Abstract
Herein, we describe a reliable and efficient approach for the first chemical synthesis of biologically significant and complex 3-O-(R-3-hydroxydecanoyl) modified uridine diphosphate N-acetylglucosamine that is the native substrate of LpxC involved in the biosynthesis of the cell wall of Pseudomonas aeruginosa. The synthetic protocol provides a successful example for the reliable preparation of modified nucleoside diphosphate sugar, which features judiciously selected protecting groups, the formation of pyrophosphate linkage with 5'-phosphate nucleoside as nucleophile, and the straightforward purification process.