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寡半乳糖呋喃糖苷的自动糖基化组装揭示了保护基团对寡糖稳定性的影响。

Automated Glycan Assembly of Oligogalactofuranosides Reveals the Influence of Protecting Groups on Oligosaccharide Stability.

机构信息

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

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

出版信息

J Org Chem. 2021 May 21;86(10):7280-7287. doi: 10.1021/acs.joc.1c00505. Epub 2021 May 7.

DOI:10.1021/acs.joc.1c00505
PMID:33960786
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC8154612/
Abstract

Galactofurans are an important structural constituent of arabinogalactan and lipopolysaccharides (LPS) ubiquitously present on the envelopes of all . Key to the automated glycan assembly (AGA) of linear galactofuranosides as long as 20-mers was the identification of thioglycoside building blocks with a fine balance of stereoelectronic and steric effects to ensure the stability of oligogalactofuranoside during the synthesis. A benzoylated galactofuranose thioglycoside building block proved most efficient for oligosaccharide construction.

摘要

半乳呋喃聚糖是阿拉伯半乳聚糖和脂多糖(LPS)的重要结构组成部分,普遍存在于所有的包膜上。关键的自动糖基化组装(AGA)的线性半乳呋喃糖长达 20 个单体,是鉴定具有精细平衡的立体电子和空间效应的硫糖苷砌块,以确保寡半乳呋喃糖在合成过程中的稳定性。苯甲酰化半乳呋喃糖硫糖苷砌块被证明对寡糖构建最有效。

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3
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近期合成复合型聚糖的化学及化学酶法策略
Front Chem. 2022 May 26;10:880128. doi: 10.3389/fchem.2022.880128. eCollection 2022.
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Progress and challenges in the synthesis of sequence controlled polysaccharides.序列可控多糖合成的进展与挑战。
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