ArticleFree radical biology & medicine2015
Generation and esterification of electrophilic fatty acid nitroalkenes in triacylglycerides.
Article in Free radical biology & medicine, 2015. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 18 papers.
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Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.
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Who cites it
18 citing papers in PubMed.
- Adipocyte-specific Nrf2 deletion negates nitro-oleic acid benefits on glucose tolerance in diet-induced obesity.Nitric oxide : biology and chemistry · 2024Article
- Analysis of Phosphatidylinositol Modifications by Reactive Nitrogen Species Using LC-MS: Coming to Grips with Their Nitroxidative Susceptibility.Journal of the American Society for Mass Spectrometry · 2023Article
- Nitrated Fatty-Acids Distribution in Storage Biomolecules duringAntioxidants (Basel, Switzerland) · 2022Article
- Endogenous generation of nitro-fatty acid hybrids having dual nitrate ester (RONORedox biology · 2021Article
- Structural Modifications Yield Novel Insights Into the Intriguing Pharmacodynamic Potential of Anti-inflammatory Nitro-Fatty Acids.Frontiers in pharmacology · 2021Article
- Electrophilic characteristics and aqueous behavior of fatty acid nitroalkenes.Redox biology · 2021Article
- Nitro-Fatty Acid Logistics: Formation, Biodistribution, Signaling, and Pharmacology.Trends in endocrinology and metabolism: TEM · 2019Review
- Discovery of bioactive nitrated lipids and nitro-lipid-protein adducts using mass spectrometry-based approaches.Redox biology · 2019Review
- Post-Translational Modification of Proteins Mediated by Nitro-Fatty Acids in Plants: Nitroalkylation.Plants (Basel, Switzerland) · 2019Review
- Electrophilic fatty acid nitroalkenes are systemically transported and distributed upon esterification to complex lipids.Journal of lipid research · 2019Article
- Nitro-fatty acids: New drug candidates for chronic inflammatory and fibrotic diseases.Nitric oxide : biology and chemistry · 2018Review
- Nitro-fatty acid formation and metabolism.Nitric oxide : biology and chemistry · 2018Review
- The discovery of nitro-fatty acids as products of metabolic and inflammatory reactions and mediators of adaptive cell signaling.Nitric oxide : biology and chemistry · 2018Review
- Nitro-Oleic Acid (NOTissue engineering. Part A · 2018Article
- Inflammatory signaling and metabolic regulation by nitro-fatty acids.Nitric oxide : biology and chemistry · 2018Review
- Nitro-fatty acid pharmacokinetics in the adipose tissue compartment.Journal of lipid research · 2017Article
- Evaluation of 10-Nitro Oleic Acid Bio-Elimination in Rats and Humans.Scientific reports · 2017Article
- Nitro-fatty acids in cardiovascular regulation and diseases: characteristics and molecular mechanisms.Frontiers in bioscience (Landmark edition) · 2016Review
Corrections and comments
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Authors and funding
6 authors.
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Abstract
Electrophilic fatty acid nitroalkenes (NO(2)-FA) are products of nitric oxide and nitrite-mediated unsaturated fatty acid nitration. These electrophilic products induce pleiotropic signaling actions that modulate metabolic and inflammatory responses in cell and animal models. The metabolism of NO(2)-FA includes reduction of the vinyl nitro moiety by prostaglandin reductase-1, mitochondrial β-oxidation, and Michael addition with low molecular weight nucleophilic amino acids. Complex lipid reactions of fatty acid nitroalkenes are not well defined. Herein we report the detection and characterization of NO(2)-FA-containing triacylglycerides (NO(2)-FA-TAG) via mass spectrometry-based methods. In this regard, unsaturated fatty acids of dietary triacylglycerides are targets for nitration reactions during gastric acidification, where NO(2)-FA-TAG can be detected in rat plasma after oral administration of nitro-oleic acid (NO(2)-OA). Furthermore, the characterization and profiling of these species, including the generation of beta oxidation and dehydrogenation products, could be detected in NO(2)-OA-supplemented adipocytes. These data revealed that NO(2)-FA-TAG, formed by either the direct nitration of esterified unsaturated fatty acids or the incorporation of nitrated free fatty acids into triacylglycerides, contribute to the systemic distribution of these reactive electrophilic mediators and may serve as a depot for subsequent mobilization by lipases to in turn impact adipocyte homeostasis and tissue signaling events.
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Registered trials
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