Quantification of trans-4-hydroxy-2-nonenal enantiomers and metabolites by LC–ESI-MS/MS

Honzátko, Aleš; Břicháč, Jiří; Picklo, Matthew J.

doi:10.1016/j.jchromb.2007.07.004

Cited by 14 publications

(6 citation statements)

References 32 publications

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“…A third approach is to assay the concentration of various antioxidants such as glutathione, − ascorbate, , and α-tocopherol. , Alternatively, the antioxidant activity in a tissue or fluid may be measured by challenging the material with an oxidant and measuring either the degree to which a free radical reaction is quenched or the time lag before oxidation products are produced. , An obvious problem with the former approach is that one cannot assay all possible antioxidants, while the latter approach yields results that vary with the nature of the oxidative challenge.…”

Section: Copper and The Measurement Of Oxidative Stressmentioning

confidence: 99%

Copper and Oxidative Stress in the Pathogenesis of Alzheimer’s Disease

2012

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Copper is a redox-active metal with many important biological roles. Consequently, its distribution and oxidation state are subject to stringent regulation. A large body of clinicopathological, circumstantial, and epidemiological evidence suggests that the dysregulation of copper is intimately involved in the pathogenesis of Alzheimer's disease. Other light transition metals such as iron and zinc may affect copper regulation by competing for copper binding sites and transporters. Therapeutic interventions targeting the regulation of copper are promising, but large gaps in our understanding of copper biochemistry, amyloidogenesis, and the nature of oxidative stress in the brain must be addressed.

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Section: Copper and The Measurement Of Oxidative Stressmentioning

confidence: 99%

Copper and Oxidative Stress in the Pathogenesis of Alzheimer’s Disease

2012

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“…Ideal methods for HNE assay should include HNE and HNE analogs interconversions under different dietary conditions. HNE and DHN quantitation in biological samples have, in fact, been previously reported [31–34]. However, to the best of our knowledge, there is no concentration data on ONE in biological samples probably due to its high reactivity.…”

Section: Introductionmentioning

confidence: 95%

Dietary regulation of catabolic disposal of 4-hydroxynonenal analogs in rat liver

Li¹,

Tomcik²,

Zhang³

et al. 2012

Free Radical Biology and Medicine

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Our previous work in perfused rat livers has demonstrated that 4-hydroxynonenal (HNE) is catabolized predominantly via beta oxidation. Therefore, we hypothesized that perturbations of beta oxidation, such as diet-altered fatty acid oxidation activity, could lead to changes in HNE levels. To test our hypothesis, we (i) developed a simple and sensitive GC/MS method combined with mass isotopomer analysis to measure HNE and HNE analogs, 4-oxononenal (ONE) and 1,4-dihydroxynonene (DHN), and (ii) investigated the effects of four diets (standard, low fat, ketogenic, and high fat mix diets) on HNE, ONE, and DHN concentrations in rat livers. Our results showed that livers from rats fed ketogenic diet or high fat mix diet had high ω-6 polyunsaturated fatty acid concentrations and markers of oxidative stress. However, high concentrations of HNE (1.6 ± 0.5 nmol/g) and ONE (0.9 ± 0.2 nmol/g) were only found in livers from rats fed the high fat mix diet. Livers from rats fed the ketogenic diet had low HNE (0.8 ± 0.1 nmol/g) and ONE (0.4 ± 0.07 nmol/g), similar to rats fed the standard diet. A possible explanation is that the predominant pathway of HNE catabolism (i.e. beta oxidation) is activated in the liver by the ketogenic diet. This is consistent with a 10 fold decrease in malonyl-CoA in livers from rats fed a ketogenic diet compared to a standard diet. The accelerated catabolism of HNE lowers HNE and HNE analog concentrations in livers from rats fed the ketogenic diet. On the other hand, rats fed the high fat mix diet had high rates of lipid synthesis and low rates of fatty acid oxidation, resulting in the slowing down of the catabolic disposal of HNE and HNE analogs. Thus, decreased HNE catabolism by a high fat mix diet induces high concentrations of HNE and HNE analogs. The results of the present work suggested a potential causal relationship to metabolic syndrome induced by western diets (i.e. high fat mix), as well as the effects of the ketogenic diet on the catabolism of lipid peroxidation products in liver.

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“…To separate and quantify ( R )- and ( S )- enantiomers of trans -4-hydroxy-2-nonenal, their ( S )-carbidopa derivatives have been prepared [[49],[50]]. Derivatization was performed in phosphate-buffered saline (pH 5.0) for 30 min at room temperature with a 100-fold excess of ( S )-carbidopa (Figure 16).…”

Section: Fatty Aldehyde Analysis By Lc/msmentioning

confidence: 99%

Mass spectrometry of fatty aldehydes

Berdyshev

2011

Biochimica et Biophysica Acta (BBA) - Molecular and Cell Biolog

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Fatty aldehydes are important components of the cellular lipidome. Significant interest has been developed towards the analysis of the short chain α,β-unsaturated and hydroxylated aldehydes formed as a result of oxidation of polyunsaturated fatty acids. Multiple gas chromatography-mass spectrometry (GC/MS) and subsequently liquid chromatography-mass spectrometry (LC/MS) approaches have been developed to identify and quantify short-chain as well as long-chain fatty aldehydes. Due to the ability to non-enzymaticaly form Schiff bases with amino groups of proteins, lipids, and with DNA guanidine, free aldehydes are viewed as a marker or metric of fatty acid oxidation and not the part of intracellular signaling pathways which has significantly limited the overall attention this group of molecules have received. This review provides an overview of current GC/MS and LC/MS approaches of fatty aldehyde analysis as well as discusses technical challenges standing in the way of free fatty aldehyde quantitation.

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Quantification of trans-4-hydroxy-2-nonenal enantiomers and metabolites by LC–ESI-MS/MS

Cited by 14 publications

References 32 publications

Copper and Oxidative Stress in the Pathogenesis of Alzheimer’s Disease

Copper and Oxidative Stress in the Pathogenesis of Alzheimer’s Disease

Dietary regulation of catabolic disposal of 4-hydroxynonenal analogs in rat liver

Mass spectrometry of fatty aldehydes

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