trans-4-hydroxy-2-nonenal (HNE)


OTHER NAMES:
4-hydroxynonenal
4-hydroxynon-2-enal


ABBREVIATIONS:
HNE
4-HNE


DESCRIPTION: HNE, (C9H16O2), is an α,β-unsaturated hydroxyalkenal which is produced by lipid peroxidation in cells. 4-HNE is the primary alpha,beta-unsaturated hydroxyalkenal formed in this process.

HNE has 3 reactive groups: an aldehyde, a double-bond at carbon 2, and a hydroxy group at carbon 4.
4-Hydroxynonenal is generated in the oxidation of lipids containing polyunsaturated omega-6 acyl groups, such as arachidonic or linoleic groups, and of the corresponding fatty acids. Although it is the most studied one, in the same process also other oxygenated α,β-unsaturated aldehydes (OαβUAs) are generated, which can also come from omega-3 fatty acids, such as 4-oxo-trans-2-nonenal, 4-hydroxy-trans-2-hexenal, 4-hydroperoxy-trans-2-nonenal and 4,5-epoxy-trans-2-decenal.

*lipid peroxidation compounds*

These compounds can be produced in cells and tissues of living organisms or in foods during processing or storage, and from these latter can be absorbed through the diet. OαβUAs are receiving a great deal of attention because they are being considered as possible causal agents of numerous diseases, such as chronic inflammation, neurodegenerative diseases, adult respiratory distress syndrome, atherogenesis, diabetes and different types of cancer.

DNA DAMAGES:
1,N2-beta-OH-ethano G (HEG)
intErstrand crosslinks (ICLs)
M1C (OPC)


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NAME STRUCTURE PROTEINS DNA DAMAGE EFFECT(S) PATHWAY(S) RELATED
1,N2-beta-OH-ethano G (HEG) mutagenesis
stalled replication fork
intErstrand crosslinks (ICLs) UvrC
UvrB
ERCC5 (XPG)
ERCC4 (XPF)
MUS81
EME1
ERCC1
SLX4
SLX1A
SLX1B
TOP3A
cell cycle arrest
DNA backbone distortion
mutagenesis
stalled replication fork
Fanconi anemia (FA) pathway
nucleotide excision repair (NER)
prokaryotic (SOS) response
homologous recombination (HR)
DNA replication
M1C (OPC) UvrC
UvrB
ERCC5 (XPG)
ERCC4 (XPF)
carcinogen
C→T transition
mutagenesis
transition
Fanconi anemia (FA) pathway
nucleotide excision repair (NER)
prokaryotic (SOS) response

Last modification date: Aug. 28, 2011