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糖基缩醛作为强大的支架和构建块,用于快速构建多方面、密集和手性的树枝状大分子。

Glyconanosynthons as powerful scaffolds and building blocks for the rapid construction of multifaceted, dense and chiral dendrimers.

机构信息

Pharmaqam and Nanoqam, Department of Chemistry, Université du Québec à Montréal, P.O. Box 8888, Succ. Centre-ville, Montréal, Québec H3C 3P8, Canada.

出版信息

Chem Soc Rev. 2015 Jun 21;44(12):3924-41. doi: 10.1039/c4cs00359d.

Abstract

This review represents the first of its kind in that it is mainly devoted to the use of carbohydrates as both scaffolds and building blocks for the construction of a wide range of novel, dense, and chiral dendrimers. It deviates from several previous reviews describing solely carbohydrates as functional surface groups, mostly devoted to biological applications. A brief overview of the most recent synthetic strategies in dendrimer design will be presented for the purpose of comparing their differences, similitudes, and advantages. A particular emphasis will be devoted to the general family of core molecules or scaffolds possessing a large number of functional groups from which, carbohydrates clearly emanate for their wide structural diversities, abundant chiral centers, and the relative ease with which their functional groups can be selectively manipulated. This beneficial characteristic relies on the fact that carbohydrates exist in enantiomeric states, several conformations, anomeric configurations, range of functional groups, and as three to seven carbon units.

摘要

这篇综述是同类研究中的首例,主要致力于将碳水化合物同时作为支架和构建块,用于构建广泛的新型、密集和手性树状大分子。它与之前的几篇综述不同,之前的综述仅描述碳水化合物作为功能表面基团,主要应用于生物领域。为了比较它们的差异、相似性和优势,我们将简要概述最新的树状大分子设计合成策略。我们将特别强调具有大量功能基团的核心分子或支架的一般家族,碳水化合物显然源自这些核心分子或支架,其具有广泛的结构多样性、丰富的手性中心,以及其功能基团可以选择性操作的相对容易性。这种有益的特性取决于以下事实:碳水化合物以对映异构体状态、多种构象、端基构型、一系列功能基团以及三到七个碳原子单元存在。

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