ArticleFree radical biology & medicine2009
Isolevuglandins covalently modify phosphatidylethanolamines in vivo: detection and quantitative analysis of hydroxylactam adducts.
Article in Free radical biology & medicine, 2009. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 27 papers.
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Who cites it
27 citing papers in PubMed, 45 citations in OpenAlex.
- Intestinal Lymphatic Dysfunction in Kidney Disease.Circulation research · 2023Review
- Lipid peroxidation derived reactive carbonyl species in free and conjugated forms as an index of lipid peroxidation: limits and perspectives.Redox biology · 2021Article
- Dicarbonyl Electrophiles Mediate Inflammation-Induced Gastrointestinal Carcinogenesis.Gastroenterology · 2021Article
- A Comprehensive Review on Source, Types, Effects, Nanotechnology, Detection, and Therapeutic Management of Reactive Carbonyl Species Associated with Various Chronic Diseases.Antioxidants (Basel, Switzerland) · 2020Review
- Isolevuglandins as mediators of disease and the development of dicarbonyl scavengers as pharmaceutical interventions.Pharmacology & therapeutics · 2020Review
- Reformulating Pro-Oxidant Microglia in Neurodegeneration.Journal of clinical medicine · 2019Review
- A monoclonal antibody to assess oxidized cholesteryl esters associated with apoAI and apoB-100 lipoproteins in human plasma.Journal of lipid research · 2019Article
- Isolevuglandins and cardiovascular disease.Prostaglandins & other lipid mediators · 2018Review
- Molecular Structures of Isolevuglandin-Protein Cross-Links.Chemical research in toxicology · 2016Article
- Bioactive 4-Oxoheptanedioic Monoamide Derivatives of Proteins and Ethanolaminephospholipids: Products of Docosahexaenoate Oxidation.Chemical research in toxicology · 2016Article
- Efficient Quantitative Analysis of Carboxyalkylpyrrole Ethanolamine Phospholipids: Elevated Levels in Sickle Cell Disease Blood.Chemical research in toxicology · 2016Article
- Clinical Relevance of Biomarkers of Oxidative Stress.Antioxidants & redox signaling · 2015Review
- Isolevuglandin-type lipid aldehydes induce the inflammatory response of macrophages by modifying phosphatidylethanolamines and activating the receptor for advanced glycation endproducts.Antioxidants & redox signaling · 2015Article
- Isolevuglandin adducts in disease.Antioxidants & redox signaling · 2015Review
- Mass spectrometry detection of isolevuglandin adduction to specific protein residues.Methods in molecular biology (Clifton, N.J.) · 2015Article
- Detection and biological activities of carboxyethylpyrrole ethanolamine phospholipids (CEP-EPs).Chemical research in toxicology · 2014Article
- Retinal and nonocular abnormalities in Cyp27a1(-/-)Cyp46a1(-/-) mice with dysfunctional metabolism of cholesterol.The American journal of pathology · 2014Article
- Lipid peroxidation generates biologically active phospholipids including oxidatively N-modified phospholipids.Chemistry and physics of lipids · 2014Review
- New covalent modifications of phosphatidylethanolamine by alkanals: mass spectrometry based structural characterization and biological effects.Journal of mass spectrometry : JMS · 2014Article
- Isolevuglandin-modified phosphatidylethanolamine is metabolized by NAPE-hydrolyzing phospholipase D.Journal of lipid research · 2013Article
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Authors and funding
8 authors at 2 institutions in 1 country.
Funding
Abstract
Levuglandins (LGs) and isolevuglandins (isoLGs, also called "isoketals" or "isoKs") are extraordinarily reactive products of cyclooxygenase- and free radical-induced oxidation of arachidonates. We now report the detection in vivo and quantitative analysis of LG/isoLG adducts that incorporate the amino group of phosphatidylethanolamines (PEs) into LG/isoLG-hydroxylactams. Notably, LC-MS/MS detection of these hydroxylactams is achieved with samples that are an order of magnitude smaller and sample processing is much simpler and less time consuming than required for measuring protein-derived LG/isoLG-lysyl lactams. A key feature of our protocol is treatment of biological phospholipid extracts with phospholipase A(2) to generate mainly 1-palmitoyl-2-lysoPE-hydroxylactams from heterogeneous mixtures of phospholipids with a variety of acyl groups on the 2 position. Over 160% higher mean levels of LG/isoLG-PE-hydroxylactam (P<0.001) were detected in liver from chronic ethanol-fed mice (32.4+/-6.3 ng/g, n=6) compared to controls (12.1+/-1.5 ng/g, n=4), and mean levels in plasma from patients with age-related macular degeneration (5.2+/-0.4 ng/ml, n=15) were elevated approximately 53% (P<0.0001) compared to those of healthy volunteers (3.4+/-0.1 ng/ml, n=15). Just as LG/isoLG-protein adducts provide a dosimeter of oxidative injury, this study suggests that LG/isoLG-PE-hydroxylactams are potential biomarkers for assessing risk for oxidative stress-stimulated diseases.
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Registered trials
Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.