In vitro nitro-fatty acid release from Cys-NO2-fatty acid adducts under nitro-oxidative conditions

Nitric Oxide. 2017 Aug 1:68:14-22. doi: 10.1016/j.niox.2016.12.009. Epub 2016 Dec 25.

Abstract

Stress situations are characterized by a rise in reactive oxygen (ROS) and nitrogen (RNS) species levels. Nitro-fatty acids (NO2-FAs), or nitroalkenes, are produced by the interaction of RNS and unsaturated fatty acids, stored in cells, mostly as part of protein-adducted NO2-FAs, and are esterified in complex lipids. These molecules, which have been shown to play a pivotal role as anti-inflammatory and pro-survival players, have been widely characterized in animal systems. Recently, it has been reported that NO2-FAs play an important role in plant defense against several stress conditions. Furthermore, a significant increase in NO2-FA levels has been observed under various inflammatory and stressful conditions in both animal and plant systems. In this study, we describe the in vitro release of NO2-FAs from protein-adducts under nitro-oxidative stress conditions. The findings of this study highlight the ability of hydrogen peroxide and peroxynitrite, as representative ROS and RNS molecules induced under stress conditions, to oxidize cysteine-adducted NO2-FAs, which is followed by the release of free nitroalkenes. This release may be partly responsible for the increase in NO2-FA content observed under different stressful conditions in both animal and plant systems as well as the activation of antioxidant and anti-inflammatory properties attributed to these molecules.

Keywords: Nitro-fatty acid release; Nitro-fatty acids; Nitro-oxidative stress; Nitroalkylation; Protein adducts.

MeSH terms

  • Alkenes / metabolism
  • Cystine / chemistry*
  • Cystine / metabolism
  • Fatty Acids / chemistry
  • Fatty Acids / metabolism*
  • In Vitro Techniques
  • Nitric Oxide / chemistry
  • Nitric Oxide / metabolism
  • Oxidation-Reduction
  • Plants
  • Stress, Physiological / physiology*

Substances

  • Alkenes
  • Fatty Acids
  • Nitric Oxide
  • Cystine