Bioconjugate Chemistry
ARTICLE
activated for nucleophilic aromatic substitution with 18F-F-.
This method significantly shortens the reaction and overall
synthesis time, requires low amounts of the precursor, and
provides acceptable yields of the high specific activity product.
The success of this procedure for RGD peptide labeling can be
generalized to other thermally stable peptides and proteins.
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S. M., Graham, K., Stellfeld, T., Borkowski, S., Berndorff, D., Klar, U.,
Voigtmann, U., Cyr, J. E., Friebe, M., Dinkelborg, L., and Srinivasan, A.
(2008) Synthesis, 18F-labeling, and in vitro and in vivo studies of
bombesin peptides modified with silicon-based building blocks. Biocon-
jugate Chem. 19, 1871–1879.
(13) Mu, L., Hohne, A., Schubiger, P. A., Ametamey, S. M., Graham,
K., Cyr, J. E., Dinkelborg, L., Stellfeld, T., Srinivasan, A., Voigtmann, U.,
and Klar, U. (2008) Silicon-based building blocks for one-step 18F-
radiolabeling of peptides for PET imaging. Angew. Chem., Int. Ed.
47, 4922–5.
(14) Becaud, J., Mu, L., Karramkam, M., Schubiger, P. A., Ametamey,
S. M., Graham, K., Stellfeld, T., Lehmann, L., Borkowski, S., Berndorff,
D., Dinkelborg, L., Srinivasan, A., Smits, R., and Koksch, B. (2009)
Direct one-step 18F-labeling of peptides via nucleophilic aromatic
substitution. Bioconjugate Chem. 20, 2254–2261.
’ AUTHOR INFORMATION
Corresponding Author
*Laboratory of Molecular Imaging and Nanomedicine
(LOMIN), National Institute of Biomedical Imaging and Bioen-
gineering (NIBIB), National Institutes of Health (NIH), Bethes-
da, MD 20892, USA. Tel: 301-451-4246. Fax: 301-480-0679.
E-mail: shawn.chen@nih.gov.
(15) Ulrike Roehn, J. B., Mu, L., Srinivasan, A., Stellfeld, T., Fitzner,
A., Graham, K., Dinkelborg, L., Schubiger, A. P., and Simon, M. A.
(2009) Nucleophilic ring-opening of activated aziridines: A one-step
method for labeling biomolecules with fluorine-18. J. Fluor. Chem.
130, 902–912.
(16) McBride, W. J., Sharkey, R. M., Karacay, H., D’Souza, C. A.,
Rossi, E. A., Laverman, P., Chang, C. H., Boerman, O. C., and Gold-
enberg, D. M. (2009) A novel method of 18F radiolabeling for PET. J.
Nucl. Med. 50, 991–998.
’ ACKNOWLEDGMENT
This research was supported by the Intramural Research
Program (IRP) of the National Institute of Biomedical Imaging
and Bioengineering (NIBIB), National Institutes of Health
(NIH).
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[18F]GBR13119, a presynaptic dopamine uptake antagonist. Int. J.
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dx.doi.org/10.1021/bc100437q |Bioconjugate Chem. 2011, 22, 422–428