ArticleAngewandte Chemie (International ed. in English)2021
Total Synthesis of the Alleged Structure of Crenarchaeol Enables Structure Revision*.
Article in Angewandte Chemie (International ed. in English), 2021. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 8 papers.
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Who cites it
8 citing papers in PubMed.
- Archaeal Lipids: Extraction, Separation, and Identification via Natural Product Chemistry Perspective.International journal of molecular sciences · 2025Review
- Structure Diversity and Properties of Some Bola-like Natural Products.Marine drugs · 2024Review
- Tetraether archaeal lipids promote long-term survival in extreme conditions.Molecular microbiology · 2024Article
- 1,4-Dithianes: attractive C2-building blocks for the synthesis of complex molecular architectures.Beilstein journal of organic chemistry · 2023Review
- Archaeal lipids trace ecology and evolution of marine ammonia-oxidizing archaea.Proceedings of the National Academy of Sciences of the United States of America · 2022Article
- Microbial membrane lipid adaptations to high hydrostatic pressure in the marine environment.Frontiers in molecular biosciences · 2022Review
- Total Synthesis of the Alleged Structure of Crenarchaeol Enables Structure Revision*.Angewandte Chemie (International ed. in English) · 2021Article
- A Novel Approach to Characterize the Lipidome of Marine ArchaeonFrontiers in microbiology · 2021Article
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Authors and funding
6 authors.
Funding
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Abstract
Crenarchaeol is a glycerol dialkyl glycerol tetraether lipid produced exclusively in Archaea of the phylum Thaumarchaeota. This membrane-spanning lipid is undoubtedly the structurally most sophisticated of all known archaeal lipids and an iconic molecule in organic geochemistry. The 66-membered macrocycle possesses a unique chemical structure featuring 22 mostly remote stereocenters, and a cyclohexane ring connected by a single bond to a cyclopentane ring. Herein we report the first total synthesis of the proposed structure of crenarchaeol. Comparison with natural crenarchaeol allowed us to propose a revised structure of crenarchaeol, wherein one of the 22 stereocenters is inverted.
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