Lipids and Fatty Acids

The biochemistry of fat, and better dietary options.


Fatty acids are made of hydrocarbon chains ending in a carboxylic acid. In biological environments, they are predominantly present in their conjugate base (carboxylate) form.

Figure 1. Structure of they carboxylate anion. The delocalized electron provides a resonance stability, and also lowers the electronegativity of the oxygens.

Fats are of two kinds, saturated and unsaturated. Saturated fats contain only single bonded carbons (alkane bonds), while unsaturated fats contain some double bonds.

Saturated Fatty Acids and Common Sources

Carbon Chain Common Name Primary Sources Additional Sources
2C Acetic acid Vinegar Fermented foods
3C Propionic acid Butter Swiss cheese, sourdough
4C Butyric acid Butter Goat milk, parmesan cheese
5C Valeric acid Butter Valerian root
6C Caproic acid Butter Goat fats, ginkgo seeds
12C Lauric acid Coconut oil Palm kernel oil, breast milk
14C Myristic acid Coconut oil Nutmeg, palm oil, butterfat
16C Palmitic acid Animal fat Palm oil, meat, cocoa butter
18C Stearic acid Animal fat Cocoa butter, shea butter, lard

Unsaturated fats are of two kinds, monounsaturated, which contain a single double bond, and polyunsaturated, which contain more than one double bond.

Unsaturated Fatty Acids and Common Sources

Type Common Name Carbons Double Bonds Primary Sources
MUFA Palmitoleic Acid 16 1 Mustard oil, macadamia nuts
MUFA Oleic Acid 18 1 Rapeseed oil, olive oil, avocado
MUFA Elaidic Acid 18 1 Rapeseed oil
PUFA Linoleic Acid 18 2 Safflower oil, sunflower oil, corn oil
PUFA Linolenic Acid 18 3 $\alpha$-flaxseed, $\gamma$-evening primrose
PUFA Arachidonic Acid 20 4 Body fat, poultry, eggs
PUFA Timnodonic Acid (EPA) 20 5 Fungal, algal, salmon/sardines
PUFA Cervonic Acid (DHA) 22 6 Fungal, algal, breast milk, fish oil

Another way to classify unsaturated fatty acids is by the position of the double bond. Along this vein, we have Omega-3, Omega-6, and Omega-9 fatty acids. The numbers represent the position of the final double bond from the end or the tail of the chain.

The human body cannot produce Omega-3 fatty acids, and these have to be supplemented in our diets. The three most common are:

  • Timnodonic Acid (Eicosapentaenoic Acid or EPA)
  • Cervonic Acid (Docosahexaenoic Acid or DHA)
  • $\alpha$-Linoleic Acid (ALA)

Omega-6 fatty acids are also essential, but western diets have an excess of these:

  • $\gamma$-Linoleic Acid (GLA)
  • Linoleic Acid (LA)
  • Arachidonic Acid (AA)

Omega-9 fatty acids are monounsaturated, and are not essential, because our body can produce them.

Health Benefits

Feature Omega-3 (Polyunsaturated) Omega-6 (Polyunsaturated) Omega-9 (Monounsaturated)
Status Essential (Must eat it) Essential (Must eat it) Non-essential (Body can make it)
Primary Benefits Heart health, brain function, reducing inflammation, eye health. Provides energy, supports skin health, bone health, and metabolism. Supports heart health, improves insulin sensitivity, reduces inflammation.
Common Sources Fatty fish (salmon, sardines), walnuts, chia seeds, flaxseeds. Soybean oil, corn oil, sunflower seeds, walnuts, poultry, eggs. Olive oil, avocado oil, almonds, cashews, peanuts.
Role in Body Integral part of cell membranes; precursor to anti-inflammatory hormones. Necessary for growth and repair, but can be pro-inflammatory if excessive. Not a “requirement” but a healthy replacement for saturated fats.