Center of Physical Sciences and Technology, Saulėtekio av. 3, Vilnius, LT-10257, Lithuania.
Institute of Chemistry, Faculty of Chemistry and Geosciences, Vilnius University, Naugarduko str. 24, Vilnius, LT-03225, Lithuania.
Methods Appl Fluoresc. 2022 Jun 27;10(3). doi: 10.1088/2050-6120/ac7943.
Microviscosity has a strong impact for diffusion-controlled processes in biological environments. BODIPY molecular rotors are viscosity-sensitive fluorophores that provide a simple and non-invasive way to visualise microviscosity. Although green fluorescent probes are already well developed for imaging, thick biological samples require longer wavelengths for investigation. This work focuses on the examination of novel-substituted-phenyl-BODIPYs possessing a red emission. We report a new red fluorescent BODIPY-based probe BP-Vinyl-NOsuitable for sensing microviscosity in rigid environments of over 100 000 cP viscosities. Furthermore, we demonstrate that changing the methyl position fromtoon the-phenyl-substituted conjugate BP-PH-m2M-NOredshifts absorbance and fluorescence spectra while maintaining viscosity sensitivity. Finally, we show that nitro-substitution of-phenyl is a versatile approach to improve the sensitivity to viscosity while suppressing sensitivity to polarity and temperature of such derivatives. In summary, we present two nitro-substituted red fluorescent probes that could be used as lifetime-based microviscosity sensors.
微粘度对生物环境中的扩散控制过程有很强的影响。BODIPY 分子转子是对粘度敏感的荧光团，它提供了一种简单、非侵入性的方法来可视化微粘度。虽然用于成像的绿色荧光探针已经得到了很好的开发，但对于厚的生物样本，需要更长的波长进行研究。这项工作集中在研究具有红色发射的新型取代苯基-BODIPY。我们报告了一种新的基于红色荧光 BODIPY 的探针 BP-Vinyl-NO，它适合于在超过 100000 cP 粘度的刚性环境中检测微粘度。此外，我们证明了将取代基上的甲基从对位到间位的改变会使 BP-PH-m2M-NO 的吸收和荧光光谱红移，同时保持对粘度的敏感性。最后，我们表明，对苯基的硝基取代是一种提高此类衍生物对粘度敏感性的同时抑制对极性和温度敏感性的通用方法。总之，我们提出了两种可作为基于寿命的微粘度传感器的硝基取代的红色荧光探针。
