Within the scope of this work, various research questions were addressed, ranging from the synthesis of small organic molecules and peptides to 3D modeling, NMR-assisted structure elucidation, and conformational analysis, as well as the description and investigation of a potential molecular gear system. The focus was on β,β-dinaphthyl amino acids, whose synthesis starting from alanine was achieved via a strategy of directed C–H activation. From these amino acids, building blocks for solid-phase peptide synthesis were prepared, in some cases on the gram scale. Their incorporation into different peptide classes, such as short ghrelin peptides or the foldon miniprotein, demonstrated their structure-inducing effect. In addition, a gear system based on the correlated rotation of geminal naphthalenes was described for the first time. Investigations by NMR spectroscopy demonstrate the potential of this system for future applications in chemical protein engineering.
Zimmer, Timo: Design, Synthese und Konformationsanalyse geminaler Dinaphthylaminosäuren auf dem Weg zu molekularen Zahnrädern in Proteinen. : 2025-10-24. DOI: https://doi.org/10.17192/openumr/429.
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