Selective deuterium exchange during superheated heavy water chromatography-nuclear magnetic resonance spectroscopy-mass spectrometry of sulfonamides.
Superheated deuterium oxide has been investigated as an eluent for reversed-phase HPLC on a polystyrene-divinylbenzene column with UV, 1H NMR and MS detection using a series of sulfonamides as model compounds. In the course of these studies, a selective, specific and efficient deuteration of the methyl groups on a pyrimidine ring was observed during chromatography of certain of the sulfonamides. The potential of this methodology for producing deuterium-labelled compounds from substances bearing suitable substituents is considered. The utility of HPLC-NMR-MS as a means for studying on-column reactions is discussed.
Smith
R M
RM
Department of Chemistry, Loughborough University, Leicestershire, UK.
Chienthavorn
O
O
Saha
S
S
Wilson
I D
ID
Wright
B
B
Taylor
S D
SD
D002853:Chromatography, Liquid / Q000379:methods*; D003903:Deuterium; D009682:Magnetic Resonance Spectroscopy / Q000379:methods*; D013058:Mass Spectrometry / Q000379:methods*; D013449:Sulfonamides / Q000032:analysis*
D013449:Sulfonamides; D003903:Deuterium