CARB 34 |
| Sugar amino acids are known to have the potential of forming stable helical structures in aqueous solutions. Thus, they are widely used not only in molecule inhibitor development, but also in foldamer research. Our laboratory first prepared four groups of delta-sugar amino acid homooligomers derived from amide-linked neuraminic acid derivatives. NMR and CD studies demonstrated that they are able to adopt stable secondary structures in aqueous solution, depending upon the oligomer length. Computational simulation results suggest that gamma-sugar amino acids could be better at forming helical structures Therefore, we have begun studies directed toward the synthesis of gamma-sugar amino acid homo-oligomers and hetero-oligomers using 4-amino Neu5Ac2en by Fmoc compatible solid-phase synthesis. Their ability to deliver HIV entry process inhibitors compared to delta-sugar amino acid are also under investigation. Our most recent synthetic, structural and biological studies will be presented.
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Synthesis of Carbohydrates
8:30 AM-12:30 PM, Tuesday, 15 March 2005 San Diego Marriott -- San Diego A, Oral
Division of Carbohydrate Chemistry |