Introduction

Fatty acids occur as saturated and unsaturated (with one or more double bonds) fatty acids. Fatty acids majorly in triacylglycerols and phospholipids are present as unsaturated fatty acids in plants and animals.Saturated fatty acids undergo β-oxidation as described in detail here Oxidation of Fatty Acids but unsaturated fatty acids have a slight variation in the pathway. β-oxidation pathway for unsaturated fatty acids includes two additional enzymes isomerase and reductase. The complete β-oxidation pathway for unsaturated fatty acids is described below in detail.

β-Oxidation of Unsaturated Fatty Acids

Let us consider an example of monounsaturated fatty acid such as oleic acid and a polyunsaturated fatty acid such as linolenic acid. Oleic acid is an 18 carbon chain length fatty acid with a cis double bond present between the ninth and the tenth carbons. Linolenic acid is an 18 carbon chain length fatty acid with 2 cis double bonds between 9th and 10th carbons & 12th and 13th carbons.

Just like the saturated fatty acids cross the mitochondrial membrane with the help of carnitine shuttle (For more details read Activation and Transportation of Fatty acids via Carnitine Shuttle), unsaturated fatty acids also reach the mitochondrial matrix as fatty acyl-CoA. The process of β-oxidation of oleic acid and linolenic acid by the enzymes present in the mitochondrial matrix is as shown below in the diagrams.

β-Oxidation of Monounsaturated Fatty Acid

Discussion

Oleoyl CoA undergoes three cycles of β-oxidation like normal saturated fatty acids to yield 3 molecules of acetyl CoA and results in the formation of 12-carbon fatty acyl-CoA with a cis double bond now between carbon 3 and 4. This product is known as cis-Δ 3 -Dodecenoyl-CoA .

undergoes like normal saturated fatty acids to yield and results in the formation of 12-carbon fatty acyl-CoA with a now between carbon 3 and 4. This product is known as . The above product formed has a cis double bond and cannot further participate in β-oxidation. Thus by the action of Δ 3 ,Δ 2 -enoyl-CoA isomerase , cis-Δ 3 -Dodecenoyl-CoA is converted to trans-Δ 2 -Dodecenoyl-CoA . This is the significance of the isomerase enzyme in the β-oxidation of unsaturated fatty acids.

, is converted to . This is the significance of the enzyme in the β-oxidation of unsaturated fatty acids. trans-Δ 2 -Dodecenoyl-CoA now is acted upon by the enzymes of β-oxidation pathway 6 molecules of acetyl CoA .

now is acted upon by the enzymes of . The acetyl-CoA molecules now enter the Kreb’s cycle.

β-Oxidation of Polyunsaturated Fatty Acid

Discussion

Linolenic acid is an unsaturated fatty acid with two cis double bonds. Like saturated fatty acids the polysaturated fatty acid undergoes three cycles of β-oxidation to yield three molecules of acetyl CoA along with a 12 carbon chain fatty acyl-CoA with cis double bonds at position 3 and 6 (cis-Δ 3 ,cis-Δ 6 ).

is an unsaturated fatty acid with double bonds. Like saturated fatty acids the polysaturated fatty acid undergoes to yield along with a 12 carbon chain fatty acyl-CoA with cis double bonds at position 3 and 6 Since the mitochondrial enzymes cannot break down cis double bonds, Δ 3 ,Δ 2 -enoyl-CoA isomerase converts it to (trans-Δ 2 ,cis-Δ 6 ) fatty acyl-CoA . The latter product now undergoes one more cycle of β-oxidation fourth molecule of acetyl CoA and the remaining product left behind is cis-Δ 4 fatty acyl-CoA .

converts it to . The latter product now undergoes and the remaining product left behind is By the action of acyl-CoA dehydrogenase , the first step of β-oxidation is achieved, resulting in formation of a double bond at position 2 forming the product (trans-Δ 2 ,cis-Δ 4 ) fatty acyl-CoA . The newly formed product is now acted upon by the enzyme 2,4-dienoyl CoA-reductase to form trans-Δ 3 fatty acyl-CoA which on further action by enoyl-CoA isomerase gives trans-Δ 2 fatty acyl-CoA .

, the first step of β-oxidation is achieved, resulting in formation of a double bond at position 2 forming the product . The newly formed product is now acted upon by the enzyme to form which on further action by gives . trans-Δ 2 fatty acyl CoA now undergoes four cycles of β-oxidation five molecules of acetyl CoA .

now undergoes . The acetyl-CoA molecules now enter the Kreb’s cycle.

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