Mi Xuemeng, Lou Qixin, Fan Wenjing, Zhuang Liqin, Yang You
Shanghai Key Laboratory of New Drug Design, School of Pharmacy, East China University of Science and Technology, 130 Meilong Road, Shanghai, 200237, China.
Shanghai Key Laboratory of New Drug Design, School of Pharmacy, East China University of Science and Technology, 130 Meilong Road, Shanghai, 200237, China.
Carbohydr Res. 2017 Aug 7;448:161-165. doi: 10.1016/j.carres.2017.04.021. Epub 2017 Apr 28.
A gold(I)-catalyzed glycosylation of Kdo with glycosyl ortho-hexynylbenzoate as donor is reported. The couplings of Kdo ortho-hexynylbenzoate with a set of alcohols promoted by PPhAuOTf afford Kdo glycosides with good β-selectivities. This glycosylation method allows for the synthesis of β-Kdo monosaccharide with a C5 linker at the reducing end for subsequent conjugation to carrier proteins and arrays.
报道了一种以邻己炔基苯甲酸糖基酯为供体的金（I）催化的Kdo糖基化反应。由三氟甲磺酸二苯基膦金（I）促进的邻己炔基苯甲酸Kdo酯与一系列醇的偶联反应可得到具有良好β选择性的Kdo糖苷。这种糖基化方法能够合成在还原端带有C5连接子的β-Kdo单糖，用于后续与载体蛋白和阵列的偶联。
