IMMOBILIZATION OF PERALKYLATED BETA-CYCLODEXTRIN ON SILICA-GEL FOR HIGH-PERFORMANCE LIQUID-CHROMATOGRAPHY

被引:39
作者
CIUCANU, I [1 ]
KONIG, WA [1 ]
机构
[1] UNIV HAMBURG,INST ORGAN CHEM,D-20146 HAMBURG,GERMANY
关键词
D O I
10.1016/0021-9673(94)00564-8
中图分类号
Q5 [生物化学];
学科分类号
071010 ; 081704 ;
摘要
The synthesis of mono-O-5-pent-1-enyl-beta-cyclodextrin was studied in order to obtain the best yield of mono-O-substitution. Permethylated mono-O-5-pent-1-enyl-beta-cyclodextrin, purified by liquid chromatography, was characterized by fast atom bombardment MS and H-1 NMR spectrometry. GC-MS analysis of partially methylated alditol acetates obtained from mono-O-pent-1-enyl-beta-cyclodextrin showed that the 5-pent-1-enyl ether group was in the cu-D-glucopyranoside residue in the 2-OH position in a proportion of 95.9% for the O-substitution reaction in dimethyl sulfoxide and in the presence of sodium hydroxide. Silica gel with chemically bonded peralkylated(methyl or propyl)-beta-cyclodextrin proved to be an efficient stationary phase for the separation of enantiomers.
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页码:166 / 171
页数:6
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