% IMPORTANT: The following is UTF-8 encoded. This means that in the presence % of non-ASCII characters, it will not work with BibTeX 0.99 or older. % Instead, you should use an up-to-date BibTeX implementation like “bibtex8” or % “biber”. @ARTICLE{Zarrad:841351, author = {Zarrad, Fadi and Zlatopolskiy, Boris and Krapf, Philipp and Zischler, Johannes and Neumaier, Bernd}, title = {{A} {P}ractical {M}ethod for the {P}reparation of 18{F}-{L}abeled {A}romatic {A}mino {A}cids from {N}ucleophilic [18{F}]{F}luoride and {S}tannyl {P}recursors for {E}lectrophilic {R}adiohalogenation}, journal = {Molecules}, volume = {22}, number = {12}, issn = {1420-3049}, address = {Basel}, publisher = {MDPI75390}, reportid = {FZJ-2017-08436}, pages = {2231 -}, year = {2017}, abstract = {In 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).}, cin = {INM-5}, ddc = {540}, cid = {I:(DE-Juel1)INM-5-20090406}, pnm = {573 - Neuroimaging (POF3-573)}, pid = {G:(DE-HGF)POF3-573}, typ = {PUB:(DE-HGF)16}, UT = {WOS:000419242400196}, pubmed = {pmid:29244780}, doi = {10.3390/molecules22122231}, url = {https://juser.fz-juelich.de/record/841351}, }