A fluorometric determination method for D,L configurations of per-O-methylated monosaccharides by anomeric 2-methyl-2-beta-naphthyl-1,3-benzodioxole 4-carboxylation and high-performance liquid chromatography.
Per-O-methylated pentopyranoses and hexopyranoses were converted to their glycosyl chlorides and coupled with cesium salt of fluorescent chiral derivatization reagent, (+)-2-methyl-2-beta-naphthyl-1,3-benzodioxole-4-carboxylic acid [(+)-MND carboxylic acid], to afford their 1-O-(+)-MNB carboxylates. The D,L enantiomers were separated by normal-phase HPLC and determined at the picomolar level, and this methodology could be extended to the highly sensitive simultaneous determination of per-O-methylated monosaccharides.
Bai
C
C
Department of Applied Biological Chemistry, Faculty of Agriculture, Tohoku University, Sendai, Japan.
Ohrui
H
H
Nishida
Y
Y
Meguro
H
H
D002264:Carboxylic Acids / Q000737:chemistry; D002851:Chromatography, High Pressure Liquid / Q000379:methods*; D004149:Dioxoles / Q000737:chemistry; D005470:Fluorometry; D008745:Methylation; D015394:Molecular Structure; D009005:Monosaccharides / Q000032:analysis*
D002264:Carboxylic Acids; D004149:Dioxoles; D009005:Monosaccharides