Fluorinated trimethyllysine as a 19F NMR probe for trimethyllysine hydroxylase catalysis

Org Biomol Chem. 2017 Feb 7;15(6):1350-1354. doi: 10.1039/c6ob02683d.

Abstract

Trimethyllysine hydroxylase (TMLH) catalyses C-3 hydroxylation of Nε-trimethyllysine in the first step of carnitine biosynthesis in humans. Studies on TMLH have been hampered by the lack of established chemical methods. We report that an Nε-trimethyllysine analogue that contains the fluoromethyl group can be used as a 1H and 19F NMR probe for studies on TMLH catalysis.

MeSH terms

  • Biocatalysis
  • Fluorine
  • Halogenation
  • Humans
  • Lysine / analogs & derivatives*
  • Lysine / biosynthesis
  • Lysine / chemistry
  • Magnetic Resonance Spectroscopy
  • Mixed Function Oxygenases / metabolism*
  • Molecular Probes / biosynthesis*
  • Molecular Probes / chemistry
  • Molecular Structure

Substances

  • Molecular Probes
  • Fluorine
  • trimethyllysine
  • Mixed Function Oxygenases
  • trimethyl-lysine hydroxylase
  • Lysine