{"id":{"repo_id":"uiuc","oai_identifier":"oai:www.ideals.illinois.edu:2142/70237"},"canonical_url":"https://search.dev.ndltd.org/etd/uiuc/oai:www.ideals.illinois.edu:2142/70237","repository":{"repo_id":"uiuc","name":"University of Illinois - Urbana-Champaign","base_url":"https://www.ideals.illinois.edu/oai-pmh"},"display":{"title":"The Design and Synthesis of Fluorescent Estrogen Receptor Reagents and Partitioning Measurements as a Model for Non-Specific Binding of Estrogens","abstract":"Estrogens have been implicated in stimulating growth of certain forms of breast cancer which have heightened estrogen receptor levels. Fluorescence spectroscopy may allow for study of the estrogen receptor to determine the nature of the ligand-protein interactions as well as provide for a simple and accurate method for assay of receptor levels in breast cancer tissues. Fluorescent estrogens may be classified into four structural types where intrinsically and latently fluorescent reagents are well suited to study ligand-protein interactions and the simple and complex conjugate reagents may be used for receptor assay. Two sets of criteria, biological and spectroscopic, are proposed for the evaluation of fluorescent receptor reagents and applied to previously synthesized reagents. A fluorescent estrogen reagent of the simple conjugate type is proposed which could be composed of a hexestrol-type estrogenic moiety, an attaching group and a fluorophore. Several model compounds were synthesized to optimize the estrogen and attaching function. Using the optimized structure, two fluorescent estrogen receptor reagents were then synthesized and their biological and spectroscopic properties evaluated.","abstract_html":"Estrogens have been implicated in stimulating growth of certain forms of breast cancer which have heightened estrogen receptor levels. Fluorescence spectroscopy may allow for study of the estrogen receptor to determine the nature of the ligand-protein interactions as well as provide for a simple and accurate method for assay of receptor levels in breast cancer tissues. Fluorescent estrogens may be classified into four structural types where intrinsically and latently fluorescent reagents are well suited to study ligand-protein interactions and the simple and complex conjugate reagents may be used for receptor assay. Two sets of criteria, biological and spectroscopic, are proposed for the evaluation of fluorescent receptor reagents and applied to previously synthesized reagents. A fluorescent estrogen reagent of the simple conjugate type is proposed which could be composed of a hexestrol-type estrogenic moiety, an attaching group and a fluorophore. Several model compounds were synthesized to optimize the estrogen and attaching function. Using the optimized structure, two fluorescent estrogen receptor reagents were then synthesized and their biological and spectroscopic properties evaluated.","abstract_has_math":false,"creators":["Lloyd, John Edward"],"institution":"University of Illinois at Urbana-Champaign","degree_name":"Ph.D.","degree_level":"Dissertation","degree_discipline":"Chemistry","degree_department":null,"school":null,"contributors":[],"advisors":[],"committee_chairs":[],"committee_members":[],"year":2014,"date_issued":"2014-12-15T23:18:03Z","date_published":"2014-12-15T23:18:03Z","updated_at":"2026-07-22T22:26:02Z","subjects":["Chemistry, Organic"],"languages":[],"rights":[],"rights_urls":[],"identifier_entries":[{"key":"dc:identifier","label":"Identifier","values":["(UMI)AAI8409804"],"render_values":[{"text":"(UMI)AAI8409804","href":null,"code":true}]}]},"links":{"outbound_url":"http://hdl.handle.net/2142/70237","outbound_label":"Handle","outbound_source":"dc:identifier"},"metadata_groups":[{"id":"people","label":"People","entries":[{"key":"dc:creator","label":"Author","values":["Lloyd, John Edward"]}]},{"id":"academic_context","label":"Academic Context","entries":[{"key":"dc:date","label":"Dc Date","values":["2014-12-15T23:18:03Z","10000-01-01","1984"]},{"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":"identifiers","label":"Identifiers","entries":[{"key":"dc:identifier","label":"Identifier","values":["http://hdl.handle.net/2142/70237","(UMI)AAI8409804"]}]},{"id":"additional","label":"Additional Metadata","entries":[{"key":"dc:description","label":"Description","values":["Estrogens have been implicated in stimulating growth of certain forms of breast cancer which have heightened estrogen receptor levels. Fluorescence spectroscopy may allow for study of the estrogen receptor to determine the nature of the ligand-protein interactions as well as provide for a simple and accurate method for assay of receptor levels in breast cancer tissues. Fluorescent estrogens may be classified into four structural types where intrinsically and latently fluorescent reagents are well suited to study ligand-protein interactions and the simple and complex conjugate reagents may be used for receptor assay. Two sets of criteria, biological and spectroscopic, are proposed for the evaluation of fluorescent receptor reagents and applied to previously synthesized reagents. A fluorescent estrogen reagent of the simple conjugate type is proposed which could be composed of a hexestrol-type estrogenic moiety, an attaching group and a fluorophore. Several model compounds were synthesized to optimize the estrogen and attaching function. Using the optimized structure, two fluorescent estrogen receptor reagents were then synthesized and their biological and spectroscopic properties evaluated.","Octanol-water partitioning measurements have been used previously to model steroid binding to serum albumin. It was proposed that some measure of partitioning may also model non-specific binding of estrogens. Retention on reverse phase HPLC was found to correlate to literature and calculated values of log P. HPLC retention and calculated log P were found to correlate to non-specific binding of estrogens. The binding selectivity index (BSI) is proposed to aid in evaluation of newly synthesized estrogen reagents.","Made available in DSpace on 2014-12-15T23:18:03Z (GMT). No. of bitstreams: 1 8409804.pdf: 3896498 bytes, checksum: 2424b86c02d88673a93850d61c224437 (MD5) Previous issue date: 1984","Embargo set by: Seth Robbins for item 70403 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","164 p.","Thesis (Ph.D.)--University of Illinois at Urbana-Champaign, 1984."]},{"key":"dc:title","label":"Title","values":["The Design and Synthesis of Fluorescent Estrogen Receptor Reagents and Partitioning Measurements as a Model for Non-Specific Binding of Estrogens"]}]}],"canonical_facts":{"dc:creator":["Lloyd, John Edward"],"dc:date":["2014-12-15T23:18:03Z","10000-01-01","1984"],"dc:description":["Estrogens have been implicated in stimulating growth of certain forms of breast cancer which have heightened estrogen receptor levels. Fluorescence spectroscopy may allow for study of the estrogen receptor to determine the nature of the ligand-protein interactions as well as provide for a simple and accurate method for assay of receptor levels in breast cancer tissues. Fluorescent estrogens may be classified into four structural types where intrinsically and latently fluorescent reagents are well suited to study ligand-protein interactions and the simple and complex conjugate reagents may be used for receptor assay. Two sets of criteria, biological and spectroscopic, are proposed for the evaluation of fluorescent receptor reagents and applied to previously synthesized reagents. A fluorescent estrogen reagent of the simple conjugate type is proposed which could be composed of a hexestrol-type estrogenic moiety, an attaching group and a fluorophore. Several model compounds were synthesized to optimize the estrogen and attaching function. Using the optimized structure, two fluorescent estrogen receptor reagents were then synthesized and their biological and spectroscopic properties evaluated.","Octanol-water partitioning measurements have been used previously to model steroid binding to serum albumin. It was proposed that some measure of partitioning may also model non-specific binding of estrogens. Retention on reverse phase HPLC was found to correlate to literature and calculated values of log P. HPLC retention and calculated log P were found to correlate to non-specific binding of estrogens. The binding selectivity index (BSI) is proposed to aid in evaluation of newly synthesized estrogen reagents.","Made available in DSpace on 2014-12-15T23:18:03Z (GMT). No. of bitstreams: 1 8409804.pdf: 3896498 bytes, checksum: 2424b86c02d88673a93850d61c224437 (MD5) Previous issue date: 1984","Embargo set by: Seth Robbins for item 70403 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","164 p.","Thesis (Ph.D.)--University of Illinois at Urbana-Champaign, 1984."],"dc:identifier":["http://hdl.handle.net/2142/70237","(UMI)AAI8409804"],"dc:subject":["Chemistry, Organic"],"dc:title":["The Design and Synthesis of Fluorescent Estrogen Receptor Reagents and Partitioning Measurements as a Model for Non-Specific Binding of Estrogens"],"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":"2026-07-22T22:26:02Z"}