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@ARTICLE{Grner:1014721,
      author       = {Gröner, Benedikt and Willmann, Michael and Donnerstag,
                      Lisa and Urusova, Elizaveta and Neumaier, Felix and Humpert,
                      Swen and Endepols, Heike and Neumaier, Bernd and
                      Zlatopolskiy, Boris D.},
      title        = {7-[18{F}]{F}luoro-8-azaisatoic {A}nhydrides: {V}ersatile
                      {P}rosthetic {G}roups for the {P}reparation of {PET}
                      {T}racers},
      journal      = {Journal of medicinal chemistry},
      volume       = {66},
      number       = {17},
      issn         = {0095-9065},
      address      = {Washington, DC},
      publisher    = {ACS},
      reportid     = {FZJ-2023-03411},
      pages        = {12629−12644},
      year         = {2023},
      abstract     = {18F-Fluorination of sensitive molecules is often
                      challenging, but can be accomplished under suitably mild
                      conditions using radiofluorinated prosthetic groups (PGs).
                      Herein, 1-alkylamino-7-[18F]fluoro-8-azaisatoic anhydrides
                      ([18F]AFAs) are introduced as versatile 18F-labeled building
                      blocks that can be used as amine-reactive or “click
                      chemistry” PGs. [18F]AFAs were efficiently prepared within
                      15 min by “on cartridge” radiolabeling of readily
                      accessible trimethylammonium precursors. Conjugation with a
                      range of amines afforded the corresponding
                      2-alkylamino-6-[18F]fluoronicotinamides in radiochemical
                      conversions (RCCs) of $15−98\%.$ In addition,
                      radiolabeling of alkyne- or azide-functionalized precursors
                      with azidopropyl- or propargyl-substituted [18F]AFAs using
                      Cu-catalyzed click cycloaddition afforded the corresponding
                      conjugates in RCCs of $44−88\%.$ The practical utility of
                      the PGs was confirmed by the preparation of three
                      18F-labeled PSMA ligands in radiochemical yields of
                      $28−42\%.$ Biological evaluation in rats demonstrated
                      excellent in vivo stability of all three conjugates. In
                      addition, one conjugate ([18F]JK-PSMA-15) showed favorable
                      imaging properties for high-contrast visualization of small
                      PSMA-positive lesions.},
      cin          = {INM-5},
      ddc          = {610},
      cid          = {I:(DE-Juel1)INM-5-20090406},
      pnm          = {5253 - Neuroimaging (POF4-525)},
      pid          = {G:(DE-HGF)POF4-5253},
      typ          = {PUB:(DE-HGF)16},
      pubmed       = {37625106},
      UT           = {WOS:001063590800001},
      doi          = {10.1021/acs.jmedchem.3c01310},
      url          = {https://juser.fz-juelich.de/record/1014721},
}