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Plasma membrane imaging with a fluorescent benzothiadiazole derivative
Beilstein Journal of Organic Chemistry ( IF 2.2 ) Pub Date : 2019-11-06 , DOI: 10.3762/bjoc.15.257
Pedro H P R Carvalho , Jose R Correa , Karen L R Paiva , Daniel F S Machado , Jackson D Scholten , Brenno A D Neto

This work describes a novel fluorescent 2,1,3-benzothiadiazole derivative designed to act as a water-soluble and selective bioprobe for plasma membrane imaging. The new compound was efficiently synthesized in a two-step procedure with good yields. The photophysical properties were evaluated and the dye proved to have an excellent photostability in several solvents. DFT calculations were found in agreement with the experimental data and helped to understand the stabilizing intramolecular charge-transfer process from the first excited state. The new fluorescent derivative could be applied as selective bioprobe in several cell lines and displayed plasma-membrane affinity during the imaging experiments for all tested models.

中文翻译:

荧光性苯并噻二唑衍生物的质膜成像

这项工作描述了一种新型的荧光2,1,3-苯并噻二唑衍生物,旨在用作质膜成像的水溶性和选择性生物探针。该新化合物以两步法有效合成,收率很高。评估了光物理性质,并证明了该染料在几种溶剂中具有出色的光稳定性。DFT计算与实验数据相符,有助于从第一个激发态了解稳定的分子内电荷转移过程。新的荧光衍生物可以在多种细胞系中用作选择性生物探针,并在所有测试模型的成像实验过程中显示出质膜亲和力。
更新日期:2019-11-06
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