Heptamethine cyanine dyes with a robust C-C bond at the central position of the chromophore
Heptamethine cyanine dyes with a robust C-C bond at the central position of the chromophore
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DOI：
10.1021/jo061284u
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发表时间：
2006-09-29
影响因子：
3.6
通讯作者：
Achilefu, Samuel
中科院分区：
文献类型：
--
作者：
Lee, Hyeran;Mason, J. Christian;Achilefu, Samuel
通过Suzuki-Miyaura方法制备了在近红外荧光团系统的中心位置含有强大的C-C键的新型高荧光单官能水溶性七甲川花菁染料。反应有效地进行，用羧基官能化的芳基部分取代了中间氯原子，并以高产率得到了所需的化合物。这种方法是特别有吸引力的，由于其通用性和利用环境友好的水作为溶剂。这些新化合物具有优异的光谱特性，并且易于在固体载体上标记生物活性分子。结果表明，使用新化合物作为荧光天线的分子成像，光谱学，显微镜，化学或生物分子识别研究的潜力。
Novel, highly fluorescent, monofunctional, water-soluble heptamethine cyanine dyes containing a robust C−C bond at the central position of the near-infrared fluorophore system were prepared by the Suzuki−Miyaura method. The reaction proceeded efficiently to replace themeso-chlorine atom with a carboxy-functionalized aryl moiety and afforded the desired compounds in high yields. This methodology is particularly attractive due to its versatility and the utilization of environmentally friendly water as solvent. The new compounds possess excellent spectral properties and readily label bioactive molecules on solid support. The results demonstrate the potential of using the new compounds as fluorescent antennae for molecular imaging, spectroscopy, microscopy, and chemical or biological molecular recognition studies.