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000841351 1001_ $$0P:(DE-Juel1)166309$$aZarrad, Fadi$$b0$$ufzj
000841351 245__ $$aA Practical Method for the Preparation of 18F-Labeled Aromatic Amino Acids from Nucleophilic [18F]Fluoride and Stannyl Precursors for Electrophilic Radiohalogenation
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000841351 520__ $$aIn a recent contribution of Scott et al., the substrate scope of Cu-mediated nucleophilic radiofluorination with [18F]KF for the preparation of 18F-labeled arenes was extended to aryl- and vinylstannanes. Based on these findings, the potential of this reaction for the production of clinically relevant positron emission tomography (PET) tracers was investigated. To this end, Cu-mediated radiofluorodestannylation using trimethyl(phenyl)tin as a model substrate was re-evaluated with respect to different reaction parameters. The resulting labeling protocol was applied for 18F-fluorination of different electron-rich, -neutral and -poor arylstannyl substrates in RCCs of 16–88%. Furthermore, this method was utilized for the synthesis of 18F-labeled aromatic amino acids from additionally N-Boc protected commercially available stannyl precursors routinely applied for electrophilic radiohalogenation. Finally, an automated synthesis of 6-[18F]fluoro-l-m-tyrosine (6-[18F]FMT), 2-[18F]fluoro-l-tyrosine (2-[18F]F-Tyr), 6-[18F]fluoro-l-3,4-dihydroxyphenylalanine (6-[18F]FDOPA) and 3-O-methyl-6-[18F]FDOPA ([18F]OMFD) was established furnishing these PET probes in isolated radiochemical yields (RCYs) of 32–54% on a preparative scale. Remarkably, the automated radiosynthesis of 6-[18F]FDOPA afforded an exceptionally high RCY of 54 ± 5% (n = 5).
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000841351 7001_ $$0P:(DE-HGF)0$$aZlatopolskiy, Boris$$b1
000841351 7001_ $$0P:(DE-Juel1)169356$$aKrapf, Philipp$$b2$$ufzj
000841351 7001_ $$0P:(DE-Juel1)166483$$aZischler, Johannes$$b3
000841351 7001_ $$0P:(DE-Juel1)166419$$aNeumaier, Bernd$$b4$$eCorresponding author$$ufzj
000841351 773__ $$0PERI:(DE-600)2008644-1$$a10.3390/molecules22122231$$gVol. 22, no. 12, p. 2231 -$$n12$$p2231 -$$tMolecules$$v22$$x1420-3049$$y2017
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