Synthesis of photochemically active complexes for DNA recognition and binding

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Authors

Luo, Jingwei

Date

2009-09-01T23:31:12Z

Type

thesis

Language

eng

Keyword

DNA recognition , photoadduct

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Abstract

The objective of this thesis is to synthesize and examine the photophysical and structural properties of 3-(pyridin-2-yl)imidazo[1,5-a]pyridine (P) and 3-(pyridin-2-yl)imidazo [1,5-a]pyridine (IQ) based cations and their potential use as DNA binding agents. The P ligand was aimed to compare with the IQ ligand as they have similar structures. Two series of compounds were synthesized; one series comprising organic cations, including PC2, PC3, PC4, IQC2 and IQC3. The other one contains ruthenium complexes Ru(bpy)2P, Ru(bpy)2IQ and Ru(P)3). Compounds were prepared as Cl-, Br- and/or PF6- salts. All compounds were characterized by NMR, UV-vis, luminescescence and electrochemistry, when applicable. The results show that P and IQ based organic cations have similar electrochemical properties, and may be candidates for guanine photo-oxidation. However, [Ru(bpy)2P](PF6)2, [Ru(bpy)2IQ](PF6)2 and [Ru(P)3](PF6)2 do not seem to have reduction potentials in the excited states that are appropriate for nucleic base photo-oxidation.

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Thesis (Master, Chemistry) -- Queen's University, 2009-09-01 11:58:42.728

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This publication is made available by the authority of the copyright owner solely for the purpose of private study and research and may not be copied or reproduced except as permitted by the copyright laws without written authority from the copyright owner.

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