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dc.contributor.authorPersil Cetinkol, Ozgulen_US
dc.date.accessioned2009-08-26T18:15:24Z
dc.date.available2009-08-26T18:15:24Z
dc.date.issued2008-07-08en_US
dc.identifier.urihttp://hdl.handle.net/1853/29739
dc.description.abstractThe thesis topic entitled above involves the use of small molecules as a general means to drive nucleic acid assembly and structural transitions. We have shown that coralyne, a crescent-shaped small molecule, can assemble homo-adenine DNA and RNA sequences into anti-parallel duplexes at neutral pH, a structure containing putative purine-purine (A*A) base pairs that is otherwise unstable. The importance of the structure of the small molecule in the recognition and stabilization of A*A base pairing has been established by experimental evidence. We further provide structural evidence for the putative A*A base pairing that is stabilized by coralyne and molecules of similar size and shape. Our hypothesis that planar molecules that are slightly too large to intercalate Watson-Crick base pairs might intercalate the larger purine-purine base pairs has led to the design of a new class of small molecules that tightly bind purine-purine duplexes with excellent selectively. We have demonstrated that azacyanines can exhibit strong and selective association with a human telomeric sequence that forms a unimolecular G-quadruplex in solution. The synthetic accessibility of azacyanines makes this class of molecules amenable to library preparation for high-throughput screening. Together, the findings reported in this thesis provide further evidence for the robust and versatile nature of selective small molecule recognition of nucleic acids, especially purine-purine duplexes.en_US
dc.publisherGeorgia Institute of Technologyen_US
dc.subjectPhysical characterizationen_US
dc.subjectNucleic acidsen_US
dc.subjectSmall molecule bindingen_US
dc.subjectAssemblyen_US
dc.subjectIntercalationen_US
dc.subject.lcshBiomolecules
dc.subject.lcshNucleic acids
dc.subject.lcshSupramolecular chemistry
dc.subject.lcshPurines
dc.titleSmall molecule recognition of homopurine nucleic acid structuresen_US
dc.typeDissertationen_US
dc.description.degreePh.D.en_US
dc.contributor.departmentChemistry and Biochemistryen_US
dc.description.advisorCommittee Chair: Hud, Nicholas; Committee Member: Doyle, Donald; Committee Member: Lobachev, Kirill; Committee Member: Oyelere, Adegboyega; Committee Member: Wartell, Rogeren_US


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