ArticleJournal of lipid research2013
Characterization and quantification of endogenous fatty acid nitroalkene metabolites in human urine.
Article in Journal of lipid research, 2013. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 54 papers.
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Who cites it
54 citing papers in PubMed, 83 citations in OpenAlex.
- Cell Signaling by Tryptophan Catabolism.Biochemistry · 2026Review
- Nitrated fatty acids protect against acute kidney injury in sickle cell disease.Blood advances · 2025Article
- Nitroalkene inhibition of pro-inflammatory macrophage effector function via modulation of signaling metabolite levels.Frontiers in physiology · 2025Article
- Metagenome-based microbial community analysis of urine-derived fertilizer.BMC microbiology · 2024Article
- Development of nitroalkene-based inhibitors to target STING-dependent inflammation.Redox biology · 2024Article
- Digestive interaction between dietary nitrite and dairy products generates novel nitrated linolenic acid products.Food chemistry · 2024Article
- Effect of nitro-conjugated linoleic acid on the inflammatory response of murine macrophages activated with lipopolysaccharide derived from Prevotella intermedia.Inflammopharmacology · 2024Article
- A metabolic perspective on nitric oxide function in melanoma.Biochimica et biophysica acta. Reviews on cancer · 2024Review
- Immunomodulatory actions of a kynurenine-derived endogenous electrophile.Science advances · 2022Article
- Fatty acid nitroalkene reversal of established lung fibrosis.Redox biology · 2022Article
- Suppression of Vascular Macrophage Activation by Nitro-Oleic Acid and its Implication for Abdominal Aortic Aneurysm Therapy.Cardiovascular drugs and therapy · 2021Article
- Nitro-Oleic Acid (NOInternational journal of molecular sciences · 2021Article
- Electrophilic characteristics and aqueous behavior of fatty acid nitroalkenes.Redox biology · 2021Article
- Mass spectrometry-based study defines the human urine nitrolipidome.Free radical biology & medicine · 2021Article
- Nitro-fatty acids as activators of hSIRT6 deacetylase activity.The Journal of biological chemistry · 2020Article
- Nitrite elicits divergent NO-dependent signaling that associates with outcome in out of hospital cardiac arrest.Redox biology · 2020Article
- Data of detection and characterization of nitrated conjugated-linoleic acid (NOData in brief · 2020Article
- Complex interrelationships between nitro-alkene-dependent inhibition of soluble epoxide hydrolase, inflammation and tumor growth.Redox biology · 2020Article
- Nitro-Fatty Acid Logistics: Formation, Biodistribution, Signaling, and Pharmacology.Trends in endocrinology and metabolism: TEM · 2019Review
- Redox properties and human serum albumin binding of nitro-oleic acid.Redox biology · 2019Article
Corrections and comments
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Authors and funding
8 authors at 1 institution in 1 country.
Funding
Abstract
The oxidation and nitration of unsaturated fatty acids transforms cell membrane and lipoprotein constituents into mediators that regulate signal transduction. The formation of 9-NO2-octadeca-9,11-dienoic acid and 12-NO2-octadeca-9,11-dienoic acid stems from peroxynitrite- and myeloperoxidase-derived nitrogen dioxide reactions as well as secondary to nitrite disproportionation under the acidic conditions of digestion. Broad anti-inflammatory and tissue-protective responses are mediated by nitro-fatty acids. It is now shown that electrophilic fatty acid nitroalkenes are present in the urine of healthy human volunteers (9.9 ± 4.0 pmol/mg creatinine); along with electrophilic 16- and 14-carbon nitroalkenyl β-oxidation metabolites. High resolution mass determinations and coelution with isotopically-labeled metabolites support renal excretion of cysteine-nitroalkene conjugates. These products of Michael addition are in equilibrium with the free nitroalkene pool in urine and are displaced by thiol reaction with mercury chloride. This reaction increases the level of free nitroalkene fraction >10-fold and displays a K(D) of 7.5 × 10(-6) M. In aggregate, the data indicates that formation of Michael adducts by electrophilic fatty acids is favored under biological conditions and that reversal of these addition reactions is critical for detecting both parent nitroalkenes and their metabolites. The measurement of this class of mediators can constitute a sensitive noninvasive index of metabolic and inflammatory status.
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