Self-assembly of functionalized synthetic nucleic acid bases
| dc.contributor.advisor | Sessler, Jonathan L. | en |
| dc.creator | Jayawickramarajah, Janarthanan | en |
| dc.date.accessioned | 2008-08-28T22:24:47Z | en |
| dc.date.available | 2008-08-28T22:24:47Z | en |
| dc.date.issued | 2005 | en |
| dc.description | text | en |
| dc.description.abstract | Inspired by the significance and utility of hydrogen bond driven self-assembly, as exemplified through base-pairing interactions of double helical DNA, this dissertation discusses the synthetic preparation and structural analysis of a number of functionalized supramolecular ensembles derived from nucleic acid base-pairing. Specifically, three projects are detailed. Each of these projects, although under the general purview of basepairing, addresses a distinct issue in the field of molecular recognition. The first chapter will serve to introduce the general modalities of base-pairing as well as provide an overview of the diverse synthetic supramolecular ensembles that have been prepared by exploiting such interactions. Chapter 2 will detail the development and self-assembly properties of a novel guanosine-cytidine dinucleoside, which is capable of forming a cyclic ensemble through Watson-Crick hydrogen bonding. Chapter 3 will focus on the development of a porphyrin-fullerene derived photoinduced electron transfer model system, which self-assembles via Watson-Crick base-pairing interactions. Chapter 4 will introduce a new pyrrole-tethered purine nucleoside, which is capable of forming an extended three-point Hoogsteen-type base-pairing interaction with guanosine. In addition, this chapter will also investigate the capability of this purine derivative in disrupting guanosine-derived self-association. At the end of each of these chapters, a section pertaining to ongoing efforts and proposed future research is included. Chapter 5 provides experimental methods and characterization data. | |
| dc.description.department | Chemistry and Biochemistry | en |
| dc.description.department | Chemistry | en |
| dc.format.medium | electronic | en |
| dc.identifier | b60769749 | en |
| dc.identifier.oclc | 67835579 | en |
| dc.identifier.uri | http://hdl.handle.net/2152/1943 | en |
| dc.language.iso | eng | en |
| dc.rights | Copyright is held by the author. Presentation of this material on the Libraries' web site by University Libraries, The University of Texas at Austin was made possible under a limited license grant from the author who has retained all copyrights in the works. | en |
| dc.subject.lcsh | Nucleic acids | en |
| dc.subject.lcsh | Organic compounds--Synthesis | en |
| dc.title | Self-assembly of functionalized synthetic nucleic acid bases | en |
| dc.type.genre | Thesis | en |