ArticleAnalytical biochemistry2009
Mass spectral characterization of organophosphate-labeled lysine in peptides.
Article in Analytical biochemistry, 2009. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 15 papers.
What it found
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Who cites it
15 citing papers in PubMed, 48 citations in OpenAlex.
- Retrospective detection for V-type OPNAs exposure via phosphonylation and disulfide adducts in albumin.Scientific reports · 2022Article
- Poisoning by organophosphorus nerve agents and pesticides: An overview of the principle strategies and current progress of mass spectrometry-based procedures for verification.Journal of mass spectrometry and advances in the clinical lab · 2021Review
- Evaluation of mass spectrometry MS/MS spectra for the presence of isopeptide crosslinked peptides.PloS one · 2021Article
- Chlorpyrifos oxon promotes tubulin aggregation via isopeptide cross-linking between diethoxyphospho-Lys and Glu or Asp: Implications for neurotoxicity.The Journal of biological chemistry · 2018Article
- Mass Spectral Detection of Diethoxyphospho-Tyrosine Adducts on Proteins from HEK293 Cells Using Monoclonal Antibody depY for Enrichment.Chemical research in toxicology · 2018Article
- Covalent binding of the organophosphate insecticide profenofos to tyrosine on α- and β-tubulin proteins.Chemosphere · 2018Article
- Characterization of covalent modifications of HDL apoproteins by endogenous oxidized phospholipids.Free radical biology & medicine · 2018Article
- Blood-Brain Barrier Cellular Responses Toward Organophosphates: Natural Compensatory Processes and Exogenous Interventions to Rescue Barrier Properties.Frontiers in cellular neuroscience · 2018Article
- Biomonitoring Human Albumin Adducts: The Past, the Present, and the Future.Chemical research in toxicology · 2017Article
- Polyclonal antibody to soman-tyrosine.Chemical research in toxicology · 2013Article
- Cresyl saligenin phosphate, an organophosphorus toxicant, makes covalent adducts with histidine, lysine, and tyrosine residues of human serum albumin.Chemical research in toxicology · 2012Article
- Functional consequences of repeated organophosphate exposure: potential non-cholinergic mechanisms.Pharmacology & therapeutics · 2012Review
- Review of tyrosine and lysine as new motifs for organophosphate binding to proteins that have no active site serine.Chemico-biological interactions · 2010Review
- Mice treated with chlorpyrifos or chlorpyrifos oxon have organophosphorylated tubulin in the brain and disrupted microtubule structures, suggesting a role for tubulin in neurotoxicity associated with exposure to organophosphorus agents.Toxicological sciences : an official journal of the Society of Toxicology · 2010Article
- Butyrylcholinesterase for protection from organophosphorus poisons: catalytic complexities and hysteretic behavior.Archives of biochemistry and biophysics · 2010Review
Corrections and comments
PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.
Authors and funding
6 authors at 1 institution in 1 country.
Funding
Abstract
Organophosphate (OP) esters bind covalently to the active site serine of enzymes in the serine hydrolase family. Recently, mass spectrometry identified covalent binding of OPs to tyrosine in a wide variety of proteins when purified proteins were incubated with OPs. In the current work, manual inspection of tandem mass spectrometry (MS/MS) data led to the realization that lysines also make a covalent bond with OPs. OP-labeled lysine residues were found in seven proteins that had been treated with either chlorpyrifos oxon (CPO) or diisopropylfluorophosphate (DFP): human serum albumin (K212, K414, K199, and K351), human keratin 1 (K211 and K355), human keratin 10 (K163), bovine tubulin alpha (K60, K336, K163, K394, and K401), bovine tubulin beta (K58), bovine actin (K113, K291, K326, K315, and K328), and mouse transferrin (K296 and K626). These results suggest that OP binding to lysine is a general phenomenon. Characteristic fragments specific for CPO-labeled lysine appeared at 237.1, 220.0, 192.0, 163.9, 128.9, and 83.9amu. Characteristic fragments specific for DFP-labeled lysine appeared at 164.0, 181.2, and 83.8amu. This new OP-binding motif to lysine suggests new directions to search for mechanisms of long-term effects of OP exposure and in the search for biomarkers of OP exposure.
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Registered trials
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