Isolation and Synthesis of Glycophospholipids from the extremophile Chthonomonas calidirosea,Asian Journal of Organic Chemistry

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Isolation and Synthesis of Glycophospholipids from the extremophile Chthonomonas calidirosea
Asian Journal of Organic Chemistry ( IF 2.8 ) Pub Date : 2020-08-24 , DOI: 10.1002/ajoc.202000357
Benjamin J. Compton ₁ , Kirill Lagutin ₂ , Blake S. Dyer ₃ , Jason Ryan ₂ , Andrew MacKenzie ₂ , Matthew B. Stott ₄ , Eduard V. Nekrasov _{2,

5} , Gavin F. Painter ₁ , Mikhail Vyssotski ₂

Affiliation

An interesting set of ten phospholipids including eight previously unreported compounds have been isolated from the extremophile Chthonomonas calidirosea (strain T49^T). Common within these metabolites is the phosphatidylglyceroylalkylamine core unit with the newly identified compounds containing α‐linked glucosyl, xylosyl or N‐alanylglucosaminyl monosaccharides. The previously reported N‐acetylglucosaminyl and aglycone derivatives were also identified in extracts from this bacterium. All metabolites were accompanied by a structural isomer which was shown to contain an extra hydroxyl group within the alkylamine chain. The absolute regio‐ and stereochemistries of the major phospholipids were confirmed by total synthesis.

中文翻译：

嗜极端嗜热气单胞菌Chodinomonas calidirosea糖脂的分离与合成

从极端嗜热菌Chthonomonas calidirosea（菌株T49 ^T）中分离出一组有趣的十种磷脂，其中包括八种先前未报道的化合物。这些代谢产物中常见的是磷脂酰甘油基酰氨基烷基胺核心单元，以及新近鉴定出的含有α-连接的葡糖基，木糖基或N-丙氨酰氨基葡萄糖基单糖的化合物。还从该细菌的提取物中鉴定出了先前报道的N-乙酰氨基葡萄糖和糖苷配基衍生物。所有代谢物都伴有结构异构体，该异构体显示在烷基胺链内含有额外的羟基。全合成证实了主要磷脂的绝对区域和立体化学。

更新日期：2020-08-24

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