一种萘碳酰腙荧光探针对Al3+检测和生物成像研究OA
Naphtho-Carbonyl Hydantoin-Based Fluorescent Probes for Selective Al3+Detection and Cellular Imaging
设计合成了两种萘碳酰腙类荧光探针L1和L2,并对其结构通过1HNMR和ESI-MS进行了表征,其中探针L1(10 μmol/L)在V(乙醇)∶V(HEPES buffer)=3∶7(pH 7.4)溶液中对Al3+在水溶液中表现出高选择性,高灵敏性识别能力,不受其它离子干扰.采用Job's Pot实验、ESI-MS、1HNMR和DFT理论计算进行了分析,其检测机理为光诱导电子转移(PET)进程和—C=N—异构化行为.DFT理论计算预测了其结合模式为Al(L1)2、ESI-MS、1HNMR和Job's Pot实验结果与其保持一致.通过荧光滴定实验表明,探针L1对Al3+浓度荧光强度在一定范围内呈良好线性关系,检出限低至47.3 nmol/L.探针L1在细胞中表现出良好的细胞透过性,可以用于细胞中外源性Al3+离子的荧光成像检测.综上所述,荧光探针L1对Al3+表现出高选择性、高灵敏性,可成功应用于溶液中Al3+的检测,为萘碳酰腙类金属离子识别探针的设计与应用提供借鉴依据.
Two naphtho-carbonyl hydantoin-based fluorescent probes L1 and L2 were designed and synthesized,and their structures were characterized by proton nuclear magnetic resonance(1HNMR)spectroscopy and electrospray ionization mass spectrometry(ESI-MS).Among them,probe L1(10 μmol/L)exhibited high selectivity and sensitivity toward Al3+in an aqueous medium composed of V(ethanol)∶V(HEPES buffer)=3∶7(pH 7.4),with negligible interference from other metal ions.The binding mechanism was investigated using Job's Pot analysis,potentiometric titration,ESI-MS,1HNMR spectroscopy,and density functional theory(DFT)calculations.The results indicated that the sensing response arose from inhibition of photoinduced electron transfer(PET)and restriction of C=N bond isomerization.DFT calculations suggested an Al(L1)2 binding stoichiometry,which was consistent with the ESI-MS,1 HNMR,and Job's Pot/potentiometric titration results.Fluorescence titration revealed a good linear relationship between the fluorescence intensity of L1 and Al3+concentration within a defined range,with a detection limit as low as 47.3 nmol/L.In addition,probe L1 demonstrated excellent cell membrane permeability and was successfully applied to fluorescence imaging of exogenous Al3+in living cells.Overall,probe L1 functions as a highly selective and sensitive fluorescent probe for Al3+in both aqueous solutions and cellular environments.These findings provide a useful reference for the rational design and development of naphtho-carbonyl hydantoin-based fluorescent probes for metal-ion detection.
张继东;吴勇;谢冬;吕宗菀;刘小月;姜西蒙
安康学院化学与环境学院陕西省富硒食品质量监督检验中心,陕西安康 725000||安康学院界面多孔材料陕西省高等学校重点实验室,陕西安康 725000安康学院化学与环境学院陕西省富硒食品质量监督检验中心,陕西安康 725000安康学院化学与环境学院陕西省富硒食品质量监督检验中心,陕西安康 725000安康学院化学与环境学院陕西省富硒食品质量监督检验中心,陕西安康 725000安康学院化学与环境学院陕西省富硒食品质量监督检验中心,陕西安康 725000安康学院化学与环境学院陕西省富硒食品质量监督检验中心,陕西安康 725000
化学化工
萘碳酰腙荧光探针铝离子检测细胞成像DFT理论计算
naphtho-carbonyl hydantoinfluorescent probealuminum ion detectioncell imagedensity functional theory
《化学试剂》 2026 (3)
74-79,6
陕西省基础科学研究院科学研究计划项目(23JHQ033)陕西省教育厅重点科学研究计划项目(25JU008)安康市科技局项目(AK2025-GY-26)陕西省大学生创新创业训练计划资助项目(S202311397067,S202411397065,S202511397103).
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