一锅迭代糖基化制得与大肠杆菌O132中o特异性多糖相关的四糖

IF 1.2 4区化学 Q4 BIOCHEMISTRY & MOLECULAR BIOLOGY

Journal of Carbohydrate Chemistry Pub Date : 2021-01-01 DOI:10.1080/07328303.2021.1928153

Vijay Nath Mishra , Pintu Kumar Mandal

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引用次数: 0

摘要

采用顺序糖基化法，在同一反应釜中原位去除对甲氧基苄基(PMB)基团，得到了与大肠杆菌O132中o特异性多糖相关的四糖，并以较高的产率合成了二氨基乙基糖苷。采用三次立体选择迭代糖基化，然后在一个锅中原位去除PMB基团，调整了合成路线。所有糖基化步骤的立体化学效果都很好，产率令人满意。图形摘要下载:下载高分辨率图片(198KB)下载:下载全尺寸图片

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One-pot iterative glycosylations toward a tetrasaccharide related to the O-specific polysaccharide from Escherichia coli O132

An efficient synthetic strategy has been developed for the synthesis of a tetrasaccharide related to the O-specific polysaccharide from Escherichia coli O132 as their 2-aminoethyl glycosides in a very good yield by adopting sequential glycosylation followed by in-situ removal of the p-methoxybenzyl (PMB) group in the same reaction pot. Furthermore, the synthetic route was adapted by carrying out three stereoselective iterative glycosylations followed by in situ removal of the PMB group in one pot. The stereochemical outcomes of all the glycosylation steps were excellent with satisfactory yields.

Graphical Abstract

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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.