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并噻吩核心的单取代、双取代和三取代、双三芳基硼烷生色团:电荷数和位置对细胞成像和 DNA/RNA 传感的影响。

Bithiophene-Cored, mono-, bis-, and tris-(Trimethylammonium)-Substituted, bis-Triarylborane Chromophores: Effect of the Number and Position of Charges on Cell Imaging and DNA/RNA Sensing.

机构信息

Institut für Anorganische Chemie and Institute for Sustainable Chemistry & Catalysis with Boron, Julius-Maximilians-Universität Würzburg, Am Hubland, 97074, Würzburg, Germany.

Division of Organic Chemistry and Biochemistry, Ruder Boskovic Institute, Bijenicka c. 54, 10000, Zagreb, Croatia.

出版信息

Chemistry. 2021 Oct 7;27(56):14057-14072. doi: 10.1002/chem.202102308. Epub 2021 Aug 31.

DOI:10.1002/chem.202102308
PMID:34327730
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC8518794/
Abstract

The synthesis, photophysical, and electrochemical properties of selectively mono-, bis- and tris-dimethylamino- and trimethylammonium-substituted bis-triarylborane bithiophene chromophores are presented along with the water solubility and singlet oxygen sensitizing efficiency of the cationic compounds Cat , Cat , Cat(i) , and Cat . Comparison with the mono-triarylboranes reveals the large influence of the bridging unit on the properties of the bis-triarylboranes, especially those of the cationic compounds. Based on these preliminary investigations, the interactions of Cat , Cat , Cat(i) , and Cat with DNA, RNA, and DNApore were investigated in buffered solutions. The same compounds were investigated for their ability to enter and localize within organelles of human lung carcinoma (A549) and normal lung (WI38) cells showing that not only the number of charges but also their distribution over the chromophore influences interactions and staining properties.

摘要

本文介绍了选择性单、双和三甲基氨基和三甲铵取代的双三芳基硼联噻吩生色团的合成、光物理和电化学性质,以及阳离子化合物 Cat 、Cat 、Cat(i) 和 Cat 的水溶性和单线态氧敏化效率。与单核三芳基硼相比,桥联单元对双三芳基硼的性质,尤其是阳离子化合物的性质有很大影响。基于这些初步研究,在缓冲溶液中研究了 Cat 、Cat 、Cat(i) 和 Cat 与 DNA、RNA 和 DNA 孔的相互作用。还研究了相同的化合物进入和定位于人肺癌(A549)和正常肺(WI38)细胞的细胞器的能力,结果表明,不仅电荷数,而且其在生色团上的分布都会影响相互作用和染色性质。

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