☆ 4.8 Review

The Chemistry of Organic Contrast Agents in the NIR-II Window

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2022)

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Summary: NIR-II AIEgens enabled by aggregation-induced emission luminogens have emerged as a promising field for high-performance imaging, overcoming limitations in penetration depth and fluorescence efficiency. Some NIR-II AIEgens demonstrate dual-mode imaging capabilities and guided photothermal therapy, improving diagnostic accuracy and providing an efficient platform for theranostics. This review highlights recent efforts in exploiting NIR-II AIEgens, discussing molecular design strategies, bioapplications, and presenting current challenges and future prospects for diverse applications.

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Summary: The development of fluorophores for the NIR-II window is a significant and vibrant field in chemistry, biology, and engineering, with wavelength, brightness, and stability being crucial factors. Progress has been made in synthesizing D-A-D and D-pi-A fluorophores, as well as constructing off-on and ratiometric probes.

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Summary: Organic dye based NIR-II fluorescent probes offer high signal-to-background ratio and deep-tissue imaging capabilities. A novel class of polymethine dyes, NIRII-RTs, with bright and stable NIR-II emission and large Stokes shifts have been designed. These dyes, particularly NIRII-RT3 and NIRII-RT4, can serve as effective platforms for activatable bioimaging probes. Target-activatable NIRII-RT probes for pH, ATP, and metal-ion detection were synthesized, demonstrating real-time monitoring of drug-induced hepatotoxicity.

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Kun He et al.

Summary: Understanding the mechanism behind the donor-acceptor-donor (D-A-D) structure in fluorescence properties is crucial for designing small molecular NIR-II fluorophores. By screening various electron donors and acceptors, it was found that TTQF exhibited the strongest fluorescence intensity and highest quantum yield. The modified TTQF-PEG showed great potential for further NIR-II bioimaging applications with improved water solubility and high resolution imaging quality.

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Kun Dou et al.

Summary: An approach to modulate the emission wavelength of NIR-II fluorescent probes by elongating the pi-conjugated system and enhancing the electron-donating ability of the donor region was proposed, resulting in the development of four proof-of-concept probes with emission maxima ranging from 925 to 1205 nm. Among these probes, WH-3 exhibited high sensitivity towards H2S and enabled in vivo tracking and imaging of H2S with high contrast. This molecular design strategy shows promise in developing activatable NIR-II fluorescent probes with long emission.

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Summary: Photoacoustic imaging using near infrared I light has limitations due to interference from endogenous biomolecules, prompting the development of NIR-II imaging agents for improved sensitivity. The study introduced APNO-1080 as a NIR-II nitric oxide-responsive probe, demonstrating enhanced sensitivity and deep-tissue imaging capabilities in vitro and in vivo models of cancer.

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