Development of highly sensitive indole and luminol chemiluminescence reagent

合成了不同结构的双吲哚马来酰亚胺（BIM）衍生物，并对其荧光和化学发光性质进行了研究。我们发现BIM衍生物与大斯托克斯位移（200 nm），FL发射最大波长超过500 nm，几个FL发射和持久的CL（10分钟）。通过LC-ESI-MS分析化学发光反应产物，研究了BIM的化学发光机理。结果表明，BIM衍生物通过马来酰亚胺2，3-位上的二氧杂环丁烷C=C键发光。在这项研究中，计算化学用于理论分析的实验结果。根据我们的实验和计算，C =C键的电子结构和马来酰亚胺部分的2，3-位上的C =C键的氧化对于产生这些FL和CL性质至关重要。本研究为发展双吲哚马来酰亚胺选择性和灵敏的发光分析提供了重要的事实。

We synthesized various bisindolylmaleimide (BIM) derivatives, and evaluated their fluorescence (FL) and chemiluminescence (CL) properties. We found BIM derivatives with large Stokes' shifts (200 nm), FL emission maxima wavelengths longer than 500 nm, several FL emissions and a lasting CL (10 min). The possible CL mechanism of BIM was studied by determinating of products after CL reactions using LC-ESI-MS. The results indicated that BIM derivatives emitted via dioxetane of C=C bond at the 2,3-position in maleimide moiety. In this study, computational chemistry was used for theoretical analysis of experimental results. The C=C bond electronic structure and oxidation of C=C bond at the 2,3-position of the maleimide moiety are crucial for producing these FL and CL properties based on our experiment and calculations. This study gives significant facts for development of selective and sensitive luminescence assays with bisindolylmaleimides.