用于生物成像的近红外荧光探针的通用发展策略。
A General Strategy for Development of Near-Infrared Fluorescent Probes for Bioimaging.
机构信息
Department of Chemistry, Washington State University, Pullman, WA, 99164, USA.
Division of Cancer Epidemiology and Genetics, NCI, NIH, Rockville, MD, 20850, USA.
出版信息
Angew Chem Int Ed Engl. 2017 Dec 22;56(52):16611-16615. doi: 10.1002/anie.201710688. Epub 2017 Nov 30.
Abstract
Near-infrared (NIR) fluorescent dyes with favorable photophysical properties are highly useful for bioimaging, but such dyes are still rare. The development of a unique class of NIR dyes via modifying the rhodol scaffold with fused tetrahydroquinoxaline rings is described. These new dyes showed large Stokes shifts (>110 nm). Among them, WR3, WR4, WR5, and WR6 displayed high fluorescence quantum yields and excellent photostability in aqueous solutions. Moreover, their fluorescence properties were tunable by easy modifications on the phenolic hydroxy group. Based on WR6, two NIR fluorescent turn-on probes, WSP-NIR and SeSP-NIR, were devised for the detection of H S. The probe SeSP-NIR was applied in visualizing intracellular H S. These dyes are expected to be useful fluorophore scaffolds in the development of new NIR probes for bioimaging.
摘要
近红外 (NIR) 荧光染料具有良好的光物理性质，非常适用于生物成像，但此类染料仍然很少。本研究通过在香豆素骨架上修饰融合的四氢喹喔啉环，开发了一类独特的 NIR 染料。这些新染料具有较大的斯托克斯位移 (>110nm)。其中，WR3、WR4、WR5 和 WR6 在水溶液中具有较高的荧光量子产率和优异的光稳定性。此外，它们的荧光性质可以通过对酚羟基的简单修饰进行调节。基于 WR6，设计了两种用于检测 H2S 的 NIR 荧光开启探针 WSP-NIR 和 SeSP-NIR。探针 SeSP-NIR 用于可视化细胞内 H2S。这些染料有望成为新型 NIR 探针用于生物成像的有用荧光团支架。
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