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新型近红外荧光二氰基甲叉类衍生物的合理设计及其在生物成像中的应用。

Rational design of novel near-infrared fluorescent DCM derivatives and their application in bioimaging.

作者信息

Wang Xiaohang, Guo Zhiqian, Zhu Shiqin, Liu Yajing, Shi Ping, Tian He, Zhu Wei-Hong

机构信息

Key Laboratory for Advanced Materials and Institute of Fine Chemicals, Shanghai Key Laboratory of Functional Materials Chemistry, Collaborative Innovation Center for Coal Based Energy (i-CCE), School of Chemistry and Molecular Engineering, East China University of Science and Technology, Shanghai 200237, China.

出版信息

J Mater Chem B. 2016 Jul 21;4(27):4683-4689. doi: 10.1039/c6tb01096b. Epub 2016 Jun 23.

Abstract

The development of innovative strategies for high-performance near-infrared (NIR) fluorescent materials is in urgent demand for bioimaging. By replacing the stronger electron-withdrawing groups or extending the π-conjugated system, novel NIR fluorescent materials of DCM analogues have been developed, along with several striking characteristics: bright NIR fluorescence over 700 nm, large Stokes shift and good photo-stability. It is demonstrated that introducing a stronger electron-withdrawing unit to the acceptor moiety of DCM analogues is a favourably efficient strategy to tune and prolong the emission wavelength into the NIR region with a large Stokes shift. In comparison with the commercial NIR dye ICG, S-DCM-N and S-DCM-P display excellent photostability and low photobleaching. The large Stokes Shift and NIR fluorescence channel of S-DCM-N and S-DCM-P are very favourable for fluorescence labelling with a high signal-to-noise ratio in living species.

摘要

开发用于生物成像的高性能近红外(NIR)荧光材料的创新策略迫在眉睫。通过取代更强的吸电子基团或扩展π共轭体系,已开发出具有几种显著特性的新型DCM类似物近红外荧光材料:超过700 nm的明亮近红外荧光、大斯托克斯位移和良好的光稳定性。结果表明,在DCM类似物的受体部分引入更强的吸电子单元是一种有效地将发射波长调谐并延长至近红外区域并具有大斯托克斯位移的策略。与商用近红外染料ICG相比,S-DCM-N和S-DCM-P表现出优异的光稳定性和低光漂白性。S-DCM-N和S-DCM-P的大斯托克斯位移和近红外荧光通道非常有利于在生物体内进行高信噪比的荧光标记。

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