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光致变色螺吡喃二联体用于生物成像。

Photoswitchable Spiropyran Dyads for Biological Imaging.

机构信息

Department of Chemistry, Chemistry Research Laboratory, University of Oxford , Oxford OX1 3TA, U.K.

MRC Human Immunology Unit and Wolfson Imaging Centre Oxford, Weatherall Institute of Molecular Medicine, University of Oxford , Oxford OX3 9DS, U.K.

出版信息

Org Lett. 2016 Aug 5;18(15):3666-9. doi: 10.1021/acs.orglett.6b01717. Epub 2016 Jul 26.

Abstract

The synthesis of a small-molecule dyad consisting of a far-red-emitting silicon rhodamine dye that is covalently linked to a photochromic spironaphthothiopyran unit, which serves as a photoswitchable quencher, is reported. This system can be switched reversibly between the fluorescent and nonfluorescent states using visible light at wavelengths of 405 and 630 nm, respectively, and it works effectively in aqueous solution. Live-cell imaging demonstrates that this dyad has several desirable features, including excellent membrane permeability, fast and reversible modulation of fluorescence by visible light, and good contrast between the bright and dark states.

摘要

报道了一种小分子偶联物的合成,该偶联物由一个远红色发射的硅罗丹明染料通过共价键连接到一个光致变色螺[萘并]噻吩吡喃单元上,后者作为一个光开关猝灭剂。该系统可以分别使用 405nm 和 630nm 的可见光在荧光和非荧光状态之间进行可逆切换,并且在水溶液中能有效工作。活细胞成像表明,这种偶联物具有几个理想的特性,包括优异的膜通透性、可见光快速可逆地调节荧光以及亮态和暗态之间的良好对比度。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c40b/5010358/fca387b4450c/ol-2016-017176_0005.jpg

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