Mycobacterium tuberculosis β-gentiobiosyl diacylglycerides signal through the pattern recognition receptor Mincle: total synthesis and structure activity relationships

被引：40
作者：
Richardson, Mark B. [1 ,2 ]
Torigoe, Shota [3 ]
Yamasaki, Sho [3 ]
Williams, Spencer J. [1 ,2 ]
机构：
[1] Univ Melbourne, Sch Chem, Melbourne, Vic 3010, Australia
[2] Univ Melbourne, Mol Sci & Biotechnol Inst Bio21, Melbourne, Vic 3010, Australia
[3] Kyushu Univ, Med Inst Bioregulat, Div Mol Immunol, Fukuoka 8128582, Japan
来源：
CHEMICAL COMMUNICATIONS | 2015年 / 51卷 / 81期
基金：
澳大利亚研究理事会;
关键词：
C-TYPE LECTIN; T-CELL RECOGNITION; NF-KAPPA-B; STAPHYLOCOCCUS-AUREUS; LIPID-COMPOSITION; DC-SIGN; ANTIGEN; BIOSYNTHESIS; GLYCOLIPIDS; MACROPHAGES;
D O I：
10.1039/c5cc04773k
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Mycobacterium tuberculosis H37Ra produces a range of immunogenic beta-gentiobiosyl diacylglycerides. We report the total synthesis of several candidate structures and show that these compounds signal weakly through mouse, but not human, Mincle. Structure-activity relationships reveal a striking dependence upon acyl chain length for gentiobiosyl diacylglyceride signalling through Mincle. Significantly, a truncated beta-glucosyl diglyceride was shown to provide potent signalling through both human and mouse Mincle and could activate murine bone marrow derived dendritic cells.
引用
收藏
页码：15027 / 15030
页数：4
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