Work

Reliable Chemical Synthesis of UDP-3-O-[(R)-3-Hydroxydecanoyl]-GlcNAc: The Native Substrate of Pseudomonas aeruginosa LpxC

Year: 2024

Type: article

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.

Source: Organic Letters

DOI: 10.1021/acs.orglett.4c04042

Authors: Jingyang Wei, Yuanpei Fan, Banhao Kuang, Xinhao Zhu, Xiaojuan Zhang, Yugen Zhu