Surf Wiki
Save to docs
general/fatty-acids

From Surf Wiki (app.surf) — the open knowledge base

Pentadecylic acid

C15:0 (Lipid numbers)

Pentadecylic acid, also known as pentadecanoic acid or C15:0, is an odd-chain saturated fatty acid. Its molecular formula is . It is a colorless solid.

A laboratory preparation involves permanganate oxidation of 1-hexadecene ().

It is one of the most common odd-chain fatty acids, which are rare in nature. Pentadecylic acid is found primarily in dairy fat, as well as in ruminant meat and some fish and plants.{{cite journal | vauthors = Hansen RP, Shorland FB, Cooke NJ | title = The occurrence of n-pentadecanoic acid in hydrogenated mutton fat | journal = The Biochemical Journal | volume = 58 | issue = 4 | pages = 516–517 | date = December 1954 | pmid = 13229996 | pmc = 1269934 | doi = 10.1042/bj0580516

Rare genetic disorders causing unusually high concentrations of C15:0 and C17:0, including Refsum disease, Zellweger syndrome, and propionic acidemia, confirmed endogenous synthesis of these odd-chain FAs in humans, involving alpha oxidation.{{cite journal |vauthors=Mori K, Naganuma T, Kihara A |title = Role of 2-hydroxy acyl-CoA lyase HACL2 in odd-chain fatty acid production via α-oxidation in vivo |journal = Mol Biol Cell |date = 2023 |volume = 34 | issue = 9 | article-number = ar85| doi = 10.1091/mbc.E23-02-0042|pmid = 37285239 |pmc = 10398889 }}

Research

Pentadecanoic acid has been compared to eicosapentaenoic acid (EPA) to evaluate the possibility that pentadecanoic acid is a previously unrecognized essential fatty acid.

References

References

  1. [http://www.sigmaaldrich.com/catalog/product/fluka/91446?lang=en&region=US Pentadecanoic acid], [[Sigma-Aldrich]]
  2. (1981). "Carboxylic Acids from the Oxidation of Terminal Alkenes by Permanganate: Nonadecanoic Acid". Organic Syntheses.
  3. (2007). "Milk and Dairy Products".
  4. (2022-01-01). "Update on food sources and biological activity of odd-chain, branched and cyclic fatty acids –– A review". Trends in Food Science & Technology.
  5. (2014). "Chemical and nutritional characterization of Chenopodium pallidicaule (cañihua) and Chenopodium quinoa (quinoa) seeds". Emirates Journal of Food and Agriculture.
  6. (January 1999). "Pentadecanoic acid in serum as a marker for intake of milk fat: relations between intake of milk fat and metabolic risk factors". The American Journal of Clinical Nutrition.
  7. (2016). "Pentadecanoic and Heptadecanoic Acids: Multifaceted Odd-Chain Fatty Acids". Advances in Nutrition.
  8. (2022). "Broader and safer clinically-relevant activities of pentadecanoic acid compared to omega-3: Evaluation of an emerging essential fatty acid across twelve primary human cell-based disease systems". [[PLOS One]].
Info: Wikipedia Source

This article was imported from Wikipedia and is available under the Creative Commons Attribution-ShareAlike 4.0 License. Content has been adapted to SurfDoc format. Original contributors can be found on the article history page.

fatty-acids alkanoic-acids
Want to explore this topic further?

Ask Mako anything about Pentadecylic acid — get instant answers, deeper analysis, and related topics.

Research with Mako

Free with your Surf account

Content sourced from Wikipedia, available under CC BY-SA 4.0.

This content may have been generated or modified by AI. CloudSurf Software LLC is not responsible for the accuracy, completeness, or reliability of AI-generated content. Always verify important information from primary sources.

Report