Myristic acid explained

Myristic acid (IUPAC name: tetradecanoic acid) is a common saturated fatty acid with the molecular formula . Its salts and esters are commonly referred to as myristates or tetradecanoates. The name of the acyl group derived from myristic acid is myristoyl or tetradecanoyl. The acid is named after the binomial name for nutmeg (Myristica fragrans), from which it was first isolated in 1841 by Lyon Playfair.[1]

Occurrence

Nutmeg butter has 75% trimyristin, the triglyceride of myristic acid and a source from which it can be synthesised.[2] Besides nutmeg, myristic acid is found in palm kernel oil, coconut oil, butterfat, 8–14% of bovine milk, and 8.6% of breast milk as well as being a minor component of many other animal fats. It is found in spermaceti, the crystallized fraction of oil from the sperm whale. It is also found in the rhizomes of the Iris, including Orris root.[3] [4]

Chemical behaviour

See also: Myristoylation. Myristic acid acts as a lipid anchor in biomembranes.[5]

Reduction of myristic acid yields myristyl aldehyde and myristyl alcohol.

Health effects

Myristic acid consumption raises low-density lipoprotein (LDL) cholesterol.[6] [7]

See also

Notes and References

  1. Playfair. Lyon. XX. On a new fat acid in the butter of nutmegs. Philosophical Magazine . Series 3. 18. 115. 2009. 102–113. 1941-5966. 10.1080/14786444108650255.
  2. G. D.. Beal. Myristic Acid. 10.15227/orgsyn.006.0066. Organic Syntheses. 6. 66. 1926.
  3. Council of Europe, August 2007
  4. John Charles Sawer
  5. Book: Cox, David L. Nelson, Michael M.. Lehninger principles of biochemistry. 2005. W.H. Freeman. New York. 978-0716743392. 4th. registration.
  6. Mensink, Ronald P.. 2016. Effects of saturated fatty acids on serum lipids and lipoproteins: a systematic review and regression analysis. World Health Organization.
  7. Schwingshackl L, Bogensberger B, Benčič A, Knüppel S, Boeing H, Hoffmann G . 2018. Effects of oils and solid fats on blood lipids: a systematic review and network meta-analysis. J Lipid Res. 59. 9. 1771–1782. 10.1194/jlr.P085522. 30006369. free. 6121943.