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Straightforward Access to Glycosylated, Acid Sensitive Nanogels by Host–Guest Interactions with Sugar-Modified Pillar[5]arenes
ACS Macro Letters ( IF 5.8 ) Pub Date : 2020-03-24 , DOI: 10.1021/acsmacrolett.0c00030
Peng Wei 1, 2 , Justyna A Czaplewska 1, 2 , Limin Wang 1, 2 , Stephanie Schubert 2, 3 , Johannes C Brendel 1, 2 , Ulrich S Schubert 1, 2
Affiliation  

The introduction of specific targeting units to polymer nanogels usually requires tedious chemical modifications, which limits flexibility in the design of combinatorial approaches. Here, we present a straightforward and versatile method to reversibly introduce various carbohydrate-based targeting units to a pH-sensitive nanogel via host–guest interactions. Glucose-, mannose-, or fructose-modified pillar[5]arenes can adaptably and conveniently be introduced to the surface of the nanogel. Binding studies between these nanogels and the lectin Concanavalin A revealed a high selectivity and strong interaction with only the mannose-modified nanogels. With the addition of other pillar[5]arenes, the interaction can be influenced proving a dynamic exchange of the targeting units. In comparison with common covalent modifications of polymer nanostructures, the presented combination of straightforward precipitation polymerization and supramolecular interactions promises convenient access to adaptable nanostructures for high-throughput screening of targeted delivery systems.

中文翻译:

通过糖修饰支柱[5]芳烃的主客相互作用直接获得糖基化酸敏感纳米凝胶

将特定的靶向单元引入聚合物纳米凝胶通常需要繁琐的化学修饰,这限制了组合方法设计的灵活性。在这里,我们提出了一种简单且通用的方法,通过主客体相互作用将各种基于碳水化合物的靶向单元可逆地引入 pH 敏感纳米凝胶。葡萄糖、甘露糖或果糖修饰的柱[5]芳烃可以适应性和方便地引入纳米凝胶的表面。这些纳米凝胶与凝集素伴刀豆球蛋白 A 之间的结合研究表明,仅与甘露糖修饰的纳米凝胶具有高选择性和强相互作用。通过添加其他柱 [5] 芳烃,可以影响相互作用,证明靶向单元的动态交换。与聚合物纳米结构的常见共价修饰相比,
更新日期:2020-04-23
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