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Enzymatic Synthesis of Epoxidized Metabolites of Docosahexaenoic, Eicosapentaenoic, and Arachidonic Acids
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JoVE Journal Chemistry
Enzymatic Synthesis of Epoxidized Metabolites of Docosahexaenoic, Eicosapentaenoic, and Arachidonic Acids

Enzymatic Synthesis of Epoxidized Metabolites of Docosahexaenoic, Eicosapentaenoic, and Arachidonic Acids

DOI:
10.3791/59770-v

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13:05 min

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June 28, 2019

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, , ,
1Department of Pharmacology and Toxicology,Michigan State University

Chapters

  • 00:04Title
  • 00:52Expression of Wild-type BM3 (Bacterial Cytochrome P450 Enzyme)
  • 02:10Purification of BM3
  • 05:35Extraction of EDPs (Epoxydocosapentaenoic Acids)
  • 07:23Esterification of EDPs, Separation of 16(S), 17(R)- and 19(S),20(R)-EDP, and Saponification of Esters
  • 11:17Results: Chromatogram and 1H-NMR Spectra
  • 12:13Conclusion

Summary

Automatic Translation

Automatic Translation

We present a method useful for large-scale enzymatic synthesis and purification of specific enantiomers and regioisomers of epoxides of arachidonic acid (AA), docosahexaenoic acid (DHA), and eicosapentaenoic acid (EPA) with the use of a bacterial cytochrome P450 enzyme (BM3).

Tags

Keywords: Enzymatic SynthesisEpoxidized MetabolitesDocosahexaenoic Acid (DHA)Eicosapentaenoic Acid (EPA)Arachidonic AcidEnantiopure Epoxy Fatty AcidsEnzyme PurificationCell LysisAffinity Chromatography

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