Abstract:
Methods that site-selectively attach multivalent carbohydrate moieties to proteins can be used to generate homogeneous glycodendriproteins as synthetic functional mimics of glycoproteins. Here, we study aspects of the scope and limitations of some common bioconjugation techniques that can give access to well-defined glycodendriproteins. A diverse reactive platform was designed via use of thiol-Michael-type additions, thiol-ene reactions, and Cu(I)-mediated azide-alkyne cycloadditions from recombinant proteins containing the non-canonical amino acids dehydroalanine, homoallylglycine, homopropargylglycine, and azidohomoalanine.
摘要:
将多价碳水化合物部分位点选择性地连接至蛋白质的方法可用于产生作为糖蛋白的合成功能模拟物的均质糖树状蛋白。这里,我们研究了一些常见的生物缀合技术的范围和局限性,这些技术可以获得明确定义的树状糖蛋白。通过使用硫醇-迈克尔型加成设计了一个多样化的反应平台,硫醇-烯反应,和来自含有非标准氨基酸脱氢丙氨酸的重组蛋白的Cu(I)介导的叠氮-炔环加成,高烯丙基甘氨酸,高炔丙基甘氨酸,和叠氮基高丙氨酸.