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Linoleic acid (LA) is an unsaturated omega-6 fatty acid with the molecular formula C18H32O2. It is a colorless liquid. In physiological literature, it is given the name 18:2(n-6). Its systematic chemical name is cis, cis-9,12-octadecadienoic acid. Chemically, linoleic acid is a carboxylic acid with an 18-carbon chain and two cis double bonds; the first double bond is located at the sixth carbon from the omega end. The structural formula is CH3-CH2-CH2-CH2-CH2-CH=CH-CH2-CH=CH-CH2-CH2-CH2-CH2-CH2-CH2-CH2-COOH. Linoleic acid has a molar mass of 280.44548(1724) g/mol.

The word linoleic comes from the Greek word linon (flax). Oleic means of, relating to, or derived from oil or of or relating to oleic acid.

Linoleic acid is a polyunsaturated fatty acid used in the biosynthesis of prostaglandins and cell membranes and in other natural oils. These oils include vegetable oil, especially sunflower oil.

To be fully utilised by the body, LA must be converted into gamma-linolenic acid, a reaction catalysed by the enzyme delta-6-desaturase (D6D).

Linoleic acid is used in making soaps, emulsifiers, and quick-drying oils. Reduction of linoleic acid yields linoleyl alcohol.


Linoleic acid is a member of the group of essential fatty acids called omega-6 fatty acids, so called because they are an essential dietary requirement for all mammals. The other group of essential fatty acids is the omega-3 fatty acids, for example Alpha-linolenic acid. Omega-6 deficiency symptoms include dry hair, hair loss, and poor wound healing. Most people get plenty of omega-6 fatty acids in their diet, but it is easy to meet the daily requirement for these fatty acids (even for people consuming low fat diets). Consuming approximately a tablespoon of polyunsaturated plant oils a day is sufficient.

See also


References


Fatty acids | Carboxylic acids

Linolsäure | Acide linoléique | Linolzuur | リノール酸 | Kwas linolowy

 

This article is licensed under the GNU Free Documentation License. It uses material from the "Linoleic acid".

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