Vybrané publikace

First Total Syntheses of Novel Non-Enzymatic Polyunsaturated Fatty Acid Metabolites and Their Identification in Edible Oils
First Total Syntheses of Novel Non-Enzymatic Polyunsaturated Fatty Acid Metabolites and Their Identification in Edible Oils
Chemistry - A European Journal 26 (44): 10090-10098 (2020)
Oxidative stress (OS) is an in vivo process leading to free radical overproduction, which triggers polyunsaturated fatty acid (PUFA) peroxidation resulting in the formation of racemic non‐enzymatic oxygenated metabolites. As potential biomarkers of OS, their in vivo quantification is of great interest. However, since a large number of isomeric metabolites is formed in parallel, their quantification remains difficult without primary standards. Three new PUFA‐metabolites, namely 18‐F3t‐isoprostane (IsoP) from eicosapentaenoic acid (EPA), 20‐F4t‐neuroprostane (NeuroP) from docosahexaenoic acid (DHA) and 20‐F3t‐NeuroP from docosapentaenoic acid (DPAn‐3) were synthesized by two complementary synthetic strategies. The first one relied on a racemic approach to 18(RS)‐18‐F3t‐IsoP using an oxidative radical anion cyclization as a key step, whereas the second used an enzymatic deracemization of a bicyclo[3.3.0]octene intermediate obtained from cyclooctadiene to pursue an asymmetric synthesis.…

Nejnovější publikace

First Total Syntheses of Novel Non-Enzymatic Polyunsaturated Fatty Acid Metabolites and Their Identification in Edible Oils
Chemistry - A European Journal 26 (44): 10090-10098 (2020)
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eLife 8: e39231 (2019)