A Novel Rhodamine-Tetraphenylporphyrin Fluorescence Probe for Imaging Mercury In Vitro and In Vivo

IF 2 3区化学 Q2 CHEMISTRY, ORGANIC

Journal of Heterocyclic Chemistry Pub Date : 2024-10-21 DOI:10.1002/jhet.4922

Ling Li, Yinuo Yao, Xiaowan Wang, Yaoqi Yu, Tailong Ji, Han Li, Yi Li, Yuanyuan Liu

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引用次数: 0

Abstract

A highly selective fluorescent sensor Por-RBO for determination of Hg²⁺ was designed and synthesized with Rhodamine B and Tetraphenylporphyrin. The sensor can determine the Hg²⁺ of a solution within the pH 5.0–8.0, free from interference of other metal ions. When detected in buffer solution, the fluorescence was the strongest when five times the concentration of Hg²⁺ ion was added. Calculated by fluorescence titration method, the detection limit of sensor Por-RBO for Hg²⁺ ion was as low as 0.12 μmol/L. The geometries of Por-RBO and Por-RBO-Hg²⁺ were optimized at the B3LYP/6-31G** level by density functional theory. The charge distribution, orbital interactions, and bonding characteristics were analyzed and compared in detail to discuss the recognition mechanism and structure–fluorescence property relationships. The results of cell fluorescence imaging and CCK-8 experiments indicate that the sensor Por-RBO exhibits lower cytotoxicity. Por-RBO can be used for fluorescence distribution imaging of Hg²⁺ in living cells.

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一种新型罗丹明-四苯基卟啉荧光探针用于体外和体内汞成像

以罗丹明B和四苯基卟啉为主要原料，设计并合成了高选择性荧光传感器pro - rbo。该传感器可以在pH 5.0-8.0范围内测定溶液中的Hg2+，不受其他金属离子的干扰。在缓冲溶液中检测，当加入5倍浓度的Hg2+离子时，荧光最强。通过荧光滴定法计算，传感器ppo - rbo对Hg2+离子的检出限低至0.12 μmol/L。利用密度泛函理论对Por-RBO和Por-RBO- hg2 +在B3LYP/6-31G**水平上的几何结构进行了优化。详细分析比较了它们的电荷分布、轨道相互作用和成键特性，探讨了它们的识别机理和结构-荧光性质关系。细胞荧光成像和CCK-8实验结果表明，传感器Por-RBO具有较低的细胞毒性。ppo - rbo可用于活细胞中Hg2+的荧光分布成像。

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来源期刊

Journal of Heterocyclic Chemistry 化学-有机化学

CiteScore

5.20

自引率

4.20%

发文量

177

审稿时长

3.9 months

期刊介绍： The Journal of Heterocyclic Chemistry is interested in publishing research on all aspects of heterocyclic chemistry, especially development and application of efficient synthetic methodologies and strategies for the synthesis of various heterocyclic compounds. In addition, Journal of Heterocyclic Chemistry promotes research in other areas that contribute to heterocyclic synthesis/application, such as synthesis design, reaction techniques, flow chemistry and continuous processing, multiphase catalysis, green chemistry, catalyst immobilization and recycling.