Radiosynthesis of 11-[(18) F]fluoroundecyltriphenylphosphonium (MitoF) as a potential mitochondria-specific positron emission tomography radiotracer

J Labelled Comp Radiopharm. 2013 Dec;56(14):717-21. doi: 10.1002/jlcr.3109. Epub 2013 Sep 10.

Abstract

Changes in the magnitude of the mitochondrial membrane potential occur in a range of important pathologies. To assess changes in membrane potential in patients, we set out to develop an improved mitochondria-targeted positron emission tomography probe comprising a lipophilic triphenylphosphonium cation attached to a fluorine-18 radionuclide via an 11-carbon alkyl chain, which is well-established to effectively transport to and localise within mitochondria. Here, we describe the radiosynthesis of this probe, 11-[(18) F]fluoroundecyl-triphenylphosphonium (MitoF), from no-carrier-added [(18) F]fluoride and a fully automated synthetic protocol to prepare it in good radiochemical yields (2-3 GBq at end-of-synthesis) and radiochemical purity (97-99%).

Keywords: MitoF; PET; fluorine-18; imaging; mitochondria; triphenylphosphonium.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Fluorine Radioisotopes / chemistry*
  • Isotope Labeling
  • Mitochondria / metabolism
  • Organophosphorus Compounds / chemical synthesis*
  • Positron-Emission Tomography
  • Radiopharmaceuticals / chemical synthesis*

Substances

  • 11-fluoroundecyltriphenylphosphonium
  • Fluorine Radioisotopes
  • Organophosphorus Compounds
  • Radiopharmaceuticals