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Synthesis of a NIR fluorescent dye and its application for rapid detection of HSO3− in living cells
Dyes and Pigments ( IF 4.1 ) Pub Date : 2021-08-29 , DOI: 10.1016/j.dyepig.2021.109753
Qiang Zhang 1 , Dandan Bu 1 , Haohui Ren 2 , Mingming Yu 1 , Hongyan Zhang 3 , Zhanxian Li 1
Affiliation  

SO2 and its derivatives (HSO3, SO32−) play a significant important role in many industries and organisms. Based on coumarin and benzopyranose, a promising NIR ratiometric fluorescent probe BAOA (11-oxo-2,2′,3,3′,6,7,7′,8′-octahydro -1H,1′H,5H,6′H,11H- [10,12′-bipyrano [2,3-f] pyrido [3,2,1-ij] quinolin]-13′-ium perchlorate) was designed and developed to detect HSO3 rapidly and sensitively. The sensing mechanism was Michael addition reaction, in which, strongly nucleophilic HSO3 attacked carbon-carbon double bonds and BAOA-HSO3 was formed. A superior linear calibration curve between the fluorescence ratio I490/I722 and concentrations of HSO3 was obtained in the range of 1.25–8.75 μmol/L and the LOD was figured out as 63.0 nmol/L. Cell experiments showed that BAOA could not only locate mitochondria, lysosomes, ER and Golgi but also detect exogenous HSO3 in living cells.



中文翻译:

近红外荧光染料的合成及其在活细胞中 HSO3− 快速检测中的应用

SO 2及其衍生物(HSO 3 -、SO 3 2-)在许多工业和生物体中发挥着重要的作用。基于香豆素和苯并吡喃糖,一种有前途的 NIR 比率荧光探针 BAOA (11-oxo-2,2',3,3',6,7,7',8'-octahydro -1H,1'H,5H,6' H,11H- [10,12'-bipyrano [2,3-f] pyrido [3,2,1-ij] quinolin]-13'-ium perchlorate) 被设计和开发用于快速、灵敏地检测 HSO 3 -。传感机制是迈克尔加成反应,其中强亲核的HSO 3 -攻击碳-碳双键并形成BAOA-HSO 3。荧光比 I 490之间的优异线性校准曲线/I 722和 HSO 3 - 的浓度范围为 1.25–8.75 μmol/L,LOD 计算为 63.0 nmol/L。细胞实验表明,BAOA不仅可以定位线粒体、溶酶体、内质网和高尔基体,还可以检测活细胞中的外源性HSO 3 -

更新日期:2021-09-01
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