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结核分枝杆菌中发现的分枝杆菌六阿拉伯呋喃糖苷和二十二糖阿拉伯聚糖(Araf)基序的自动化聚糖组装

Automated Glycan Assembly of Mycobacterial Hexaarabinofuranoside and Docosasaccharide Arabinan (Araf ) Motifs found on Mycobacterium tuberculosis.

作者信息

Murthy Sabbavarapu Narayana, Seeberger Peter H

机构信息

Biomolecular Systems Department, Max-Planck-Institute of Colloids and Interfaces, 14476, Potsdam, Germany.

Institute of Chemistry and Biochemistry, Freie Universität Berlin, 14195, Berlin, Germany.

出版信息

Chemistry. 2023 Apr 21;29(23):e202300032. doi: 10.1002/chem.202300032. Epub 2023 Mar 16.

DOI:10.1002/chem.202300032
PMID:36745435
Abstract

Mycobacteria are covered in a thick layer of different polysaccharides that helps to avert the innate immune response. Lipoarabinomannan (LAM) and arabinogalactan (AG) are ubiquitously contained in these envelopes, and rapid access to defined oligo- and polysaccharides is essential to elucidate their structural and biological roles. Arabinofuranose (Araf) residues in LAM and AG are connected either via α-1,2-trans linkages that are synthetically straightforward to install or the more challenging β-(1,2-cis) linkages. Herein, it was demonstrated that automated glycan assembly (AGA) can be used to quickly prepare 1,2-cis-β-Araf as illustrated by the assembly of a highly branched arabinan hexasaccharide and a docosasaccharide arabinan (Araf ) motif.

摘要

分枝杆菌被一层厚厚的不同多糖所覆盖,这有助于避免先天性免疫反应。脂阿拉伯甘露聚糖(LAM)和阿拉伯半乳聚糖(AG)普遍存在于这些包膜中,快速获取特定的寡糖和多糖对于阐明它们的结构和生物学作用至关重要。LAM和AG中的阿拉伯呋喃糖(Araf)残基通过合成时易于安装的α-1,2-反式连接或更具挑战性的β-(1,2-顺式)连接相连。在此,通过组装高度分支的阿拉伯聚糖六糖和二十二糖阿拉伯聚糖(Araf)基序表明,自动聚糖组装(AGA)可用于快速制备1,2-顺式-β-Araf。

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Automated Glycan Assembly of Mycobacterial Hexaarabinofuranoside and Docosasaccharide Arabinan (Araf ) Motifs found on Mycobacterium tuberculosis.结核分枝杆菌中发现的分枝杆菌六阿拉伯呋喃糖苷和二十二糖阿拉伯聚糖(Araf)基序的自动化聚糖组装
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