Separation of dansyl amino acids using 18-crown-6 ether and vancomycin via capillary electrophoresis. (Chemistry and Chemical Engineering).Colette Rabai (*) and Timothy J. Ward, Millsaps College, Jackson MS 39210 Oral presentation The macrocyclic antibiotic vancomycin has been used as a powerful chiral chi·ral adj. Of or relating to the structural characteristic of a molecule that makes it impossible to superimpose it on its mirror image. chi·ral selector, specifically in capillary electrophoresis. It has previously been determined that the secondary amine in the aglycone aglycone /agly·cone/ (a-gli´kon) aglycon. aglycone the noncarbohydrate portion of a glycoside molecule. basket of vancomycin is essential in stereoselectivity In chemistry, stereoselectivity is the property of a chemical reaction that yields an unequal mixture of stereoisomers from a single reactant. Stereoselectivity may be partial, where the formation of one stereoisomer is favoured over the other, or it may be total where only one . The role of the primary amine on the pendant sugar moiety moiety: see clan. for enantiorecognition is unknown. Since 18-crown-6 ether selectively complexes with primary amines, a mixture of vancomycin and 18-crown-6 was used in CE to test the stereoselective role of the primary amine in vancomycin. Using two different concentrations, dansyl amino acids were separated both with 2 mM vancomycin and 2 mM 18-crown-6 ether. This implies the primary amine on vancomycin is not essential in enantiorecognition. This research aids in determining the role of functional groups in chiral separations. |
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