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Synthesis and Characterization of 1) Novel Fluorescent Natural and Unnatural Amino Acids, and 2) Tetrazine Derivatives / Robert John Micikas.
- Format:
- Book
- Thesis/Dissertation
- Author/Creator:
- Micikas, Robert John, author.
- Language:
- English
- Subjects (All):
- Chemistry.
- Analytical chemistry.
- Organic chemistry.
- Chemistry--Penn dissertations.
- Penn dissertations--Chemistry.
- Local Subjects:
- Chemistry.
- Analytical chemistry.
- Organic chemistry.
- Chemistry--Penn dissertations.
- Penn dissertations--Chemistry.
- Physical Description:
- 1 online resource (229 pages)
- Distribution:
- Ann Arbor : ProQuest Dissertations & Theses, 2023
- Contained In:
- Dissertations Abstracts International 84-12B.
- Place of Publication:
- [Philadelphia, Pennsylvania] : University of Pennsylvania, 2022.
- Language Note:
- English
- Summary:
- Fluorescent amino acids (FAAs) offer significant advantages over fluorescent proteins in applications where the fluorophore size needs to be limited or minimized. A long-sought goal in biological spectroscopy/microcopy is to develop visible FAAs by modifying the indole ring of tryptophan. In Chapter 1 of this thesis, I discuss the investigation of the absorption spectra of a library of 4-substituted indoles and find that the frequency of the absorption maximum correlates linearly with the global electrophilicity index of the substituent. In Chapter 2, a scalable synthesis of Fmoc-protected blue fluorescent amino acid, L-4-cyanotryptophan (W4CN), exploiting an enantioselective phase-transfer catalyzed alkylation is presented. Finally, in Chapter 3, Large-Scale Synthesis and Assessment of the Potential Thermal Hazards of 3,6-dichlorotetrazine (DCT) will be discussed.
- Notes:
- Source: Dissertations Abstracts International, Volume: 84-12, Section: B.
- Advisors: Smith, Amos B., III; Committee members: Winkler, Jeffery D.; Percec, Virgil; Joullie, Madeleine M.
- Department: Chemistry.
- Ph.D. University of Pennsylvania 2023.
- Local Notes:
- School code: 0175
- ISBN:
- 9798379754310
- Access Restriction:
- Restricted for use by site license.
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