CHED 331 |
| The macrocyclic antibiotics contain the types of functional groups and spatial arrangement that provide multiple enantioselective interactions for chiral recognition. Previously vancomycin monomer has been used to separate numerous chiral compounds. It has been postulated that it is the assembly of dimers in solution when using native vancomycin that is responsible for enantioselectivity. In this work, vancomycin dimers attached via covalent bonding, were used to separate chiral solutes. We compared whether the covalently linked dimers would separate as effectively as native vancomycin whose dimers self-assemble in solution. The covalent vancomycin dimers were synthesized by linking two vancomycin monomers via the primary amine on the sugar group. We compared the separation of native vancomycin dimers to that of the covalently bound vancomycin dimers using amino acids and NSAID's as our target compounds. We noted significant differences in the separation effectiveness between the covalent dimers and the dimers of native vancomycin as well as in their physiochemical properties that will be presented. |
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Undergraduate Research Poster Session: Analytical Chemistry
11:00 AM-1:00 PM, Monday, March 26, 2007 Hyatt Regency Chicago -- Riverside Center, Poster
Division of Chemical Education |