The Design and Synthesis of Fluorescent Estrogen Receptor Reagents and Partitioning Measurements as a Model for Non-Specific Binding of Estrogens

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.

Name thesis:degree_name

Ph.D.

Level thesis:degree_level

Dissertation

Discipline thesis:degree_discipline

Chemistry

Grantor

University of Illinois at Urbana-Champaign

Year dc:date

2014

Author dc:creator

• Lloyd, John Edward

• Chemistry, Organic

Identifier

(UMI)AAI8409804

OAI identifier oai:identifier

oai:www.ideals.illinois.edu:2142/70237