A Green-Emitting Luminol Analogue as the Next-Generation Chemiluminescent Substrate in Biochemical Analysis,Analytical Chemistry

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A Green-Emitting Luminol Analogue as the Next-Generation Chemiluminescent Substrate in Biochemical Analysis
Analytical Chemistry ( IF 6.7 ) Pub Date : 2023-03-15 , DOI: 10.1021/acs.analchem.3c00073
Fuqian Chen _{1,

2} , Xiaotong Xia ₂ , Dong Ye ₁ , Ting Li ₂ , Xinxin Huang ₃ , Chun Cai ₃ , Chenchen Zhu ₁ , Chaozhan Lin ₁ , Tao Deng ₂ , Fang Liu ₁

Affiliation

Luminol and its derivatives are extensively used as chemiluminogenic substrates in bioimaging and biochemical analysis. Luminol reagents can typically emit blue chemiluminescence (CL), whose wavelength is normally outside the most sensitive detection range of human naked eyes and most CL analyzers with silicon-based charge-coupled device (CCD) detectors. Development of luminol analogues with longer wavelength emission is thus attractive. Herein, four new phthalhydrazide CL probes (GL-1/2/3/4) have been prepared through the derivatization of luminol. The most promising one, 5-(4-hydroxy-1,3-dioxoisoindolin-2-yl)-2,3-dihydrophthalazine-1,4-dione (GL-1), emits bright green CL upon oxidation and shows enhanced CL performance compared to its parent luminol. Bloodstain imaging, horseradish peroxidase (HRP)-based immunoassay, and the analysis of glucose/glucose oxidase reaction have been performed using the GL-1 reagent. These results indicate that GL-1 is a new chemiluminogenic luminol analogue with great potential in real analytical applications and will be an alternative to replace luminol in practical CL analysis.

中文翻译：

绿色发光鲁米诺类似物作为生化分析中的下一代化学发光底物

鲁米诺及其衍生物广泛用作生物成像和生化分析中的化学发光底物。鲁米诺试剂通常会发出蓝色化学发光 (CL)，其波长通常在人肉眼和大多数带有硅基电荷耦合器件 (CCD) 检测器的 CL 分析仪最敏感的检测范围之外。因此，开发具有更长波长发射的鲁米诺类似物具有吸引力。在此，通过鲁米诺的衍生化制备了四种新的邻苯二甲酰肼CL探针（ GL-1/2/3/4 ）。最有前途的是 5-(4-hydroxy-1,3-dioxoisoindolin-2-yl)-2,3-dihydrophthalazine-1,4-dione ( GL-1), 氧化后发出亮绿色 CL，与其母体发光氨相比显示出增强的 CL 性能。使用GL-1试剂进行了血迹成像、基于辣根过氧化物酶 (HRP) 的免疫测定以及葡萄糖/葡萄糖氧化酶反应的分析。这些结果表明，GL-1是一种新型化学发光发光氨类似物，在实际分析应用中具有巨大潜力，将在实际 CL 分析中替代发光氨。

更新日期：2023-03-15

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