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Separation of neutral and basic enantiomers by cyclodextrin

Separation of neutral and basic enantiomers by cyclodextrin. Electrokinetic chromatography using anionic cyclodextrin derivatives as chiral pseudo-stationary phases. Tanaka, Yoshihide; Yanagawa, Mayumi; Terabe, Shigeru (Department Analytical Chemistry, Nippon Boehringer Ingelheim Co. Ltd, Hyogo 666, Japan). Journal of High Resolution Chromatography, 19(8), 421-433 (English) 1996 Huethig. CODEN: JHRCE7. ISSN: 0935-6304. DOCUMENT TYPE: Journal CA Section: 80 (Organic Analytical Chemistry) Section cross-reference(s): 9, 64 Sepns. of neutral and basic racemates were performed using five different anionic cyclodextrin (CD) derivs. as chiral selectors, viz. carboxymethylated b-CD, b-CD phosphate Na salt, sulfobutyl ether b-CD Na salt, carboxymethylated g-CD, and g-CD phosphate Na salt. For the sepn. of neutral racemates, an untreated fused silica capillary was employed and various neutral racemates were successfully sepd. Since the pH of the buffer affected the electroosmotic flow (EOF), the resoln. was improved by changing the buffer pH. A polyacrylamide coated capillary was employed for the sepn. of basic racemates to suppress EOF and to prevent adsorption of cationic analyte on the capillary surface. By choosing an appropriate type and concn.Some commonly used reagents like 69478-35-9 is used in this experiment. of anionic CD, about 40 basic racemates were successfully sepd. Some rough binding consts. of basic analytes with an anionic b-CD were measured to discuss the optimum concn. of the CD. The migration direction was dependent on the binding consts. and the concn. of the CD. The analyte strongly bound to the anionic CD migrated towards the anode but the weakly bound one moved towards the cathode. Anionic g- CDs were also very useful for the sepn. of basic enantiomers. 5 Neutral CDs were employed as chiral selectors to compare selectivity between charged and neutral CDs, and eleven racemates could only be resolved using anionic CDs. The sepn. of some basic racemates in human plasma was also described. The direct injection of plasma samples was possible for some enantiomers that did not interact strongly with plasma proteins. .