title: Through-space (19) F-(15) N couplings for the assignment of stereochemistry in flubenzimine.
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.
authors.affiliation: Chemistry Department, University of Florida, Gainesville, FL, USA.
authors.forename: Ion
authors.initials: I
authors.lastname: Ghiviriga
authors.affiliation: Chemistry Department, University of Florida, Gainesville, FL, USA.
authors.forename: Miles A
authors.initials: MA
authors.lastname: Rubinski
authors.affiliation: Chemistry Department, University of Florida, Gainesville, FL, USA.
authors.forename: William R
authors.initials: WR
authors.lastname: Dolbier
mesh_terms: D000596:Amino Acids / Q000737:chemistry; D005461:Fluorine / Q000737:chemistry*; D007097:Imines / Q000737:chemistry*; D007553:Isotope Labeling / Q000379:methods; D009682:Magnetic Resonance Spectroscopy; D062105:Molecular Docking Simulation; D009584:Nitrogen / Q000737:chemistry*; D011506:Proteins / Q000737:chemistry; D013237:Stereoisomerism; D013816:Thermodynamics
chemical_list: D000596:Amino Acids; D007097:Imines; D011506:Proteins; D005461:Fluorine; D009584:Nitrogen
keywords: 15N; 19F; NMR; coupling constant; flubenzimine; stereochemistry; through-space coupling