Stable Histone Adduction by 4-Oxo-2-nonenal: A Potential Link between Oxidative Stress and Epigenetics

被引：99

作者：

Galligan, James J. ^{[1
,5
]}

Rose, Kristie L. ^{[4
]}

Beavers, William N. ^{[2
]}

Hill, Salisha ^{[4
]}

Tallman, Keri A. ^{[2
]}

Tansey, William P. ^{[6
]}

Marnett, Lawrence J. ^{[1
,2
,3
,5
]}

机构：

[1] Vanderbilt Univ, Sch Med, AB Hancock Jr Mem Lab Canc Res, Dept Biochem, Nashville, TN 37232 USA

[2] Vanderbilt Univ, Sch Med, AB Hancock Jr Mem Lab Canc Res, Dept Chem, Nashville, TN 37232 USA

[3] Vanderbilt Univ, Sch Med, AB Hancock Jr Mem Lab Canc Res, Dept Pharmacol, Nashville, TN 37232 USA

[4] Vanderbilt Univ, Sch Med, AB Hancock Jr Mem Lab Canc Res, Mass Spectrometry Res Ctr, Nashville, TN 37232 USA

[5] Vanderbilt Univ, Sch Med, AB Hancock Jr Mem Lab Canc Res, Ctr Mol Toxicol, Nashville, TN 37232 USA

[6] Vanderbilt Univ, Sch Med, AB Hancock Jr Mem Lab Canc Res, Vanderbilt Inst Chem Biol, Nashville, TN 37232 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2014年 / 136卷 / 34期

关键词：

LIPID-PEROXIDATION; ACETYLATION; PRODUCT; DNA; H4;

D O I：

10.1021/ja503604t

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

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.

引用

页码：11864 / 11866

页数：3

共 22 条

[21] Mass spectrometric evidence for long-lived protein adducts of 4-oxo-2-nonenal
Zhu, Xiaochun
Sayre, Lawrence M.
[J]. REDOX REPORT, 2007, 12 (1-2) : 45 - 49
[22] Long-lived 4-oxo-2-enal-derived apparent lysine Michael adducts are actually the isomeric 4-ketoamides
Zhu, Xiaochun
Sayre, Lawrence M.
[J]. CHEMICAL RESEARCH IN TOXICOLOGY, 2007, 20 (02) : 165 - 170

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