[(18)F]-NHC-BF3 adducts as water stable radio-prosthetic groups for PET imaging

Chem Commun (Camb). 2015 Aug 11;51(62):12439-12442. doi: 10.1039/c5cc04545b.

Abstract

The radiofluorination of N-heterocyclic carbene (NHC) boron trifluoride adducts affords novel [(18)F]-positron emission tomography probes which resist hydrolytic fluoride release. The labelling protocol relies on an (18)F-(19)F isotopic exchange reaction promoted by the Lewis acid SnCl4. Modification of the NHC backbone with a maleimide functionality provides access to a model peptide conjugate which shows no evidence of defluorination when imaged in vivo.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Boranes / chemistry*
  • Fluorine Radioisotopes
  • Isotope Labeling
  • Positron-Emission Tomography
  • Water / chemistry

Substances

  • Boranes
  • Fluorine Radioisotopes
  • Water
  • boron trifluoride