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Title: Stable histone adduction by 4-oxo-2-nonenal: a potential link between oxidative stress and epigenetics.

Authors: Galligan, James J; Rose, Kristie L; Beavers, William N; Hill, Salisha; Tallman, Keri A; Tansey, William P; Marnett, Lawrence J

Published In J Am Chem Soc, (2014 Aug 27)

Abstract: Lipid electrophiles modify cellular targets, altering their function. Here, we describe histones as major targets for modification by 4-oxo-2-nonenal, resulting in a stable Lys modification structurally analogous to other histone Lys acylations. Seven adducts were identified in chromatin isolated from intact cells: four 4-ketoamides to Lys and three Michael adducts to His. A 4-ketoamide adduct residing at H3K27 was identified in stimulated macrophages. Modification of histones H3 and H4 prevented nucleosome assembly.

PubMed ID: 25099620 Exiting the NIEHS site

MeSH Terms: Acylation; Aldehydes/chemistry*; Aldehydes/metabolism; Binding Sites; Cell Line, Tumor; DNA Adducts/chemistry*; DNA Adducts/genetics; DNA Adducts/metabolism; Epigenesis, Genetic/genetics; Epigenesis, Genetic/physiology*; Histones/chemistry*; Histones/genetics; Histones/metabolism; Humans; Lysine/chemistry; Lysine/genetics; Lysine/metabolism; Models, Molecular; Nucleosomes/chemistry; Nucleosomes/genetics; Nucleosomes/metabolism; Oxidative Stress/genetics; Oxidative Stress/physiology*; Protein Processing, Post-Translational*

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