Plasma membrane imaging with a fluorescent benzothiadiazole derivative

被引：13

作者：

Carvalho, Pedro H. P. R. ^{[1
,2
]}

Correa, Jose R. ^{[1
]}

Paiva, Karen L. R. ^{[1
]}

Machado, Daniel F. S. ^{[1
]}

Scholten, Jackson D. ^{[2
]}

Neto, Brenno A. D. ^{[1
,2
]}

机构：

[1] Univ Brasilia, Chem Inst IQ UnB, Lab Med & Technol Chem, Campus Univ Darcy Ribeiro, BR-70904970 Brasilia, DF, Brazil

[2] Univ Fed Rio Grande do Sul, Grad Program PPGQ, Inst Chem, Lab Mol Catalysis, BR-91501970 Porto Alegre, RS, Brazil

来源：

BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY | 2019年 / 15卷

关键词：

benzothiadiazole; bioprobe; cell imaging; fluorescence; mitochondria; molecular architecture; plasma membrane; LIVING CELLS; PROBES; DESIGN; FLUOROPHORES; CHALLENGES; STRATEGIES; EMISSION; SURFACE; TB3+; DOTS;

D O I：

10.3762/bjoc.15.257

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

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.

引用

页码：2644 / 2654

页数：11

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