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化学进展 2010, Vol. 22 Issue (01): 91-100 前一篇   后一篇

• 综述与评论 •

唾液酸糖苷化方法学研究*

叶德举1;王晋方1;张登友1;冯恩光1;蒋华良1,2;柳红1**   

  1. (1. 中科院上海药物研究所新药研究国家重点实验室药物设计和发现中心 上海 201203； 2. 华东理工大学药学院 上海 200237)
  • 收稿日期:2009-03-30 修回日期:2009-04-17 出版日期:2010-01-24 发布日期:2010-01-07
  • 通讯作者: 柳红 E-mail:hliu@mail.shcnc.ac.cn
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Advances in O-Sialylation

Ye Deju1; Wang Jinfang1; Zhang Dengyou1; Feng Enguang1; Jiang Hualiang1,2; Liu Hong1**   

  1. (1. The Center for Drug Discovery and Design, State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Shanghai Institutes for Biological Sciences, Chinese Academy of Sciences, Shanghai 201203, China;2. School of Pharmacy, East China University of Science and Technology, Shanghai 200237, China)
  • Received:2009-03-30 Revised:2009-04-17 Online:2010-01-24 Published:2010-01-07
  • Contact: Liu Hong E-mail:hliu@mail.shcnc.ac.cn

唾液酸是一类酸性九碳糖，通过α-糖苷键的方式广泛分布于生物体系内糖缀合物和多聚唾液酸中而发挥着重要的生物学功能。如何有效地构建唾液酸α-糖苷键，合成天然的含有唾液酸的糖缀合物、多聚唾液酸及其衍生物，是糖化学研究的热点和难点。近年来，人们基于唾液酸的结构特点，一方面通过在C2位引入易离去的基因，发展了直接成苷的方法，显著提高成苷的产率；另一方面，通过对C1和C3位引入辅助基因，发展了间接成苷的方法，提高了成苷的α-选择性。本文主要从直接成苷和间接成苷两个方面对目前研究的唾液酸糖苷化的化学方法学进行综述。

关键词： 唾液酸, 糖苷化, N-乙酰神经氨酸

Sialic acids are a family of acidic 9 carbon sugars, and are often found ?-ketosidically linked to other sugars at the termini of glycoconjugated chains in biological systems which are involved in a wide range of biological processes. Chemical synthesis of α-sialoside is one of the most difficult subjects in the field of carbohydrate chemistry. Recently, a wide spectrum of methodologies for the efficient synthesis of sialosides has been devised, which can be classified into direct O-sialylation methods and indirect O-sialylation methods based on the mode of chemical modification of sialic acid donors. This review surveys recent progress in chemical α-sialylation.

Contents
1 Introduction
2 Strategies for sialylation
2.1 Direct sialylation
2.2 Indirect sialylation
3 Conclusion

Key words: sialic acid, sialylation, N-acetylneuraminic acid

中图分类号: 

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唾液酸糖苷化方法学研究*