{"id":{"repo_id":"uiuc","oai_identifier":"oai:www.ideals.illinois.edu:2142/84405"},"canonical_url":"https://search.dev.ndltd.org/etd/uiuc/oai:www.ideals.illinois.edu:2142/84405","repository":{"repo_id":"uiuc","name":"University of Illinois - Urbana-Champaign","base_url":"https://www.ideals.illinois.edu/oai-pmh"},"display":{"title":"Molecular Recognition of Nucleic Acids","abstract":"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.","abstract_html":"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.","abstract_has_math":true,"creators":["Thiessen, Paul Archer"],"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":"2015-09-25T22:14:19Z","date_published":"2015-09-25T22:14:19Z","updated_at":"2026-07-22T22:26:23Z","subjects":["Biology, Molecular"],"languages":["eng"],"rights":[],"rights_urls":[],"identifier_entries":[{"key":"dc:identifier","label":"Identifier","values":["(MiAaPQ)AAI9834749"],"render_values":[{"text":"(MiAaPQ)AAI9834749","href":null,"code":true}]}]},"links":{"outbound_url":"http://hdl.handle.net/2142/84405","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":["Thiessen, Paul Archer"]}]},{"id":"academic_context","label":"Academic Context","entries":[{"key":"dc:date","label":"Dc Date","values":["2015-09-25T22:14:19Z","10000-01-01","1998"]},{"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":["Biology, Molecular"]}]},{"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/2142/84405","(MiAaPQ)AAI9834749"]}]},{"id":"additional","label":"Additional Metadata","entries":[{"key":"dc:description","label":"Description","values":["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.","Made available in DSpace on 2015-09-25T22:14:19Z (GMT). No. of bitstreams: 2 license.txt: 4848 bytes, checksum: 96035ab3f5e1c23cc7138a224ce498bd (MD5) 9834749.pdf: 3835144 bytes, checksum: 5c6272497a2e03761e0e113f5146f032 (MD5) Previous issue date: 1998","Embargo set by: Seth Robbins for item 85686 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","152 p.","Thesis (Ph.D.)--University of Illinois at Urbana-Champaign, 1998."]},{"key":"dc:title","label":"Title","values":["Molecular Recognition of Nucleic Acids"]}]}],"canonical_facts":{"dc:contributor":["Zimmerman, Steven C."],"dc:creator":["Thiessen, Paul Archer"],"dc:date":["2015-09-25T22:14:19Z","10000-01-01","1998"],"dc:description":["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.","Made available in DSpace on 2015-09-25T22:14:19Z (GMT). No. of bitstreams: 2 license.txt: 4848 bytes, checksum: 96035ab3f5e1c23cc7138a224ce498bd (MD5) 9834749.pdf: 3835144 bytes, checksum: 5c6272497a2e03761e0e113f5146f032 (MD5) Previous issue date: 1998","Embargo set by: Seth Robbins for item 85686 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","152 p.","Thesis (Ph.D.)--University of Illinois at Urbana-Champaign, 1998."],"dc:identifier":["http://hdl.handle.net/2142/84405","(MiAaPQ)AAI9834749"],"dc:language":["eng"],"dc:subject":["Biology, Molecular"],"dc:title":["Molecular Recognition of Nucleic Acids"],"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"}