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@ARTICLE{Kramer:274564,
      author       = {C. S. Kramer$^*$ and T. Kanagasundaram$^*$ and J.
                      Matthias$^*$ and K. Kopka$^*$},
      title        = {{E}fforts toward {PET}-{A}ctivatable {R}ed-{S}hifted
                      {S}ilicon {R}hodamines and {S}ilicon {P}yronine {D}yes},
      journal      = {Pharmaceuticals},
      volume       = {16},
      number       = {3},
      issn         = {1424-8247},
      address      = {Basel},
      publisher    = {MDPI},
      reportid     = {DKFZ-2023-00641},
      pages        = {401},
      year         = {2023},
      note         = {#EA:E030#LA:E030#},
      abstract     = {Tracers for bimodal optical imaging and positron emission
                      tomography unite multipleadvantages in a single molecule.
                      Their tumor-specific uptake can be visualized after their
                      PETactivation by radiofluorination via PET/CT or PET/MRI
                      allowing for staging or therapy planning,while their
                      non-radioactive moiety additionally facilitates the
                      visualization of malignant tissueduring intraoperative
                      fluorescence-guided surgery or in histological assessments.
                      The silicon-bridgedxanthene core offers the opportunity for
                      radiofluorination with SiFA isotope exchange to obtaina
                      small-molecule, PET-activatable NIR dye that can be linked
                      to different target vectors. Herein,we demonstrate for the
                      first time the PET-activation of a fluorinated silicon
                      pyronine, belongingto a class of low-molecular-weight
                      fluorescence dyes with a large Stokes shift (up to 129 nm)
                      andsolvent-dependent NIR dye properties, with a successful
                      radiochemical conversion of $70\%.$ Thenon-fluorinated
                      pyronine precursor is easily accessible by a three-step
                      sequence from commerciallystarting material with a $12\%$
                      overall yield. Moreover, a library of seven unusually
                      functionalized(by approximately 15 nm), red-shifted silicon
                      rhodamines were synthesized in three- to four-stepsequences
                      and the optical properties of the novel dyes were
                      characterized. It was also shownthat the synthesized silicon
                      rhodamine dyes can be easily conjugated by amide bond
                      formation or‘click-reaction’ approaches.},
      cin          = {E030 / DD01},
      ddc          = {610},
      cid          = {I:(DE-He78)E030-20160331 / I:(DE-He78)DD01-20160331},
      pnm          = {315 - Bildgebung und Radioonkologie (POF4-315)},
      pid          = {G:(DE-HGF)POF4-315},
      typ          = {PUB:(DE-HGF)16},
      pubmed       = {pmid:36986500},
      doi          = {10.3390/ph16030401},
      url          = {https://inrepo02.dkfz.de/record/274564},
}