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Polyunsaturated fatty acids (PUFAs) are
fatty acids In chemistry, particularly in biochemistry, a fatty acid is a carboxylic acid with an aliphatic chain, which is either saturated and unsaturated compounds#Organic chemistry, saturated or unsaturated. Most naturally occurring fatty acids have an B ...
that contain more than one
double bond In chemistry, a double bond is a covalent bond between two atoms involving four bonding electrons as opposed to two in a single bond. Double bonds occur most commonly between two carbon atoms, for example in alkenes. Many double bonds exist betwee ...
in their backbone. This class includes many important compounds, such as essential fatty acids and those that give
drying oil A drying oil is an oil that hardens to a tough, solid film after a period of exposure to air, at room temperature. The oil hardens through a chemical reaction in which the components crosslink (and hence, polymerize) by the action of oxygen (no ...
s their characteristic property. Polyunsaturated fatty acids can be classified in various groups by their chemical structure: * methylene-interrupted polyenes * conjugated fatty acids * other PUFAs Based on the length of their carbon backbone, they are sometimes classified in two groups: * short chain polyunsaturated fatty acids (SC-PUFA), with 18 carbon atoms * long-chain polyunsaturated fatty acids (LC-PUFA) with 20 or more carbon atoms


Dietary sources


Types


Methylene-interrupted polyenes

These fatty acids have 2 or more '' cis'' double bonds that are separated from each other by a single methylene bridge (--). This form is also sometimes called a ''divinylmethane pattern''. The essential fatty acids are all omega-3 and -6 methylene-interrupted fatty acids. ''See more at Essential fatty acids—Nomenclature''


Omega-3


Omega-6


Omega-9


Conjugated fatty acids


Other polyunsaturated fatty acids


Function and effects

''The biological effects of the ω-3 and ω-6 fatty acids are largely mediated by their mutual interactions, see
Essential fatty acid interactions The two essential fatty acids are omega 3 and omega 6, which are required for a good human health. However, the effects of the ω-3 (omega-3) and ω-6 (omega-6) essential fatty acids (EFAs) are characterized by their interactions. The interac ...
for detail.''


Thermal degradation

Polyunsaturated fatty acids in culinary oils undergo
oxidative Redox (reduction–oxidation, , ) is a type of chemical reaction in which the oxidation states of substrate change. Oxidation is the loss of electrons or an increase in the oxidation state, while reduction is the gain of electrons or a ...
deterioration at temperatures of . The heating causes a
free radical A daughter category of ''Ageing'', this category deals only with the biological aspects of ageing. Ageing Ailments of unknown cause Biogerontology Biological processes Causes of death Cellular processes Gerontology Life extension Metabo ...
chain reaction, which oxidizes the PUFAs into
hydroperoxide Hydroperoxides or peroxols are compounds containing the hydroperoxide functional group (ROOH). If the R is organic, the compounds are called organic hydroperoxides. Such compounds are a subset of organic peroxides, which have the formula ROOR. ...
, which further decomposes into a complex mixture of secondary products.


See also

*
Fatty acid In chemistry, particularly in biochemistry, a fatty acid is a carboxylic acid with an aliphatic chain, which is either saturated or unsaturated. Most naturally occurring fatty acids have an unbranched chain of an even number of carbon atoms, f ...
** Essential fatty acid *
Saturated fat A saturated fat is a type of fat in which the fatty acid chains have all single bonds. A fat known as a glyceride is made of two kinds of smaller molecules: a short glycerol backbone and fatty acids that each contain a long linear or branche ...
*
Unsaturated fat An unsaturated fat is a fat or fatty acid in which there is at least one double bond within the fatty acid chain. A fatty acid chain is monounsaturated if it contains one double bond, and polyunsaturated if it contains more than one double bond ...
** Monounsaturated fat **
Polyunsaturated fat Polyunsaturated fats are fats in which the constituent hydrocarbon chain possesses two or more carbon–carbon double bonds. Polyunsaturated fat can be found mostly in nuts, seeds, fish, seed oils, and oysters. "Unsaturated" refers to the fact t ...


References


Citations


General References

* * * *{{cite journal , author= Heinz, title=Similarities and Differences in Lipid Metabolism of Chloroplasts Isolated from 18:3 and 16:3 Plants , journal=Plant Physiol , volume=72 , issue=2 , pages=273–279 , year=1983 , pmid=16662992 , doi= 10.1104/pp.72.2.273 , last2= Roughan , first2= PG , pmc= 1066223 Fatty acids Nutrition Nutrients pt:Gordura poliinsaturada