Bacterial cellulose-based hydrogels carrying Lewis X trisaccharides as a system for monitoring carbohydrate–carbohydrate interactions with the naked eye

IF 1.2 4区化学 Q4 BIOCHEMISTRY & MOLECULAR BIOLOGY

Journal of Carbohydrate Chemistry Pub Date : 2023-03-24 DOI:10.1080/07328303.2023.2242927

Jiayu Dong , Katsunari Hiroki , Mizuki Tobito , Keisuke Yoshida , Ai Tanabe , Taiki Shindo , Megu Gunji , Qintong Li , Teruaki Hasegawa

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引用次数: 0

Abstract

Bacterial cellulose-based hydrogels carrying Lewis X trisaccharides were prepared via a three-step synthetic route, involving (1) NaIO₄ oxidation of commercially available nata de coco, (2) reductive amination of the product using propargylamine, and (3) Cu⁺-catalysed alkyne-azide cycloaddition using azide-functionalised Lewis X trisaccharides. The resultant bacterial cellulose-based hydrogels were assembled in aqueous media containing Ca²⁺ or Na⁺, demonstrating ion-mediated interactions among Lewis X trisaccharides. Furthermore, reference experiments using bacterial cellulose-based hydrogels carrying N-acetyl-lactosaminides and those carrying N-acetyl-D-glucosaminides revealed that the two non-reducing terminals (i.e., β-galactoside and α-fucoside of Lewis X trisaccharide) substantially contribute to their interactions.

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细菌纤维素基水凝胶携带Lewis X三糖，作为肉眼监测碳水化合物-碳水化合物相互作用的系统

以细菌纤维素为基础，通过三步合成路线制备了携带Lewis X三糖的水凝胶，包括：(1)NaIO4氧化市售可可脂，(2)丙胺还原胺化产物，(3)Cu+催化叠氮化Lewis X三糖的炔-叠氮化环加成。所得的细菌纤维素基水凝胶在含有Ca2+或Na+的水介质中组装，证明了Lewis X三糖之间离子介导的相互作用。此外，使用携带n-乙酰-乳糖胺和携带n-乙酰- d -氨基葡萄糖的细菌纤维素水凝胶进行的参考实验表明，两个非还原末端（即Lewis X三糖的β-半乳糖苷和α-聚焦蛋白）在很大程度上促进了它们的相互作用。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Journal of Carbohydrate Chemistry 化学-生化与分子生物学

CiteScore

2.10

自引率

0.00%

发文量

审稿时长

1 months

期刊介绍： The Journal of Carbohydrate Chemistry serves as an international forum for research advances involving the chemistry and biology of carbohydrates. The following aspects are considered to fall within the scope of this journal: -novel synthetic methods involving carbohydrates, oligosaccharides, and glycoconjugates- the use of chemical methods to address aspects of glycobiology- spectroscopic and crystallographic structure studies of carbohydrates- computational and molecular modeling studies- physicochemical studies involving carbohydrates and the chemistry and biochemistry of carbohydrate polymers.