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Docosapentaenoic acid
Names
IUPAC name
(7Z’',10Z,13Z,16Z,19Z'’)-docosa-7,10,13,16,19-pentaenoic acid
Identifiers
ChemSpider 4942831 YesY
Properties
C22H34O2
Molar mass 330.50416 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
 YesY verify (what isYesY/N?)
Infobox references

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

Isomers[edit]

See essential fatty acid#nomenclature for nomenclature.

all-cis-4,7,10,13,16-docosapentaenoic acid (osbond acid)[edit]

The chemical structure of osbond acid showing physiological numbering (red) and chemical numbering (blue) conventions.


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.

all-cis-7,10,13,16,19-docosapentaenoic acid (clupanodonic acid)[edit]

The chemical structure of clupanodonic acid showing physiological numbering (red) and chemical numbering (blue) conventions.


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).

Nutrition[edit]

Docosapentaeonic acid (DPA) is an omega-3 fatty acid that is structurally similar to eicosapentaenoic acid (EPA) with two more carbon chain units.[1]

Dietary sources

These are the top five sources for DPA according to the USDA Agricultural Research Service: [2]

  1. Fish oil, menhaden .668 22:5 n-3 (DPA) (g) Per Measure
  2. Fish oil, salmon .407 22:5 n-3 (DPA) (g) Per Measure
  3. Salmon, red (sockeye), filets with skin, smoked (Alaska Native) 0.335 22:5 n-3 (DPA) (g) Per Measure
  4. Fish, salmon, Atlantic, farmed, raw .334 22:5 n-3 (DPA) (g) Per Measure
  5. Beef, variety meats and by-products, brain, cooked, simmered 22:5 n-3 (DPA) (g) Per Measure

Seal meat and human breast milk are rich in DPA.[1]

References[edit]

  1. ^ a b Yazdi PG. A review of the biologic and pharmacologic role of docosapentaenoic acid n-3. Version 2. F1000Res. 2013 Nov 25 [revised 2014 Aug 19];2:256. doi: 10.12688/f1000research.2-256.v2. eCollection 2013. Review. PMID 25232466 PMC 4162505
  2. ^ “DPA Nutrient List.” National Nutrient Database for Standard Reference Release 27.

See also[edit]


Original courtesy of Wikipedia: http://en.wikipedia.org/wiki/Docosapentaenoic_acid — Please support Wikipedia.
This page uses Creative Commons Licensed content from Wikipedia. A portion of the proceeds from advertising on Digplanet goes to supporting Wikipedia.

78 news items

Nature.com

Nature.com
Mon, 03 Aug 2015 08:00:00 -0700

The bioactive molecules contain conjugated triene and diene double bonds, carry an alcohol at C13 and are derived from n-3 docosapentaenoic acid (DPA, C22:5). These compounds, termed 13-series resolvins (RvTs), demonstrated potent protective actions ...
 
PharmaLive (press release) (subscription)
Mon, 15 Jun 2015 04:03:45 -0700

“These data demonstrate that MAT9001, a unique omega-3 fatty acid composition with docosapentaenoic acid (DPA), has the potential to expand and to greatly improve therapeutic options for patients with high triglyceride levels and high cholesterol ...
 
Newsmax
Wed, 25 Mar 2015 12:24:04 -0700

Omega-3 s include eicosapentaenoic acid (EPA), docosapentaenoic acid (DPA) and docosahexaenoic acid (DHA) — all of which boost fetal development, particularly the brain. The American Dietetic Association and Dietitians of Canada recommend that all ...

U.S. News & World Report

U.S. News & World Report
Fri, 03 Apr 2015 09:23:44 -0700

These include DHA, EPA (eicosapentaenoic acid) and DPA (docosapentaenoic acid). DHA is believed to be the biggest player in neurological health and is the primary structural fat found in the brain. The American Dietetic Association recommends that ...

wsnewspublishers

GlobeNewswire (press release)
Thu, 04 Jun 2015 04:06:13 -0700

MAT9001 is a proprietary prescription-only omega-3 fatty acid-based composition, comprising docosapentaenoic acid (DPA) and other omega-3 fatty acids, which is under development for therapeutic applications with severe hypertriglyceridemia (TG>500 ...
 
eMaxHealth
Tue, 12 May 2015 06:54:20 -0700

Menhaden fish are an excellent source of not only EPA and DHA, but another fatty acid, docosapentaenoic acid (DPA). Here's what the researchers discovered: T. he untreated mice had signs of neuropathy—diminished transmission of signals along the ...
 
Seeking Alpha
Mon, 01 Jun 2015 11:31:20 -0700

The differentiating aspect of MAT9001 from other omega-3 prescription products is the inclusion of docosapentaenoic acid (DPA) in the optimized mixture. Preclinical studies suggest that DPA has the potential to confer a unique therapeutic profile ...
 
GlobeNewswire (press release)
Thu, 28 May 2015 04:11:30 -0700

MAT9001 is a proprietary prescription-only omega-3 fatty acid-based composition, comprising docosapentaenoic acid (DPA) and other omega-3 fatty acids, which is under development for therapeutic applications with severe hypertriglyceridemia (TG>500 ...
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