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在固体支持物上合成含唾液酸的复合型N-聚糖。

Synthesis of a sialic acid containing complex-type N-glycan on a solid support.

作者信息

Tanaka Katsunori, Fujii Yohei, Tokimoto Hiroomi, Mori Yasutaka, Tanaka Shin-ichi, Bao Guang-ming, Siwu Eric R O, Nakayabu Aiko, Fukase Koichi

机构信息

Department of Chemistry, Graduate School of Science, Osaka University, 1-1 Machikaneyama-cho, Toyonaka-shi, Osaka 560-0043, Japan.

出版信息

Chem Asian J. 2009 Apr 6;4(4):574-80. doi: 10.1002/asia.200800411.

Abstract

A new solid-phase synthesis of N-linked glycans featuring 1) highly stereoselective beta-mannosylation and microfluidic alpha-sialylation and 2) efficient glycosylation of the N-phenyltrifluoroacetimidate units on JandaJel resin is reported. Reagent concentration effects by a fluorous solvent are effectively applied, and the use of these methods results in the first synthesis of a sialic acid containing complex-type N-glycan on a solid support.

摘要

报道了一种新的N-连接聚糖的固相合成方法,其特点为:1)具有高度立体选择性的β-甘露糖基化和微流控α-唾液酸化;2)在JandaJel树脂上对N-苯基三氟乙酰亚胺酯单元进行高效糖基化。有效应用了含氟溶剂对试剂浓度的影响,使用这些方法首次在固相载体上合成了含唾液酸的复合型N-聚糖。

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