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首页> 外文期刊>Chemistry: A European journal >Lipopeptaibol metabolites of tolypocladium geodes: total synthesis, preferred conformation, and membrane activity
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Lipopeptaibol metabolites of tolypocladium geodes: total synthesis, preferred conformation, and membrane activity

机译：脂多糖的脂肽代谢物：全合成，优选的构象和膜活性

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摘要

We have synthesized by solution methods and characterized the lipopeptaibol metabolite LP237-F8 extracted from the fungus Tolypocladium geodes and five selected analogues with the Etn -> Aib or Etn -> Nva replacement at position 8 and/or a triple Gln -> Glu(OMe) replacement at position 5,6, and 9 (Etn = Calpha-ethylnorvaline, Aib = alpha-aminoisobutyric acid, Nva = norvaline). Conformation analysis, performed by FT-IR absorption, NMR, and CD techniques, strongly supports the view that the six terminally blocked decapeptides are highly helical in solution. Helix topology and amphiphilic character are responsible for their remarkable membrane activity. At position 8 the combination of high hydrophobicity and Calpha tetrasubstitution, as in the Etn-containing LP237-F8 metabolite, has a positive effect on membrane interaction.
机译：我们已通过溶液法合成了脂木糖脂代谢产物LP237-F8，并从真菌Tolypocladium geodes和五个选定的类似物（在位置8处Etn-> Aib或Etn-> Nva替代）和/或三重Gln-> Glu（OMe ）在5,6和9位进行取代（Etn = Calpha-ethylnorvaline，Aib =α-氨基异丁酸，Nva = norvaline）。通过FT-IR吸收，NMR和CD技术进行的构象分析强烈支持以下观点：六个末端封闭的十肽在溶液中高度螺旋。螺旋形拓扑结构和两亲特性是其出色的膜活性的原因。在第8位，高疏水性和Calpha四取代的组合（如含Etn的LP237-F8代谢产物）对膜相互作用具有积极影响。

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