Masked red-emitting carbopyronine dyes with photosensitive 2-diazo-1-indanone caging group
Masked red-emitting carbopyronine dyes with photosensitive 2-diazo-1-indanone caging group
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DOI：
10.1039/c1pp05321c
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发表时间：
2012-01-01
影响因子：
3.1
通讯作者：
Hell, Stefan W.
中科院分区：
文献类型：
--
作者：
Kolmakov, Kirill;Wurm, Christian;Hell, Stefan W.
笼状近红外发射荧光染料在光学显微镜中有很高的需求，但到目前为止还没有。我们发现，碳比洛宁染料核和光敏2-重氮基-1-茚满酮残基的组合导致掩蔽的近红外发射荧光染料。用UV或可见光（λ < 420 nm）照射这些笼状染料有效地产生分别在635 nm和660 nm处具有吸收和发射的荧光化合物。详细描述了一种高产率的合成路线，具有进一步染料设计的吸引力。良好的光稳定性，高对比度，和一个大的荧光量子产率后uncaging是在高分辨率光学显微镜的非侵入性成像的新化合物的最重要的特点。为了用于免疫标记，笼状染料用（亲水性）接头和（活化的）羧基修饰。
Caged near-IR emitting fluorescent dyes are in high demand in optical microscopy but up to now were unavailable. We discovered that the combination of a carbopyronine dye core and a photosensitive 2-diazo-1-indanone residue leads to masked near-IR emitting fluorescent dyes. Illumination of these caged dyes with either UV or visible light (lambda < 420 nm) efficiently generates fluorescent compounds with absorption and emission at 635 nm and 660 nm, respectively. A high-yielding synthetic route with attractive possibilities for further dye design is described in detail. Good photostability, high contrast, and a large fluorescence quantum yield after uncaging are the most important features of the new compounds for non-invasive imaging in high-resolution optical microscopy. For use in immunolabelling the caged dyes were decorated with a (hydrophilic) linker and an (activated) carboxyl group.