高等学校化学学报

高等学校化学学报 ›› 1997, Vol. 18 ›› Issue (9): 1469.

• 论文 • 上一篇    下一篇

糖类研究(XXV)──粘质沙雷氏菌O4抗原寡糖片段合成

张克勤, 李树春, 毛建民, 陈宏明, 蔡孟深   

  1. 北京医科大学药学院, 北京 100083
  • 收稿日期:1996-09-16 出版日期:1997-09-24 发布日期:1997-09-24
  • 通讯作者: 蔡孟深.
  • 作者简介:张克勤, 男, 34岁, 博士研究生.
  • 基金资助:

    国家自然科学基金

Studies on Carbohydrates (XXV)──Synthesis of Disaccharide Units of Serratia marcescens O4 Antigen Oligosaccharide

ZHANG Ke-Qin, LI Shu-Chun, MAO Jian-Min, CHEN Hong-Ming, CAI Meng-Shen   

  1. School of Pharmaceutical Sciences, Beijing Medical University, Beijing 100083
  • Received:1996-09-16 Online:1997-09-24 Published:1997-09-24

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摘要： 利用三氯乙酰氧基、三氯乙酰氧基和三氯乙酰亚胺基作为糖端基离去基团, 在Lewis酸催化下合成了粘质沙雷氏菌O4抗原寡糖片段.反应条件温和, 收率良好.三氟乙酸酯和三氯乙酸酯法具有很好的立体选择性, 运用波谱方法确定了所有化合物的结构.

关键词: 粘质沙雷氏菌, O抗原, 寡糖, 合成

Abstract: Ablocked disaccharide portion of the biological repeat unit, [→4) α-D-Glcp (1→3)-α-L-Rhap (AcO→2) (1→] of the Serratia marcescens O4 oligosaccharide wasprepared by using 1-O-trlfluoroacetoxy, trlchloroacetoxy or trichloroacetimido as leaving groupof sugar in the presence of Lewis acid. The reaction conditions were very mild, and theyields were also good. Trlfluoroacetoxy and trlchloroacetoxy are good leaving groups and af-ford the products in a high stereoselectivity. All compounds were confirmed by IR, MS, Hand 13C NMRspectral methods.

Key words: Serratia marcescens, O-antigen, Oligosaccharide, Synthesis

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