Division of Chemical Biology and Medicinal Chemistry, Eshelman School of Pharmacy, University of North Carolina, Chapel Hill, NC, USA.
Angew Chem Int Ed Engl. 2017 Sep 18;56(39):11784-11787. doi: 10.1002/anie.201705638. Epub 2017 Aug 17.
Chondroitin sulfate (CS) is a sulfated polysaccharide that plays essential physiological roles. Here, we report an enzyme-based method for the synthesis of a library of 15 different CS oligosaccharides. This library covers 4-O-sulfated and 6-O-sulfated oligosaccharides ranging from trisaccharides to nonasaccharides. We also describe the synthesis of unnatural 6-O-sulfated CS pentasaccharides containing either a 6-O-sulfo-2-azidogalactosamine or a 6-O-sulfogalactosamine residue. The availability of structurally defined CS oligosaccharides offers a novel approach to investigate the biological functions of CS.
硫酸软骨素（CS）是一种具有重要生理作用的硫酸化多糖。在这里，我们报告了一种基于酶的方法，用于合成 15 种不同 CS 寡糖的文库。该文库涵盖了从三糖到九糖的 4-O-硫酸化和 6-O-硫酸化寡糖。我们还描述了含有 6-O-磺基-2-叠氮半乳糖胺或 6-O-磺基半乳糖胺残基的非天然 6-O-硫酸化 CS 五糖的合成。结构定义明确的 CS 寡糖的可用性为研究 CS 的生物学功能提供了一种新方法。
