Molecular Recognition of Nucleic Acids

Part II presents the design and attempted synthesis of several novel nucleosides that were intended to hydrogen bond to Watson-Crick base pairs in the major groove of DNA. The geometry of the connection of these heterocycles to the ribose backbone was designed to be isomorphous with the T$\cdot$AT and C$\sp+\cdot$GC base triplets of the Pyr$\cdot$Pur-Pyr triplex motif. The goal of this work was to improve the sequence generality of triple helix formation. In some cases the heterocycles could not be made, while in others the desired heterocycles were made, but attachment to the ribose for incorporation into DNA oligonucleotides was unsuccessful. Friedlander condensation with tetramic acids was shown to be a viable method for construction of the tricyclic portion of a CG host.

Name thesis:degree_name

Ph.D.

Level thesis:degree_level

Dissertation

Discipline thesis:degree_discipline

Chemistry

Grantor

University of Illinois at Urbana-Champaign

Year dc:date

2015

Author dc:creator

• Thiessen, Paul Archer

Contributors dc:contributor

• Zimmerman, Steven C.

• Biology, Molecular

Language dc:language

eng

Identifier

(MiAaPQ)AAI9834749

OAI identifier oai:identifier

oai:www.ideals.illinois.edu:2142/84405