Vaccenic acid

• 693-72-1 ( trans)
• 506-17-2 ( cis)

• Fixed ( trans)
• Liquid ( cis)

• 44 ° C ( trans)
• 14.5-15.5 ° C ( cis)

1.4499 (60 ° C)

Attention

Template: Infobox chemical / molecular formula search available

Vaccenic acid is a naturally occurring chemical compound from the group of unsaturated fatty acids. It exists in two isomeric forms which are distinguished by the arrangement of the substituents on the double bond. Vaccenic acid is found naturally in ruminant fats, found in fish oil, blood plasma, as well as microorganisms such as Lactobacillus species and Escherichia coli.

Trans - vaccenic

The trans - vaccenic acid or (E)- vaccenic acid is one of the trans fatty acids. It is produced by hydrogenation of polyunsaturated fatty acids such as linolenic acid in the rumen of ruminants.

Trans - vaccenic acid is present in small amounts in fats from ruminants, for example, to 2.3% in butter.

Cis- vaccenic

Cis- or (Z) - vaccenic acid melts and has significantly lower hemolytic activity. It comes out of blood plasma also in various animal tissues, in natural fats and fish oil. With many bacteria it occurs in the lipids of the cell membrane, such as Lactobacillus plantarum ( formerly known as Lactobacillus arabinosus ) to 31 % and 16% Lactobacillus casei. In E. coli, vaccenic acid makes up the bulk of the existing unsaturated acids. Even with Agrobacterium tumefaciens outweighs cis- vaccenic acid as the fatty acid in the lipids, their share is 68 %. In many bacteria cis- vaccenic acid in the biosynthesis of fatty acids of the precursor Lactobacillsäure.

Proof

The detection and assay of vaccenic acid is carried out typically by gas chromatography of the methyl ester; supplement can be a separation of the unsaturated isomers with silver nitrate thin layer chromatography.