Grundlegende Untersuchungen zur Entwicklung Bioorthogonaler Reaktionssysteme auf Basis von Olefinmetathesereaktionen

Document Type
Doctoral Thesis
Granting Institution
Friedrich-Alexander-Universität Erlangen-Nürnberg (FAU), Naturwissenschaftliche Fakultät
Issue Date
Benkert, Tobias

Carrying out artificial chemical reactions in living cells is one of the greatest challenges in modern chemistry. To date, there are only a few reactions that are able to fulfil the strict constraints of a bioorthogonal reaction. In this work, fundamental studies on a bioorthogonal reaction system based on olefin metathesis have been investigated. Several synthetic routes to different systems were investigated and carried out. Particular attention was paid to the preparation of piperidine-labelled systems for future targeted use in cell lysosomes. Three different approaches were studied in detail and led to the conclusion that the detailed investigation of suitable fluorescent dyes prior to their direct synthesis is a more promising strategy, as no surprising discrepancies arise between the existing and the required properties of the systems for use in cells.

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