Jun 12

Wikipedia.Org has an excellent introductory article about Omega-3 fatty acids. Below are key excerpts from the article (reference link below):

N−3 fatty acids (popularly referred to as ω−3 fatty acids or omega-3 fatty acids) constitute a series of essential unsaturated fatty acids that have a final carbon–carbon double bond in the n−3 position, that is, the third bond from the methyl end of the fatty acid. Nutritionally important n−3 fatty acids include α-linolenic acid (ALA), eicosapentaenoic acid (EPA), and docosahexaenoic acid (DHA), all of which are polyunsaturated. The human body cannot synthesize n−3 fatty acids from scratch, but it has a limited ability to form the “long-chain” n−3 fatty acids EPA (20-carbon atoms) and DHA (22-carbon atoms) from the “short-chain” eighteen-carbon n−3 fatty acid ALA.

Essential fatty acids are molecules that cannot be synthesized by the human body but are vital for normal metabolism. One of the two families of these essential fatty acids is the omega-3 fatty acids. Because omega (ω) is the last letter in the Greek alphabet, the naming system counts from the last of the carbons to the carbon-carbon double bond. Likewise, the preferred n–3 nomenclature uses the letter “n” to mean the number of carbon atoms in the chain. If the fatty acid has this third-to-last double bond, it is called an ω–3 (“omega minus 3″) fatty acid. Common sources of n–3 fatty acids include fish oils and some plant oils such as flaxseed oil and algal oil.

Structure of Alpha-Linolenic Acid (ALA)

Chemical structure of alpha-linolenic acid (ALA), an essential n−3 fatty acid, (18:3Δ9c,12c,15c, which means a chain of 18 carbons with 3 double bonds on carbons numbered 9, 12, and 15). Although chemists count from the carbonyl carbon (Blue Numbering), physiologists count from the n (ω) carbon (red numbering). Note that, from the n end (diagram right), the first double bond appears as the third carbon-carbon bond (line segment), hence the name “n−3″. This is explained by the fact that the n end is almost never changed during physiologic transformations in the human body, as it is more energy-stable, and other carbohydrates compounds can be synthesized from the other carbonyl end, for example in glycerides, or from double bonds in the middle of the chain.

Structure of Eicosapentaenoic Acid (EPA)

Structure of Docosahexaenoic Acid (DHA)

 

List of n−3 fatty acids

Table lists several different names for the most common n−3 fatty acids found in nature.

Common name Lipid name Chemical name
Hexadecatrienoic acid (HTA) 16:3 (n−3) all-cis-7,10,13-hexadecatrienoic acid
α-Linolenic acid (ALA) 18:3 (n−3) all-cis-9,12,15-octadecatrienoic acid
Stearidonic acid (SDA), aka Moroctic acid   18:4 (n−3) all-cis-6,9,12,15-octadecatetraenoic acid
Eicosatrienoic acid (ETE) 20:3 (n−3) all-cis-11,14,17-eicosatrienoic acid
Eicosatetraenoic acid (ETA) 20:4 (n−3) all-cis-8,11,14,17-eicosatetraenoic acid
Eicosapentaenoic acid (EPA) 20:5 (n−3) all-cis-5,8,11,14,17-eicosapentaenoic acid
Heneicosapentaenoic acid (HPA) 21:5 (n−3) all-cis-6,9,12,15,18-heneicosapentaenoic acid
Docosapentaenoic acid (DPA),
Clupanodonic acid
22:5 (n−3) all-cis-7,10,13,16,19-docosapentaenoic acid
Docosahexaenoic acid (DHA) 22:6 (n−3) all-cis-4,7,10,13,16,19-docosahexaenoic acid
Tetracosapentaenoic acid 24:5 (n−3) all-cis-9,12,15,18,21-tetracosapentaenoic acid
Tetracosahexaenoic acid (Nisinic acid) 24:6 (n−3) all-cis-6,9,12,15,18,21-tetracosahexaenoic acid

  

Reference to original article: http://en.wikipedia.org/wiki/Omega-3_fatty_acid

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Jun 12

Some types of fish may contain high levels of mercury, PCBs (polychlorinated biphenyls), dioxins and other environmental contaminants. Levels of these substances are generally highest in older, larger predatory fish and marine mammals.

The most commonly eaten fish low in mercury are: canned light tuna, salmon, pollock, and catfish.

It is recommended to avoid eating shark, swordfish, king Mackerel, or tilefish (golden bass or golden snapper) because they contain high levels of mercury.

Eating oily fish like Salmon is a great way to increase Omega-3 polyusaturated fat intake.

 A picture of salmon with its Omega-3 rich skin

According to FDA, the benefits and risks of eating fish vary depending on a person’s stage of life:

  • Children and pregnant women are advised by the U.S. Food and Drug Administration (FDA) to avoid eating those fish with the potential for the highest level of mercury contamination (e.g., shark, swordfish, king mackerel or tilefish); to eat up to 12 ounces (two average meals) per week of a variety of fish that are lower in mercury (e.g., canned light tuna, salmon, pollock, catfish)
  • For middle-aged and older men and postmenopausal women, the benefits of eating fish far outweigh the potential risks when the amount of fish are eaten is within the recommendations established by the FDA and Environmental Protection Agency.

Omega-3 and Mercury Levels for Most Consumed Fish in the United States
(data published by American Heart Association, link below)

  Omega-3 fatty acids
(grams per 3-oz. serving)
Mean mercury level in parts per million (ppm)
Canned tuna (light) 0.17–0.24 0.12
Pollock 0.45 0.06
Salmon (fresh, frozen) 1.1–1.9 0.01
Cod 0.15–0.24 0.11
Catfish 0.22–0.3 0.05
Clams 0.25 ND
Flounder or sole    0.48 0.05
Crabs 0.27–0.40 0.06
Scallops 0.18–0.34 0.05

 

Fish with the Highest Levels of Mercury
(about 1 ppm; data published by American Heart Association, link below)

  Omega-3 fatty acids
(grams per 3-oz. serving)
Mean mercury level in parts per million (ppm)
Tilefish (golden bass or
golden snapper)
0.90 1.45
Shark 0.83 0.99
Swordfish 0.97 0.97
King mackerel 0.36 0.73

 

FDA Advice on Fish Consumption: http://www.fda.gov/Food/FoodSafety/Product-SpecificInformation/Seafood/FoodbornePathogensContaminants/Methylmercury/ucm115662.htm

American Heart Association article entitled “Fish 101” published Omega-3 and Mercury levels for different types of fish: http://www.heart.org/HEARTORG/GettingHealthy/NutritionCenter/Fish-101_UCM_305986_Article.jsp

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