CHED 491 |
| Since natural DNA/RNA oligonucleotides are readily hydrolyzed by nucleases in the cell, we propose to synthesize a hydrolytically stable phosphinate DNA analog in which the P-O bonds in the backbone are replaced with P-C bonds. The synthesis of phosphinate DNA analogs poses two major challenges: the formation of the phosphorus-carbon bonds and the synthesis of the appropriately functionalized nucleoside monomers. In this study we focused on developing an effective method of synthesizing the necessary nucleoside monomers. We have successfully converted diacetone-D-glucose to 3,5,6-Trideoxy-5,6-didehydro-3-[(benzoyloxy)-methyl]-1,2-di-O-acetyl-β-D-allofuranose. Current studies are aimed at introducing appropriate nucleic acid bases to form the required nucleoside monomers. |
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Undergraduate Research Poster Session: Organic Chemistry
11:00 AM-1:00 PM, Monday, April 7, 2008 Morial Convention Center -- Hall A, Poster
Division of Chemical Education |