Development of a novel chromophore reaction-based fluorescent probe for biogenic amines detection

文献类型： 外文期刊

第一作者： Wang, Lingyun

作者： Wang, Lingyun;Xin, Shuqi;Zhang, Chufeng;Tang, Hao;Cao, Derong;Ran, Xueguang

作者机构：

期刊名称：JOURNAL OF MATERIALS CHEMISTRY B （ 影响因子：6.331； 五年影响因子：5.726 ）

ISSN： 2050-750X

年卷期： 2021 年 9 卷 45 期

页码：

收录情况： SCI

摘要： Biogenic amines (BAs) are important biomarkers to monitor meat spoilage. However, the design of efficient BA fluorescent probes with distinct colorimetric and ratiometric fluorescent dual-channels is still a critical challenge because of similar chemical properties and basicity between BAs and other amines. Herein, pyrrolopyrrole cyanine (PPCy-1) is reported to display distinctly high reactivity toward BAs through an ultrasensitive irreversible chromophore reaction for the first time. The reaction mechanism is ascribed to synergistic aza-Michael addition and B-N detachment, followed by hydrolysis to produce low-conjugated diketopyrrolopyrrole and heteroaromatic acetonitrile compounds. As a result, colorimetric and ratiometric fluorescent dual-channel (Delta lambda(ab) = 188 nm and Delta lambda(em) = 151 nm) signals and a limit of detection up to 62.1 nM level for BA solution are acquired. In addition, the colorimetric detection of volatile amine vapor using the PPCy-1-loaded filter paper, showing a color change from green to yellow, is feasible. A simple and cost-effective fluorescence "turn on" method using the filter paper or the CAD-40 resin loaded with PPCy-1 to detect TVB (total volatile bases) originating from shrimp spoilage is further demonstrated.

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