Malononitrile is a versatile dinitrile compound with high reactivity, which has wide prospect in application for multisynthetic organic medical chemistry and industrial manufacture. Considering of the transformation to HCN in animal tissue metabolism, malononitrile has potential environmental pollution and health risks. Here, a ratiometric fluorescent probe 4-(benzothiazol-2-yl)-2-hydroxy benzaldehyde (HBTA) for detection of malononitrile in organic and aqueous phase is developed on the basis of reaction-triggered fluorophore for the first time. The ratiometric assay with malononitrile-responsive fluorescence signal was contributed by Knoevenagel condensation and intramolecular cyclization, which was confirmed by HR-MS analysis and NMR titration spectra. In addition, this ratiometric probe provided a fancy strategy for detection of malononitrile with fast response, high sensitivity and selectivity, declaring excellent imaging performance in vivo capable of semi-quantification for malononitrile level.

丙二腈是一种具有高反应活性的通用二腈化合物，在多合成有机医学化学和工业生产中具有广阔的应用前景。考虑到动物组织代谢中向HCN的转化，丙二腈具有潜在的环境污染和健康风险。在此，基于反应触发的荧光团，首次开发了用于检测有机相和水相中丙二腈的比例式荧光探针4-（苯并噻唑-2-基）-2-羟基苯甲醛（HBTA）。Knoevenagel缩合和分子内环化有助于丙二腈响应荧光信号的比例测定，并通过HR-MS分析和NMR滴定光谱证实。此外，体内能够对丙二腈水平进行半定量。