Department of Chemistry, The University of Hong Kong, Hong Kong, China.
Carbohydr Res. 2012 Nov 1;361:91-9. doi: 10.1016/j.carres.2012.08.007. Epub 2012 Aug 20.
Synthetic sialylated glycans provide useful tools to study carbohydrate-mediated biological recognition; however chemical sialylation is the most challenging practice in preparative carbohydrate chemistry, which is often associated with low yields and poor stereoselectivity. Herein, we conducted extensive studies on sialylation with five types of 5-N-modified sialyl donors and four types of galactosyl acceptors. Our studies have shown that a good combination between the donor and the acceptor seems necessary to achieve high yield and stereoselectivity. None of the donors or acceptors showed 'universal' utility toward the sialylation reaction.
合成唾液酸化聚糖为研究碳水化合物介导的生物识别提供了有用的工具；然而，化学唾液酸化是制备碳水化合物化学中最具挑战性的实践，它通常与低产率和差的立体选择性相关。在此，我们使用五种 5-N 修饰的唾液酸供体和四种半乳糖受体对唾液酸化进行了广泛的研究。我们的研究表明，供体和受体之间的良好组合似乎是实现高产率和立体选择性的必要条件。没有一种供体或受体对半糖基化反应具有“通用”的作用。
