{"id":{"repo_id":"uiuc","oai_identifier":"oai:www.ideals.illinois.edu:2142/84339"},"canonical_url":"https://search.dev.ndltd.org/etd/uiuc/oai:www.ideals.illinois.edu:2142/84339","repository":{"repo_id":"uiuc","name":"University of Illinois - Urbana-Champaign","base_url":"https://www.ideals.illinois.edu/oai-pmh"},"display":{"title":"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":"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.","abstract_html":"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.","abstract_has_math":false,"creators":["Arambula, Jonathan"],"institution":"University of Illinois at Urbana-Champaign","degree_name":"Ph.D.","degree_level":"Dissertation","degree_discipline":"Chemistry","degree_department":null,"school":null,"contributors":["Zimmerman, Steven C."],"advisors":[],"committee_chairs":[],"committee_members":[],"year":2015,"date_issued":"2015-09-25T22:14:00Z","date_published":"2015-09-25T22:14:00Z","updated_at":"2026-07-22T22:26:23Z","subjects":["Chemistry, Organic"],"languages":["eng"],"rights":[],"rights_urls":[],"identifier_entries":[{"key":"dc:identifier","label":"Identifier","values":["(MiAaPQ)AAI3363126"],"render_values":[{"text":"(MiAaPQ)AAI3363126","href":null,"code":true}]}]},"links":{"outbound_url":"http://hdl.handle.net/2142/84339","outbound_label":"Handle","outbound_source":"dc:identifier"},"metadata_groups":[{"id":"people","label":"People","entries":[{"key":"dc:contributor","label":"Contributor","values":["Zimmerman, Steven C."]},{"key":"dc:creator","label":"Author","values":["Arambula, Jonathan"]}]},{"id":"academic_context","label":"Academic Context","entries":[{"key":"dc:date","label":"Dc Date","values":["2015-09-25T22:14:00Z","10000-01-01","2008"]},{"key":"dc:type","label":"Dc Type","values":["text"]},{"key":"thesis:degree_discipline","label":"Discipline","values":["Chemistry"]},{"key":"thesis:degree_level","label":"Degree Level","values":["Dissertation"]},{"key":"thesis:degree_name","label":"Degree Name","values":["Ph.D."]},{"key":"thesis:institution_name","label":"Thesis Institution Name","values":["University of Illinois at Urbana-Champaign"]}]},{"id":"subjects_keywords","label":"Subjects and Keywords","entries":[{"key":"dc:subject","label":"Dc Subject","values":["Chemistry, Organic"]}]},{"id":"language_rights","label":"Language and Rights","entries":[{"key":"dc:language","label":"Dc Language","values":["eng"]}]},{"id":"identifiers","label":"Identifiers","entries":[{"key":"dc:identifier","label":"Identifier","values":["http://hdl.handle.net/2142/84339","(MiAaPQ)AAI3363126"]}]},{"id":"additional","label":"Additional Metadata","entries":[{"key":"dc:description","label":"Description","values":["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.","Made available in DSpace on 2015-09-25T22:14:00Z (GMT). No. of bitstreams: 2 license.txt: 4848 bytes, checksum: 96035ab3f5e1c23cc7138a224ce498bd (MD5) 3363126.pdf: 2583508 bytes, checksum: b0925006bd96a46140618fc9fa354866 (MD5) Previous issue date: 2008","Embargo set by: Seth Robbins for item 85620 Lift date: Forever Reason: Restricted to the U of I community idenfinitely during batch ingest of legacy ETDs","Restricted to the U of I community idenfinitely during batch ingest of legacy ETDs","U of I Only","159 p.","Thesis (Ph.D.)--University of Illinois at Urbana-Champaign, 2008."]},{"key":"dc:title","label":"Title","values":["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"]}]}],"canonical_facts":{"dc:contributor":["Zimmerman, Steven C."],"dc:creator":["Arambula, Jonathan"],"dc:date":["2015-09-25T22:14:00Z","10000-01-01","2008"],"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.","Made available in DSpace on 2015-09-25T22:14:00Z (GMT). No. of bitstreams: 2 license.txt: 4848 bytes, checksum: 96035ab3f5e1c23cc7138a224ce498bd (MD5) 3363126.pdf: 2583508 bytes, checksum: b0925006bd96a46140618fc9fa354866 (MD5) Previous issue date: 2008","Embargo set by: Seth Robbins for item 85620 Lift date: Forever Reason: Restricted to the U of I community idenfinitely during batch ingest of legacy ETDs","Restricted to the U of I community idenfinitely during batch ingest of legacy ETDs","U of I Only","159 p.","Thesis (Ph.D.)--University of Illinois at Urbana-Champaign, 2008."],"dc:identifier":["http://hdl.handle.net/2142/84339","(MiAaPQ)AAI3363126"],"dc:language":["eng"],"dc:subject":["Chemistry, Organic"],"dc:title":["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"],"dc:type":["text"],"thesis:degree_discipline":["Chemistry"],"thesis:degree_level":["Dissertation"],"thesis:degree_name":["Ph.D."],"thesis:institution_name":["University of Illinois at Urbana-Champaign"]},"updated_at":"2026-07-22T22:26:23Z"}