Resolution of the enantiomers of thiol compounds by reversed-phase liquid chromatography using chiral derivatization with 2,3,4,6-tetra-O-acetyl-β-d-glucopyranosyl isothiocyanate

Autor:	Susumu Ito, Yoichi Kawashima, Koji Yamamoto, Atsutoshi Ota
Rok vydání:	1992
Předmět:	chemistry.chemical_classification Chromatography Organic Chemistry Diastereomer General Medicine Reversed-phase chromatography Biochemistry High-performance liquid chromatography Analytical Chemistry chemistry.chemical_compound chemistry Isothiocyanate Thiol Enantiomer Derivatization Triethylamine
Zdroj:	Journal of Chromatography A. 626:187-196
ISSN:	0021-9673
DOI:	10.1016/0021-9673(92)85409-m
Popis:	A new derivatization procedure has been developed for converting enantiomeric thiol compounds into their diastereomers for resolution by reversed-phase liquid chromatography. The thiol compounds were derivatized with 2,3,4,6-tetra-O-acetyl-β- d -glucopyranosyl isothiocyanate as chiral derivatization reagent and triethylamine as basic catalyst. The thiol group reacted smoothly with the isothiocyanate to form the dithiocarbamate derivative within 30 min at room temperature. The reaction mixture can be injected directly into the chromatograph without purification procedures. The ultraviolet detection wavelength was set at 250 nm, based on the absorption of the thiocarbonyl group. The resulting diastereomers were well separated on an octadecyl-bonded silica column with methanol-0.01 M phosphate buffer as the mobile phase.
Databáze:	OpenAIRE
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