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Hemicyanine染料
CHEMICAL PAPERS · 2023 · IF 2.2

Novel hemicyanine dyes with a large Stokes shift and strong fluorescence: mitochondrial-targeted imaging

Li Ci-Qin,Sun Zhao Hui,Bian Kun-Jie,Zhang Qing-Guang,Zou Li-Wei

Hemicyanine dyes have a donor-π-acceptor (D-π-A) system that offers potential applications in mitochondrial-targeted analysis. However, there are currently few hemicyanide dyes with good fluorescent properties such as NIR and large Stokes shifts. In this study, a series of hemicyanine dyes were synthesized and evaluated for their fluorescence properties and cytotoxicity as well as mitochondria-targeted imaging. The fluorescent probe HC-7 exhibited near-infrared fluorescence emission (685 nm) with a large Stokes shift (115 nm). It is highly resistant to temperature, pH, and light, has high stability, and shows excellent mitochondrial targeting capabilities. These findings highlight the potential of hemicyanine dyes for improved fluorescence-based mitochondrial imaging and analysis, which facilitate the practical application of hemicyanine dyes in biomedical systems.

研究领域: 生物化学 · 细胞生物学 · 医学影像学
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Chemical & Biomedical Imaging · 2023 · IF 0

Aggregation-Enhanced Photophysical Performance of D-π-A Structured Hemicyanine for NIR-II Fluorescent and Photoacoustic Imaging-Guided Photothermal Therapy

Baoling Li,E Pang,Shaojing Zhao,Guowei Deng,Shuodong Wang,Benhua Wang,Jieyun Wu,Guangle Niu,Xiangzhi Song,Minhuan Lan

Near-infrared (NIR)-II fluorescence and photoacoustic (PA) dual-model imaging-guided photothermal therapy (PTT) can precisely diagnose and treat tumors and evaluate the therapeutic efficacy in real-time. Herein, we utilized a donor-π-acceptor (D-π-A) structured hemicyanine dye (named M1) with a large conjugated structure and strong intramolecular charge transfer effect and demonstrated that the aggregation of M1 could significantly enhance its photophysical performance by improving its photostability and photothermal conversion capability as compared with M1 in a single molecular state. Furthermore, we prepared water-dispersible NIR-II fluorescent nanoparticles (M1 NPs) by wrapping M1 with DSPE-PEG2000-NH2. The obtained M1 NPs exhibit strong NIR-I absorption and NIR-II fluorescence with their maxima at 734 and 1040 nm, respectively, with a fluorescence quantum yield of 2.84%. Moreover, M1 NPs also exhibit excellent biocompatibility, good photostability, and high photothermal conversion efficiency of 77.5%. In vitro and in vivo experiments reveal that M1 NPs can effectively image tumors through NIR-II fluorescence and PA signals, inhibit DNA replication, trigger cytoskeleton collapse, and eventually induce tumor cell apoptosis under 808 nm laser irradiation. Based on these outstanding properties, the application of M1 NPs in PA and NIR-II fluorescence imaging-guided PTT of tumors is demonstrated.

研究领域: 生物医学工程 · 肿瘤学 · 药理学 · 材料科学
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