Facile discrimination of aldose enantiomers by reversed-phase HPLC.
One-pot reactions of aldoses with L-cysteine methyl ester and o-tolyl isothiocyanate yielded methyl 2-(polyhydroxyalkyl)-3-(o-tolylthiocarbamoyl)-thiazolidine-4(R)-carboxylates. Direct HPLC analysis of the reaction mixture and UV detection at 250 nm discriminated D- and L-enantiomers of aldoses. The reaction was applied to the determination of absolute configuration the sugar residues of an aroma precursor.
Tanaka
Takashi
T
Graduate School of Biomedical Sciences, Nagasaki University, Nagasaki, Japan. t-tanaka@nagasaki-u.ac.jp
Nakashima
Tatsuya
T
Ueda
Toshihisa
T
Tomii
Kenji
K
Kouno
Isao
I
D002851:Chromatography, High Pressure Liquid / Q000379:methods*; D009005:Monosaccharides / Q000032:analysis* / Q000737:chemistry; D016339:Spectrometry, Mass, Fast Atom Bombardment; D013056:Spectrophotometry, Ultraviolet; D013237:Stereoisomerism
D009005:Monosaccharides