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Silicon–Fluoride Acceptors (SiFA) for 18F-Radiolabeling: From Bench to Bedside

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Positron Emission Tomography

Part of the book series: Methods in Molecular Biology ((MIMB,volume 2729))

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Abstract

Fluorine-18 (18F) is undoubtedly one of the most frequently applied radionuclides for the development of new radiotracers for positron emission tomography (PET) in the context of clinical cancer, neurological, and metabolic imaging. Until recently, the available radiochemical methodologies to introduce 18F into organic molecules ranging from small- to medium- and large-sized compounds were limited to a few applicable protocols. With the advent of late-stage fluorination of small aromatic, nonactivated compounds and various noncanonical labeling strategies geared toward the labeling of peptides and proteins, the molecular toolbox for PET radiotracer development was substantially extended. Especially, the noncanonical labeling methodologies characterized by the formation of Si–18F, B–18F, and Al–18F bonds give access to kit-like 18F-labeling of complex and side-group unprotected compounds, some of them already in clinical use. This chapter will particularly focus on silicon–fluoride acceptor (SiFA) chemistry and cover the history of its conceptual design and its translation into the clinical practice.

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Authors and Affiliations

  1. Department of Oncology, Division of Oncological Imaging, University of Alberta, Edmonton, AB, Canada

    Lexi Gower-Fry, Justin J. Bailey & Ralf Schirrmacher

  2. Biomedical Chemistry, Department of Clinical Radiology and Nuclear Medicine, Medical Faculty Mannheim of Heidelberg University, Mannheim, Germany

    Carmen Wängler

  3. Department of Nuclear Medicine, University Hospital, LMU Munich, Munich, Germany

    Peter Bartenstein, Leonie Beyer & Simon Lindner

  4. Fakultät für Chemie und Chemische Biologie, Technische Universität Dortmund, Dortmund, Germany

    Klaus Jurkschat

  5. Molecular Imaging and Radiochemistry, Department of Clinical Radiology and Nuclear Medicine, Medical Faculty Mannheim of Heidelberg University, Mannheim, Germany

    Björn Wängler

Authors
  1. Lexi Gower-Fry
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  2. Carmen Wängler
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  3. Peter Bartenstein
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  4. Leonie Beyer
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  5. Simon Lindner
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  6. Klaus Jurkschat
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  7. Björn Wängler
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  8. Justin J. Bailey
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  9. Ralf Schirrmacher
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Corresponding author

Correspondence to Ralf Schirrmacher .

Editor information

Editors and Affiliations

  1. School of Biomedical Engineering and Imaging Sciences, King’s College London, London, UK

    Timothy H. Witney

  2. Department of Chemistry and Biomolecular Sciences, University of Ottawa, Ottawa, ON, Canada

    Adam J. Shuhendler

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© 2024 The Author(s), under exclusive license to Springer Science+Business Media, LLC, part of Springer Nature

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Gower-Fry, L. et al. (2024). Silicon–Fluoride Acceptors (SiFA) for 18F-Radiolabeling: From Bench to Bedside. In: Witney, T.H., Shuhendler, A.J. (eds) Positron Emission Tomography. Methods in Molecular Biology, vol 2729. Humana, New York, NY. https://doi.org/10.1007/978-1-0716-3499-8_3

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  • DOI: https://doi.org/10.1007/978-1-0716-3499-8_3

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  • Publisher Name: Humana, New York, NY

  • Print ISBN: 978-1-0716-3498-1

  • Online ISBN: 978-1-0716-3499-8

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