Phosphatidylinositol mannosides: Synthesis and adjuvant properties of phosphatidylinositol di- and tetramannosides
Phosphatidylinositol mannosides: Synthesis and adjuvant properties of phosphatidylinositol di- and tetramannosides
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DOI：
10.1016/j.bmc.2006.07.003
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发表时间：
2006-11-15
影响因子：
3.5
通讯作者：
Painter, Gavin F.
中科院分区：
文献类型：
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作者：
Ainge, Gary D.;Parlane, Natalie A.;Painter, Gavin F.
从分枝杆菌中分离出的磷脂酰肌醇甘露糖苷(PIMs)被认为是一类重要的糖脂，具有显著的免疫调节作用。我们合成了磷脂酰肌醇二甘露糖苷(PIM2，1)和磷脂酰肌醇四甘露糖苷(PIM4，2)，并在转基因小鼠模型中评价了它们的佐剂性质。合成2的关键步骤依赖于二醇3与甘露醇供体11的选择性糖基化。两种合成的PIM作为模型抗原的佐剂时都能有效地增强干扰素-γ，其中PIM2的活性更高。这些数据表明，在本实验中，PIM核心结构对观察到的生物活性负责。(C)2006爱思唯尔有限公司。保留所有权利。
Phosphatidylinositol mannosides (PIMs) isolated from mycobacteria have been identified as an important class of glycolipids with significant immune modulating properties. We present here the syntheses of phosphatidylinositol dimannoside (PIM2, 1) and phosphatidylinositol tetramannoside (PIM4, 2) and evaluate their adjuvant properties in a transgenic mouse model. The key step in the synthetic methodology for the synthesis of 2 relies on the selective glycosylation of diol 3 with mannosyl donor 11. Both synthetic PIMs were effective at enhancing IFN-gamma when given as adjuvants with a model antigen, with PIM2 being the more active. These data suggest that in this assay the PIM core structure is responsible for the observed biological activity. (c) 2006 Elsevier Ltd. All rights reserved.