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Synthesis and Study of Functional Nitroxides

Joe Paletta, University of Nebraska - Lincoln


This dissertation will detail the synthesis and study of nitroxides for use in biological applications. Fast in vivo reduction of previous nitroxide designs has limited the number of potential applications nitroxides may be used for. Reduction rate can be predicted with reasonable accuracy based on structural features. Initial efforts to reduce the reduction rate sought to alter the structural features adjacent to the nitroxide moiety and determine the effect on the nitroxides lifetime in vitro. The results obtained are in agreement with predictions based on structure. Once a long-lasting nitroxide was obtained it was used to label glycans in Jurkat cells. Polar shielding groups around the nitroxide moiety should improve performance in some applications. We synthesized a nitroxide with polar, acyclic shielding groups with hope it would be more resistant to reduction than previous polar nitroxides.

Subject Area

Organic chemistry

Recommended Citation

Paletta, Joe, "Synthesis and Study of Functional Nitroxides" (2018). ETD collection for University of Nebraska - Lincoln. AAI13420083.