Consequences of variable purity of heptakis(2,3,6-tri-O-methyl)-beta-cyclodextrin determined by liquid chromatography-mass spectrometry on the enantioselective separation of polychlorinated compounds.
The composition of 10 batches of heptakis(2,3,6-tri-O-methyl)-beta-cyclodextrin (PM-CD) from different suppliers was determined by high-performance liquid chromatography combined with atmospheric pressure chemical ionisation mass spectrometry (MS). Considerable differences were found. Some batches consisted of more than 95% pure PM-CD, whereas others were not completely derivatised or contained a significant amount of by-products. Some suggestions about the structures of these impurities are given though neither nuclear magnetic resonance spectroscopy nor MS-MS investigations could completely reveal their nature. Capillaries for high-resolution gas chromatography were coated with the batches of most differing composition. They demonstrated widely varying column performance and separation properties for selected chiral polychlorinated substances such as chlordane compounds, o,p'-DDT, o,p'-DDD, alpha-hexachlorocyclohexane and atropisomeric polychlorinated biphenyls. The best enantioselectivity was obtained with the purest PM-CD. Compared to separations reported in the literature, a broader enantioselectivity was observed and also trans-heptachlor epoxide and oxychlordane could be resolved into enantiomers.
Jaus
A
A
Organic Analytical Chemistry, University of Basel, Switzerland. Michael.Oehme@unibas.ch
Oehme
M
M
D002851:Chromatography, High Pressure Liquid / Q000379:methods*; D003505:Cyclodextrins / Q000737:chemistry*; D013058:Mass Spectrometry / Q000379:methods*; D011078:Polychlorinated Biphenyls / Q000737:chemistry / Q000302:isolation & purification*; D013237:Stereoisomerism; D047392:beta-Cyclodextrins
D003505:Cyclodextrins; D047392:beta-Cyclodextrins; C000609658:heptakis(2,3,6-tri-O-methyl)-beta-cyclodextrin; D011078:Polychlorinated Biphenyls