ORGN 235 |
| Kent Kirshenbaum, Department of Chemistry, Department of Chemistry, New York University, 100 Washington Square East, Room 1001, New York, NY 10003 |
| We describe recent efforts to enhance the structural and functional capabilities of N-substituted glycine oligomers, or “peptoids”. These studies include: the efficient sequencing of peptoid oligomers using ion-trap LC/MS/MS techniques; the use of protected α-amino acids as submonomers for peptoid synthesis facilitating the formation of stable helical folds in aqueous solution; the pH dependent conformational rearrangements of these peptoid sequences; the development of ESR spectroscopy to determine distances between peptoid sidechains bearing stable free-radical nitroxides; and the site-specific polyvalent conjugation of diverse substituents onto peptoid sidechains using azide-alkyne [3+2] cycloaddition reactions. These advances will provide some of the tools that we will require for realizing the full biomimetic potential of sequence-specific peptoid oligomers. |
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Molecular Recognition and Self-Assembly
8:00 AM-12:00 PM, Monday, August 23, 2004 Pennsylvania Convention Center -- 201B, Oral
Division of Organic Chemistry |