ORGN 520 |
| Priya P. Joshi, David M. Weber, and Christin T. Choma. Department of Chemistry, Rensselaer Polytechnic Institute, 110 8th street, Troy, NY 12180 |
| In this presentation, we demonstrate the novel synthesis of a pyridine-based pentadentate ligand for covalent incorporation into GCN4-p1-LI, a four-helix bundle composed of four identical peptides. The ligand, N4Py, is synthesized with four methylene spacers using a convergent strategy. The required spacers and functionalities are incorporated into the building blocks before the synthesis of the core of the ligand. The tethering of the ligand to the peptides is accomplished through four disulfide bonds. In order to overcome the possible problem of introducing the 'thiol' functionalities after the preparation of the N4Py framework, the required modification is achieved during the synthesis of the building blocks. The 'thiol' moieties are protected throughout the synthesis and deprotected once the N4Py scaffold is constructed. Physical-chemical characterization of the ligand-protein complex is proceeding. |
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Bioorganic, Molecular Recognition, Asymmetric Reactions and Syntheses
11:00 AM-1:00 PM, Wednesday, September 10, 2003 Javits Convention Center -- Hall 1B/1C, Poster
Division of Organic Chemistry |