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Through-space (19) F-(15) N couplings for the assignment of stereochemistry in flubenzimine
Ion Ghiviriga1, Miles A Rubinski1, William R Dolbier1
1Chemistry Department, University of Florida, Gainesville, FL, USA.
Abstract:
Through-space (19) F-(15) N couplings revealed the configuration of flubenzimine, with the CF3 group on N4 pointing towards the lone pair of N5. The (19) F-(15) N coupling constants were measured at natural abundance using a spin-state selective indirect-detection pulse sequence. As (15) N-labelled proteins are routinely synthesized for NMR studies, through-space (19) F-(15) N couplings have the potential to probe the stereochemistry of these proteins by (19) F labelling of some amino acids or can reveal the site of docking of fluorine-containing drugs. Copyright © 2016 John Wiley & Sons, Ltd.
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