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核心重塑导致长波长荧光香豆素。

Core remodeling leads to long wavelength fluoro-coumarins.

作者信息

Matikonda Siddharth S, Ivanic Joseph, Gomez Miguel, Hammersley Gabrielle, Schnermann Martin J

机构信息

Chemical Biology Laboratory, Center for Cancer Research, National Cancer Institute, National Institutes of Health Frederick Maryland 21702 USA

Advanced Biomedical Computational Science, Frederick National Laboratory for Cancer Research Frederick Maryland 21702 USA.

出版信息

Chem Sci. 2020 Jul 3;11(28):7302-7307. doi: 10.1039/d0sc02566f.

DOI:10.1039/d0sc02566f
PMID:34123014
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC8159424/
Abstract

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.

摘要

低分子量、不带电荷的远红光和近红外染料将有助于一系列成像应用。对香豆素支架进行合理的重新设计可得到氟代香豆素(FCs),这是分子量最低的染料,其发射最大值超过700、800和900纳米。FCs表现出大的斯托克斯位移和高环境敏感性,在疏水溶剂中发射强度增加40倍。非靶向变体在活细胞中表现出选择性脂滴和细胞核染色。此外,磺基脂质衍生化可实现对质膜的主动靶向。总体而言,这些研究报道了一个用于开发生物相容性、环境响应性成像剂的有前景的平台。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2770/8159424/80e0bd940315/d0sc02566f-f4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2770/8159424/ea7f4ea7ee1a/d0sc02566f-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2770/8159424/05b74bc87baa/d0sc02566f-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2770/8159424/2a87cb585102/d0sc02566f-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2770/8159424/24e7d80c1921/d0sc02566f-f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2770/8159424/80e0bd940315/d0sc02566f-f4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2770/8159424/ea7f4ea7ee1a/d0sc02566f-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2770/8159424/05b74bc87baa/d0sc02566f-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2770/8159424/2a87cb585102/d0sc02566f-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2770/8159424/24e7d80c1921/d0sc02566f-f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2770/8159424/80e0bd940315/d0sc02566f-f4.jpg

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