唾液酸糖苷化反应的研究进展  

Recent advances of sialylation

作　　者：孙斌[1] 

机构地区：[1]重庆工商大学催化与功能有机分子重庆市重点实验室,重庆400067

出　　处：《化学研究与应用》2016年第6期753-763,共11页Chemical Research and Application

基　　金：重庆工商大学重点研究基金项目(1352002)资助

摘　　要：唾液酸糖缀合物与很多生物学过程密切相关,如细胞-细胞粘附与识别、作为细菌和病毒的受体、癌变和肿瘤转移等,因此这类缀合物的合成目标就是设计新的药物与免疫疫苗。本文综述近些年来唾液酸糖苷化反应的新进展,包括发展新的C-2上的离去基团、将新的离去基团与5-位强吸电子基团相结合、C-1位的邻基参与、C-4与C-7位的O-取代基、β-唾液酸糖苷化反应以及新型反应促进剂等。Glycoconjugates containing sialic acid are involved in a large variety of biological phenomena,including cell-cell adhesion,recognition by viruses and bacteria,and oncogenesis.Therefore,they are important synthetic targets for the design of drugs and vaccines.In the last decades,significant efforts for improving stereoselectivity of sialylation have been made.This review summarizes the latest progress in sialylation can be characterized in to several categories： the application of novel leaving group at C-2,combination of leaving group at C-2 with modification of the amino protective groups at the C-5 position; participation of neighboring group at C-1; the influence of O-substituents at C-4 or C-7 on sialylation; some special structure to generate β-sialylation; using novel promoters and their applications in the synthesis of sialosides.

关 键 词：唾液酸 糖苷化反应 立体选择性 

分 类 号：O621.3[理学—有机化学]