(E)-3-庚基-2-(4-硫代油基苯乙烯基)苯并[d]噻唑-3-碘化铵在光谱中的溶剂致变色和荧光染料应用

IF 0.6 Q4 CHEMISTRY, ORGANIC

Molbank Pub Date : 2023-09-18 DOI:10.3390/m1727

Aleksey A. Vasilev, Meglena I. Kandinska, Anton Kostadinov, Laura Dietz, Stanislav Baluschev

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引用次数: 0

摘要

开发用于监测微生物和细胞室的新型选择性荧光探针可能有助于确定活细胞中新病原体的发病机制。介绍了直接制备化学纯苯乙烯染料(E)-3-庚基-2-(4-硫代油基苯乙烯基)苯并[d]噻唑-3-碘化铵的简便、可靠的合成策略。研究了该染料在不同溶剂和水介质中以及在dsDNA和RNA存在下的光物理性质，并与已知结构类似物进行了比较。细胞摄取和结合细胞器的能力是确定的。在苯并噻唑环的季氮原子上引入庚基取代基，使染料的光物理性质得到改善。

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(E)-3-Heptyl-2-(4-thiomorpholinostyryl)benzo[d]thiazol-3-ium Iodide as Solvatochromic and Fluorogenic Dye for Spectroscopy Applications

The development of new selective fluorogenic probes for monitoring microbiological objects and cellular compartments may help to determine the mechanism of pathogenesis of new pathogens in living cells. The easy and reliable synthetic strategy for the direct preparation of chemically pure styryl dye (E)-3-heptyl-2-(4-thiomorpholinostyryl)benzo[d]thiazol-3-ium iodide is described. The photophysical properties in different solvents and in water medium neat and in the presence of the dsDNA and RNA of the dye is demonstrated and compared with that of the known structure analogue. The cellular uptake and the ability to bind cell organelles is determined. The introduction of a heptyl substituent attached to the quaternary nitrogen atom of the benzothiazole ring leads to an improvement in the photophysical properties of the dye.

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来源期刊

Molbank Chemistry-Physical and Theoretical Chemistry

CiteScore

0.70

自引率

33.30%

发文量

174

审稿时长

11 weeks

期刊介绍： •organic synthesis •biosynthesis •extraction and purification •natural product derivatives •structural elucidation (X-ray crystallography, NMR, etc.)