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Fluorescence response of a fluorescein derivative for hypochlorite ion and its application for biological imaging in wounded zebrafish and living mice
Sensors and Actuators B: Chemical ( IF 8.0 ) Pub Date : 2020-09-07 , DOI: 10.1016/j.snb.2020.128848
Yilin Zhu , Yanyan Ma , Yong Liu , Zhiqiang Liu , Shuyue Ma , Miaomiao Xing , Duxia Cao , Weiying Lin

Hypochlorite ion (ClO) is a significant reactive oxygen species in physiological and pathological processes. However, excess ClO may be disruptive and result in many diseases. To visualize and monitor ClO in living subjections, two fluorescein derivatives with 8-hydroxyjulolidine (FCJD)/4-morphalinabenzene (FCMB) as terminal groups were developed. While FCMB shows fluorescence turn off response to ClO, the structurally similar FCJD exhibits fluorescence turn-on response for hypochlorite ion with low detection limit (57.8 nM), quick responding (20 s) and is successful for monitoring endogenous hypochlorite ion in RAW 264.7 cells and zebrafish and exogenous hypochlorite ion in living mice. Furthermore, FCJD is able to demonstrate the generation of ClO as an emergency response of zebrafish being wounded. The recognition mechanism analysis indicates that FCJD is firstly oxidized to diimide intermediate under the support of the adjacent hydroxyl in julolidine moiety and then followed by a hydrolysis process to restore fluorescein with strong green fluorescence.



中文翻译:

荧光素衍生物对次氯酸根离子的荧光响应及其在斑马鱼和活小鼠的生物学成像中的应用

次氯酸根离子(CLO - )是在生理和病理过程一个显著活性氧物质。然而,过多的CLO -可能是破坏性的,并导致许多疾病。可视化和监控CLO -在活subjections,具有8-羟基(FCJD)/ 4-morphalinabenzene(FCMB)作为末端基团的两种荧光素衍生物被开发出来。虽然FCMB显示对ClO的荧光关闭反应-,结构相似的FCJD表现出对次氯酸根离子的荧光开启响应,检测限低(57.8 nM),响应迅速(20 s),并且成功监测了活小鼠的RAW 264.7细胞和斑马鱼中的内源性次氯酸根离子以及外源性次氯酸根离子。 。此外,FCJD是能够证明CLO的产生-斑马鱼感的应急受伤。识别机理分析表明,FCJD首先在聚甲基吡啶部分的相邻羟基的支持下被氧化为二酰亚胺中间体,然后进行水解过程以还原具有强烈绿色荧光的荧光素。

更新日期:2020-09-20
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