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Updated: Aug 15, 2026

Enzymatic Synthesis of Epoxidized Metabolites of Docosahexaenoic, Eicosapentaenoic, and Arachidonic Acids
Published on: June 28, 2019
Microwave-assisted synthesis of deuterium labeled estrogen fatty acid esters
Paula S Kiuru1, Kristiina Wähälä
1Department of Chemistry, Organic Chemistry Laboratory, A. I. Virtasen Aukio 1, P.O. Box 55, University of Helsinki, FIN-00014 Helsinki, Finland.
Abstract:
Deuterated analogs of estrogen fatty acid esters are needed as internal standards for isotope dilution GC/MS analyses. We have developed a rapid and efficient synthesis for 2,4,16,16-D4-estrone palmitate, stearate, oleate, linoleate, and linolenate and the corresponding 2,4,16,16,17alpha-D5-estradiol fatty acid 17-mono and 3,17-diesters using analogous fatty acid chlorides or fatty acid anhydrides and 4-(dimethylamino)pyridine under microwave irradiation. Chemoselective hydrolysis of fatty acid diesters was carried out by KOH in t-BuOH.
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