Fatty Acid Synthesis Summary

Fatty Acid Synthesis

Overview

  • Occurs in the cytoplasm of prokaryotes, adipocytes, and liver cells of eukaryotes.
  • Utilizes Acetyl CoA from mitochondria, transported via citrate-malate shuttle.
  • Palmitate (16:0) synthesis requires 8 acetyl CoA units; shortcut to calculate: (# C/2)

Biochemical Activity

  • Acetyl CoA is condensed with bicarbonate to form malonyl CoA, catalyzed by acetyl CoA carboxylase I (ACC).
  • This step is the committed step in fatty acid synthesis.
  • Acyl group (malonate) is transferred to acyl carrier protein (ACP) by malonyl-CoA-ACP transacylase (MAT).
  • ACP acts as a scaffold, with intermediates attached to the sulfhydryl end.

Fatty Acid Synthesis Steps

  1. Condensation: Malonyl ACP condenses with acetyl ACP, catalyzed by β-ketoacyl synthase, extending the chain by two carbons; produces acetoacetyl ACP and CO_2.
  2. Reduction: Carbonyl group reduced by 3-ketoacyl-ACP reductase, using NADPH as electron donor; converts keto to hydroxyl group, producing D-3-hydroxybutyryl ACP.
  3. Dehydration: D-3-hydroxybutyryl ACP dehydrated by β-hydroxyacyl ACP dehydratase, creating a trans double bond; product is crotonyl ACP and H_2O.
  4. Reduction: Double bond reduced by Enoyl ACP reductase, using NADPH, forming a single bond; product is butyryl ACP.
  • The pathway extends the hydrocarbon chain two carbons at a time and repeats until palmitate (16:0) is synthesized.

Palmitate Production

  • C16-acyl ACP is cleaved by palmitoyl-protein thioesterase (PPT), releasing palmitate (16:0).

Regulation of Acetyl CoA Carboxylase I (ACC)

  • Covalent Modification: Insulin promotes dephosphorylation (activation), while glucagon and epinephrine promote phosphorylation (inactivation).
  • Allosteric Regulation: Citrate (activator), Palmitoyl CoA (inhibitor)

Comparison with β-oxidation

FeatureFA synthesisFA metabolism
Location for Repeating StepsCytoplasmMitochondria
Carbon alterationCondensation (step 1)Thiolysis (step 4)
Rate-limiting StepYes with ACCYes with CAT1
Coenzyme(s) InvolvedNADPHNAD^+ and FAD
Acyl Group Attached toACPCoA

Odd Chain Fatty Acids Synthesis

  • Propionate (3 carbons) is transferred to ACP and condensed with malonyl-ACP, generating 3-oxovaleryl-ACP (5 carbons).
  • Subsequent rounds add 2 carbons each.

Synthesis Beyond Palmitate (16C)

  • Elongases in the endoplasmic reticulum are used for products with more than 16 carbons.
  • Desaturases introduce cis double bonds; humans have Δ4-6 and 9 desaturases but lack methyl-end desaturases (ω3 and ω6).

Polyunsaturated Fatty Acids (PUFAs)

  • Linolenic acid (ω3) and linoleic acid (ω6) are essential fatty acids. Humans cannot introduce double bonds beyond carbon-9.