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Related Experiment Video

Updated: May 20, 2026

18F-Labeling of Radiotracers Functionalized with a Silicon Fluoride Acceptor (SiFA) for Positron Emission Tomography
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18F-Labeling of Radiotracers Functionalized with a Silicon Fluoride Acceptor (SiFA) for Positron Emission Tomography

Published on: January 11, 2020

Sulfonyl fluoride-based prosthetic compounds as potential 18F labelling agents.

James A H Inkster1, Kate Liu, Samia Ait-Mohand

  • 1Department of Nuclear Medicine, TRIUMF, 4004 Wesbrook Mall, Vancouver, British Columbia, Canada. jamesi@triumf.ca

Chemistry (Weinheim an Der Bergstrasse, Germany)
|July 19, 2012
PubMed
Summary

This study introduces a new method for radiolabeling biomarkers using sulfonyl fluorides under aqueous conditions at room temperature. This approach offers a promising strategy for developing new positron emission tomography (PET) imaging agents.

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Last Updated: May 20, 2026

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Automated Radiochemical Synthesis of [18F]3F4AP: A Novel PET Tracer for Imaging Demyelinating Diseases

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Area of Science:

  • Radiochemistry
  • Nuclear Medicine
  • Organic Synthesis

Background:

  • Nucleophilic incorporation of fluorine-18 ([(18)F]) under aqueous conditions is advantageous for radiopharmaceutical development.
  • Sulfonyl fluorides are water-compatible but underexplored for [(18)F]-labeling in PET chemistry.

Purpose of the Study:

  • To develop a general method for preparing bifunctional arylsulfonyl [(18)F]fluorides under aqueous conditions.
  • To evaluate the utility of sulfonyl fluorides for [(18)F]-labeling of complex molecules.

Main Methods:

  • Synthesized various arylsulfonyl [(18)F]fluorides from sulfonyl chloride precursors in aqueous mixtures.
  • Utilized pyridine to simplify purification by degrading precursors.
  • Demonstrated [(18)F]-labeling of a bombesin analogue.

Main Results:

  • Achieved efficient [(18)F]fluorination of sulfonyl fluorides in 15 minutes at room temperature.
  • Optimized reaction conditions using pyridine improved yields for specific compounds.
  • Successfully synthesized and labeled a bombesin analogue, achieving 35% decay-corrected yield.

Conclusions:

  • Developed a versatile aqueous, room temperature method for [(18)F]-labeling using sulfonyl fluorides.
  • This method is a significant first step towards developing novel PET radiotracers.
  • Further research is needed to address challenges like proteolytic defluorination in peptide labeling.