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Identification of chemical byproducts in the radiofluorination of structurally complex aryliodonium salts

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Abstract

The use of direct radiofluorination of aryliodonium salts represents a promising route to new PET tracers. This study tested the use of these precursors for obtaining candidate ligands of the cannabinoid type-2 receptor. 18F-labelling was performed using microfluidic technology, which allowed obtaining good incorporation yields. A closer inspection of the chemical composition of the reaction mixture evidenced the recurrent occurrence of chemical byproducts (H-adduct) due to a reductive side reaction of these substrates. The H-adduct formation seems to be unrelated to water presence, needed for obtaining a satisfactory incorporation, and may become an important feature for assessing the real-life accessibility of new radiotracers through the use of aryliodonium precursors.

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Acknowledgments

This work was performed under the PETALS II project, funded by ARISLA2010 grant program.

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Authors and Affiliations

  1. CNR Institute of Clinical Physiology, Via Moruzzi, 1, 56100, Pisa, Italy

    Giancarlo Pascali, Silvia Rocchiccioli & Piero A. Salvadori

  2. Department of Pharmacy, Via Bonanno 6, 56126, Pisa, Italy

    Sara Del Carlo, Giuseppe Saccomanni, Clementina Manera & Marco Macchia

  3. Center for Nanotechnology Innovation @ NEST Istituto Italiano di Tecnologia, Piazza San Silvestro 12, Pisa, Italy

    Giovanni Signore

  4. ANSTO LifeSciences, PO Box M34, Camperdown, NSW, 2050, Australia

    Giancarlo Pascali

Authors
  1. Giancarlo Pascali
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  2. Sara Del Carlo
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  3. Silvia Rocchiccioli
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  4. Giovanni Signore
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  5. Giuseppe Saccomanni
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  6. Clementina Manera
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  7. Marco Macchia
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  8. Piero A. Salvadori
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Correspondence to Giancarlo Pascali.

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Pascali, G., Del Carlo, S., Rocchiccioli, S. et al. Identification of chemical byproducts in the radiofluorination of structurally complex aryliodonium salts. J Radioanal Nucl Chem 303, 1021–1027 (2015). https://doi.org/10.1007/s10967-014-3407-4

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  • DOI: https://doi.org/10.1007/s10967-014-3407-4

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