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手性助剂:在手性糖基化反应及其合成应用中的有用性。

Chiral auxiliaries: Usefullness in stereoselective glycosylation reactions and their synthetic applications.

机构信息

Medicinal and Process Chemistry Division, CSIR-Central Drug Research Institute, BS-10/1, Sector 10, Jankipuram Extension, Sitapur Road, P.O. Box 173, Lucknow, 226031, India.

Medicinal and Process Chemistry Division, CSIR-Central Drug Research Institute, BS-10/1, Sector 10, Jankipuram Extension, Sitapur Road, P.O. Box 173, Lucknow, 226031, India; Academy of Scientific and Innovative Research, New Delhi, 110001, India.

出版信息

Carbohydr Res. 2020 Sep;495:108045. doi: 10.1016/j.carres.2020.108045. Epub 2020 Jul 7.

Abstract

Oligosaccharides play a very important role in biological system and structure-activity relationships that is why it has a lot of application to medicinal chemistry and development of polysaccharide conjugate vaccines. The stereoselective introduction of a glycosidic linkage presents the principal challenge for biological importance oligosaccharide synthesis. The main aim of this review is to described the importance of chiral auxiliary and neibhouring group participation for the stereoselective 1,2-cis glycosidic bonds formation and their application in complex oligosaccharide synthesis.Numerous 1,2-cis-linked oligosaccharides and glyconjugates are naturally found in the compounds of blood group, human milk, antigens of bacterial lipopolysaccharide etc.that predominantly increased it's importance in this field.

摘要

寡糖在生物系统和结构-活性关系中起着非常重要的作用,这就是为什么它在药物化学和多糖缀合疫苗的发展中有很多应用。糖苷键的立体选择性引入是生物重要性寡糖合成的主要挑战。本文综述的主要目的是描述手性辅助剂和邻基参与对立体选择性 1,2-顺式糖苷键形成的重要性及其在复杂寡糖合成中的应用。许多 1,2-顺式连接的寡糖和糖缀合物在血型化合物、人乳、细菌脂多糖抗原等中天然存在,这使其在该领域的重要性大大增加。

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