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Bioorthogonal Reaction for Fluorine-18 Labeling

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Radionanomedicine

Part of the book series: Biological and Medical Physics, Biomedical Engineering ((BIOMEDICAL))

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Abstract

Specific molecular imaging probes including radiopharmaceuticals labeled with positron-emitters, such as fluorine-18 (18F, t1/2 = 109.8 min), need to expand their applications of positron emission tomography (PET) molecular imaging study. In recent years, bioorthogonal chemistry such as inverse electron-demand Diels-Alder cycloaddition reactions and strain-promoted alkyne azide cycloaddition (SPAAC) has been regarded as alternative bioorthogonal ligation reactions of bioactive molecules with radiolabeled building blocks. In this chapter, I will introduce an overview of this emerging synthetic strategies based on the catalyst-free SPAAC conjugation reaction and Diels-Alder cycloaddition reactions using tetrazine/trans-cyclooctene (TCO) derivatives under physiologically-friendly reaction conditions. I will also introduce that the pretargeting method by the SPAAC reaction for tracking mesoporous silica nanoparticles (MSNs) in in vivo system. This bioorthogonal SPAAC-based pretargeting protocol allow 18F with a short half-life to be used for labeling of the MSNs to obtain their tracking PET images.

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Authors and Affiliations

  1. Department of Chemistry, Inha University, 100 Inha-ro, Nam-gu, Incheon, 402-751, Korea

    Dong Wook Kim

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Correspondence to Dong Wook Kim .

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  1. Department of Nuclear Medicine, Seoul National University, Seoul, Korea (Republic of)

    Dong Soo Lee

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Kim, D.W. (2018). Bioorthogonal Reaction for Fluorine-18 Labeling. In: Lee, D. (eds) Radionanomedicine. Biological and Medical Physics, Biomedical Engineering. Springer, Cham. https://doi.org/10.1007/978-3-319-67720-0_14

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