ArticleJournal of lipid research2010
Rapid and selective detection of fatty acylated proteins using omega-alkynyl-fatty acids and click chemistry.
Article in Journal of lipid research, 2010. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 56 papers.
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Who cites it
56 citing papers in PubMed, 114 citations in OpenAlex.
- Review
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- Protocol for the visualization and identification of S-palmitoylated proteins in HCT-116 cells using metabolic labeling via click chemistry.STAR protocols · 2025Article
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- A facile assay for zDHHC palmitoyl transferase activation elucidates effects of mutation and modification.Journal of lipid research · 2025Article
- Zelenirstat Inhibits N-Myristoyltransferases to Disrupt Src Family Kinase Signaling and Oxidative Phosphorylation, Killing Acute Myeloid Leukemia Cells.Molecular cancer therapeutics · 2025Article
- Fatty links between multisystem proteinopathy and small VCP-interacting protein.Cell death discovery · 2024Article
- Metabolic transitions regulate global protein fatty acylation.The Journal of biological chemistry · 2024Article
- Glutathione transferase P1 is modified by palmitate.PloS one · 2024Article
- Evaluation of ω-alkynyl-labeled linoleic and arachidonic acids as substrates for recombinant lipoxygenase pathway enzymes.Biochimica et biophysica acta. Molecular and cell biology of lipids · 2023Article
- A Simple, Semi-Quantitative Acyl Biotin Exchange-Based Method to Detect Protein S-Palmitoylation Levels.Membranes · 2023Article
- Full-length huntingtin is palmitoylated at multiple sites and post-translationally myristoylated following caspase-cleavage.Frontiers in physiology · 2023Article
- Protein Myristoylation Plays a Role in the Nuclear Entry of the Parvovirus Minute Virus of Mice.Journal of virology · 2022Article
- Fatty acid mobilization from adipose tissue is mediated by CD36 posttranslational modifications and intracellular trafficking.JCI insight · 2021Article
- Structure-activity relationship of avocadyne.Food & function · 2021Article
- A Not-So-Ancient Grease History: Click Chemistry and Protein Lipid Modifications.Chemical reviews · 2021Review
- Regulatory effects of protein S-acylation on insulin secretion and insulin action.Open biology · 2021Review
- Targeting N-myristoylation for therapy of B-cell lymphomas.Nature communications · 2020Article
- Article
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Authors and funding
14 authors at 4 institutions in 2 countries.
Funding
Abstract
Progress in understanding the biology of protein fatty acylation has been impeded by the lack of rapid direct detection and identification methods. We first report that a synthetic omega-alkynyl-palmitate analog can be readily and specifically incorporated into GAPDH or mitochondrial 3-hydroxyl-3-methylglutaryl-CoA synthase in vitro and reacted with an azido-biotin probe or the fluorogenic probe 3-azido-7-hydroxycoumarin using click chemistry for rapid detection by Western blotting or flat bed fluorescence scanning. The acylated cysteine residues were confirmed by MS. Second, omega-alkynyl-palmitate is preferentially incorporated into transiently expressed H- or N-Ras proteins (but not nonpalmitoylated K-Ras), compared with omega-alkynyl-myristate or omega-alkynyl-stearate, via an alkali sensitive thioester bond. Third, omega-alkynyl-myristate is specifically incorporated into endogenous co- and posttranslationally myristoylated proteins. The competitive inhibitors 2-bromopalmitate and 2-hydroxymyristate prevented incorporation of omega-alkynyl-palmitate and omega-alkynyl-myristate into palmitoylated and myristoylated proteins, respectively. Labeling cells with omega-alkynyl-palmitate does not affect membrane association of N-Ras. Furthermore, the palmitoylation of endogenous proteins including H- and N-Ras could be easily detected using omega-alkynyl-palmitate as label in cultured HeLa, Jurkat, and COS-7 cells, and, promisingly, in mice. The omega-alkynyl-myristate and -palmitate analogs used with click chemistry and azido-probes will be invaluable to study protein acylation in vitro, in cells, and in vivo.
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Registered trials
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