Lipid Biology Laboratory, ASI RIKEN, 351-0198, Japan.
Angew Chem Int Ed Engl. 2012 Jan 9;51(2):533-5. doi: 10.1002/anie.201106470. Epub 2011 Dec 1.
At a glance: The stereochemical configuration of the diglycerophosphate backbone of the endosome-specific lipid bis(monoacylglycero)phosphate (BMP, see picture) was determined by (1)H NMR spectroscopy. Enantiomeric discrimination was facilitated by introduction of D-camphor ketals as chiral shift reagents, and enantiopure synthetic BMP analogues were prepared as reference materials. Natural BMP exhibited the unusual sn-1,1' diglycerophosphate backbone.
通过(1)H NMR 光谱确定了内涵体特异性脂质双(单酰基甘油)磷酸(BMP,见图)的甘油二酯骨架的立体化学构型。通过引入 D-莰酮作为手性位移试剂促进对映体的选择性,制备了对映体纯的合成 BMP 类似物作为参考物质。天然 BMP 表现出不寻常的 sn-1,1' 甘油二酯骨架。