Journal
JOURNAL OF MEDICINAL CHEMISTRY
Volume 54, Issue 19, Pages 6786-6795Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jm2006904
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Funding
- NIH [GM073188]
- Ohio University
- DAAD
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The enantiomers and the cis isomers of two previously studied 4,5-disubstituted oxazolidinones have been synthesized, and their binding to the T-box riboswitch antiterminator model RNA has been investigated in detail. Characterization of ligand affinities and binding site localization indicates that there is little stereospecific discrimination for binding antiterminator RNA alone. This binding similarity between enantiomers is likely due to surface binding, which accommodates ligand conformations 1 that result in comparable ligand-antiterminator contacts. These results have significant implications for T-box antiterminator-targeted drug discovery and, in general, for targeting other medicinally relevant RNA that do not present deep binding pockets.
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