Reductive amination of carbohydrates using NaBH(OAc)3
Reductive amination of carbohydrates using NaBH(OAc)3
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DOI：
10.1007/s00216-004-3028-9
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发表时间：
2005-03-01
影响因子：
4.3
通讯作者：
Desaire, H
中科院分区：
文献类型：
--
作者：
Dalpathado, DS;Jiang, H;Desaire, H
提出了一种改进的碳水化合物的还原性胺化方法。这种衍生化通过增强碳水化合物的信号，便于在HPLC-UV和质谱应用中检测低聚糖。在本研究中，利用NaBH（OAc）实现了还原性胺化(3)。这种还原剂是一种有吸引力的替代毒性，但广泛使用的还原剂，NaBH3CN。用NaBH（OAc）成功衍生了几种类型的碳水化合物(3)，并将该方案得到的结果与NaBH3CN得到的结果进行了比较。两种还原剂在并排分析中同样有效。采用了两种纯化策略（拉链纯化和高效液相色谱纯化），并比较了两种方法的仪器检出限。用高效液相色谱法进行纯化时，检测限比用拉链尖进行纯化低1000倍。由于衍生化副产物在本方案中是无毒的，质谱分析也可以直接进行，而无需纯化。获得了衍生化低聚糖和未分化低聚糖的质谱数据。衍生化低聚糖比未衍生化低聚糖产生更容易解释的产物离子。
An improved protocol for reductive amination of carbohydrates is developed. This derivatization facilitates the detection of oligosaccharides in HPLC-UV and mass spectrometric applications by enhancing the signal of the carbohydrates. In this study, reductive amination was achieved using NaBH(OAc)(3). This reducing agent is an attractive alternative to the toxic, but extensively used reducing agent, NaBH3CN. Several types of carbohydrates were successfully derivatized using NaBH(OAc)(3), and the results obtained from this protocol were compared with those obtained with NaBH3CN. Both reducing agents were equally effective in side-by-side analysis. Two purification strategies (purification by zip-tip and HPLC) were implemented and the instrumental limit of detection of each method was compared. The detection limit was similar to 1,000 times lower when the purification was done using HPLC, compared to using the zip-tip. Since the derivatization by-products in this protocol are not toxic, MS analysis also could also be performed directly, without purification. The MS/MS data of derivatized and underivatized oligosaccharides were acquired as well. The derivatized oligosaccharides produce more easily interpretable product ions than underivatized oligosaccharides.