Stable histone adduction by 4-oxo-2-nonenal: a potential link between oxidative stress and epigenetics.
AUTHORS
Galligan
JJJames J ,
Rose
KL Kristie L ,
Beavers
WN William N ,
Hill
S Salisha ,
Tallman
KA Keri A ,
Tansey
WP William P ,
Marnett
LJ Lawrence J .
Journal of the American Chemical Society. 2014 8 27; 136(34).
11864-6
- PMID: 25099620[PubMed].
- PMCID: PMC4151707.
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.
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