Cyclopentanes / chemistry*
Fluorine / chemistry*
Magnetic Resonance Spectroscopy / methods*
Molecular Probes
Nucleic Acid Conformation
RNA / chemistry*

Substances

Cyclopentanes
Molecular Probes
Fluorine
RNA