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University of Illinois at Urbana-Champaign

Part I. A Stacked Intercalator Approach to Selectively Target Mismatches Within CTG and CUG Trinucleotide Repeats. Part II. Aromatic Stacking of Naphthoyl Modified Cytosines Within PNA·DNA Duplexes

Abstract

dc:description

To this end, naphthoyl substituted cytosines were synthesized and incorporated into PNA monomers followed by preparation of PNA oligomers containing multiple substitutions of the modified cytosine. Thermal denaturation studies and thermodynamic analyses of resulting PNA·DNA duplexes were performed to determine the stabilization due to added stacking between the naphthoyl substituents aligned within the major groove. PNA·DNA duplex stabilization was observed when three naphthoyl substitutions were aligned when compared to the same PNA·DNA duplex with separated naphthoyl substituents; however, an overall destabilization was observed when compared to the unsubstituted PNA·DNA duplex. Future modifications are considered to enhance the overall stability of PNA·DNA duplexes containing modified nucleosides.

Degree

thesis:*
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 and committee

dc:creator, dc:contributor.*
Author dc:creator
  • Arambula, Jonathan
Contributors dc:contributor
  • Zimmerman, Steven C.

Subjects

dc:subject × 1

Rights

Language dc:language
eng

Identifiers

dc:identifier.*
Identifier
(MiAaPQ)AAI3363126
OAI identifier oai:identifier
oai:www.ideals.illinois.edu:2142/84339

Chain of custody

source
Harvested from
University of Illinois - Urbana-Champaign
Base URL
www.ideals.illinois.edu/oai-pmh
Last updated
2026-07-22
Source record
OAI-PMH GetRecord
citation

Arambula, Jonathan. Part I. A Stacked Intercalator Approach to Selectively Target Mismatches Within CTG and CUG Trinucleotide Repeats. Part II. Aromatic Stacking of Naphthoyl Modified Cytosines Within PNA·DNA Duplexes. Dissertation thesis, University of Illinois at Urbana-Champaign, 2015. http://hdl.handle.net/2142/84339