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Core remodeling leads to long wavelength fluoro-coumarins
Chemical Science ( IF 7.6 ) Pub Date : 2020-07-03 , DOI: 10.1039/d0sc02566f
Siddharth S. Matikonda 1, 2, 3, 4, 5 , Joseph Ivanic 5, 6, 7, 8 , Miguel Gomez 1, 2, 3, 4, 5 , Gabrielle Hammersley 1, 2, 3, 4, 5 , Martin J. Schnermann 1, 2, 3, 4, 5
Affiliation  

Low molecular weight, uncharged far-red and NIR dyes would be enabling for a range of imaging applications. Rational redesign of the coumarin scaffold leads to Fluoro-Coumarins (FCs), the lowest molecular weight dyes with emission maxima beyond 700, 800, and 900 nm. FCs display large Stokes shifts and high environmental sensitivity, with a 40-fold increase in emission intensity in hydrophobic solvents. Untargeted variants exhibit selective lipid droplet and nuclear staining in live cells. Furthermore, sulfo-lipid derivatization enables active targeting to the plasma membrane. Overall, these studies report a promising platform for the development of biocompatible, context-responsive imaging agents.

中文翻译:

核心重塑导致长波长氟香豆素

低分子量,不带电荷的远红色和NIR染料将可用于一系列成像应用。香豆素支架的合理重新设计导致了荧光香豆素(FCs),这是分子量最低的染料,其发射最大值超过700、800和900 nm。FC显示出较大的斯托克斯位移和高环境敏感性,在疏水性溶剂中的发射强度增加了40倍。未靶向的变体在活细胞中表现出选择性的脂质滴和核染色。此外,磺基脂质衍生化能够主动靶向质膜。总体而言,这些研究报告为开发生物相容性,背景相关成像剂提供了有希望的平台。
更新日期:2020-07-22
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