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

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

Research output: Contribution to journalArticlepeer-review

86 Scopus citations

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.

Original languageEnglish (US)
Pages (from-to)11864-11866
Number of pages3
JournalJournal of the American Chemical Society
Volume136
Issue number34
DOIs
StatePublished - Aug 27 2014
Externally publishedYes

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

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