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几丁寡糖结构类似物的化学合成
引用本文:姚艳平,朱振元,徐同,张勇民. 几丁寡糖结构类似物的化学合成[J]. 高等学校化学学报, 2007, 28(2): 265-269
作者姓名:姚艳平  朱振元  徐同  张勇民
作者单位:浙江大学农业与生物技术学院植物保护系,杭州,310029;Ecole Normale Supérieure,Département de Chimie,Associé au CNRS,24 rue Lhomond,75231 Paris Cedex 05,France;Ecole Normale Supérieure,Département de Chimie,Associé au CNRS,24 rue Lhomond,75231 Paris Cedex 05,France;浙江大学农业与生物技术学院植物保护系,杭州,310029;Ecole Normale Supérieure,Département de Chimie,Associé au CNRS,24 rue Lhomond,75231 Paris Cedex 05,France;浙江大学-巴黎高师药物化学联合实验室,浙江大学,杭州,310031
基金项目:法国政府资助中法联合培养博士研究生基金
摘    要:合成了两个结构新颖的几丁寡糖结构类似物: β-1,3连接的乙酰氨基葡聚二糖和β-1,3连接的乙酰氨基葡聚三糖, 并通过核磁共振和质谱分析确证了其化学结构. 与天然的几丁寡糖不同, 本文所合成的葡聚二糖和葡聚三糖均采取了1→3糖苷键的连接方式, 为研究几丁寡糖诱导植物抗病活性与寡糖区域异构体之间的关系提供有用材料.

关 键 词:几丁寡糖类似物  β-1  3-N-乙酰氨基葡聚二糖  3-N-乙酰氨基葡聚三糖
文章编号:0251-0790(2007)02-0265-05
收稿时间:2006-02-28
修稿时间:2006-02-28

Chemical Synthesis of N-Acetylchitooligosaccharide Analogues
YAO Yan-Ping,ZHU Zhen-Yuan,XU Tong,ZHANG Yong-Min. Chemical Synthesis of N-Acetylchitooligosaccharide Analogues[J]. Chemical Research In Chinese Universities, 2007, 28(2): 265-269
Authors:YAO Yan-Ping  ZHU Zhen-Yuan  XU Tong  ZHANG Yong-Min
Affiliation:1. Department of Plant Protection, College of Agriculture Biotechnology, Zhejiang University, Hangzhou 310029, China; 2. Ecole Normale Supérieure, Département de Chimie, Associéau CNRS, 24 rue Lhomond, 75231 Paris Cedex 05, France; 3. ZJU-ENS Joint Laboratory of Medicinal Chemistry, Zhejiang University, Hangzhou 310031, China
Abstract:It has been reported that N-acetylchitooligosaccharides can act as the chemical signals in the plant induced resistance. In order to study the mechanisms and search new compounds with a high biological activity, utilizing N-phthalic acyle group as the protective group of amine, and thioethyl as the leaving group at the reducing terminal, two novel N-acetylchitooligosaccharide analogues, β-1,3-N-acetamido-gluco-disaccharide and β-1,3-N-acetamido-gluco-trisaccharide, were designed and synthesized by amino glucose as the starting material. All synthesized compounds were characterized by 1H NMR, 13C NMR and HRMS. Being different with the natural N-acetylchitooligosaccharides, the two synthesized analogues have a backbone of 1→3 linked structure, and they can be applied to study of the relationship between the induced resistance of plants to diseases by N-acetylchitooligosaccharides and the backbone structures.
Keywords:N-Acetylchitooligosaccharide analogues')"   href="  #"  >N-Acetylchitooligosaccharide analogues  β-1,3-N-Acetamido-gluco-disaccharide')"   href="  #"  > β-1,3-N-Acetamido-gluco-disaccharide  β-1,3-N-Acetamido-gluco-trisaccharide')"   href="  #"  > β-1,3-N-Acetamido-gluco-trisaccharide
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