<p>Herein we report a charge-assisted hydrogen bonded organic framework (HOF) built with an extended tethered phosphonic acid namely 5,10,15,20-Tetra-(4’-yl-[1’,1”-biphenyl]−4”phosphonic acid) porphyrin (<i>p</i>-H<sub>8</sub>-TBPPA) and phenyl phosphonic acid (PPA). Metal responsive fluorescent properties of the linker <i>p</i>-H<sub>8</sub>-TBPPA with biologically significant transition metal ions (Zn<sup>2+</sup>, Cu<sup>2+</sup>, Ni<sup>2+</sup>, Co<sup>2+</sup>, Fe<sup>2+</sup>, Mn<sup>2+</sup>) and heavy metal ions (Hg<sup>2+</sup>, Pb<sup>2+</sup>, Cd<sup>2+</sup>) is further characterized. <i>p</i>-H<sub>8</sub>-TBPPA shows distinct fluorescence responses for each metal ion with very specific decreases in intensity for the different analytes, and the strong turn off fluorescence of <i>p</i>-H<sub>8</sub>-TBPPA in presence of copper is used to monitor copper ion homeostasis in <i>C. elegans. p</i>-H<sub>8</sub>-TBPPA is also found to be non-toxic for <i>Caco-2</i> cells and <i>C. elegans</i> at concentrations required for fluorescence measurements. These findings establish <i>p</i>-H<sub>8</sub>-TBPPA as a promising platform for the development of in vivo metal ion sensors, with potential applications in diagnostic imaging, and environmental monitoring.</p>

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Monitoring copper ions in C. elegans using porphyrin phosphonic acids

  • Patrik Tholen,
  • Ann-Kathrin Weishaupt,
  • Franz-Josef Schmitt,
  • Tim Müller,
  • Jonas Fabrizi,
  • Tuong V. M. Nguyen,
  • Claudia Keil,
  • Maria Maares,
  • Lutz Schomburg,
  • Hajo Haase,
  • Yunus Zorlu,
  • Jens Beckmann,
  • Julia Bornhorst,
  • Gündog Yücesan

摘要

Herein we report a charge-assisted hydrogen bonded organic framework (HOF) built with an extended tethered phosphonic acid namely 5,10,15,20-Tetra-(4’-yl-[1’,1”-biphenyl]−4”phosphonic acid) porphyrin (p-H8-TBPPA) and phenyl phosphonic acid (PPA). Metal responsive fluorescent properties of the linker p-H8-TBPPA with biologically significant transition metal ions (Zn2+, Cu2+, Ni2+, Co2+, Fe2+, Mn2+) and heavy metal ions (Hg2+, Pb2+, Cd2+) is further characterized. p-H8-TBPPA shows distinct fluorescence responses for each metal ion with very specific decreases in intensity for the different analytes, and the strong turn off fluorescence of p-H8-TBPPA in presence of copper is used to monitor copper ion homeostasis in C. elegans. p-H8-TBPPA is also found to be non-toxic for Caco-2 cells and C. elegans at concentrations required for fluorescence measurements. These findings establish p-H8-TBPPA as a promising platform for the development of in vivo metal ion sensors, with potential applications in diagnostic imaging, and environmental monitoring.