Bose Institute, Division of Molecular Medicine, Block EN-80, Sector-V, Salt Lake, Kolkata, 700091, India.
Bose Institute, Division of Molecular Medicine, Block EN-80, Sector-V, Salt Lake, Kolkata, 700091, India.
Carbohydr Res. 2022 Nov;521:108668. doi: 10.1016/j.carres.2022.108668. Epub 2022 Sep 5.
A concise synthetic strategy have been developed for the synthesis of the sialic acid-containing tetrasaccharide repeating unit of the cell wall O-antigen of Escherichia coli (E. coli) O131 strain using regio- and stereoselective (2 → 6)-α-glycosylations of judiciously protected sialic acid thioglycoside derivatives. Perchloric acid supported over silica (HClO-SiO) in combination with N-iodosuccinimide (NIS) has been used in the stereoselective activation of thioglycoside derivatives as well as used as a solid acid for the functional group modifications. Appropriate stereoselectivity was achieved in the glycosylation steps involved in the synthetic strategy.
已开发出一种简洁的合成策略，用于合成大肠杆菌（E. coli）O131 菌株细胞壁 O-抗原中含唾液酸的四糖重复单元，该策略使用区域和立体选择性（2→6）-α-糖苷化来合理保护的唾液酸硫糖苷衍生物。在立体选择性激活硫糖苷衍生物以及用作功能基团修饰的固体酸方面，二氧化硅负载过氯酸（HClO-SiO）与碘代琥珀酰亚胺（NIS）结合使用。在合成策略中涉及的糖苷化步骤中实现了适当的立体选择性。
