Fungal β‐mannosyloxymannitol glycolipids and their analogues: synthesis and Mincle‐mediated signaling activity
Fungal β‐mannosyloxymannitol glycolipids and their analogues: synthesis and Mincle‐mediated signaling activity
复制标题
真菌 β-甘露糖氧基甘露醇糖脂及其类似物：合成和 Mincle 介导的信号传导活性
DOI：
10.1002/ejoc.202200109
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发表时间：
2022
影响因子：
2.8
通讯作者：
Fujimoto Y.
中科院分区：
文献类型：
--
作者：
Matsumaru T.;Sakuratani K.;Yanaka S.;Kato K.;Yamasaki S.;Fujimoto Y.
Mincle是一种C型凝集素受体（C-type lectin receptor，C-L），可感知某些脂质结合物，从而激活先天免疫系统。脂质缀合物配体包括糖、甘油和甘露醇脂质。最近，从真菌马拉色菌中分离出一种具有新型结构的真菌β-甘露糖基氧基甘露糖脂“44 - 2”，并显示出有效的Mincle介导的信号传导活性。在这项研究中，我们合成了甘露糖基氧基甘露糖醇糖脂及其类似物的非对映体对，并分析了Mincle介导的信号传导的结构-活性关系。结果表明，甘露糖氧基甘露醇糖脂型结构中的二甘露糖基脂肪酸部分在Mincle的分子识别中起主要作用。
Mincle, a C‐type lectin receptor (CLR), senses certain lipid conjugates, leading to the activation of the innate immune system. The lipid conjugate ligands include glyco‐, glycero‐, and mannitol lipids. Recently, a fungal β‐mannosyloxymannitol glycolipid demonstrating a novel architecture, “44‐2,” was isolated from the fungusMalasseziaand displayed potent Mincle‐mediated signaling activity. For this study, we synthesized the diastereomeric pair of mannosyloxymannitol glycolipids and their analogues and analyzed the structure‐activity relationships of Mincle‐mediated signaling. The results suggest that the dimannosyl‐fatty acid moiety in the mannosyloxymannitol glycolipid‐type structure plays a major role in the molecular recognition of Mincle.