CHED 310 |
| Nonpolar DNA isosteres, unnatural nucleoside mimics which lack the polar functionalities necessary for hydrogen bonding, have been developed extensively for use in nucleic acid research. Such nonpolar isosteres are frequently used to probe the role of hydrogen bonding in a wide variety of nucleic acid processes, from polymerase active site tightness to DNA replication. However, the application of nonpolar isosteres to RNA remains relatively unexplored, with only one isostere for uridine reported to date. We report progress toward the synthesis of a nonpolar RNA isostere of the cytidine ribonucleoside, replacing the natural cytosine base with 3-fluorotoluene. This unnatural C analog is expected to form no hydrogen bonds when paired across from a natural G nucleotide, and will be used to probe hydrogen bonding in RNA processes.
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Undergraduate Research Poster Session: Organic Chemistry
2:30 PM-4:30 PM, Monday, 11 September 2006 Moscone Center -- Hall D, Poster
Division of Chemical Education |
