Crawford Conor J, Seeberger Peter H
Department of Biomolecular Systems, Max Planck Institute for Colloids and Interfaces, Am Mühlenberg 1, 14476 Potsdam, Germany.
Institute for Chemistry and Biochemistry, Freie Universität Berlin, Arnimallee 22, 14195 Berlin, Germany.
Chem Soc Rev. 2023 Nov 13;52(22):7773-7801. doi: 10.1039/d3cs00321c.
The structural complexity of glycans poses a serious challenge in the chemical synthesis of glycosides, oligosaccharides and glycoconjugates. Glycan complexity, determined by composition, connectivity, and configuration far exceeds what nature achieves with nucleic acids and proteins. Consequently, glycoside synthesis ranks among the most complex tasks in organic synthesis, despite involving only a simple type of bond-forming reaction. Here, we introduce the fundamental principles of glycoside bond formation and summarize recent advances in glycoside bond formation and oligosaccharide synthesis.
聚糖的结构复杂性给糖苷、寡糖和糖缀合物的化学合成带来了严峻挑战。由组成、连接性和构型所决定的聚糖复杂性远远超过了自然界中核酸和蛋白质的复杂性。因此,尽管糖苷合成仅涉及一种简单的成键反应,但它仍是有机合成中最复杂的任务之一。在此,我们介绍糖苷键形成的基本原理,并总结糖苷键形成和寡糖合成方面的最新进展。