AI Article Synopsis

  • The study highlights the health benefits of ω3 fatty acids, specifically identifying 17,18-epoxyeicosatetraenoic acid (17,18-EpETE) as a valuable lipid with anti-allergic and anti-inflammatory properties.
  • Researchers found that the enantiomers of 17,18-EpETE differ in their effectiveness, with only one enantiomer (17(),18()-EpETE) exhibiting significant anti-inflammatory effects in reducing skin hypersensitivity.
  • The research also emphasizes the potential of using a bacterial enzyme, cytochrome P450 BM-3, to produce the beneficial enantiomer in a stereoselective way, presenting a promising method for mass-producing useful lipid metabolites.

Article Abstract

Dietary intake of ω3 polyunsaturated fatty acids such as eicosapentaenoic acid and docosahexaenoic acid is beneficial for health control. We recently identified 17,18-epoxyeicosatetraenoic acid (17,18-EpETE) as a lipid metabolite endogenously generated from eicosapentaenoic acid that exhibits potent anti-allergic and anti-inflammatory properties. However, chemically synthesized 17,18-EpETE is enantiomeric due to its epoxy group-17(),18()-EpETE and 17(),18()-EpETE. In this study, we demonstrated stereoselective differences of 17(),18()-EpETE and 17(),18()-EpETE in amelioration of skin contact hypersensitivity and found that anti-inflammatory activity was detected in 17(),18()-EpETE, but not in 17(),18()-EpETE. In addition, we found that cytochrome P450 BM-3 derived from stereoselectively converts EPA into 17(),18()-EpETE, which effectively inhibited the development of skin contact hypersensitivity by inhibiting neutrophil migration in a G protein-coupled receptor 40-dependent manner. These results suggest the new availability of a bacterial enzyme to produce a beneficial lipid mediator, 17(),18()-EpETE, in a stereoselective manner. Our findings highlight that bacterial enzymatic conversion of fatty acid is a promising strategy for mass production of bioactive lipid metabolites.

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Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC6996328PMC
http://dx.doi.org/10.1096/fba.2019-00061DOI Listing

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