Parkeol
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| Names | |
|---|---|
| IUPAC name
lanosta-9(11),24-dien-3β-ol | |
| Identifiers | |
| 3D model (Jmol) | Interactive image |
| ChEBI | CHEBI:63460 |
| ChemSpider | 23255009 |
| PubChem | 12313974 |
| |
| |
| Properties | |
| C30H50O | |
| Molar mass | 426.73 g·mol−1 |
| Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
| Infobox references | |
Parkeol is a relatively uncommon sterol secondary metabolite found mostly in plants, particularly noted in Butyrospermum parkii (now called Vitellaria paradoxa, or the shea tree).[1] It can be synthesized as a minor product by several oxidosqualene cyclase enzymes, and is the sole product of the enzyme parkeol synthase.[2]
Parkeol is the dominant sterol found in the planctomycete Gemmata obscuriglobus, a rare example of a sterol-synthesizing prokaryote. The only other sterol identified in this organism is lanosterol, a key component of the sterol biosynthetic pathway in animals and fungi; this relatively limited sterol repertoire may resemble the early evolution of sterol synthesis, which is ubiquitous in eukaryotes.[3]
References
- ↑ Itoh, Toshihiro; Uetsuki, Toshimitsu; Tamura, Toshitake; Matsumoto, Taro (June 1980). "Characterization of triterpene alcohols of seed oils from some species of theaceae, phytolaccaceae and sapotaceae". Lipids. 15 (6): 407–411. doi:10.1007/BF02534064.
- ↑ Ito, R; Mori, K; Hashimoto, I; Nakano, C; Sato, T; Hoshino, T (20 May 2011). "Triterpene cyclases from Oryza sativa L.: cycloartenol, parkeol and achilleol B synthases.". Organic Letters. 13 (10): 2678–81. doi:10.1021/ol200777d. PMID 21526825.
- ↑ Pearson, A; Budin, M; Brocks, JJ (23 December 2003). "Phylogenetic and biochemical evidence for sterol synthesis in the bacterium Gemmata obscuriglobus.". Proceedings of the National Academy of Sciences of the United States of America. 100 (26): 15352–7. doi:10.1073/pnas.2536559100. PMC 307571
. PMID 14660793.
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