Monofunctional near-infrared fluorochromes for imaging applications
Monofunctional near-infrared fluorochromes for imaging applications
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DOI：
10.1021/bc0501799
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发表时间：
2005-09-01
影响因子：
4.7
通讯作者：
Tung, CH
中科院分区：
文献类型：
--
作者：
Hilderbrand, SA;Kelly, KA;Tung, CH
在本报告中，详细介绍了采用改进的合成方法开发一类新型的单羧酸盐官能化菁染料衍生物。所采用的合成策略依赖于烷基硫醇对带有氯取代聚甲炔连接体的菁染料进行有效的亲核攻击。单羧酸盐衍生的荧光染料（CyTE染料）可以一步制备，产率大于90%，无需额外纯化。通过这种方法合成的几种荧光染料在水溶液中没有聚集倾向，并且激发和发射最大值大于800nm。通过对展示血管细胞黏附分子 - 1（VCAM - 1）靶向肽的噬菌体进行直接标记，证明了CyTE荧光染料的潜在用途。通过近红外荧光显微镜监测了VCAM - 1靶向噬菌体的内皮细胞内化。
In this report, the development of a new class of monocarboxylate functionalized cyanine derivatives using improved synthetic procedures is detailed. The employed synthetic strategy relies on efficient nucleophilic attack of alkyl-thiols on cyanine dyes bearing chloro-substituted polymethinic linkers. Monocarboxylate derivatized fluorochromes (CyTE dyes) can be prepared in one step in greater than 90% yield without the need for additional purification. Several of the fluorochromes synthesized by this route show no tendency to aggregate in aqueous solution and have excitation and emission maxima greater than 800 nm. The potential utility of the CyTE fluorochromes was demonstrated through direct labeling of phage displaying a vascular cellular adhesion molecule-1 (VCAM-1) targeting peptide. Endothelial cell internalization of the VCAM-1 targeted phage was monitored via near-infrared fluorescence microscopy.