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A diketopyrrolopyrrole-based small molecule with an extended conjugated skeleton and J-aggregation behavior for 808 nm laser triggered phototheranostics.

Jiawei LiuXinmin ZhangMingxuan FuXiaoyuan WangYicong GaoXingpeng XuTangxin XiaoQi WangQu-Li Fan
Published in: Biomaterials science (2023)
The development of phototheranostic agents, specifically those based on organic small molecules (OSMs) with long wavelength excitation/emission, is an attractive but challenging project. In this contribution, we designed and synthesized a novel conjugate small molecule with a linear structure, named DPP-OPIC. Water-soluble nanoparticle DPP-OPIC NPs were fabricated. They exhibited strong absorption in the region of 600-1000 nm, which was due to the extended conjugate length of the molecular skeleton and J-aggregation behavior. Under 808 nm laser excitation, DPP-OPIC NPs were capable of producing outstanding near-infrared-II (NIR-II, 900-1700 nm) fluorescence. The photoluminescence quantum yield was determined as 0.58%, which enabled high-resolution in vivo tumor imaging. Additionally, a notable photothermal effect with a high photothermal conversion efficiency (41.5%) was achieved by the irradiation of DPP-OPIC NPs. Hence, DPP-OPIC NPs can be used as superior phototheranostic agents, providing valuable contributions to NIR-II fluorescence imaging and photothermal therapy.
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