ORGN 705 |
| In Lissoclinum cyclopeptide alkaloids, oxazole, thiazole, oxazoline and thiazoline moieties alternate with standard amino acid residues. These five-membered heterocyclic rings result from condensation of serine, threonine and cysteine side chains with the preceding carbonyl groups in a peptide sequence. The unique macrocyclic heterocyclic scaffolds present in Lissoclinum cyclopeptides are expected to offer great opportunities for molecular recognition. In our research work a novel C3-symmetric scaffold has been efficiently synthesized. In this analogue of Lissoclinum cyclopeptides the oxazole and thiazole moieties are replaced by imidazole units. The scaffold exhibits the property that variable receptor arms can be easily attached by simple alkylation reactions. The utility of the scaffold as a skeleton for large receptors has been examined with a corresponding trisbipyridyl derivative toward phloroglucinol.
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Asymmetric Reactions, Molecular Recognition, Self Assembly, Bioorganic Chemistry, Process R&D
8:00 PM-10:00 PM, Wednesday, 16 March 2005 Convention Center -- Hall D, Poster
Division of Organic Chemistry |
