Ando Hiromune, Shimizu Hiroyo, Katano Yukari, Koike Yusuke, Koizumi Sachiko, Ishida Hideharu, Kiso Makoto
Division of Instrumental Analysis, Life Science Research Center, Gifu University, 1-1 Yanagido, Gifu-shi, Gifu 501-1193, Japan.
Carbohydr Res. 2006 Jul 24;341(10):1522-32. doi: 10.1016/j.carres.2006.03.017. Epub 2006 Apr 5.
A synthetic study on alpha-(1-->4) and alpha-(1-->8)-fucosylation of sialic acid is reported, with the ultimate aim being the total assembly of the glycan portion of HPG-series gangliosides. In both types of fucosylations, the combination of a phenylthio fucosyl donor and a 1,5-lactamized acceptor provided high-yielding glycosylations to afford alpha-fucosyl-sialic acid sequences. The obtained alpha-Fucp-(1-->8)-NeupNAc glycan having a 1,5-lactam bridge has been successfully transformed into the corresponding glycosyl donor.
报道了关于唾液酸α-(1→4)和α-(1→8)岩藻糖基化的合成研究，其最终目标是HPG系列神经节苷脂聚糖部分的全合成。在这两种岩藻糖基化反应中，苯硫基岩藻糖基供体和1,5-内酰胺化受体的组合提供了高产率的糖基化反应，以得到α-岩藻糖基-唾液酸序列。所得到的具有1,5-内酰胺桥的α-Fucp-(1→8)-NeupNAc聚糖已成功转化为相应的糖基供体。
