Amadori compounds are an important family of chemical species with high values in the quality control and research of food and tobacco products as well as disease diagnosis. Since they are present in a large population with close structure and nature, recognition of specific Amadori compounds from complex sample matrices presents a challenging task. Particularly, few reagents or materials that can recognize specific Amadori compounds have been reported. In this study, we synthesized molecularly imprinted mesoporous silica nanoparticles (MIMSNs) that can highly specifically recognize and efficiently extract an Amadori compound of interest from complex samples. N-(1-deoxy-d-glucose-1-yl)tryptophan (Glc-Trp), a typical Amadori compound, was used as the template and target compound. The prepared MIMSNs exhibited excellent binding properties. The cross-reactivity was only 2.9-4.8% towards interfering analogs. The binding constant and binding capacity towards the target were 66 μM and 45 μmol/g, respectively. The imprinting approach showed outstanding imprinting effect, giving an imprinting factor of 119.4. Through combining MIMSNs-based extraction with electrospray ionization-mass spectrometry (ESI-MS) and capillary electrography (CE), a targeted analysis approach was established and demonstrated to be an efficient platform for identification and determination of Glc-Trp from cigarette sample.

中文翻译：

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用于特异性提取和高效鉴定 Amadori 化合物的分子印迹介孔二氧化硅纳米粒子

Amadori 化合物是一个重要的化学物种家族，在食品和烟草产品的质量控制和研究以及疾病诊断中具有很高的价值。由于它们存在于具有紧密结构和性质的大量群体中，因此从复杂样品基质中识别特定的 Amadori 化合物是一项具有挑战性的任务。特别是，很少有能够识别特定 Amadori 化合物的试剂或材料的报道。在这项研究中，我们合成了分子印迹介孔二氧化硅纳米粒子 (MIMSN)，它可以高度特异性地识别并有效地从复杂样品中提取感兴趣的 Amadori 化合物。N-(1-脱氧-d-葡萄糖-1-基)色氨酸(Glc-Trp)，一种典型的Amadori化合物，被用作模板和目标化合物。制备的 MIMSNs 表现出优异的结合性能。对干扰类似物的交叉反应性仅为 2.9-4.8%。对靶标的结合常数和结合容量分别为 66 μM 和 45 μmol/g。压印方法表现出优异的压印效果，压印因子为119.4。通过将基于 MIMSN 的提取与电喷雾电离质谱 (ESI-MS) 和毛细管电图 (CE) 相结合，建立了一种有针对性的分析方法，并证明它是鉴定和测定香烟样品中 Glc-Trp 的有效平台。