The synthesis of phosphorescent porphyrins equipped with groups for non-covalent anchoring to the plasma membrane for measurements of oxygen near cell surfaces is presented. The core porphyrin is built by [2+2] condensation of two dipyrromethanes: one having a <i>hydrophobic tail </i>for partitioning into the membrane, another possessing hydrophilic arms to keep the porphyrin core in the aqueous phase at the exterior of the plasma membrane. Various hydrophobic tails are investigated to afford the optimal probe that would retain in the cellular membrane over prolonged periods of time.

Membrane-anchored probes for imaging oxygen near cell surfaces

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ACS Fall 2022

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