{"id":{"repo_id":"uiuc","oai_identifier":"oai:www.ideals.illinois.edu:2142/72270"},"canonical_url":"https://search.dev.ndltd.org/etd/uiuc/oai:www.ideals.illinois.edu:2142/72270","repository":{"repo_id":"uiuc","name":"University of Illinois - Urbana-Champaign","base_url":"https://www.ideals.illinois.edu/oai-pmh"},"display":{"title":"Part I. Molecular Tweezers: Synthetic Receptors for Nucleotide Bases. Part II. Molecular Self-Assembly: Design of a Helical Aggregate","abstract":"In Part I, the design, syntheses, and complexation studies of molecular tweezers containing active site carboxylic acids are discussed. The strength, nature, stoichiometry, and geometry of the complex between molecular tweezer 28 and 9-propyladenine was studied. The cooperativity of hydrogen bonding and $\\pi$-stacking interactions resulted in the efficient complexation of 9-propyladenine by 28, a association constant of 25,000 M$\\sp{-1}$ was measured. The nucleoside selectivity of 28 was also studied. Studies suggested that the unique microenvironment provided in 28 altered the preference of the carboxylic acid for nucleotide bases and for the hydrogen bonding sites in adenine.","abstract_html":"In Part I, the design, syntheses, and complexation studies of molecular tweezers containing active site carboxylic acids are discussed. The strength, nature, stoichiometry, and geometry of the complex between molecular tweezer 28 and 9-propyladenine was studied. The cooperativity of hydrogen bonding and <span class=\"etd-inline-math\">&pi;</span>-stacking interactions resulted in the efficient complexation of 9-propyladenine by 28, a association constant of 25,000 M$\\sp{-1}$ was measured. The nucleoside selectivity of 28 was also studied. Studies suggested that the unique microenvironment provided in 28 altered the preference of the carboxylic acid for nucleotide bases and for the hydrogen bonding sites in adenine.","abstract_has_math":true,"creators":["Wu, Wei-Ming"],"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":2014,"date_issued":"2014-12-17T21:29:01Z","date_published":"2014-12-17T21:29:01Z","updated_at":"2026-07-22T22:26:06Z","subjects":["Chemistry, Biochemistry","Chemistry, Organic"],"languages":[],"rights":[],"rights_urls":[],"identifier_entries":[{"key":"dc:identifier","label":"Identifier","values":["(UMI)AAI9236630"],"render_values":[{"text":"(UMI)AAI9236630","href":null,"code":true}]}]},"links":{"outbound_url":"http://hdl.handle.net/2142/72270","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":["Wu, Wei-Ming"]}]},{"id":"academic_context","label":"Academic Context","entries":[{"key":"dc:date","label":"Dc Date","values":["2014-12-17T21:29:01Z","10000-01-01","1992"]},{"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, Biochemistry","Chemistry, Organic"]}]},{"id":"identifiers","label":"Identifiers","entries":[{"key":"dc:identifier","label":"Identifier","values":["http://hdl.handle.net/2142/72270","(UMI)AAI9236630"]}]},{"id":"additional","label":"Additional Metadata","entries":[{"key":"dc:description","label":"Description","values":["In Part I, the design, syntheses, and complexation studies of molecular tweezers containing active site carboxylic acids are discussed. The strength, nature, stoichiometry, and geometry of the complex between molecular tweezer 28 and 9-propyladenine was studied. The cooperativity of hydrogen bonding and $\\pi$-stacking interactions resulted in the efficient complexation of 9-propyladenine by 28, a association constant of 25,000 M$\\sp{-1}$ was measured. The nucleoside selectivity of 28 was also studied. Studies suggested that the unique microenvironment provided in 28 altered the preference of the carboxylic acid for nucleotide bases and for the hydrogen bonding sites in adenine.","In Part II, principles for biological and biomimetic molecular self-assembly are discussed. A novel strategy in the design of helical assemblies is reported. Progress in the syntheses of the two heterocyclic building blocks to form a helical aggregate is discussed.","Made available in DSpace on 2014-12-17T21:29:01Z (GMT). No. of bitstreams: 1 9236630.pdf: 6371420 bytes, checksum: 5ad34c02989bc29fee8ef452baf32e85 (MD5) Previous issue date: 1992","Embargo set by: Seth Robbins for item 72438 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","154 p.","Thesis (Ph.D.)--University of Illinois at Urbana-Champaign, 1992."]},{"key":"dc:title","label":"Title","values":["Part I. Molecular Tweezers: Synthetic Receptors for Nucleotide Bases. Part II. Molecular Self-Assembly: Design of a Helical Aggregate"]}]}],"canonical_facts":{"dc:contributor":["Zimmerman, Steven C."],"dc:creator":["Wu, Wei-Ming"],"dc:date":["2014-12-17T21:29:01Z","10000-01-01","1992"],"dc:description":["In Part I, the design, syntheses, and complexation studies of molecular tweezers containing active site carboxylic acids are discussed. The strength, nature, stoichiometry, and geometry of the complex between molecular tweezer 28 and 9-propyladenine was studied. The cooperativity of hydrogen bonding and $\\pi$-stacking interactions resulted in the efficient complexation of 9-propyladenine by 28, a association constant of 25,000 M$\\sp{-1}$ was measured. The nucleoside selectivity of 28 was also studied. Studies suggested that the unique microenvironment provided in 28 altered the preference of the carboxylic acid for nucleotide bases and for the hydrogen bonding sites in adenine.","In Part II, principles for biological and biomimetic molecular self-assembly are discussed. A novel strategy in the design of helical assemblies is reported. Progress in the syntheses of the two heterocyclic building blocks to form a helical aggregate is discussed.","Made available in DSpace on 2014-12-17T21:29:01Z (GMT). No. of bitstreams: 1 9236630.pdf: 6371420 bytes, checksum: 5ad34c02989bc29fee8ef452baf32e85 (MD5) Previous issue date: 1992","Embargo set by: Seth Robbins for item 72438 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","154 p.","Thesis (Ph.D.)--University of Illinois at Urbana-Champaign, 1992."],"dc:identifier":["http://hdl.handle.net/2142/72270","(UMI)AAI9236630"],"dc:subject":["Chemistry, Biochemistry","Chemistry, Organic"],"dc:title":["Part I. Molecular Tweezers: Synthetic Receptors for Nucleotide Bases. Part II. Molecular Self-Assembly: Design of a Helical Aggregate"],"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":"2026-07-22T22:26:06Z"}