Modifying the Siderophore Triacetylfusarinine C for Molecular Imaging of Fungal Infection.

Purpose: Aspergillus fumigatus produces the siderophore triacetylfusarinine C (TAFC) for iron acquisition which is essential for its virulence. Therefore, TAFC is a specific marker for invasive aspergillosis. We have shown previously that positron emission tomography (PET) imaging with [68Ga]TAFC ex...

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Published in:Molecular Imaging & Biology Vol. 21; no. 6; pp. 1097 - 1107
Main Authors: Kaeopookum, Piriya, Summer, Dominik, Pfister, Joachim, Orasch, Thomas, Lechner, Beatrix E., Petrik, Milos, Novy, Zbynek, Matuszczak, Barbara, Rangger, Christine, Haas, Hubertus, Decristoforo, Clemens
Format: diagnostic images pictorial research tables/charts Journal Article
Published: Springer Nature Dec2019
Online Access:View this record in EBSCOhost
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      dt: Dec2019
      vid: 21
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      pub: Springer Nature
      place: New York, New York
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        10.1007/s11307-019-01325-6
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        atl: Modifying the Siderophore Triacetylfusarinine C for Molecular Imaging of Fungal Infection.
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          Kaeopookum, Piriya
          Summer, Dominik
          Pfister, Joachim
          Orasch, Thomas
          Lechner, Beatrix E.
          Petrik, Milos
          Novy, Zbynek
          Matuszczak, Barbara
          Rangger, Christine
          Haas, Hubertus
          Decristoforo, Clemens
        affil: Department of Nuclear Medicine, Medical University Innsbruck, Innsbruck, Austria
      sug:
        subj:
          Hydroxy Acids
          Chelating Agents
          Ferric Compounds
          Mycoses
          Molecular Imaging
          Pulmonary Aspergillosis
          Aspergillus Physiology
          Gallium Radioisotopes
          Animal Studies
          Rats
          Mycoses Microbiology
          Pulmonary Aspergillosis Microbiology
          Mice
          Human
          Mutation
          Blood Proteins Metabolism
          Validation Studies
          Comparative Studies
          Evaluation Research
          Multicenter Studies
          Funding Source
      ab: Purpose: Aspergillus fumigatus produces the siderophore triacetylfusarinine C (TAFC) for iron acquisition which is essential for its virulence. Therefore, TAFC is a specific marker for invasive aspergillosis. We have shown previously that positron emission tomography (PET) imaging with [68Ga]TAFC exhibited excellent targeting properties in an A. fumigatus rat infection model. In this study, we aimed to prepare TAFC analogs modifying fusarinine C (FSC) by acylation with different carbon chain lengths as well as with charged substituents and investigated the influence of introduced substituents on preservation of TAFC characteristics in vitro and in vivo.Procedures: Fifteen TAFC derivatives were prepared and labeled with gallium-68. In vitro uptake assays were carried out in A. fumigatus under iron-replete as well as iron-depleted conditions and distribution coefficient was determined. Based on these assays, three compounds, [68Ga]tripropanoyl(FSC) ([68Ga]TPFC), [68Ga]diacetylbutanoyl(FSC) ([68Ga]DABuFC), and [68Ga]trisuccinyl(FSC) ([68Ga]FSC(suc)3), with high, medium, and low in vitro uptake in fungal cultures, were selected for further evaluation. Stability and protein binding were evaluated and in vivo imaging performed in the A. fumigatus rat infection model.Results: In vitro uptake studies using A. fumigatus revealed specific uptake of mono- and trisubstituted TAFC derivatives at RT. Lipophilicities as expressed by logD were 0.34 to - 3.80. The selected compounds displayed low protein binding and were stable in PBS and serum. Biodistribution and image contrast in PET/X-ray computed tomography of [68Ga]TPFC and [68Ga]DABuFC were comparable to [68Ga]TAFC, whereas no uptake in the infected region was observed with [68Ga]FSC(suc)3.Conclusions: Our studies show the possibility to modify TAFC without losing its properties and specific recognition by A. fumigatus. This opens also new ways for multimodality imaging or theranostics of fungal infection by introducing functionalities such as fluorescent dyes or antifungal moieties.
      pubtype: Academic Journal
      doctype:
        diagnostic images
        pictorial
        research
        tables/charts
        Journal Article
      ougenre: Article
    language: English
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