Reductive oxyamination: a method for the qualitative and quantitative analysis of monosaccharides with a new aminooxy reagent using high-performance liquid chromatography with fluorescence detection.
Reductive oxyamination: a method for the qualitative and quantitative analysis of monosaccharides with a new aminooxy reagent using high-performance liquid chromatography with fluorescence detection.
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还原羟胺化：采用新型氨氧基试剂，采用高效液相色谱和荧光检测对单糖进行定性和定量分析的方法。
DOI：
10.1007/s00216-017-0693-z
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发表时间：
2017
影响因子：
4.3
通讯作者：
Hu Xiaosong
中科院分区：
文献类型：
--
作者：
Ding Manman;Guan Zhaobing;Cai Hongwei;Huang Yiyong;Lin Yawei;Hu Xiaosong
碳水化合物与氨氧试剂衍生形成肟可用于碳水化合物的定性和定量分析;然而，异构体产物的形成限制了其应用。报道了一种新的荧光氧取代氨氧试剂4-（（氨氧）甲基）-6-氯-7-羟基香豆素（AOCC）还原氨氧化分析单糖的新方法。在该方法中，单糖与AOCC发生肟形成反应，然后用2-甲基吡啶-硼烷容易地还原，然后用高效液相色谱法和荧光检测进行分析。以乙腈-水-四氢呋喃为移动的流动相，在40 min内实现了5种单糖衍生物的良好分离。检测限为飞摩尔量级。线性范围为0.2-4000 nM，相关系数良好（R≥ 0.9985）。该方法可用于牛奶粉等真实的样品的分析，无需复杂繁琐的样品处理。该方法避免了肟异构体的干扰，可用于单糖的高灵敏度和高选择性分析，为氨基氧试剂分析羰基化合物提供了一种有效的方法。
Derivatization of carbohydrates with aminooxy agents to form oximes can be used for qualitative and quantitative analysis of carbohydrates; however, the formation of isomeric products limits its application. A new reductive oxyamination procedure developed for the analysis of monosaccharides with a novel fluorescent O-substituted aminooxy reagent, 4-((aminooxy)methyl)-6-chloro-7-hydroxycoumarin (AOCC), is reported. In this procedure, monosaccharides undergo an oxime formation reaction with AOCC and are then readily reduced with 2-picoline–borane, followed by analysis with high-performance liquid chromatography with fluorescence detection. Good separation of five monosaccharide derivatives was achieved within 40 min with acetonitrile–water–tetrahydrofuran as the mobile phase. The detection limits were on the order of femtomoles. The linear range was 0.2–4000 nM, with a good correlation coefficient (R≥ 0.9985). Furthermore, the method was applied for analysis of real samples, such as bovine milk powder, without complicated and tedious sample treatment. This reductive oxyamination method circumvents the problem caused by oxime isomers and can be used for the highly sensitive and selective analysis of monosaccharides with high accuracy, providing an effective and promising method for the analysis of carbonyls with aminooxy agents.