Sulfoquinovosylglyceryl ether, a new group of ether lipids from lake ball‐forming green alga <i>Aegagropilopsis moravica</i> (family <i>Pithophoraceae</i> )

Sulfoquinovosylglyceryl ether, a new group of ether lipids from lake ball‐forming green alga <i>Aegagropilopsis moravica</i> (family <i>Pithophoraceae</i> )
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Sulfoquinovosylglyceryl ether,一组新的醚脂质,来自形成湖球的绿藻<i>Aegagropilopsis moravica</i>(Pithophoraceae科</i>)

DOI:
10.1002/asia.202100278
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发表时间:
2021
期刊:
Chemistry ? An Asian Journal
影响因子:
--
通讯作者:
Igarashi Yasuhiro
Igarashi Yasuhiro
中科院分区:
--
文献类型:
--
作者:
Oku Naoya;Hasada Atsumi;Kimura Kenji;Honoki Hideharu;Katsuta Ryo;Yajima Arata;Nukada Tomoo;Ishigami Ken;Igarashi Yasuhiro

文献摘要

相似文献

醚脂是甘油脂的一小类,但在自然界中广泛存在,作为膜脂、信号分子或浮力物质发挥重要功能。我们从一种湖球形成的绿色海藻Aegagropilopsis moravica(Pithophoraceae科)中发现了一种磺酸基取代的甘油糖脂--磺基喹诺糖基chimyl alcohol(1),并以抗菌活性为指导。1的结构,包括所有甾体中心的绝对构型,通过广泛的NMR分析,化学降解研究,最后通过全合成确定。脂质1是磺基喹诺糖基甘油二酯的溶血形式的醚变体,是一种叶绿体特异性膜脂质,因此代表了一种新的脂质类别,磺基喹诺糖基甘油醚。一个高发生率的移动的生命形式的家庭Pithophoraceae和一个独特的行为的叶绿体报道密切相关的Aegagropila linnaei,著名的湖-球囊藻,意味着一个可能的作用,脂质1或其酰基衍生物在生态适应光障碍的小生境。
Ether lipids are a minor group of glycerolipids but widespread in nature, playing a vital function as membrane lipids, signalling molecules, or buoyant material. We have discovered sulfoquinovosylchimyl alcohol (1), a sulfonate‐substituted glyceroglycolipid, from a lake ball‐forming green algaAegagropilopsis moravica(familyPithophoraceae), with the guidance of antimicrobial activity. The structure of1, including absolute configurations of all sterogenic centers, was established by extensive NMR analysis, chemical degradation studies, and finally by total synthesis. Lipid1is an ether variant of a lyso‐form of sulfoquinovosyldiacylglycerol, a chloroplast‐specific membrane lipid, and thus represents a new lipid class, sulfoquinovosylglyceryl ether. A high occurrence of mobile life form in the familyPithophoraceaeand a unique behaviour of chloroplasts reported in closely relatedAegagropila linnaei, the famous lake‐ball alga, implies a possible role of lipid1or its acyl derivatives in ecological adaptation to dysphotic niches.