Electronic Thesis and Dissertation Repository

Degree

Master of Science

Program

Chemistry

Supervisor

Robert. H.E. Hudson

Abstract

Three luminescent cytidine analogues have been synthesized in order to perform SNP analysis by fluorescence spectroscopy. Herein is described the synthesis of 6-pyrenylpyrrolocytidine (PypdC), its photophysical characterization, and its subsequent incorporation into oligodeoxynucleotides (ODNs). The behavior of PypdC in ODNs is described as well as fluorescence intensity changes with respect to the match and mismatch cases. In order to obtain a greater understanding of pyrene’s interaction with pyrrolocytidine, a congener, pyrenyl ethynyl cytidine (PyEtdC) was synthesized. The congener was photophysically studied and prepared for oligo synthesis. Finally, exploration into indole substituted pyrrolocytidines (pdCs) was undertaken to explore new pdC structures.


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