用于构建结构明确的Pel寡糖的试剂控制糖基化反应
Reagent Controlled Glycosylations for the Assembly of Well-Defined Pel Oligosaccharides.
作者信息
Wang Liming, Zhang Yongzhen, Overkleeft Herman S, van der Marel Gijsbert A, Codée Jeroen D C
机构信息
Leiden Institute of Chemistry, Leiden University, Einsteinweg 55, 2333 CC Leiden, The Netherlands.
出版信息
J Org Chem. 2020 Dec 18;85(24):15872-15884. doi: 10.1021/acs.joc.0c00703. Epub 2020 May 18.
A new additive, methyl(phenyl)formamide (MPF), is introduced for the glycosylation of 2-azido-2-deoxyglucose building blocks. A linear α-(1,4)-glucosamine tetrasaccharide was assembled to prove the utility of MPF. Next, a hexasaccharide fragment of the exopolysaccharide Pel was assembled using a [2 + 2 + 2] strategy modulated by MPF. The used [galactosazide-α-(1,4)-glucosazide] disaccharide building blocks were synthesized using a 4,6--DTBS protected galactosyl azide donor.
一种新型添加剂，甲基（苯基）甲酰胺（MPF），被引入用于2-叠氮基-2-脱氧葡萄糖结构单元的糖基化反应。组装了一个线性α-(1,4)-葡糖胺四糖以证明MPF的实用性。接下来，使用由MPF调节的[2 + 2 + 2]策略组装了胞外多糖Pel的一个六糖片段。所使用的[半乳糖叠氮化物-α-(1,4)-葡糖叠氮化物]二糖结构单元是使用4,6-二-O-叔丁基二苯基硅烷基保护的半乳糖基叠氮化物供体合成的。
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