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Synthesis of redox-active fluorinated 5-hydroxytryptophans as molecular reporters for biological electron transfer

Chemical Communications. 2021-02;

Amanda Ohler, Hanna Long, Kei Ohgo, Kristin Tyson, David Murray, Amanda Davis, Chris Whittington, Eli G Hvastkovs, Liam Duffy, Alice Haddy, Andrew L. Sargent, William Allen, Adam Offenbacher Abstract

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摘要

Fluorinated 5-hydroxytryptophans (Fn-5HOWs) were synthesized in gram scale quantities and incorporated into β-hairpin peptides and the protein azurin. The redox-active Fn-5HOWs exhibit unique radical spectroscopic signatures that expand the function of 5HOW as probes for biological electron transfer.