Roberge J Y, Beebe X, Danishefsky S J
Laboratory for Bioorganic Chemistry, Sloan-Kettering Institute for Cancer Research, New York, NY 10021, USA.
Science. 1995 Jul 14;269(5221):202-4. doi: 10.1126/science.7618080.
Oligosaccharides and glycopeptides are of considerable importance in molecular biology and pharmacology. However, their synthesis is complicated by the large number of different linking sites between each saccharide unit, the need for stereochemical control, the chemical sensitivity of the glycopeptide bonds, and the need to harmonize diverse protecting groups. Here, an efficient solid-phase synthesis of three N-linked glycopeptides based on glycal assembly is presented. The peptide domain can be extended while the ensemble remains bound to the polymer. The glycopeptides synthesized here are among the largest N-linked glycopeptides ever accessed by either solution- or solid-phase synthesis.
寡糖和糖肽在分子生物学和药理学中具有相当重要的意义。然而，它们的合成因每个糖单元之间大量不同的连接位点、立体化学控制的需求、糖肽键的化学敏感性以及协调多种保护基团的需求而变得复杂。在此，我们展示了一种基于糖烯组装的三种N-连接糖肽的高效固相合成方法。在整体仍与聚合物结合的情况下，可以延长肽结构域。这里合成的糖肽是通过溶液合成或固相合成所获得的最大的N-连接糖肽之一。
