Docosapentaenoic acid

Docosapentaenoic acid

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 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". http://www.omega3sealoil.com/Chapter4_4.html. Retrieved February 8, 2006. 
  2. ^ Gerard Hornstra (September 2007). "Essential Polyunsaturated Fatty Acids and Early Human Development" ([dead link]Scholar search). Fats of Life Newsletter. Archived from the original on June 7, 2008. http://web.archive.org/web/20080607194856/http://www.fatsoflife.com/pufa/article.asp?nid=1&edition=this&id=484. Retrieved 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". http://www.ajcn.org/cgi/content/abstract/80/3/768. Retrieved July 17, 2006. 

See also

  • List of omega-3 fatty acids



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  • docosapentaenoic — adjective Of or pertaining to docosapentaenoic acid or its derivatives …   Wiktionary

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  • Docosahexaenoic acid — IUPAC name (4Z,7Z,10Z,13Z,16Z,19Z) docosa 4,7,10,13,16,19 hexaenoic acid; Doconexent …   Wikipedia

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  • Омега-3 — Омега 3  класс полиненасыщенных жирных кислот. Содержатся в некоторых морских и растительных жирах. Обладают широким действием на различные системы организма. Наряду с Омега 6 относится к так называемым «незаменимым» жирным кислотам, которые… …   Википедия

  • Acide docosahexaénoïque — Général Nom IUPAC acide (4Z,7Z,10Z,13Z,16Z,19Z) docosahexa 4,7,10,13,16,19 énoïque Synonymes …   Wikipédia en Français

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