保护基对化学合成均质壳寡糖的影响
Influence of protecting groups on the synthesis of homogeneous chito-oligosaccharide
壳寡糖作为新的生理材料,具有抗菌、抗肿瘤和免疫增强等多种生物活性。化学合成链长确定的均质壳寡糖对于研究其结构与功能之间的关系十分重要。保护基在寡糖合成中扮演重要角色,本文探究了羟基保护基苄基(Bn)、乙酰基(Ac),氨基保护基N-邻苯二甲酰基(Phth)、N-三氯乙氧羰基(Troc)、N-苄氧羰基(Cbz)对合成均质壳寡糖的影响。具有相似保护基团的糖基供体和受体已被用于快速制备壳四糖。用邻苯二甲酰基和苄基保护的糖基结构单元显示出壳四糖的高合成效率。研究结果为均质壳寡糖及其衍生物的化学合成应用提供了有意义的信息。
s a new physiological material, chito-oligosaccharides have a variety of biological activities such as antibacterial, antitumor and immunity-enhancing properties. Chemical synthesis of homogeneous chito-oligosaccharides is important for exploring its structure-activity relationships. Protecting groups play a significant role in oligosaccharide synthesis. The effects of different hydroxy-protecting groups (benzyl and acetylgroup) and amino-protecting groups (N-phthaloyl、N-trichloroethoxycarbonyl and N-carboxybenzyl group) on the synthesis of homogeneous chitooligosaccharides have been investigated in this work. The glycosyl donor and acceptor with similar protecting groups have been prepared rapidly for synthesis of chitotetraose. The glycosyl building blocks protected with phthaloyl group and benzyl group showed a high efficiency for chitotetraose synthesis. The results provide meaningful information for application of chemical synthesis of homogeneous chitooligosaccharides and their derivatives.
朋小军、成道泉、尹健、邹小鹏、王祥传、刘海玉、傅俊杰
生物化学生物工程学
制糖工程壳寡糖化学合成保护基
Sugar Engineeringhito-oligosaccharideChemical synthesisProtecting groups
朋小军,成道泉,尹健,邹小鹏,王祥传,刘海玉,傅俊杰.保护基对化学合成均质壳寡糖的影响[EB/OL].(2023-03-30)[2025-08-11].http://www.paper.edu.cn/releasepaper/content/202303-342.点此复制
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