Exploiting Copper Redox for (19)F Magnetic Resonance-Based Detection of Cellular Hypoxia

J Am Chem Soc. 2016 Mar 9;138(9):2937-40. doi: 10.1021/jacs.5b13215. Epub 2016 Feb 26.

Abstract

We report a pair of fluorinated, redox-active copper complexes for potential use as (19)F MRI contrast agents for detecting cellular hypoxia. Trifluorinated Cu(II) ATSM-F3 displays the appropriate redox potential for selective accumulation in hypoxic cells and a completely quenched (19)F NMR signal that is "turned on" following reduction to Cu(I). Incubation of cancer cells with CuATSM-F3 resulted in a selective detection of (19)F signal in cells grown under hypoxic conditions.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Cell Hypoxia / physiology*
  • Coordination Complexes / chemistry*
  • Copper / chemistry*
  • Crystallography, X-Ray
  • Fluorine-19 Magnetic Resonance Imaging / methods*
  • Humans
  • Ligands
  • MCF-7 Cells
  • Organometallic Compounds / chemistry*
  • Oxidation-Reduction
  • Thiosemicarbazones / chemistry*

Substances

  • Coordination Complexes
  • Ligands
  • Organometallic Compounds
  • Thiosemicarbazones
  • copper (II) diacetyl-di(N(4)-methylthiosemicarbazone)
  • Copper