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Decorating phenylalanine side-chains with triple labeled 13C/19F/2H isotope patterns

  • Giorgia Toscano,
  • Julian Holzinger,
  • Benjamin Nagl,
  • Georg Kontaxis,
  • Hanspeter Kählig,
  • Robert Konrat,
  • Roman J. Lichtenecker

摘要

We present an economic and straightforward method to introduce 13C-19F spin systems into the deuterated aromatic side chains of phenylalanine as reporters for various protein NMR applications. The method is based on the synthesis of [4-13C, 2,3,5,6-2H4] 4-fluorophenylalanine from the commercially available isotope sources [2-13C] acetone and deuterium oxide. This compound is readily metabolized by standard Escherichia coli overexpression in a glyphosate-containing minimal medium, which results in high incorporation rates in the corresponding target proteins.