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Thiol-ene Enabled Chemical Synthesis of Truncated S-Lipidated Teixobactin Analogs.
Frontiers in Chemistry ( IF 5.5 ) Pub Date : 2020-06-03 , DOI: 10.3389/fchem.2020.00568
Victor V Yim 1, 2 , Alan J Cameron 1, 2, 3 , Iman Kavianinia 1, 2, 3 , Paul W R Harris 1, 2, 3 , Margaret A Brimble 1, 2, 3
Affiliation  

Herein is described the introduction of lipid moieties onto a simplified teixobactin pharmacophore using a modified Cysteine Lipidation on a Peptide or Amino acid (CLipPA) technique, whereby cysteine was substituted for 3-mercaptopropionic acid (3-MPA). A truncated teixobactin analog was prepared with the requisite thiol handle, thus enabling an array of vinyl esters to be conveniently conjugated onto the simplified teixobactin pharmacophore to yield S-lipidated cyclic lipopeptides.



中文翻译:

硫醇使截短的S-脂化Teixobactin类似物的化学合成成为可能。

本文描述了使用在肽或氨基酸上的修饰的半胱氨酸脂化(CLipPA)技术将脂质部分引入简化的teixobactin药效团上,其中半胱氨酸代替3-巯基丙酸(3-MPA)。截短的teixobactin类似物具有必需的硫醇手柄,因此可以将一系列乙烯基酯方便地偶联到简化的teixobactin药效基团上,以产生小号脂化的环状脂肽。

更新日期:2020-08-04
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