The lipid peroxidation product 4-hydroxy-2-nonenal: Advances in chemistry and analysis

Autor: Corinne M. Spickett
Rok vydání: 2012
Předmět:
Cell signaling
Redox signalling
medicine.drug_class
Mini Review
Clinical Biochemistry
Phospholipid
Anti-HNE antibodies
Oxidative phosphorylation
HPETE
Hydroperoxyeicosatetraenoic acid
Monoclonal antibody
PODE
Peroxyoctadecadienoate
Biochemistry
Lipid peroxidation
chemistry.chemical_compound
HPODE
Hydroperoxyoctadecadienoic acid
HODA
9-Hydroxy-12-oxo-10(E)-dodecenoic acid
PETE
Peroxyeicosatetraenoate
HNE
4-Hydroxy-2-nonenal
medicine
Cytotoxicity
lcsh:QH301-705.5
MDA
Malondialdehyde
Hydroxyalkenal
MS
Mass spectrometry
lcsh:R5-920
Aldehydes
biology
DHN-MA
1
4-Dihydroxynonane-mercapturic acid
Mass spectrometry
Organic Chemistry
ONE
9-Oxo-2-nonenal
HNE-protein adducts
MALDI
Matrix assisted laser desorption ionization
Blot
KODA
9-Keto-12-oxo-10(E)-dodecenoic acid
lcsh:Biology (General)
chemistry
Polyclonal antibodies
DNPH
2
4-Dinitrophenylhydrazine
FT-ICR
Fourier transform ion cyclotron resonance
ESI
Electrospray ionization
Mab
Monoclonal antibody
biology.protein
Neutral loss scanning
Lipid Peroxidation
lcsh:Medicine (General)
ONA
9-Oxo-nonanoic acid
Zdroj: Redox Biology
Redox Biology, Vol 1, Iss 1, Pp 145-152 (2013)
ISSN: 2213-2317
Popis: 4-Hydroxy-2-nonenal (HNE) is one of the most studied products of phospholipid peroxidation, owing to its reactivity and cytotoxicity. It can be formed by several radical-dependent oxidative routes involving the formation of hydroperoxides, alkoxyl radicals, epoxides, and fatty acyl cross-linking reactions. Cleavage of the oxidized fatty acyl chain results in formation of HNE from the methyl end, and 9-oxo-nonanoic acid from the carboxylate or esterified end of the chain, although many other products are also possible. HNE can be metabolized in tissues by a variety of pathways, leading to detoxification and excretion. HNE-adducts to proteins have been detected in inflammatory situations such as atherosclerotic lesions using polyclonal and monoclonal antibodies, which have also been applied in ELISAs and western blotting. However, in order to identify the proteins modified and the exact sites and nature of the modifications, mass spectrometry approaches are required. Combinations of enrichment strategies with targetted mass spectrometry routines such as neutral loss scanning are now facilitating detection of HNE-modified proteins in complex biological samples. This is important for characterizing the interactions of HNE with redox sensitive cell signalling proteins and understanding how it may modulate their activities either physiologically or in disease.
Graphical Abstract 4-Hydroxy-2-nonenal can form Schiffs base or Michael adducts with residues in proteins, which can be analyzed by tandem mass spectrometry (MSMS) to identify the protein and characterize the location and nature of the modification. Highlights ► Summary of proposed mechanisms of 4-hydroxy-2-nonenal formation. ► Overview of the development of antibodies for immunodetection of 4-hydroxy-2-nonenal. ► Advances in detection of 4-hydroxy-2-nonenal adducts of proteins by mass spectrometry.
Databáze: OpenAIRE
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