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Gas-liquid chromatographic separation of aldose enantiomers as trimethylsilyl ethers of methyl 2-(polyhydroxyalkyl)-thiazolidine-4(R)-carboxylates.

Chemical and Pharmaceutical Bulletin · 1987 · Vol. 35(2) · pp. 501–506
Shuuji HaraHikaru OkabeKunihide Mihashi

Abstract

Pairs of enantiomers of nine aldoses were separated by gas-liquid chromatography on an OV-17 capillary column as the trimethylsilyl ethers of methyl 2- (polyhydroxyalkyl) -thiazolidine-4 (R) -carboxylates, which were obtained by the reaction of aldoses with L-cysteine methyl ester. This method was applied to the determination of the absolute configurations of the component monosaccharides of a Thladiantha saponin.

Microbial Metabolites in Food BiotechnologyCarbohydrate Chemistry and SynthesisNatural product bioactivities and synthesisChemistryTrimethylsilylThiazolidineAldoseChromatographyEnantiomerMonosaccharideOrganic chemistryGlycosideChromatographic separation
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543
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0.66
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2
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66%
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Cited by
Facile Discrimination of Aldose Enantiomers by Reversed-Phase HPLC
Chemical and Pharmaceutical Bulletin · 2007 · 833 citations
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Gas-liquid chromatographic separation of aldose enantiomers as trimethylsilyl ethers of methyl 2-(polyhydroxyalkyl)-thiazolidine-4(R)-carboxylates. · Scinovex