Date of Award

Spring 2021

Document Type

Open Access Dissertation

Department

Chemistry and Biochemistry

First Advisor

Linda S. Shimizu

Second Advisor

Sheryl L. Wiskur

Abstract

Organization of benzophenone in the solid-state facilitates the formation of persistent and regenerable radicals at room temperature upon exposure to light. Upon incident irradiation, the triplet sensitizer rapidly undergoes intersystem crossing to a triplet excited state. Structural investigation of four distinct benzophenone supramolecular assemblies gives insight into the different processes these materials can undertake once in the triplet excited state such as persistent radical formation, phosphorescence, and self-quenching.

Self-assembly of brominated triphenyl amine bis-urea macrocycles forms a host material with unidirectional pores. Separations of xylene constitutional isomers via adsorption within this crystalline host material at ambient temperature are shown to be comparable to some of the zeolites currently in use at petrochemical and renewable energy facilities today.

The Upadhyay group at USUHS discovered two small molecules that bind to the lymphocyte antigen-6K cell surface protein that is expressed in ~87% of triple negative breast cancer tumors. The two LY6K binders, which are based on diphenylmethane and acridine frameworks were synthesized and characterized. Additionally, derivatives were designed that enable the attachment of D-biotin and BODIPY tags to allow for streptavidin pulldown assays and visualization of drug migration in tissue/cell samples, respectively.

Available for download on Monday, May 15, 2023

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