Synthesis, structure, and EPR characterization of deuterated derivatives of Finland trityl radical

Bioorg Med Chem Lett. 2010 Jul 1;20(13):3946-9. doi: 10.1016/j.bmcl.2010.05.006. Epub 2010 May 7.

Abstract

Substituted trityl radicals are important spin probes for functional electron paramagnetic resonance spectroscopy and imaging including oxygen and pH mapping in vivo. Here we report the synthetic procedure for large scale synthesis of deuterated Finland trityl radical with superior EPR spectral properties and higher sensitivity towards oxygen concentrations in solution. Additionally Finland trityl radicals substituted with linkers suitable for attaching peptide, or other synthetic precursors have been synthesized. The effect of deutero-substitution on EPR spectra of homologous derivatives has been evaluated. The compounds are potential candidates for targeted spin probes in EPR imaging.

Publication types

  • Research Support, N.I.H., Extramural

MeSH terms

  • Deuterium / chemistry*
  • Electron Spin Resonance Spectroscopy
  • Free Radicals / chemistry
  • Molecular Structure
  • Oxygen / chemistry
  • Stereoisomerism
  • Trityl Compounds / chemical synthesis*
  • Trityl Compounds / chemistry*

Substances

  • Free Radicals
  • Trityl Compounds
  • Deuterium
  • Oxygen