Sweet Lab, Department of Chemical Sciences, Indian Institute of Science Education and Research Kolkata, Mohanpur, Nadia, 741246, India.
Sweet Lab, Department of Chemical Sciences, Indian Institute of Science Education and Research Kolkata, Mohanpur, Nadia, 741246, India.
Carbohydr Res. 2022 Nov;521:108654. doi: 10.1016/j.carres.2022.108654. Epub 2022 Sep 5.
Synthesis of the tetrasaccharide repeating unit of the O-antigen from E. coli O131 was accomplished through a linear strategy involving rationally protected monosaccharide units derived from commercially available sugars. The challenging α-glycosylation of N-acetyl neuraminic acid was achieved through activation of thioglycoside using NIS-mediated glycosylation strategy. The target tetrasaccharide in the form of its 3-aminopropyl glycoside may be used for further glycoconjugate formation without hampering the anomeric stereochemistry.
大肠杆菌 O131 O-抗原四糖重复单元的合成是通过合理保护的单糖单元的线性策略来实现的，这些单糖单元是从商业可得的糖衍生而来的。通过使用 NIS 介导的糖基化策略激活硫糖苷，实现了具有挑战性的 N-乙酰神经氨酸的 α-糖苷化。以 3-氨基丙基糖苷形式的目标四糖可以用于进一步的糖缀合物形成，而不会干扰糖的端基立体化学。
