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Biotransformation of polyunsaturated fatty acids to bioactive hepoxilins and trioxilins by microbial enzymes

Author

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  • Jung-Ung An

    (Konkuk University)

  • Yong-Seok Song

    (Konkuk University)

  • Kyoung-Rok Kim

    (Konkuk University)

  • Yoon-Joo Ko

    (Seoul National University)

  • Do-Young Yoon

    (Konkuk University)

  • Deok-Kun Oh

    (Konkuk University)

Abstract

Hepoxilins (HXs) and trioxilins (TrXs) are involved in physiological processes such as inflammation, insulin secretion and pain perception in human. They are metabolites of polyunsaturated fatty acids (PUFAs), including arachidonic acid, eicosapentaenoic acid and docosahexaenoic acid, formed by 12-lipoxygenase (LOX) and epoxide hydrolase (EH) expressed by mammalian cells. Here, we identify ten types of HXs and TrXs, produced by the prokaryote Myxococcus xanthus, of which six types are new, namely, HXB5, HXD3, HXE3, TrXB5, TrXD3 and TrXE3. We succeed in the biotransformation of PUFAs into eight types of HXs (>35% conversion) and TrXs (>10% conversion) by expressing M. xanthus 12-LOX or 11-LOX with or without EH in Escherichia coli. We determine 11-hydroxy-eicosatetraenoic acid, HXB3, HXB4, HXD3, TrXB3 and TrXD3 as potential peroxisome proliferator-activated receptor-γ partial agonists. These findings may facilitate physiological studies and drug development based on lipid mediators.

Suggested Citation

  • Jung-Ung An & Yong-Seok Song & Kyoung-Rok Kim & Yoon-Joo Ko & Do-Young Yoon & Deok-Kun Oh, 2018. "Biotransformation of polyunsaturated fatty acids to bioactive hepoxilins and trioxilins by microbial enzymes," Nature Communications, Nature, vol. 9(1), pages 1-9, December.
    • Handle: RePEc:nat:natcom:v:9:y:2018:i:1:d:10.1038_s41467-017-02543-8
    DOI: 10.1038/s41467-017-02543-8
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