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DraconiticBiochemistryBiomolecules · Catabolism · Biosynthesis · MetabolismMap
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Elongation of eicosapentaenoyl-CoA to docosapentaenoyl-CoA

EPA-CoA + Malonyl-CoA + 2 NADPH → DPA-CoA + CO2 + CoA-SH + H2O + 2 NADP+

Reactome
R-HSA-2046100
Compartment
endoplasmic reticulum membrane · endoplasmic reticulum lumen
Rhea
None recorded

Inputs

  • EPA-CoACHEBI:63539, C41H64N7O17P3S, endoplasmic reticulum lumen
  • Malonyl-CoACHEBI:57384, C24H33N7O19P3S, endoplasmic reticulum lumen
  • 2 NADPHCHEBI:16474, C21H30N7O17P3, endoplasmic reticulum lumen

Outputs

  • DPA-CoACHEBI:63541, C43H68N7O17P3S, endoplasmic reticulum lumen
  • CO2CHEBI:16526, CO2, endoplasmic reticulum lumen
  • CoA-SHCHEBI:57287, C21H32N7O16P3S, endoplasmic reticulum lumen
  • H2OCHEBI:15377, H2O, endoplasmic reticulum lumen
  • 2 NADP+CHEBI:18009, C21H29N7O17P3, endoplasmic reticulum lumen

Catalysed by

  • fatty acid elongase activity of ELOVL5/ELOVL2 [endoplasmic reticulum membrane]EC 2.3.1.199

Literature

  1. Eicosapentaenoic and docosapentaenoic acids are the principal products of alpha-linolenic acid metabolism in young men* Br J Nutr, 2002
  2. Conversion of alpha-linolenic acid to eicosapentaenoic, docosapentaenoic and docosahexaenoic acids in young women Br J Nutr, 2002
  3. Docosapentaenoic acid (22:5, n-3), an elongation metabolite of eicosapentaenoic acid (20:5, n-3), is a potent stimulator of endothelial cell migration on pretreatment in vitro Prostaglandins Leukot Essent Fatty Acids, 1996