CHED 869 |
| Darren G. Stoub1, Marko Stankic1, and Peter A. Beal2. (1) Department of Chemistry, Whittier College, 13406 Philadelphia Street, Whittier, CA 90608, (2) Department of Chemistry, University of Utah, 315 S 1400 E, Salt Lake City, UT 84112 |
| Protein-nucleotide interactions, such as found in RNA Adenosine Deaminase (ADAR-1) and RNA-Activated Protein Kinase (PKR), have recently received great interest. Mechanistic investigations have been hindered by the lack of effective tools to probe the three-dimensional structure of these important complexes. One available tool utilizes the NMR properties of fluorinated nucleotides; however, only one such nucleotide has been reported. We report our efforts towards the synthesis and structural implications of 2-trifluoromethylinosine, a novel nucleotide analog that can be used as an NMR probe for RNA/Protein interactions. Synthesis of the nucleotide is accomplished via bromination of protected guanosine, copper-mediated trifluoromethylation, followed by deprotection. The effect of the nucleotides structure on RNA duplex stability was determined. The use of the analog as an NMR probe was investigated. 6-trifluoromethylinosine represents a novel nucleotide analog suitable for the investigation of complex RNA structures including RNA/protein complexes. |
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Undergraduate Research Poster Session: Organic Chemistry
2:00 PM-4:00 PM, Monday, March 29, 2004 Anaheim Convention Center -- Hall A, Poster
Division of Chemical Education |