A novel two-step synthesis of α-linked mannobioses based on an acid-assisted reverse hydrolysis reaction
A novel two-step synthesis of α-linked mannobioses based on an acid-assisted reverse hydrolysis reaction
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DOI：
10.1016/j.carres.2011.10.037
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发表时间：
2012-01-10
影响因子：
3.1
通讯作者：
Miyazaki, Tatsuo
中科院分区：
文献类型：
--
作者：
Ajisaka, Katsumi;Yagura, Misato;Miyazaki, Tatsuo
代替酶辅助的逆水解反应的甘露寡糖的合成，我们在这里提出了一个通用的新方法。通过Fischer型糖基化，将极高浓度（约83%（w/w））的D-甘露糖溶液在60 ℃下在0.5M HCl中孵育65小时。稀释和中和后，少量形成的β-连接寡糖被β-甘露糖苷酶水解。α-D-Manp-（1 -> 2）-D-Manp的产率（7.9%），α-D-Manp-（1 -> 3）-D-Manp（7.9%）和α-D-Manp-（1 -> 6）-D-Manp经活性炭柱层析分离得到的蛋白质与酶促反应得到的蛋白质几乎一致，但通过本发明的方法，α-D-Manp-（1 -> 3）-D-Manp的产率大大增加。(C)2011爱思唯尔有限公司版权所有。
Instead of an enzyme-assisted reverse hydrolysis reaction for the synthesis of manno-oligosaccharides, we propose here a versatile new approach. By Fischer type glycosylation, a D-mannose solution of extremely high concentration (approximately 83% (w/w)) was incubated at 60 degrees C for 65 h in 0.5 M HCl. After dilution and neutralization, the small amount of formed beta-linked oligosaccharides was hydrolyzed by beta-mannosidase. The yields of alpha-D-Manp-(1 -> 2)-D-Manp (7.9%), alpha-D-Manp-(1 -> 3)-D-Manp (7.9%), and alpha-D-Manp-(1 -> 6)-D-Manp (29.1%) isolated by an activated carbon column chromatography were almost identical to those of the enzymatic reaction, but the yield of alpha-D-Manp-(1 -> 3)-D-Manp increased enormously by the present method. (C) 2011 Elsevier Ltd. All rights reserved.