Department of Chemistry , Indian Institute of Technology Bombay , Mumbai 400076 , India.
Org Lett. 2018 Sep 21;20(18):5956-5959. doi: 10.1021/acs.orglett.8b02669. Epub 2018 Sep 6.
The first total synthesis of the trisaccharide repeating unit of the O-specific polysaccharide of Pseudomonas fluorescens BIM B-582 is reported. This efficient synthesis involves consecutive 1,2- cis glycosylations including β-l-rhamnosylation and α selective coupling of rare 4-deoxy-d- xylo-hexose as the key steps. The synthetic trisaccharide is equipped with an aminopropyl linker at the reducing end to allow for conjugation to proteins and microarrays for further immunological studies.
首次报道了荧光假单胞菌 BIM B-582 O-特异性多糖重复三糖单位的全合成。这种高效的合成方法包括连续的 1,2-顺式糖苷化反应，包括β-L-鼠李糖基化和作为关键步骤的稀有 4-脱氧-D-木酮糖的α选择性偶联。合成的三糖在还原端带有氨基丙基连接子，可用于与蛋白质和微阵列缀合，以进行进一步的免疫学研究。
