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

Chem Commun (Camb). 2021 Mar 28;57(25):3107-3110. doi: 10.1039/d1cc00187f. Epub 2021 Feb 24.

Abstract

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.

MeSH terms

  • 5-Hydroxytryptophan / chemical synthesis*
  • 5-Hydroxytryptophan / chemistry*
  • Chemistry Techniques, Synthetic
  • Electron Transport
  • Halogenation*
  • Models, Molecular
  • Molecular Conformation

Substances

  • 5-Hydroxytryptophan