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2016 ; 27
(12
): 2791-2807
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Click Chemistry and Radiochemistry: The First 10 Years
#MMPMID27787983
Meyer JP
; Adumeau P
; Lewis JS
; Zeglis BM
Bioconjug Chem
2016[Dec]; 27
(12
): 2791-2807
PMID27787983
show ga
The advent of click chemistry has had a profound influence on almost all branches
of chemical science. This is particularly true of radiochemistry and the
synthesis of agents for positron emission tomography (PET), single photon
emission computed tomography (SPECT), and targeted radiotherapy. The selectivity,
ease, rapidity, and modularity of click ligations make them nearly ideally suited
for the construction of radiotracers, a process that often involves working with
biomolecules in aqueous conditions with inexorably decaying radioisotopes. In the
following pages, our goal is to provide a broad overview of the first 10 years of
research at the intersection of click chemistry and radiochemistry. The
discussion will focus on four areas that we believe underscore the critical
advantages provided by click chemistry: (i) the use of prosthetic groups for
radiolabeling reactions, (ii) the creation of coordination scaffolds for
radiometals, (iii) the site-specific radiolabeling of proteins and peptides, and
(iv) the development of strategies for in vivo pretargeting. Particular emphasis
will be placed on the four most prevalent click reactions-the Cu-catalyzed
azide-alkyne cycloaddition (CuAAC), the strain-promoted azide-alkyne
cycloaddition (SPAAC), the inverse electron demand Diels-Alder reaction (IEDDA),
and the Staudinger ligation-although less well-known click ligations will be
discussed as well. Ultimately, it is our hope that this review will not only
serve to educate readers but will also act as a springboard, inspiring synthetic
chemists and radiochemists alike to harness click chemistry in even more
innovative and ambitious ways as we embark upon the second decade of this
fruitful collaboration.
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