A benzyl alcohol derivative of the BDPA radical for fast dissolution dynamic nuclear polarization NMR spectroscopy

Org Biomol Chem. 2015 Mar 7;13(9):2689-93. doi: 10.1039/c4ob02356k.

Abstract

The synthesis, structural characterization and the successful application of a carbon centered radical derived from 1,3-bisdiphenylene-2-phenylallyl (BDPA), its benzyl alcohol derivative (BA-BDPA), as a polarizing agent for Dynamic Nuclear Polarization (DNP) are described. The reported BA-BDPA radical meets all the requirements to become a promising candidate for its use in in vivo DNP-NMR experiments: it is soluble in neat [1-(13)C]pyruvic acid, insoluble in the dissolution transfer solvent and is effective as a polarizing agent in fast dissolution DNP-NMR applications, without the need for using glassing agents. Moreover, it enables a simple but effective in-line radical filtration to obtain hyperpolarized solutions of [1-(13)C]pyruvic acid free of radicals that offers a better polarization performance.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Allyl Compounds / chemical synthesis
  • Allyl Compounds / chemistry*
  • Benzyl Alcohol / chemistry*
  • Free Radicals / chemical synthesis
  • Free Radicals / chemistry
  • Magnetic Resonance Spectroscopy
  • Molecular Structure

Substances

  • Allyl Compounds
  • Free Radicals
  • bis-diphenylene-phenyl-allyl
  • Benzyl Alcohol