摘要
粘度是生物体内新陈代谢的关键参数,开展粘度检测与细胞成像对于深入剖析生理机制意义重大。本文以2-(2-甲基-4H-色满-4-亚基)丙二腈和1,3-二苯-1H-吡唑-4-甲醛为原料,通过Knoevevagel缩合反应合成了一种近红外发射的新型粘度探针(DCM-PD),分子结构经核磁共振波谱(NMR)和高分辨质谱(HRMS)确证。基于光谱测试考察了探针的溶剂效应、聚集诱导发光性能以及粘度响应等关键性能指标,以分子转子优势实现了对细胞粘度变化的检测。结果显示,探针DCM-PD的近红外发射表现具有优异的聚集诱导发光(Aggregationinduced emission, AIE)性能以及大Stokes位移(245 nm)。随水-甘油体系(V∶V)中甘油体积分数(φ(glycerol))的升高,660 nm处的荧光强度增强10倍,并且二者具有良好的线性相关性(R^(2)=0.9941),证明探针在粘度检测定量应用的可行性。同时,探针不受金属离子、阴离子、氨基酸和pH值变化等潜在干扰,表现出优异的粘度响应选择性、抗干扰性与光稳定性能。将探针与制菌霉素(Nystatin)诱导的HeLa细胞共孵育30 min后,观察到细胞荧光亮度显著增强,表明DCM-PD可应用于药物诱导下HeLa细胞内粘度变化的高效检测,为后续生物医学研究及临床诊断应用奠定了坚实基础。
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(o(glycerol))increased the fluorescence intensity at 660 nm by 10 times,and the two showed a good linear correlation(R'=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.
作者
孟真真
杨金凤
延钰康
MENG Zhen-Zhen;YANG Jin-Feng;YAN Yu-Kang(Normal College,Shihezi University,Shihezi 832000,China;College of Chemistry and Chemical Engineering,Shihezi University,Shihezi 832000,China)
出处
《应用化学》
北大核心
2025年第7期971-981,共11页
Chinese Journal of Applied Chemistry
基金
国家自然科学基金(No.52273209)
石河子大学高层次科研启动项目(No.RCZX201936)资助。
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
Viscosity response
Benzopyranonitrile
Aggregation-induced emission
Near-infrared fluorescent probe
Cell imaging
