Yang Bo, Jing Yuqing, Huang Xuefei
Department of Chemistry, Michigan State University, East Lansing, Michigan 48824, USA.
European J Org Chem. 2010 Mar;2010(7):1290-1298. doi: 10.1002/ejoc.200901155. Epub 2010 Jan 27.
A new method for oligosaccharide assembly that combines the advantages of one-pot synthesis and fluorous separation is described. After one-pot glycosylations are completed, a fluorous tag is introduced into the reaction mixture to selectively "catch" the desired oligosaccharide, which is rapidly separated from non-fluorous impurities by fluorous solid-phase extraction (F-SPE). Subsequent "release" of the fluo rous tag and F-SPE achieved the purification of the desired oligosaccharide without the use of time- and solvent-consuming silica gel chromatography. Linear and branched oligosaccharides have been synthesized with this approach in just a few hours (for the overall oligosaccharide assembly and purification process).
本文描述了一种结合了一锅法合成和氟相分离优点的寡糖组装新方法。一锅法糖基化反应完成后，向反应混合物中引入一个氟标签，以选择性地“捕获”所需的寡糖，然后通过氟相固相萃取（F-SPE）将其与非氟杂质快速分离。随后去除氟标签并再次进行F-SPE，无需使用耗时且消耗溶剂的硅胶柱色谱法，即可实现所需寡糖的纯化。采用这种方法，只需几个小时（包括整个寡糖组装和纯化过程）就能合成线性和支链寡糖。
