Date of Award

6-2021

Document Type

Union College Only

Degree Name

Bachelor of Science

Department

Chemistry

First Advisor

Joanne Kehlbeck

Keywords

Metacaspase, Synthesis, NMR, Purification, Inhibitors, TLC, Reaction, Demkiw, Compounds, Chromatography

Abstract

This thesis explores using the Demkiw one-pot reaction as a robust method for the generation of potential inhibitors of metacaspases.. This reaction generates ketones from carboxylic acids and heteroaryl halides under mild conditions and is compatible with a wide range of starting materials to generate a diverse library of compounds. Compounds were synthesized to explore the scope of the reaction with a variety of starting materials. These reactions are important because eventually this method of synthesis will be used to generate different inhibitors that can interact with a class of metacaspases that our collaborators have been studying. The potential of these compounds to inhibit a series of metacaspases will be measured in the Fox lab. The most promising inhibitors may be used to generate a crystallized enzyme-inhibitor complex in order to obtain a structure using x-ray crystallography. Characterization of the metacaspase complex will enable a better understanding of its involvement in the cell death pathway of organisms. Optimized synthesis of four compounds and their characterization indicate that this method of synthesis is appropriate to generate a diverse library of potential inhibitors for this class of proteases.

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Rights Statement

In Copyright - Educational Use Permitted.