NMR Tube Degradation Method for Sugar Analysis of Glycosides.
The sugar subunits of natural glycosides can be conveniently determined by acid hydrolysis and (1)H NMR spectroscopy without isolation or derivatization. The chemical shifts, coupling constants, and integral ratios of the anomeric signals allow each monosaccharide to be identified and its molar ratio to other monosaccharides to be quantified. The NMR data for the anomeric signals of 28 monosaccharides and three disaccharides are reported. Application of the method is demonstrated with the flavonoid glycoside naringin (1), the aminoglycoside antibiotics kanamycin (2) and tobramycin (3), and the saponin digitonin (4).
Department of Chemistry, State University of New York-ESF , Syracuse, New York 13210, United States.
José-Luis
JL
Giner
Department of Chemistry, State University of New York-ESF , Syracuse, New York 13210, United States.
Ju
J
Feng
Department of Chemistry, State University of New York-ESF , Syracuse, New York 13210, United States.
David J
DJ
Kiemle
D004072:Digitonin / Q000737:chemistry; D004187:Disaccharides / Q000737:chemistry; D044950:Flavanones / Q000737:chemistry; D006027:Glycosides / Q000032:analysis* / Q000737:chemistry; D007612:Kanamycin / Q000737:chemistry; D015394:Molecular Structure; D009005:Monosaccharides / Q000737:chemistry; D019906:Nuclear Magnetic Resonance, Biomolecular / Q000379:methods*; D014031:Tobramycin / Q000737:chemistry
D004187:Disaccharides; D044950:Flavanones; D006027:Glycosides; D009005:Monosaccharides; D007612:Kanamycin; D004072:Digitonin; C005274:naringin; D014031:Tobramycin