Overcoming the Oxygen Dilemma in Photoredox Catalysis: Near-Infrared (NIR) Light-Triggered Peroxynitrite Generation for Antibacterial Applications

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Abstract

The peroxynitrite anion (ONOO−) is closely associated with many diseases and the creation of ONOO− donors is an essential means of understanding its pathophysiological functions. However, it is challenging to develop ONOO− donors due to the difficulties in simultaneously producing highly reactive and short-lived nitric oxide (NO) and superoxide anion (O2⋅−). Here, we report a novel strategy for constructing ONOO− donors by combining near-infrared (NIR)-mediated type I photosensitization and photoredox catalysis. The key design using a Nile blue analogue that can serve as both a type I photosensitizer and a metal-free photocatalyst. Intriguingly, the formation of O2⋅− via type I photosensitization avoids oxygen interference and instead activates nitrobenzofurazan-based NO donors via oxygen-tolerant NIR photoredox catalysis. The simultaneous release of O2⋅− and NO leads to ONOO− release, showing both antibacterial and antibiofilm activities.

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Shen, Z., Zheng, S., Fang, Y., Zhang, G., Zhu, C., Liu, S., & Hu, J. (2023). Overcoming the Oxygen Dilemma in Photoredox Catalysis: Near-Infrared (NIR) Light-Triggered Peroxynitrite Generation for Antibacterial Applications. Angewandte Chemie - International Edition, 62(20). https://doi.org/10.1002/anie.202219153

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