Docosapentaenoic acid
Docosapentaenoic acid designates any straight chain 22:5 fatty acid.
Isomers
- See essential fatty acid#nomenclature for nomenclature.
all-cis-4,7,10,13,16-docosapentaenoic acid (osbond acid)
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)
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
Docosapentaenoic 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]
- Fish oil, menhaden .668 22:5 n-3 (DPA) (g) Per Measure
- Fish oil, salmon .407 22:5 n-3 (DPA) (g) Per Measure
- Salmon, red (sockeye), filets with skin, smoked (Alaska Native) 0.335 22:5 n-3 (DPA) (g) Per Measure
- Fish, salmon, Atlantic, farmed, raw .334 22:5 n-3 (DPA) (g) Per Measure
- 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]
Functions
Clupanodonic acid, an omega-3 fatty acid, along with its metabolite DHA and other long chain omega-3 fatty acids, is under study to determine properties of omega-3 fats in humans, such as in inflammation mechanisms.[3]
References
- 1 2 Yazdi, PG (Nov 2013). "A review of the biologic and pharmacologic role of docosapentaenoic acid n-3". F1000Res. 2: 256. doi:10.12688/f1000research.2-256.v2. PMC 4162505. PMID 25232466.
- ↑ "DPA Nutrient List." National Nutrient Database for Standard Reference Release 27.
- ↑ Nat Med. 2015 Sep;21(9):1071-5. doi:10.1038/nm.3911