<br>细菌表面拓扑糖基化介导的粘膜粘附†,Chinese Journal of Chemistry

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细菌表面拓扑糖基化介导的粘膜粘附†
Chinese Journal of Chemistry ( IF 5.5 ) Pub Date : 2024-03-13 , DOI: 10.1002/cjoc.202300713
Xiao Kuang _{1,

2} , Xiaobing Liu _{1,

3} , Ju Chen _{1,

4} , Wenyan Lv _{1,

3} , Mengmeng Zhang ₁ , Huan Chen ₁ , Feng Wu ₁ , Jinyao Liu ₁

Affiliation

细菌表面的糖部分是细菌活性的关键调节剂。精确调整表面糖部分的丰度和分布可以为操纵细菌行为提供重要方法，但已被证明是困难的。据报道，表面拓扑糖基化介导细菌与粘膜层的相互作用。通过迭代迈克尔加成和酰胺缩合反应合成由具有不同支链的糖部分官能化的炔烃。通过铜催化的叠氮-炔环加成，所得具有不同支化结构的化合物可以附着在用叠氮基修饰的细菌表面上。作为一项概念验证研究，分别使用线性、二支链和四支链化合物制备了一组拓扑糖基化益生菌 (TGP)。研究了粘蛋白和 TGP 之间的相互作用，结果表明，与未修饰的细菌相比，TGP 对粘蛋白的粘附能力增强，并且随着分支数量的增加而增加。在离体结肠粘液粘附实验中观察到类似的结合趋势，并且用四支链化合物糖基化的细菌显示出最高的结合效率。这项工作提出了一种化学方法来调节细菌上糖部分的丰度和分布，为通过表面修饰操纵细菌行为提供了独特的重要见解。

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Surface Topological Glycosylation-Mediated Mucoadhesion of Bacteria†

Sugar moieties present on bacterial surface serve as pivotal regulators of bacterial activity. Precisely adjusting the abundance and distribution of surface sugar moieties can offer an important approach to manipulating bacterial behavior, but has been proven to be difficult. Herein, surface topological glycosylation is reported to mediate the interaction of bacteria with mucous layer. Alkynes functionalized by sugar moieties with different branching are synthesized through iterative Michael addition and amide condensation reactions. By a copper-catalyzed azide-alkyne cycloaddition, the resulting compounds with different branching structures can be attached onto bacterial surface that is modified with azido groups. As a proof-of-concept study, a set of topologically glycosylated probiotics (TGPs) is prepared using linear, two-branched, and tetra-branched compounds, respectively. The interaction between mucin and TGPs was studied and the results demonstrate that, compared to unmodified bacteria, TGPs exhibit an enhanced adhesive capacity to mucin, which increases with the branching numbers. Similar binding trend is observed in ex vivo colonic mucus adhesion experiments and bacteria glycosylated with tetra-branched compounds display the highest binding efficiency. This work proposes a chemical method to tune the abundance and distribution of sugar moieties on bacteria, providing unique significant insights into the manipulation of bacterial behavior through surface modification.

更新日期：2024-03-13

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