PLASMALOGENS

When a fatty acid is attached by an ether linkage rather than by an ester linkage, at carbon 1 of the core glycerol molecule, a plasmalogen is produced. For example, phosphotidyl ethanolamine is the plasmalogen that is similar in structure to phosphotidyl ethanolamine.

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Myelin contains large amount of ethanolamine plasmalogen, and heart muscle contains large amounts of choline plasmalogen. Plasmalogen constitutes as much as 10% of the phospholipids of brain and muscle. Typically, the alkyl radical is an unsaturated alcohol. In some instances, choline, serine, or inositol may be substituted for ethanolamine.

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Dihydroxyacetone phosphate is the precursor of glycerol ether phospholipids. This compound combines with acyl-CoA to give 1-acyldihydroxyacetone phosphate. An exchange reaction takes place between the acyl group and a long chain alcohol to give a 1-alkyldihydroxyacetone phosphate, which, in the presence of NADPH, is converted to 1-alkyl glycerol 3-phosphate. After further acylation in the 2 position, the resulting 1-alkyl, 2-acyl glycerol 3-phosphate is hydrolysed to give the free glycerol derivatives.

Plasmalogens are formed by the desaturation of the analogues 3-phosphoethanolamine derivative. Most of the phospholipid in mitochondria consist of plasmalogen.


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