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Chiral Discrimination of Phenethylamines With Beta-Cyclodextrin and heptakis(2,3-di-O-acetyl)beta-cyclodextrin by Capillary Electrophoresis and NMR Spectroscopy

S K Branch, U Holzgrabe, T M Jefferies, H Mallwitz, M W Matchett

J Pharm Biomed Anal. 1994 Dec;12(12):1507-17.

PMID: 7696375

Abstract:

The resolution of nine sympathomimetic phenethylamine racemates by beta-cyclodextrin and heptakis(2,3-di-O-acetyl)beta-cyclodextrin has been investigated by capillary electrophoresis and 1H NMR spectroscopy. The NMR and capillary electrophoresis results showed that beta-cyclodextrin probably formed stronger complexes with the amines than did heptakis(2,3-di-O-acetyl)beta-cyclodextrin but was a poorer chiral discrimination agent in both techniques. The addition of heptakis(2,3-di-O-acetyl)beta-cyclodextrin to the capillary electrophoresis buffer gave baseline resolution of enantiomer peaks for seven of the compounds studied while beta-cyclodextrin resolved only three of the racemates.

Chemicals Related in the Paper:

Catalog Number Product Name Structure CAS Number Price
LS741340 Acetyl-β-cyclodextrin Acetyl-β-cyclodextrin Price
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