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Facile discrimination of aldose enantiomers by reversed-phase HPLC
Authors:Tanaka Takashi  Nakashima Tatsuya  Ueda Toshihisa  Tomii Kenji  Kouno Isao
Affiliation:Graduate School of Biomedical Sciences, Nagasaki University, Nagasaki, Japan. t-tanaka@nagasaki-u.ac.jp
Abstract: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.
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