Rumenic acid: Difference between revisions
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| ImageName = Rumenic acid |
| ImageName = Rumenic acid |
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| PIN = (9''Z'',11''E'')-Octadeca-9,11-dienoic acid |
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| OtherNames = Bovinic acid; C9-T11 acid |
| OtherNames = Bovinic acid; C9-T11 acid |
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'''Rumenic acid''', also known as '''bovinic acid''', is a [[conjugated linoleic acid]] (CLA) found in the fat of [[ruminant]]s and in [[dairy product]]s. It is an [[Essential fatty acid#Nomenclature and terminology|omega-7]] [[trans |
'''Rumenic acid''', also known as '''bovinic acid''', is a [[conjugated linoleic acid]] (CLA) found in the fat of [[ruminant]]s and in [[dairy product]]s. It is an [[Essential fatty acid#Nomenclature and terminology|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.<ref name=Kramer>{{cite journal |vauthors=Kramer J, Parodi P, Jensen R, Mossoba M, Yurawecz M, Adlof R |title=Rumenic acid: a proposed common name for the major conjugated linoleic acid isomer found in natural products |journal=Lipids |volume=33 |issue=8 |page=835 |year=1998 |pmid=9727617 |doi=10.1007/s11745-998-0279-6|s2cid=10693714 }}</ref> It can be considered as the principal dietary form, accounting for as much as 85-90% of the total [[Conjugated linoleic acid|CLA]] content in dairy products.<ref name=Cyberlipid>{{cite web |
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The name was proposed by Kramer ''et al.'' in 1998.<ref name=Kramer>{{cite journal |vauthors=Kramer J, Parodi P, Jensen R, Mossoba M, Yurawecz M, Adlof R |title=Rumenic acid: a proposed common name for the major conjugated linoleic acid isomer found in natural products |journal=Lipids |volume=33 |issue=8 |page=835 |year=1998 |pmid=9727617 |doi=10.1007/s11745-998-0279-6|s2cid=10693714 }}</ref> It is formed along with [[vaccenic acid]] by biohydrogenation of dietary [[polyunsaturated fatty acid]]s in the [[rumen]].<ref name=Destaillats>{{cite journal |
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==Biosynthesis and biotransformations== |
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Rumenic acid is produced from [[vaccenic acid]] by the action of unsaturase enzymes.<ref>{{cite journal |doi=10.1093/ajcn/76.3.504|title=Bioconversion of vaccenic acid to conjugated linoleic acid in humans |year=2002 |last1=Turpeinen |first1=Anu M. |last2=Mutanen |first2=Marja |last3=Aro |first3=Antti |last4=Salminen |first4=Irma |last5=Basu |first5=Samar |last6=Palmquist |first6=Donald L. |last7=Griinari |first7=J Mikko |journal=The American Journal of Clinical Nutrition |volume=76 |issue=3 |pages=504–510 |pmid=12197992 |doi-access=free }}</ref> Rumenic acid is converted back to vaccenic acid en route to [[stearic acid]] |
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==Further reading== |
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{{cite journal |
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|journal= [[Journal of Dairy Science]]|volume=88|issue=449|year=2005 |
|journal= [[Journal of Dairy Science]]|volume=88|issue=449|year=2005 |
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|title=Letter to the Editor: Vaccenic and Rumenic Acids, A Distinct Feature of Ruminant Fats |
|title=Letter to the Editor: Vaccenic and Rumenic Acids, A Distinct Feature of Ruminant Fats |
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|doi= 10.3168/jds.S0022-0302(05)72705-3 |
|doi= 10.3168/jds.S0022-0302(05)72705-3 |
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|page= 449 |pmid=15653508|doi-access=free |
|page= 449 |pmid=15653508|doi-access=free |
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It can be considered as the principal dietary form, accounting for as much as 85-90% of the total [[Conjugated linoleic acid|CLA]] content in dairy products.<ref name=Cyberlipid>{{cite web |
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==References== |
==References== |
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Latest revision as of 18:53, 12 August 2023
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| Names | |
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| Preferred IUPAC name
(9Z,11E)-Octadeca-9,11-dienoic acid | |
| Other names
Bovinic acid; C9-T11 acid
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| Identifiers | |
3D model (JSmol)
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| ChEBI | |
| ChemSpider | |
| KEGG | |
PubChem CID
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| UNII | |
CompTox Dashboard (EPA)
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| 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
[edit]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
[edit]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
[edit]- ^ Kramer J, Parodi P, Jensen R, Mossoba M, Yurawecz M, Adlof R (1998). "Rumenic acid: a proposed common name for the major conjugated linoleic acid isomer found in natural products". Lipids. 33 (8): 835. doi:10.1007/s11745-998-0279-6. PMID 9727617. S2CID 10693714.
- ^ Cyberlipid. "Polyenoic Fatty Acids". Retrieved 2007-01-17.
- ^ 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.