Enantioselective Total Synthesis of the Archaeal Lipid Parallel GDGT‐0 (Isocaldarchaeol)**

Enantioselective Total Synthesis of the Archaeal Lipid Parallel GDGT‐0 (Isocaldarchaeol)**
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古菌脂质平行 GDGT™0(异热古菌醇)的对映选择性全合成**

DOI:
10.1002/ange.202104051
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发表时间:
2021
期刊:
影响因子:
--
通讯作者:
Burns, Noah Z.
Burns, Noah Z.
中科院分区:
--
文献类型:
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作者:
Falk, Isaac D.;Gál, Bálint;Bhattacharya, Ahanjit;Wei, Jeremy H.;Welander, Paula V.;Boxer, Steven G.;Burns, Noah Z.

文献摘要

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甘油二联植烷基甘油四醚(GDGT)是自然界中发现的最不寻常的膜脂质。这些两亲物是许多微生物膜的主要成分,其中一些是极端生物。由于其独特的结构,人们对研究这些分子的生物物理性质和生物合成产生了极大的兴趣。然而,迄今为止,这些研究因获得化学纯样品的机会有限而受阻。在本文中,我们报告了古细菌四醚脂质平行GDGT-0的简洁和立体选择性合成以及具有不同极性基团的衍生物的合成和自组装。
Archaeal glycerol dibiphytanyl glycerol tetraethers (GDGT) are some of the most unusual membrane lipids identified in nature. These amphiphiles are the major constituents of the membranes of numerous Archaea, some of which are extremophilic organisms. Due to their unique structures, there has been significant interest in studying both the biophysical properties and the biosynthesis of these molecules. However, these studies have thus far been hampered by limited access to chemically pure samples. Herein, we report a concise and stereoselective synthesis of the archaeal tetraether lipid parallel GDGT‐0 and the synthesis and self‐assembly of derivatives bearing different polar groups.