Chrome Extension
WeChat Mini Program
Use on ChatGLM

Give or Take: Effects of Electron-Accepting/-Withdrawing Groups in Red-Fluorescent BODIPY Molecular Rotors

Molecules(2021)

Ctr Phys Sci & Technol | Vilnius Univ

Cited 15|Views19
Abstract
Mapping microviscosity, temperature, and polarity in biosystems is an important capability that can aid in disease detection. This can be achieved using fluorescent sensors based on a green-emitting BODIPY group. However, red fluorescent sensors are desired for convenient imaging of biological samples. It is known that phenyl substituents in the β position of the BODIPY core can shift the fluorescence spectra to longer wavelengths. In this research, we report how electron-withdrawing (EWG) and -donating (EDG) groups can change the spectral and sensory properties of β-phenyl-substituted BODIPYs. We present a trifluoromethyl-substituted (EWG) conjugate with moderate temperature sensing properties and a methoxy-substituted (EDG) molecule that could be used as a lifetime-based polarity probe. In this study, we utilise experimental results of steady-state and time-resolved fluorescence, as well as quantum chemical calculations using density functional theory (DFT). We also explain how the energy barrier height (Ea) for non-radiative relaxation affects the probe's sensitivity to temperature and viscosity and provide appropriate Ea ranges for the best possible sensitivity to viscosity and temperature.
More
Translated text
Key words
fluorescent probes,photophysics,molecular rotors,microviscosity,polarity sensing
PDF
Bibtex
AI Read Science
Must-Reading Tree
Example
Generate MRT to find the research sequence of this paper
Related Papers
Data Disclaimer
The page data are from open Internet sources, cooperative publishers and automatic analysis results through AI technology. We do not make any commitments and guarantees for the validity, accuracy, correctness, reliability, completeness and timeliness of the page data. If you have any questions, please contact us by email: report@aminer.cn
Chat Paper

要点】:本文研究了电子吸引和供体基团在β位取代的BODIPY分子转子中的光谱和传感性能,提出了具有不同温度和极性传感特性的新型红色荧光传感器。

方法】:通过稳态和时间分辨荧光实验,结合密度泛函理论(DFT)的量子化学计算,研究了不同基团对BODIPY分子转子性能的影响。

实验】:使用三氟甲基取代的电子吸引基团(EWG)合成了具有中等温度传感性能的化合物,以及甲氧基取代的电子供体基团(EDG)合成了可作为寿命基础极性探针的分子。实验结果表明,非辐射松弛的能量障碍高度(E-a)对探针的温度和粘度敏感性有影响,并确定了最佳敏感性的E-a范围。数据集名称未提及。