Chemistry:Rumenic acid

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Rumenic acid
Rumenic acid
Names
Preferred IUPAC name
(9Z,11E)-Octadeca-9,11-dienoic acid
Other names
Bovinic acid; C9-T11 acid
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
KEGG
UNII
Properties
C18H32O2
Molar mass 280.452 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Rumenic acid, also known as bovinic acid, is a conjugated linoleic acid (CLA) found in the fat of ruminants and in dairy products. It is an omega-7 trans fatty acid. Its lipid shorthand name is cis-9, trans-11 18:2 acid. The name was proposed by Kramer et al. in 1998.[1] It can be considered as the principal dietary form, accounting for as much as 85-90% of the total CLA content in dairy products.[2]

Biosynthesis and biotransformations

Rumenic acid is produced from vaccenic acid by the action of unsaturase enzymes.[3] Rumenic acid is converted back to vaccenic acid en route to stearic acid

Further reading

F. Destaillats; E. Buyukpamukcu; P.-A. Golay; F. Dionisi; F. Giuffrida (2005). "Letter to the Editor: Vaccenic and Rumenic Acids, A Distinct Feature of Ruminant Fats". Journal of Dairy Science 88 (449): 449. doi:10.3168/jds.S0022-0302(05)72705-3. PMID 15653508. 

References

  1. "Rumenic acid: a proposed common name for the major conjugated linoleic acid isomer found in natural products". Lipids 33 (8): 835. 1998. doi:10.1007/s11745-998-0279-6. PMID 9727617. 
  2. Cyberlipid. "Polyenoic Fatty Acids". http://www.cyberlipid.org/fa/acid0003.htm. Retrieved 2007-01-17. 
  3. Turpeinen, Anu M.; Mutanen, Marja; Aro, Antti; Salminen, Irma; Basu, Samar; Palmquist, Donald L.; Griinari, J Mikko (2002). "Bioconversion of vaccenic acid to conjugated linoleic acid in humans". The American Journal of Clinical Nutrition 76 (3): 504–510. doi:10.1093/ajcn/76.3.504. PMID 12197992.