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@ARTICLE{Modemann:860016,
      author       = {Modemann, Daniel and Zlatopolskiy, Boris and Urusova,
                      Elizaveta and Zischler, Johannes and Craig, Austin and
                      Ermert, Johannes and Guliyev, Mehrab and Endepols, Heike and
                      Neumaier, Bernd},
      title        = {2-[18{F}]{F}luorophenylalanine: {S}ynthesis by
                      {N}ucleophilic 18{F}-{F}luorination and {P}reliminary
                      {B}iological {E}valuation},
      journal      = {Synthesis},
      volume       = {51},
      number       = {03},
      issn         = {1437-210X},
      address      = {Stuttgart [u.a.]},
      publisher    = {Thieme},
      reportid     = {FZJ-2019-00813},
      pages        = {664 - 676},
      year         = {2019},
      abstract     = {2-[18F]Fluorophenylalanine (2-[18F]FPhe), a promising PET
                      tracer for imaging of cerebral infarction and tumors, was
                      efficiently prepared from an easily accessible iodonium salt
                      precursor using Cu-mediated radiofluorination under “low
                      base” or “minimalist” conditions. Whereas significant
                      racemization was initially observed if the “minimalist”
                      protocol was applied for radiolabeling, it was completely
                      suppressed by the careful adjustment of 18F–
                      preprocessing. The initial biological study revealed a
                      higher uptake of 2- [18F]FPhe in different tumor cells in
                      comparison to that of [18F]FET. In contrast to 4-[18F]FPhe,
                      which suffered from rapid in vivo defluorination,
                      2-[18F]FPhe demonstrated a sufficient in vivo stability.
                      Conclusively, 2-[18F]FPhe is a promising PET probe which is
                      now readily available using Cu-mediated radiofluorination
                      under “minimalist” or “low base” conditions. The
                      simplicity of the translation of the proposed procedures to
                      automated synthesis modules allows a broad biological
                      evaluation of 2-[18F]FPhe. Notably, the novel protocol for
                      the preparation of N-Boc protected amino acids from the
                      respective Ni-Schiff base complexes was developed which
                      avoided application of strongly acidic conditions.},
      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:000455805300005},
      doi          = {10.1055/s-0037-1611370},
      url          = {https://juser.fz-juelich.de/record/860016},
}