Chemistry, Department of
Department of Chemistry: Dissertations, Theses, and Student Research
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First Advisor
Patrick H. Dussault
Date of this Version
4-2016
Document Type
Thesis
Citation
A thesis presented to the faculty of the Graduate College at the University of Nebraska in partial fulfillment of requirements for the degree of Master of Science
Major: Chemistry
Under the supervision of Professor Patrick H. Dussault
Lincoln, Nebraska, April 2016
Abstract
Our group is interested in cyclobutene analogs of fatty acids as reactive coatings, potential antibiotics, and as a new class of bioconjugate linkers. A convenient synthesis of this class of molecules was previously reported from our lab. However, ammonia, a key reagent in the earlier route, was recently reclassified as a highly corrosive gas requiring highly specialized equipment for storage and handling. The goal of this research was to find a convenient synthesis for the formation of cyclobutene that did not involve the use of ammonia. The other part of this thesis describes the preparation of a short chain cyclobutene fatty acid as a substrate for conjugation to an amino acid as part of a collaboration targeting the synthesis of proteins, which could be selectively modified using the cyclobutene/tetrazine "click" reaction.
Advisor: Patrick H. Dussault
Comments
Copyright © 2016, Benjamin D. Enns. Used by permission