Gan Yujing, Lu Bingli, Zhong Jintian, Ran Xueguagn, Cao Derong, Wang Lingyun
School of Chemistry and Chemical Engineering, South China University of Technology, 381 Wushan Road, Guangzhou 510640, China.
The State Key Laboratory of Swine and Poultry Breeding Industry, Key Laboratory of Animal Nutrition and Feed Science in South China, Ministry of Agriculture and Rural Affairs, Guangdong Provincial Key Laboratory of Animal Breeding and Nutrition, Institute of Animal Science, Guangdong Academy of Agricultural Sciences, Guangzhou 510640, China.
Biosensors (Basel). 2025 Aug 18;15(8):542. doi: 10.3390/bios15080542.
The detection of aliphatic and aromatic biogenic amines (BAs) is important in food spoilage, environmental monitoring, and disease diagnosis and treatment. Existing fluorescent probes predominantly detect aliphatic BAs with single signal variation and low sensitivity, impairing the adaptability of discriminative sensing platforms. Herein, we present a visual chemosensor (galactose-functionalized pyrrolopyrrole -BODIPY, ) that simultaneously detects eight aliphatic and aromatic BAs in a real-time and intuitive way based on their unique electronic and structural features. Our findings reveal that the dual colorimetric and ratiometric emission changes are rapidly produced in presence of eight BAs through a noncovalent interaction (π-π stacking and hydrogen bond)-assisted chromophore reaction. Specifically, other lone-pair electrons containing compounds, such as secondary amines, tertiary amines, NH, and thiol, fail to exhibit these changes. As a result, superior sensing performances with distinctly dual signals (Δλ = 130 nm, Δλ = 150 nm), a low LOD (~25 nM), and fast response time (<2 min) were obtained. Based on these advantages, a qualitative and smartphone-assisted sensing platform with a -loaded TLC plate is developed for visual detection of putrescine and cadaverine vapor. More importantly, we construct a connection between a standard quantitative index for the TVBN value and fluorescence signals to quantitatively determine the freshness of tuna and shrimp, and the method is facile and convenient for real-time and on-site detection in practical application. Furthermore, since the overexpressed spermine is an important biomarker of cancer diagnosis and treatment, NPs can be used to ratiometrically image spermine in living cells. This work provides a promising sensing method for BAs with a novel fluorescent material in food safety fields and biomedical assays.
脂肪族和芳香族生物胺（BAs）的检测在食品变质、环境监测以及疾病诊断与治疗中具有重要意义。现有的荧光探针主要检测脂肪族BAs，信号变化单一且灵敏度低，这削弱了鉴别传感平台的适应性。在此，我们展示了一种可视化化学传感器（半乳糖功能化的吡咯并吡咯 - 硼二吡咯， ），它基于脂肪族和芳香族BAs独特的电子和结构特征，以实时且直观的方式同时检测八种脂肪族和芳香族BAs。我们的研究结果表明，在八种BAs存在的情况下，通过非共价相互作用（π-π堆积和氢键）辅助的发色团反应，会迅速产生双色比色和比率发射变化。具体而言，其他含有孤对电子的化合物，如仲胺、叔胺、NH和硫醇，不会表现出这些变化。结果，获得了具有明显双信号（Δλ = 130 nm，Δλ = 150 nm）、低检测限（~25 nM）和快速响应时间（<2分钟）的卓越传感性能。基于这些优势，开发了一种带有 - 负载TLC板的定性且由智能手机辅助的传感平台，用于可视化检测腐胺和尸胺蒸气。更重要的是，我们建立了TVB-N值的标准定量指标与荧光信号之间的联系以定量测定金枪鱼和虾的新鲜度，并且该方法在实际应用中便于实时和现场检测。此外，由于过表达的精胺是癌症诊断和治疗的重要生物标志物， 纳米颗粒可用于对活细胞中的精胺进行比率成像。这项工作为食品安全领域和生物医学检测中的生物胺提供了一种有前景的传感方法，采用了新型荧光材料。
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