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@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},
}