ORGN 66 |
| We have developed a synthetic methodology for synthesizing oligomers with complex and designed three-dimensional structures. Our approach involves the synthesis of stereochemically pure cyclic bis-amino acid molecular building blocks that are coupled through pairs of amide bonds to create spiro-linked oligomers of specific constitution. The oligomers are efficiently assembled on solid support using peptide synthesis techniques to first create a flexible oligomer that is then rigidified by the simultaneous formation of a second set of amide bonds between each adjacent pair of monomers. The structure of the resulting spiro-linked oligomers is controlled by the sequence and stereochemistry of the component monomers. The oligomer structures made accessible by this technology range from extended molecular rods to compact structures containing small-molecule sized cavities. Most of the oligomers that we have synthesized are soluble in aqueous solution, making them easy to handle and compatible with bioactivity studies. This presentation will describe several new monomers, new methods of assembling them into functionalized spiro-linked oligomers, the synthesis of large and complex oligomers, and their structural characterization.
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Young Investigators Symposium
1:00 PM-5:00 PM, Sunday, 10 September 2006 Moscone Center -- Room 135, Oral
Division of Organic Chemistry |
