β-环糊精次级边缘的直接区域选择性双-α-岩藻糖基化反应
Direct and Regioselective Di-α-fucosylation on the Secondary Rim of β-Cyclodextrin.
作者信息
Verkhnyatskaya Stella A, de Vries Alex H, Douma-de Vries Elmatine, Sneep Renze J L, Walvoort Marthe T C
机构信息
Stratingh Institute for Chemistry, University of Groningen, Nijenborgh 7, 9747 AG, Groningen, The Netherlands.
Groningen Biomolecular Sciences and Biotechnology Institute, University of Groningen, Nijenborgh 7, 9747 AG, Groningen, The Netherlands.
出版信息
Chemistry. 2019 May 10;25(27):6722-6727. doi: 10.1002/chem.201806090. Epub 2019 Mar 21.
A straightforward glycosylation method is described to regio- and stereoselectively introduce two α-l-fucose moieties directly to the secondary rim of β-cyclodextrin. Using NMR and MS fragmentation studies, the nonasaccharide structure was determined, which was also visualized using molecular dynamics simulations. The reported glycosylation method proved to be robust on gram-scale, and may be generally applied to directly glycosylate β-cyclodextrins to make well-defined multivalent glycoclusters.
描述了一种直接的糖基化方法，可区域选择性和立体选择性地将两个α-L-岩藻糖部分直接引入β-环糊精的二级边缘。通过核磁共振（NMR）和质谱（MS）碎片研究确定了九糖结构，该结构也通过分子动力学模拟进行了可视化。所报道的糖基化方法在克级规模上证明是可靠的，并且可能普遍适用于直接对β-环糊精进行糖基化以制备明确的多价糖簇。
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