A Water‐Soluble Warped Nanographene: Synthesis and Applications for Photoinduced Cell Death

Abstract
Nanographene has attracted unprecedented interest across diverse scientific disciplines particularly in organic electronics. The biological applications of nanographenes provide significant opportunities for breakthroughs in the field. However, the intrinsic aggregation behavior and low solubility of nanographenes, which stem from their flat structures, hamper their development for bioapplications. Herein, we report a water-soluble warped nanographene (WNG) that can be easily synthesized by sequential regioselective C-H borylation and cross-coupling reactions of the saddle-shaped WNG core structure. The saddle-shaped structure and hydrophilic tetraethylene glycol chains impart high water solubility to the WNG. The water-soluble WNG possesses a range of promising properties including good photostability and low cytotoxicity. Moreover, the water-soluble WNG was successfully internalized into HeLa cells and promoted photo-induced cell death.
Funding Information
  • Exploratory Research for Advanced Technology (JPMJER1302)
  • Ministry of Education, Culture, Sports, Science and Technology (JP16K05771)
  • Japan Society for the Promotion of Science (JP16H06464 , JP16H06280, JP17H05149)
  • National Science Foundation (CHE-1149096)

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