化学学报 ›› 2002, Vol. 60 ›› Issue (8): 1473-1478. 上一篇    下一篇

研究论文

糖类研究LIV.肝癌相关糖抗原SM_3寡糖链的合成研究

李勤;李庆;李辉;苏斌;娄清华;蔡孟深;李中军   

  1. 北京大学药学院化学生物学系.北京(100083)
  • 发布日期:2002-08-15

Studies on Carbohydrates LIV. Studies on the Synthesis of an Analogue of SM_3, a Cancer Associated Carbohydrate Antigen of HCC

Li Qin;Li Qing;Li Hui;Su Bin;Lou Qinghua;Cai Mengshen;Li Zhongjun   

  1. Department of Chemical Biology, School of Pharmaceutical Sciences, National Research Laboratories of Natural and Biomimetic drugs, Peking University.Beijing(100083)
  • Published:2002-08-15

SM_3是寡糖链中带有硫酸酯基的酸性鞘糖脂,在正常人肝中含量极少,而在培 养的人肝细胞癌细胞系和人肝癌细胞手术标本中均有明显堆积。因此,SM_3可望作 为人肝细胞癌的肿瘤相关糖抗原,建立机体的特异性主动免疫。本文经过11步反应 ,首次合成了带连接臂的SM_3寡糖链,为今后合成具有更高分子量的糖基缀合物并 研究其抗肿瘤免疫原性奠定了基础。

关键词: 寡糖, 抗癌药, 抗原

SM_3 is a sulfated glycolipid, in which the neutral sugar chain is modified by sulfate residue. The amount of sulfated glycolipids in normal liver cell is very small, however, highly expression of SM_3 is found in human heptacellular carcinoma (HCC) cells and tissues. Therefore, it is suggested that SM_3 may be the important cancer associated carbohydrate antigen of HCC. In this paper, one spacer- armed analogue of a disaccharide SM_3 was synthesized for the first time via multi-step synthetic method. The target compound is suitable for conjugation to a carrier by the presence of a 2-amino ethyl spacer, and therefore is useful for application in immunological study later.

Key words: OLIGOSACCHARIDE, ANTICARCINOGEN, ANTIGENS

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