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病原体特异性细菌细胞壁构建模块的通用合成

Versatile synthesis of pathogen specific bacterial cell wall building blocks.

作者信息

Wingen Lukas Martin, Braun Christina, Rausch Marvin, Gross Harald, Schneider Tanja, Menche Dirk

机构信息

Kekulé Institute of Organic Chemistry and Biochemistry, University of Bonn D-53121 Bonn Germany

Institute for Pharmaceutical Microbiology, University Clinic Bonn, University of Bonn D-53115 Bonn Germany.

出版信息

RSC Adv. 2022 May 18;12(24):15046-15069. doi: 10.1039/d2ra01915a. eCollection 2022 May 17.

Abstract

Full details on the design, strategies and tactics for development of a novel synthetic sequence to farnesyl lipid I and II analogs is reported. The modular route was based on a three coupling strategy involving an efficient solid phase synthesis of the elaborate peptide fragment, which proceeded with excellent yield and stereoselectivity and was efficiently applied for the convergent synthesis of 3-lipid I and II. Furthermore, the generality of this route was demonstrated by synthesis of 3-lipid I congeners that are characteristic for and . All 3-lipid I and II building blocks were obtained in high purity revealing high spectroscopic resolution.

摘要

报道了开发法尼基脂质I和II类似物新型合成序列的设计、策略和战术的详细信息。模块化路线基于一种三偶联策略,涉及精心设计的肽片段的高效固相合成,该合成以优异的产率和立体选择性进行,并有效地应用于3-脂质I和II的汇聚合成。此外,通过合成具有 和 特征的3-脂质I同系物证明了该路线的通用性。所有3-脂质I和II构建块均以高纯度获得,显示出高光谱分辨率。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8416/9115884/8d0d3db199b6/d2ra01915a-f1.jpg

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