van der Peet Phillip L, Gunawan Christian, Torigoe Shota, Yamasaki Sho, Williams Spencer J
School of Chemistry and Bio21 Molecular Science and Biotechnology Institute, University of Melbourne, Victoria 3010, Australia.
Chem Commun (Camb). 2015 Mar 25;51(24):5100-3. doi: 10.1039/c5cc00085h.
An enantioselective synthesis of (+)-corynomycolic acid, and its elaboration to esters of trehalose, glucose and glycerol, is described. Trehalose dicorynomycolate and trehalose monocorynomycolate activate human and mouse Mincle as effectively as trehalose dicorynomycolate (cord factor). Glucose monomycolate is revealed to be a potent activator of both mouse and human Mincle. Glycerol monocorynomycolate signals through human Mincle, with the activity predominantly residing in the 2'S-isomer.
本文描述了(+)-分枝菌酸的对映选择性合成及其转化为海藻糖、葡萄糖和甘油的酯的过程。海藻糖二分枝菌酸酯和海藻糖单分枝菌酸酯激活人和小鼠Mincle的效果与海藻糖二分枝菌酸酯(索状因子)一样有效。葡萄糖单分枝菌酸酯被发现是小鼠和人Mincle的有效激活剂。甘油单分枝菌酸酯通过人Mincle发出信号,其活性主要存在于2'S-异构体中。