MitoNeoD: A Mitochondria-Targeted Superoxide Probe

Cell Chem Biol. 2017 Oct 19;24(10):1285-1298.e12. doi: 10.1016/j.chembiol.2017.08.003. Epub 2017 Sep 7.

Abstract

Mitochondrial superoxide (O2⋅-) underlies much oxidative damage and redox signaling. Fluorescent probes can detect O2⋅-, but are of limited applicability in vivo, while in cells their usefulness is constrained by side reactions and DNA intercalation. To overcome these limitations, we developed a dual-purpose mitochondrial O2⋅- probe, MitoNeoD, which can assess O2⋅- changes in vivo by mass spectrometry and in vitro by fluorescence. MitoNeoD comprises a O2⋅--sensitive reduced phenanthridinium moiety modified to prevent DNA intercalation, as well as a carbon-deuterium bond to enhance its selectivity for O2⋅- over non-specific oxidation, and a triphenylphosphonium lipophilic cation moiety leading to the rapid accumulation within mitochondria. We demonstrated that MitoNeoD was a versatile and robust probe to assess changes in mitochondrial O2⋅- from isolated mitochondria to animal models, thus offering a way to examine the many roles of mitochondrial O2⋅- production in health and disease.

Keywords: MitoSOX; ROS measurement; exomarker; hydroethidine; mitochondria; mitochondria-targeting; superoxide; triphenylphosphonium.

MeSH terms

  • Animals
  • Biological Transport
  • Cell Line
  • DNA / chemistry
  • DNA / metabolism
  • Male
  • Mass Spectrometry
  • Mice
  • Mitochondria / metabolism*
  • Models, Molecular
  • Molecular Probes / chemistry
  • Molecular Probes / metabolism*
  • Nucleic Acid Conformation
  • Oxidation-Reduction
  • Superoxides / metabolism*

Substances

  • Molecular Probes
  • Superoxides
  • DNA