喹啉基粘度荧光探针的合成及其检测应用  

Viscosity Fluorescent Probes Based on Quinoline Group and Its Applications

作　　者：武虹乐 郭锐 迟涵文 唐永和 宋思睿 葛恩香 林伟英 Wu Hongyue;Guo Rui;Chi Hanwen;Tang Yonghe;Song Sirui;Ge Enxiang;Lin Weiying(Institute of Optical Materials and Chemical Biology,Guangxi Key Laboratory of Electrochemical Energy Materials,School of Chemistry and Chemical Engineering,State Key Laboratory of Featured Metal Materials and Life-cycle Safety for Composite Structures,Guangxi University,Nanning,Guangxi 530004)

机构地区：[1]广西大学光功能材料与化学生物学研究院、广西电化学能源材料重点实验室、广西大学化学化工学院、省部共建特色金属材料与组合结构全寿命安全国家重点实验室,广西南宁530004

出　　处：《化学学报》2023年第8期905-911,共7页Acta Chimica Sinica

基　　金：国家自然科学基金(Nos.21877048,22077048,22277014,22104019);广西壮族自治区自然科学基金(Nos.2019GXNSFBA245068,2021GXNSFDA075003,AD21220061);广西大学启动基金(No.A3040051003)资助项目。

摘　　要：作为细胞微环境的一个重要参数,粘度通过影响生物分子之间的相互作用实现对生物功能的调节.粘度的异常会导致多种疾病,如阿尔茨海默病、肺炎等.因此,实现粘度变化的精准检测对相关疾病的预防和诊断具有重要意义.本工作构建了新型喹啉基荧光探针QUI-VI.通过分子内的空间扭转(扭曲的光诱导分子内电荷转移机制),该探针实现了对粘度的检测.光学实验表明探针QUI-VI具有高化学和光稳定性能以及灵敏的粘度检测性能等优点.通过光谱实验、细胞成像以及组织成像实验,表明该探针具有显著的粘度敏感性,荧光强度会随着测试体系粘度的增强而增强.结合首次报道的小鼠肺炎组织粘度成像实验表明探针QUI-VI有望对肺炎的早期诊断提供一定的理论支撑.As one of the important parameters of biological microenvironment,viscosity is closely related to many life activities,when diseases appear in the organism,such as pneumonia,diabetes,Alzheimer's disease,atherosclerosis,malignant tumors,etc.,the cytoplasmic viscosity in the organelle also changes,the new crown pneumonia is becoming more and more serious,and it is urgent to detect the viscosity in the organism.Based on the fluorescence mechanism of twisted intramolecular charge transfer(TICT),a viscosity-mediated fluorescent probe QUI-VI is rationally designed and constructed,and its related properties are explored and applied to detect physiological viscosity changes in vivo to achieve the purpose of disease monitoring.The two conjugates were connected by the carbon-carbon double bond formed by the condensation of aminotrinitrobenzene and benzopyridine quaternary ammonium salts by methyl and aldehyde groups,forming a large conjugated system.This not only increases the free transfer of electrons in the conjugated system,so that the constructed probe molecules have a long emission wavelength,but also regulates the fluorescence signal of the probe molecules because the freely rotatable carbon-carbon double bond can respond to the change of viscosity.The regulation process is:when QUI-VI is in a high-viscosity environment,the free rotation of the carbon-carbon double bond is greatly limited,so that the two conjugated systems on the molecule are in the same plane,at this time,the probe molecule is the lowest energy state,when irradiated by 450 nm light,absorb one photon energy.The molecule is excited in the excited state,and can emit long-wavelength fluorescence when transitioning back to the ground state.On the contrary,when it is in a medium with low viscosity,the free rotation of the carbon-carbon double bond is no longer hindered,and when the two conjugated systems rotate to the same plane perpendicularly,they are in the highest energy state,and the molecules emit shorter wavelengths of fluorescence when absorbing

关 键 词：粘度 荧光探针 荧光成像 肺炎 喹啉 

分 类 号：R563.1[医药卫生—呼吸系统] O657.3[医药卫生—内科学]