Date of Award

2020

Document Type

Thesis

Degree Name

M. S.

Department

Chemistry and Biochemistry

First Advisor

Brian W. Michel

Second Advisor

John Latham

Third Advisor

Andrei Kutateladze

Fourth Advisor

Scott Barbee

Keywords

Ethylene, Detection, Organic chemistry

Abstract

Ethylene (ethene) is the essential ripening hormone for climacteric plants, and consequently its detection and quantification is of considerable interest to the horticulture industry. Its detection however is a non-trivial pursuit, traditionally requiring expensive and inaccessible instrumentation that fail to provide in vivo information about ethylene. A ruthenium based fluorescent probe for the selective detection of ethylene has recently been developed, and it was envisioned that this probe could be made biocompatible by encasing it within a protein scaffold making it an artificial metalloenzyme. To this end biotinylated N-heterocyclic carbenes (NHCs) were synthesized, which can be appended onto the ruthenium probe. Efforts towards the expression and purification of the protein scaffold are also here reported.

Mycofactocin (MFT) is a ribosomally synthesized and post-translationally modified peptide (RiPP) hypothesized to function as a redox cofactor in bacteria, particularly the Mycobacteria genus, which includes M. tuberculosis. In order to further elucidate the function of MFT and its associated proteins, a synthetic route was desired to the small molecule. A viable synthetic route to MFT, pre-MFT (PMFT) and other structural analogues is here reported.

Publication Statement

Copyright is held by the author. User is responsible for all copyright compliance.

Provenance

Received from ProQuest

Rights holder

Mitchell Lee Ellinwood

File size

119 p.

File format

application/pdf

Language

en

Discipline

Organic chemistry

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