{"id":{"repo_id":"uiuc","oai_identifier":"oai:www.ideals.illinois.edu:2142/84411"},"canonical_url":"https://search.dev.ndltd.org/etd/uiuc/oai:www.ideals.illinois.edu:2142/84411","repository":{"repo_id":"uiuc","name":"University of Illinois - Urbana-Champaign","base_url":"https://www.ideals.illinois.edu/oai-pmh"},"display":{"title":"I. Synthesis of Myocardial Imaging Agents for Diagnosis of MCAD Deficiency. II. Synthesis of [fluorine-18] Fluoroaryl Estrogens as Receptor Based Tumor Imaging Agents for Breast Cancer","abstract":"The synthesis of a (fluorine-18) fluoroaryl estrogen in no-carrier-added form requires the use of ($\\sp{18}$F) F$\\sp-$. A great amount of effort has been made toward incorporation of ($\\sp{18}$F) F$\\sp-$onto an electron-rich aromatic ring, but none have found general application. Several strategies were explored for the synthesis of a (fluorine-18) fluoroaryl estrogen. The synthesis of 2- ($\\sp{18}$F) fluoroestradiol (12) required the use of a trimethylammonium salt as a leaving group and a ketone as an activating group. Incorporation yields of fluorine-18 were low, between 10 and 20%, but reproducible. This allowed the testing of 2-($\\sp{18}$F) fluoroestradiol in immature female rats. The only information that could be reliably taken from this study was that uptake of 12 was receptor mediated. In order to more accurately assess the ability of 12 to localize selectively in target tissue and resist metabolism, it must be administered to animals possessing SHBG.","abstract_html":"The synthesis of a (fluorine-18) fluoroaryl estrogen in no-carrier-added form requires the use of ($\\sp{18}$F) F$\\sp-$. A great amount of effort has been made toward incorporation of ($\\sp{18}$F) F$\\sp-$onto an electron-rich aromatic ring, but none have found general application. Several strategies were explored for the synthesis of a (fluorine-18) fluoroaryl estrogen. The synthesis of 2- ($\\sp{18}$F) fluoroestradiol (12) required the use of a trimethylammonium salt as a leaving group and a ketone as an activating group. Incorporation yields of fluorine-18 were low, between 10 and 20%, but reproducible. This allowed the testing of 2-($\\sp{18}$F) fluoroestradiol in immature female rats. The only information that could be reliably taken from this study was that uptake of 12 was receptor mediated. In order to more accurately assess the ability of 12 to localize selectively in target tissue and resist metabolism, it must be administered to animals possessing SHBG.","abstract_has_math":true,"creators":["Hostetler, Eric Dale"],"institution":"University of Illinois at Urbana-Champaign","degree_name":"Ph.D.","degree_level":"Dissertation","degree_discipline":"Chemistry","degree_department":null,"school":null,"contributors":["Katzenellenbogen, John A."],"advisors":[],"committee_chairs":[],"committee_members":[],"year":2015,"date_issued":"2015-09-25T22:14:20Z","date_published":"2015-09-25T22:14:20Z","updated_at":"2026-07-22T22:26:23Z","subjects":["Health Sciences, Radiology"],"languages":["eng"],"rights":[],"rights_urls":[],"identifier_entries":[{"key":"dc:identifier","label":"Identifier","values":["(MiAaPQ)AAI9904481"],"render_values":[{"text":"(MiAaPQ)AAI9904481","href":null,"code":true}]}]},"links":{"outbound_url":"http://hdl.handle.net/2142/84411","outbound_label":"Handle","outbound_source":"dc:identifier"},"metadata_groups":[{"id":"people","label":"People","entries":[{"key":"dc:contributor","label":"Contributor","values":["Katzenellenbogen, John A."]},{"key":"dc:creator","label":"Author","values":["Hostetler, Eric Dale"]}]},{"id":"academic_context","label":"Academic Context","entries":[{"key":"dc:date","label":"Dc Date","values":["2015-09-25T22:14:20Z","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":["Health Sciences, Radiology"]}]},{"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/2142/84411","(MiAaPQ)AAI9904481"]}]},{"id":"additional","label":"Additional Metadata","entries":[{"key":"dc:description","label":"Description","values":["The synthesis of a (fluorine-18) fluoroaryl estrogen in no-carrier-added form requires the use of ($\\sp{18}$F) F$\\sp-$. 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Synthesis of [fluorine-18] Fluoroaryl Estrogens as Receptor Based Tumor Imaging Agents for Breast Cancer"]}]}],"canonical_facts":{"dc:contributor":["Katzenellenbogen, John A."],"dc:creator":["Hostetler, Eric Dale"],"dc:date":["2015-09-25T22:14:20Z","10000-01-01","1998"],"dc:description":["The synthesis of a (fluorine-18) fluoroaryl estrogen in no-carrier-added form requires the use of ($\\sp{18}$F) F$\\sp-$. A great amount of effort has been made toward incorporation of ($\\sp{18}$F) F$\\sp-$onto an electron-rich aromatic ring, but none have found general application. Several strategies were explored for the synthesis of a (fluorine-18) fluoroaryl estrogen. The synthesis of 2- ($\\sp{18}$F) fluoroestradiol (12) required the use of a trimethylammonium salt as a leaving group and a ketone as an activating group. Incorporation yields of fluorine-18 were low, between 10 and 20%, but reproducible. This allowed the testing of 2-($\\sp{18}$F) fluoroestradiol in immature female rats. 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