Design and Application of Fluorescent Sensing Scaffolds Based upon and Originating from Conjugated Aryl-ethynyl Systems

The utility of fluorophores for sensing applications in the current state of the art of biological imaging hardly needs to be stated. The use of fluorophores in exploring and determining the internal structure and active dynamics of cellular processes has been pivotal, allowing us to explore areas o...

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Main Author: Vonnegut, Chrisgen
Other Authors: Doxsee, Kenneth
Language:en_US
Published: University of Oregon 2016
Subjects:
Online Access:http://hdl.handle.net/1794/20413
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spelling ndltd-uoregon.edu-oai-scholarsbank.uoregon.edu-1794-204132018-12-20T05:48:26Z Design and Application of Fluorescent Sensing Scaffolds Based upon and Originating from Conjugated Aryl-ethynyl Systems Vonnegut, Chrisgen Doxsee, Kenneth Anionophores Disulfide Redox Fluorescence Macrocycles Phosphorus Heterocycles Supramolecular The utility of fluorophores for sensing applications in the current state of the art of biological imaging hardly needs to be stated. The use of fluorophores in exploring and determining the internal structure and active dynamics of cellular processes has been pivotal, allowing us to explore areas of study inaccessible through other means. A simple search of fluorophores in Scifinder© demonstrates their popularity, as the number of hits increases year after year, until the year of 2015 when there were 1400+ journal articles published with the phrase. Fluorophore applications range far and wide, from sensing applications related to environmental concerns, to public health, to clinical usage. Fluorophores have been developed to detect explosive residues, to monitor environmental pollutants, and even to detect illicit substances. In cellular applications, a fluorophore needs to be well suited to examining the relevant processes, including participating in the cellular milieu and actively signifying the phenomena that are desired. Chapter I examines the usage of alkynes in fluorescent sensing scaffolds and gives a survey of their applicability in the field. Chapter II demonstrates the utility of disulfide-based macrocyclic scaffolds in the design of supramolecular hosts for chloride anions and their use as solid-state sensors for these anions. Chapter III explores the synthesis and application of an alkyne-based scaffold in the reversible detection of dithiol/disulfide redox flux and a new mode of quantification of dithiol-disulfide redox couples, a classically difficult area of study. Chapter IV focuses on methods utilized to improve the disulfide-based redox sensing capabilities. Chapters V and VI explore the properties of a new fluorophore scaffold discovered during research into another sensing scaffold, demonstrating a new reaction which yields a heretofore underexplored heterocycle with novel photophysical and supramolecular behaviors. This dissertation contains both previously published and unpublished co-authored material. 2016-10-27T18:17:15Z 2016-10-27T18:17:15Z 2016-10-27 Electronic Thesis or Dissertation http://hdl.handle.net/1794/20413 en_US All Rights Reserved. University of Oregon
collection NDLTD
language en_US
sources NDLTD
topic Anionophores
Disulfide Redox
Fluorescence
Macrocycles
Phosphorus Heterocycles
Supramolecular
spellingShingle Anionophores
Disulfide Redox
Fluorescence
Macrocycles
Phosphorus Heterocycles
Supramolecular
Vonnegut, Chrisgen
Design and Application of Fluorescent Sensing Scaffolds Based upon and Originating from Conjugated Aryl-ethynyl Systems
description The utility of fluorophores for sensing applications in the current state of the art of biological imaging hardly needs to be stated. The use of fluorophores in exploring and determining the internal structure and active dynamics of cellular processes has been pivotal, allowing us to explore areas of study inaccessible through other means. A simple search of fluorophores in Scifinder© demonstrates their popularity, as the number of hits increases year after year, until the year of 2015 when there were 1400+ journal articles published with the phrase. Fluorophore applications range far and wide, from sensing applications related to environmental concerns, to public health, to clinical usage. Fluorophores have been developed to detect explosive residues, to monitor environmental pollutants, and even to detect illicit substances. In cellular applications, a fluorophore needs to be well suited to examining the relevant processes, including participating in the cellular milieu and actively signifying the phenomena that are desired. Chapter I examines the usage of alkynes in fluorescent sensing scaffolds and gives a survey of their applicability in the field. Chapter II demonstrates the utility of disulfide-based macrocyclic scaffolds in the design of supramolecular hosts for chloride anions and their use as solid-state sensors for these anions. Chapter III explores the synthesis and application of an alkyne-based scaffold in the reversible detection of dithiol/disulfide redox flux and a new mode of quantification of dithiol-disulfide redox couples, a classically difficult area of study. Chapter IV focuses on methods utilized to improve the disulfide-based redox sensing capabilities. Chapters V and VI explore the properties of a new fluorophore scaffold discovered during research into another sensing scaffold, demonstrating a new reaction which yields a heretofore underexplored heterocycle with novel photophysical and supramolecular behaviors. This dissertation contains both previously published and unpublished co-authored material.
author2 Doxsee, Kenneth
author_facet Doxsee, Kenneth
Vonnegut, Chrisgen
author Vonnegut, Chrisgen
author_sort Vonnegut, Chrisgen
title Design and Application of Fluorescent Sensing Scaffolds Based upon and Originating from Conjugated Aryl-ethynyl Systems
title_short Design and Application of Fluorescent Sensing Scaffolds Based upon and Originating from Conjugated Aryl-ethynyl Systems
title_full Design and Application of Fluorescent Sensing Scaffolds Based upon and Originating from Conjugated Aryl-ethynyl Systems
title_fullStr Design and Application of Fluorescent Sensing Scaffolds Based upon and Originating from Conjugated Aryl-ethynyl Systems
title_full_unstemmed Design and Application of Fluorescent Sensing Scaffolds Based upon and Originating from Conjugated Aryl-ethynyl Systems
title_sort design and application of fluorescent sensing scaffolds based upon and originating from conjugated aryl-ethynyl systems
publisher University of Oregon
publishDate 2016
url http://hdl.handle.net/1794/20413
work_keys_str_mv AT vonnegutchrisgen designandapplicationoffluorescentsensingscaffoldsbaseduponandoriginatingfromconjugatedarylethynylsystems
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