Docosapentaenoic acid

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Docosapentaenoic acid designates any straight chain 22:5 fatty acid.

See essential fatty acid#Nomenclature for nomenclature.

Two isomers are of particular interest

  • all-cis-7,10,13,16,19-docosapentaenoic acid is an ω-3 fatty acid with the trivial name clupanodonic acid, commonly called DPA. It is an intermediary between eicosapentaenoic acid (EPA, 20:5 ω-3) and docosahexaenoic acid (DHA, 22:6 ω-3). Seal oil is a rich source.[1]
  • all-cis-4,7,10,13,16-docosapentaenoic acid is an ω-6 fatty acid with the trivial name Osbond acid. It is formed by an elongation and desaturation of arachidonic acid 20:4 ω-6. In mammals, clupanodonic acid deficiency is accompanied by an increase of this isomer; the Osbond/DHA ratio is thus a marker of dietary DHA sufficiency.[2] However, this usage has been questioned.[3]
The chemical structure of clupanodonic acid showing physiological numbering (red) and chemical numbering (blue) conventions.
The chemical structure of clupanodonic acid showing physiological numbering (red) and chemical numbering (blue) conventions.


The chemical structure of ω-6 docosapentaenoic acid showing physiological numbering (red) and chemical numbering (blue) conventions.
The chemical structure of ω-6 docosapentaenoic acid showing physiological numbering (red) and chemical numbering (blue) conventions.


References

  1. ^ Omega 3 Seal Oil Studies and Research. "The Studies of Seal Oil". Retrieved on February 8, 2006.
  2. ^ Gerard Hornstra (September 2007). "Essential Polyunsaturated Fatty Acids and Early Human Development". Fats of Life Newsletter. Retrieved on 2007-10-23. 
  3. ^ Sheila M Innis, Ziba Vaghri and D Janette King. "n–6 Docosapentaenoic acid is not a predictor of low docosahexaenoic acid status in Canadian preschool children". Retrieved on July 17, 2006.

See also

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  • This page was last modified on 5 September 2008, at 07:17.

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