A Fluorescent Probe with a Significant Selective Turn‐On Response for HClO Detection and Bioimaging in Living Cells,ChemistrySelect

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A Fluorescent Probe with a Significant Selective Turn‐On Response for HClO Detection and Bioimaging in Living Cells
ChemistrySelect ( IF 1.9 ) Pub Date : 2019-07-01 , DOI: 10.1002/slct.201901587
Wenling Wang ₁ , Lei Jin ₁ , Zheyu Shen ₁ , Zonghao Li ₁ , Xinya Zhang ₁ , Qingming Wang ₁

Affiliation

Hypochlorous/Hypochlorite(HClO/ClO⁻) plays an important biochemistry roles in normal operation of the life system. Herein, a fluorescent probe 7‐chloro‐3‐((E)‐3‐(4‐(dimethylamino)phenyl)‐ acryloyl)‐2H‐chromen‐2‐one (CCO) was rationally designed and synthesized via aldehyde ketone condensation reaction to detect ClO⁻ in Tris‐HCl (pH=7.2, 60% DMF) solution. Probe CCO was cleaved conceivably in the coumarin lactone ring by an oxidation reaction with ClO⁻ and emitted intensive bright yellow fluorescence. The sensing mechanism was further confirmed by ESI‐MS and DFT calculation. The fluorescence emission of probe CCO triggered by ClO⁻ was obviously enhanced within 20 s. The limit of detection of probe CCO was calculated as low as 2.6 nM. Furthermore, probe CCO can be given as an effective and outstanding fluorescent exogenous ClO⁻ probe in living HEK293T cells for microscopic cell imaging.

中文翻译：

具有显着选择性开启响应的荧光探针，用于活细胞中的HClO检测和生物成像

次氯酸/次氯酸（次氯酸/ CLO ^-）扮演的生命系统的正常运行的重要生物化学作用。在此，通过醛酮缩合反应合理设计并合成了荧光探针7-氯-3-（（E）-3-（4-（二甲基氨基）苯基）丙烯酰基）-2H-铬-2-（CCO）检测CLO ^-在Tris-HCl（pH值= 7.2Hz，60％DMF）溶液。探针CCO是在通过用CLO的氧化反应香豆素内酯环可以想象裂解^-和发射密集明亮的黄色荧光。通过ESI-MS和DFT计算进一步确认了感应机制。探针的荧光发射CCO通过CLO触发^-在20 s内明显增强。计算得出探针CCO的检出限低至2.6 nM。此外，探针CCO可以作为一种有效的和未决的外源性荧光CLO ^-在活HEK293T细胞进行显微细胞成像探针。

更新日期：2019-07-01

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