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Novel nucleoside analogs with supramolecular and biological applications

Nanostructures, molecular assemblies at the nanometer scale, are currently influencing diagnostics, imaging, and therapeutics. Many nanostructures are built using supramolecular chemistry principles, where hydrogen bonding between simple building blocks causes the formation of specific morphologies. Here we hypothesize that a six stranded DNA nanotube can be generated by tethering triaminopyrimidine and cyanuric acid building blocks as bases on the natural DNA backbone. We also hypothesize that cyanuric acid, a secondary oxidation product of guanine, will form complex architectures with adenine, its natural hydrogen bond complement. To test these hypotheses, we used multi-step synthetic strategies to generate DNA strands of cyanuric acid and triaminopyrimidine. The synthesis of the cyanuric acid DNA strand is complete and preliminary self-assembly studies with adenine DNA strands have been performed. The synthesis of the triaminopyrimidine DNA strand is ongoing. This thesis provides the groundwork for incorporating supramolecular building blocks into DNA to generate complex DNA architectures.

Identiferoai:union.ndltd.org:LACETR/oai:collectionscanada.gc.ca:QMM.101158
Date January 2006
CreatorsPalmer, Alison Lesley.
PublisherMcGill University
Source SetsLibrary and Archives Canada ETDs Repository / Centre d'archives des thèses électroniques de Bibliothèque et Archives Canada
LanguageEnglish
Detected LanguageEnglish
TypeElectronic Thesis or Dissertation
Formatapplication/pdf
CoverageMaster of Science (Department of Chemistry.)
Rights© Alison Lesley Palmer, 2006
Relationalephsysno: 002603175, proquestno: AAIMR32767, Theses scanned by UMI/ProQuest.

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