Synthesis of Peptidoglycan Fragments from Enterococcus faecalis with Fmoc-Strategy for Glycan Elongation.

Synthesis of Peptidoglycan Fragments from Enterococcus faecalis with Fmoc-Strategy for Glycan Elongation.
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使用 Fmoc 聚糖延伸策略合成粪肠球菌肽聚糖片段。

DOI:
10.1002/asia.201601357
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发表时间:
2017
期刊:
Chem Asian J.
影响因子:
--
通讯作者:
Y.
Y.
中科院分区:
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文献类型:
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作者:
Wang;N.;Hasegawa;H.;Huang;C. Y.;Fukase;K.;Fujimoto;Y.

文献摘要

相似文献

肽聚糖(PGN)是赋予细胞形状的细菌细胞壁的重要结构组分,其可以被宿主识别蛋白和受体以及细菌表面蛋白识别。在这项工作中,来自粪肠球菌的PGN部分结构含有一个四糖和一个八糖,并具有一个独特的七肽,通过Fmoc-策略合成,以延长聚糖链。也就是说,4′-O-Fmoc-保护的二糖被用作制备各种PGN片段的有效合成途径中的关键中间体。首次成功地合成了含有独特七肽的四糖和八糖。
Peptidoglycan (PGN) is an essential structural component of the bacterial cell wall conferring cell shape, which can be recognized by host‐recognition proteins and receptors as well as bacterial surface proteins. In this work, the PGN partial structures fromEnterococcus faecalisthat contain a tetrasaccharide and an octasaccharide with a unique heptapeptide were synthesized via an Fmoc‐strategy for elongation of the glycan chains. Namely, a 4′‐O‐Fmoc‐protected disaccharide was utilized as the key intermediate in this efficient synthetic pathway for preparing various PGN fragments. Both the tetrasaccharide and octasaccharide with the unique heptapeptide were successfully synthesized for the first time.