Better Path to Radioactive Fluoride

  • Author: ChemistryViews.org
  • Published: 26 August 2018
  • Copyright: Wiley-VCH Verlag GmbH & Co. KGaA
  • Source / Publisher: Chemical Communications/Royal Society of Chemistry
  • Associated Societies: Royal Society of Chemistry (RSC), UK
thumbnail image: Better Path to Radioactive Fluoride

Fluorine-18 is a radionuclide that is commonly used in tracer molecules for positron emission tomography (PET) scans. The isotope can be produced from oxygen-18 by irradiation of oxygen-18-enriched water. However, this produces strongly hydrated 18F, which is unreactive and cannot be directly used as a nucleophile in the synthesis of tracers. The usual approach to "drying" 18F involves time-consuming steps (e.g., repeated distillations) and leads to an overall loss of radioactivity.


Anna Pees, Vrije Universiteit Medical Center, Amsterdam, The Netherlands, and colleagues have developed a faster, simpler process to generate "dry" 18F. The team first trapped the prepared 18F on an anion-exchange resin in a column. The fluoride is then washed from the column using a potassium sulfate solution. The 18F-containing eluent was then added to a solution of bistriflate in dimethylformamide (DMF) to give gaseous [18F]triflyl fluoride (pictured). This gas can be trapped in a solution of a base (KHCO3) and a cryptand ligand in acetonitrile to provide "dry", reactive 18F in radiochemical yields of over 90 %. The process only takes five minutes.


The team confirmed the reactivity of the produced 18F by using it in the synthesis of the PET tracers [18F]fluoroestradiol (used for breast cancer imaging) and O-2-[18F]fluoroethyl-L-tyrosine (a radiolabelled amino acid). They achieved good isolated radiochemical yields. According to the researchers, the developed method could be broadly applied to provide 18F for radiofluorination reactions.


 

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