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Synthesis, Photophysical Properties, and Cytotoxicity of Rhodamine Based Fluorescent Probes
Russian Journal of Bioorganic Chemistry ( IF 1 ) Pub Date : 2021-06-11 , DOI: 10.1134/s1068162021030109
Harini Sampath Kumar , Chang-Shik Choi , Ki Hwan Lee

Abstract

Rhodamine derivatives are heterocyclic compound, related to the fluorescent probe having a profound application in the field of biotechnology. Herein, we present two new synthesized rhodamine based fluorescent probes from the rhodamine B (probe 1) and rhodamine 6G (probe 2), respectively. The structures of the synthesized probes 1 and 2 were confirmed using 1H NMR and LC-MS spectral techniques. Further, photophysical properties such as absorption, emission and fluorescence lifetime were examined and compared for both the probes under identical conditions. These comparable data provide a possibility to discuss the mechanism which controls the fluorescence properties of probes. The data also showed that the probes in different solvent environment induce a gradual change in the molecular structure and produce a change in fluorescent intensity as a sensory signal. The changes in fluorescence lifetime and quantum yield with the parent compounds are because of change in solvent polarity and also due to the rigidity of the alkyl groups on N atoms in molecular structure. Moreover, the cell imaging and cellular toxicity studies using the probes were performed. Notably, the result obtained in this study suggests that the probe 2 has significant application in the field of cellular imaging or biotechnology.



中文翻译:

基于罗丹明的荧光探针的合成、光物理特性和细胞毒性

摘要

罗丹明衍生物是一种杂环化合物,与荧光探针有关,在生物技术领域有着广泛的应用。在此,我们分别介绍了来自罗丹明 B(探针 1)和罗丹明 6G(探针 2)的两种新合成的基于罗丹明的荧光探针。合成探针 1 和 2 的结构使用1H NMR 和 LC-MS 光谱技术。此外,在相同条件下检查并比较了两种探针的光物理特性,例如吸收、发射和荧光寿命。这些可比较的数据为讨论控制探针荧光特性的机制提供了可能性。数据还表明,不同溶剂环境中的探针会引起分子结构的逐渐变化,并产生荧光强度的变化作为感觉信号。母体化合物的荧光寿命和量子产率的变化是由于溶剂极性的变化以及分子结构中 N 原子上烷基的刚性。此外,还进行了使用探针的细胞成像和细胞毒性研究。尤其,

更新日期:2021-06-11
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