摘要
以黄酮醇[2-(4-(二甲基氨基)苯)-3-4-氧代苯并吡喃]为荧光母核,设计合成一种新型黄酮醇类肼(N2H4)探针[2-(4-(二甲基氨基)苯基)-3-(4-氟苯甲酸酯)-4-氧代苯并吡喃,TZ],并利用核磁共振(1HNMR、13CNMR)和质谱(MS)确证其结构.通过测定探针TZ的选择性、竞争性、浓度梯度、Job's曲线和pH对探针分子荧光强度的影响,发现在pH=7.4的条件下,当肼加入探针体系后,探针溶液荧光显著增强,探针对 F-、Cl-、Br-、I-、PO43-、Ac-、SO42-、HSO3-、SO32-、CO32-、NO3-、SCN-、Ca2+、Mg2+、Cu2+、Fe3+、NH2CONH2、NH3、N2H4,具有非常强的抗干扰性.机理验证表明,进入探针体系的肼与探针TZ发生盖布瑞尔反应,生成的2-(4-(二甲基氨基)苯)-3-羟基黄酮具有较强荧光.探针TZ检测肼的检出限为0.1103 μmol·L-1,在肼浓度为20-300 µmol·L-1时呈现良好的线性关系,实测水样品肼回收率在97.00％-102.67％范围之间.该探针具备定性、定量检测生物机体或者环境中痕量肼的潜力,为肼的荧光检测提供了一种新的选择方法.
Abstract
A novel Flavonol-based Fluorescent Probe[2-(4-(dimethylamino)phenyl)-4-oxo-4H-chromen-3-yl-4-fluorobenzoate,TZ]was designed and synthesized with the Flavonol[2-(4-(dimethylamino)phenyl)-3-hydroxy-4H-chromen-4-one]as fluorescent parent nucleus,and the structure was characterized by 1H NMR,13C NMR and mass spectrometer(MS).Then,we measured the selectivity,competition,concentration gradient,Job's curve,and pH on the fluorescence intensity.The results demonstrated a significant enhancement in the fluorescence intensity of the probe solution when the hydrazine sample was introduced into the pH 7.4 probe system.The probe exhibited robust resistance to F-,Cl-,Br-,I-,PO43-,Ac-,SO42-,HSO3,SO32-,CO32-,NO3-,SCN-,Ca2+,Mg2+,Cu2+,Fe3+,NH2CONH2,NH3 and N2H4,which was demonstrated the strong anti-interference capability of probe TZ.The mechanism verification revealed that the main source of strong fluorescence was 2-(4-(dimethylamino)benzene)-3-hydroxyflavone produced by the Gabriel reaction upon hydrazine introducted into the probe system.The probe exhibited a strong linear correlation within the concentration range of 20-300 μmol·L-1 and the detection limit for hydrazine is 0.1103 μmol·L-1,with hydrazine recovery ranging from 97.00％to 102.67％.The probe possesses the potential for qualitative and quantitative detection of trace hydrazine in organisms or the environment,thereby offering an new alternative approach for chemical detection of hydrazine.
基金项目
国家自然科学基金(22173056)
陕西省教育厅专项科研项目(21JK0612)
商洛市科技计划(2022-Z0019)
陕西秦岭特色生物资源产业技术研究院有限公司项目(23HKY033)
陕西省大学生创新创业训练计划(S202311396049)
NETL
NSTL
万方数据