The total synthesis of immunostimulant α-galactosylceramides from naturally configured α-galactoside raffinose.
The total synthesis of immunostimulant α-galactosylceramides from naturally configured α-galactoside raffinose.
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从天然配置的α-半乳糖苷棉子糖全合成免疫刺激剂α-半乳糖神经酰胺。
DOI：
10.1021/ol201695n
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发表时间：
2011
期刊：
影响因子：
5.2
通讯作者：
Wang,PengGeorge
中科院分区：
文献类型：
--
作者：
Zhang,Zhenxing;Zhao,Wei;Wang,Bin;Xia,Chengfeng;Zhang,Wenpeng;Wang,PengGeorge
以棉子糖为原料，全合成了绝对异构体确证的α-半乳糖神经酰胺类似物。以天然生成的α-半乳糖苷棉子糖为起始原料，无需糖基化反应，操作简便，确保了产品中关键的α连接，简化了合成步骤。通过体外和活体NKT细胞刺激实验验证了新的α-半乳糖神经酰胺的免疫刺激活性。
The total synthesis of absolute anomeric confirmation α-galactosylceramide analogues from raffinose is described. Using the naturally occurring α-galactoside raffinose as the starting material, the easily maneuverable protocol without glycosylation reactions ensured the critical α-linkage in the product and simplified the synthetic procedures. The immunostimulatory activities of the new α-galactosylceramides were validated by bothin vitroandin vivoNKT cell stimulation assays.