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fac-[TcO3(tacn)]+: AVersatile Precursor for the Labelling of Pharmacophores, Amino Acids and Carbohydrates through a New Ligand- Centred Labelling Strategy

Type of publication Peer-reviewed
Publikationsform Original article (peer-reviewed)
Author Braband Henrik , Tooyama Yuji , Fox Thomas, Simms Ryan , Forbes John , Valliant John F. , Alberto Roger ,
Project Technetium Chemistry at High Oxidation States: New Perspectives for Nanomaterials and Polyoxometalates in Medicine and Environmental Science
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Original article (peer-reviewed)

Journal Chem. Eur. J.
Volume (Issue) 17(46)
Page(s) 12967 - 12974
Title of proceedings Chem. Eur. J.
DOI 10.1002/chem.201101275


Herein, we report a protocol for the synthesis of [99mTcO3(tacn)]+ ([1]+) (tacn=1,4,7-triazacyclononane) that is suitable for clinical translation. Bioconjugates containing pharmacophores ([TcO(NO2-Imi)(tacn)]+; [3]+), artificial amino acids ([TcO(Fmoc-allyl-His)(tacn)]+; [5]+), and glucose derivatives ([TcO(allyl-tetraacetylglucose)(tacn)]+; [7]+) were synthesized by cycloaddition strategies and fully characterized (99Tc and 99mTc). These new technetium complexes are stable at neutral pH and demonstrate the potential and flexibility of the [3+2] cycloaddition labelling concept. In addition to the synthetic work, the first biodistribution studies of [1]+ and the small [3+2] cycloadduct [99mTcO(NO2-Imi)(tacn)]+ ([3]+) were completed. The biodistribution studies suggest the stability of these complexes in vivo. Furthermore, it was demonstrated that the high hydrophilicity of the [99mTcO3(tacn)]+ building block is a complement to the complexes of the fac-{Tc(CO)3}+ core.