Synthesis of two persistent fluorinated tetrathiatriarylmethyl (TAM) radicals for biomedical EPR applications

Driesschaert, Benoît;Charlier, Nicolas;Gallez, Bernard;Marchand-Brynaert, Jacqueline
(2008) Bioorganic & Medicinal Chemistry Letters : the tetrahedron journal for research at the interface of chemistry and biology — Vol. 18, n° 15, p. 4291-4293 (2008)

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Abstract
Tetrathiatriarylmethyl radicals are attractive spin probes extensively used in biomedical magnetic resonance applications. We report a straightforward synthesis of two original tetrathiatriarylmethyl radicals incorporating, respectively, 15 and 45 fluorine atoms, and thus possessing a high affinity to fluorous media. F15T-03 and F45T-03 exhibit a single sharp EPR spectrum and their EPR line broadening is highly sensitive to molecular oxygen. These spin probes are specially designed for assessment of tumor oxygenation using perfluorocarbon formulations.
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Driesschaert, B., Charlier, N., Gallez, B., & Marchand-Brynaert, J. (2008). Synthesis of two persistent fluorinated tetrathiatriarylmethyl (TAM) radicals for biomedical EPR applications. Bioorganic & Medicinal Chemistry Letters : the tetrahedron journal for research at the interface of chemistry and biology, 18(15), 4291-4293. https://doi.org/10.1016/j.bmcl.2008.06.100 (Original work published 2008)