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

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 E Allen, Adam R Offenbacher

Chemical communications (Cambridge, England) 2021 Mar 28

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

Citation

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 E Allen, Adam R Offenbacher. Synthesis of redox-active fluorinated 5-hydroxytryptophans as molecular reporters for biological electron transfer. Chemical communications (Cambridge, England). 2021 Mar 28;57(25):3107-3110