应用化学2025，Vol.42Issue(7)：971-981,中插1-中插3,14.DOI:10.19894/j.issn.1000-0518.250116
苯并吡喃腈类近红外聚集诱导荧光探针在粘度检测及细胞成像中的应用
Application of Near Infrared Aggregation-Induced Emission Fluorescence Probe with Benzopyranitrile in Viscosity Detection and Cell Imaging
摘要
Abstract
Viscosity in vivo is a necessary metabolic characteristic,and cell imaging and viscosity detection are crucial for a thorough understanding of physiological processes.In this study,a novel viscosity probe DCM-PD,was synthesized utilizing a Knoevevagel condensation reaction with 2-(2-methyl-4H-chromann-4-subunit)malonitrile and 1,3-diphenyl-1H-pyrazole-4-formaldehyde as raw materials.The probe's chemical structure was validated by nuclear magnetic resonance spectroscopy(NMR)and high resolution mass spectrometry(HRMS).The key properties of the probe,including solvent effects,aggregation-induced luminescence,and viscosity response,were systematically investigated through spectral testing.The molecular rotor was employed to accurately detect changes in cellular viscosity.The results showed that the probe DCM-PD exhibited excellent near-infrared emission characteristics,significant aggregation-induced emission(AIE)performance and large Stokes shift(245 nm),which varied with the water-glycerol system(V∶V)The increase of glycerol volume fraction(φ(glycerol))increased the fluorescence intensity at 660 nm by 10 times,and the two showed a good linear correlation(R2=0.9941),which proved the feasibility of quantitative application of the probe in viscosity detection.The probe is simultaneously unaffected by metal ions,anions,amino acids,pH variations,and other potential interferences.It demonstrates exceptional selectivity in viscosity response,robust anti-interference capabilities,and remarkable light stability.After the probe was co-incubated with Nystatin induced HeLa cells for 30 min,the fluorescence brightness of the cells was significantly enhanced,indicating that DCM-PD had good biocompatibility and could be applied to the efficient detection of the changes in intracellular viscosity of HeLa induced by drugs,which laid a solid foundation for subsequent biomedical research and clinical diagnosis.关键词
粘度响应/苯并吡喃腈/聚集诱导发光/近红外荧光探针/细胞成像Key words
Viscosity response/Benzopyranonitrile/Aggregation-induced emission/Near-infrared fluorescent probe/Cell imaging分类
化学化工引用本文复制引用
孟真真,杨金凤,延钰康..苯并吡喃腈类近红外聚集诱导荧光探针在粘度检测及细胞成像中的应用[J].应用化学,2025,42(7):971-981,中插1-中插3,14.基金项目
国家自然科学基金(No.52273209)和石河子大学高层次科研启动项目(No.RCZX201936)资助 Supported by the National Natural Science Foundation of China(No.52273209)and the High-level Scientific Research Initiation Project of Shihezi University(No.RCZX201936) （No.52273209）
