Automated glycan assembly of arabinomannan oligosaccharides from Mycobacterium tuberculosis.,Beilstein Journal of Organic Chemistry

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Automated glycan assembly of arabinomannan oligosaccharides from Mycobacterium tuberculosis.
Beilstein Journal of Organic Chemistry ( IF 2.2 ) Pub Date : 2019-12-06 , DOI: 10.3762/bjoc.15.288
Alonso Pardo-Vargas _{1,

2} , Priya Bharate ₁ , Martina Delbianco ₁ , Peter H Seeberger _{1,

2}

Affiliation

Arabinomannan (AM) polysaccharides are clinical biomarkers for Mycobacterium tuberculosis (MTB) infections due to their roles in the interaction with host cells and interference with macrophage activation. Collections of defined AM oligosaccharides can help to improve the understanding of these polysaccharides and the development of novel therapeutical and diagnostic agents. Automated glycan assembly (AGA) was employed to prepare the core structure of AM from MTB, containing α-(1,6)-Man, α-(1,5)-Ara, and α-(1,2)-Man linkages. The introduction of a capping step after each glycosylation and further optimized reaction conditions allowed for the synthesis of a series of oligosaccharides, ranging from hexa- to branched dodecasaccharides.

中文翻译：

来自结核分枝杆菌的阿拉伯甘露聚糖低聚糖的自动聚糖组装。

阿拉伯甘露聚糖（AM）多糖是结核分枝杆菌（MTB）感染的临床生物标志物，因为它们在与宿主细胞相互作用和干扰巨噬细胞活化中发挥作用。定义的AM寡糖的集合可以帮助提高对这些多糖的了解，并开发新的治疗和诊断剂。使用自动聚糖组装（AGA）从MTB制备AM的核心结构，该结构包含α-（1,6）-Man，α-（1,5）-Ara和α-（1,2）-Man键。在每次糖基化和进一步优化的反应条件后引入封端步骤，可以合成一系列低聚糖，范围从六糖到支链十二糖。

更新日期：2019-12-06

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