Naresh K, Schumacher F, Hahm H S, Seeberger P H
Max Planck Institute of Colloids and Interfaces, Department of Biomolecular Systems, Am Mühlenberg 1, 14476 Potsdam-Golm, Germany.
Chem Commun (Camb). 2017 Aug 10;53(65):9085-9088. doi: 10.1039/c7cc04380e.
Automated glycan assembly (AGA) enables rapid access to oligosaccharides. The overall length of polymers created via automated solid phase synthesis depends on very high yields at every step to obtain full length products. The synthesis of long polymers serves as the ultimate test of the efficiency and reliability of synthetic processes. A series of Man-(1 → 6)-α-Man linked oligosaccharides up to a 50mer, the longest synthetic sequence yet assembled from monosaccharides, has been realized via a 102 step synthesis. We identified a suitable mannose building block and applied a capping step in the final five AGA cycles to minimize (n - 1) deletion sequences that are otherwise difficult to remove by HPLC.
自动化聚糖组装（AGA）能够快速获取寡糖。通过自动化固相合成制备的聚合物的总长度取决于每一步都要有很高的产率才能得到全长产物。长聚合物的合成是对合成过程效率和可靠性的最终检验。通过102步合成实现了一系列直至50聚体的Man-(1→6)-α-Man连接的寡糖，这是迄今为止由单糖组装而成的最长合成序列。我们确定了一种合适的甘露糖构建模块，并在最后的五个AGA循环中应用了封端步骤，以尽量减少(n - 1)缺失序列，否则这些序列很难通过高效液相色谱法去除。
