4-hydroxynonenal
2-nonenal, 4-hydroxy-
 
Notes:
Constit. of beef and pork. Lipid peroxidation product 4-Hydroxynonenal (HNE), one of the major end products of lipid peroxidation, has been shown to be involved in signal transduction and available evidence suggests that it can affect cell cycle events in a concentration-dependent manner. glutathione S-transferases (GSTs) can modulate the intracellular concentrations of HNE by affecting its generation during lipid peroxidation by reducing hydroperoxides and also by converting it into a glutathione conjugate. Overexpression of the Alpha class GSTs in cells leads to lower steady-state levels of HNE, and these cells acquire resistance to apoptosis induced by lipid peroxidation-causing agents such as H(2)O(2), UVA, superoxide anion, and pro-oxidant xenobiotics, suggesting that signaling for apoptosis by these agents is transduced through HNE. Cells with the capacity to exclude HNE from the intracellular environment at a faster rate are relatively more resistant to apoptosis caused by H(2)O(2), UVA, superoxide anion, and pro-oxidant xenobiotics as well as by HNE, suggesting that HNE may be a common denominator in mechanisms of apoptosis caused by oxidative stress. Transfection of adherent cells with HNE-metabolizing GSTs leads to transformation of these cells due to depletion of HNE. (PMID 15288119); 4-Hydroxynonenal, or trans-4-hydroxy-2-nonenal or 4-HNE or HNE, (C9H16O2), is an ?,?-unsaturated hydroxyalkenal which is produced by lipid peroxidation in cells. 4-HNE is the primary alpha,beta-unsaturated hydroxyalkenal formed in this process.; GS-HNE is a potent inhibitor of the activity of glutathione S-transferase, and therefore must be shuttled out of the cell to allow conjugation to occur at a physiological rate. Ral-interacting GTPase activating protein (RLIP76, also known as Ral-binding protein 1), is a membrane-bound protein which has high activity towards the transport of GS-HNE from the cytoplasm to the extracellular space. This protein accounts for approximately 70% of such transport in human cell lines, while the remainder appears to be accounted for by Multidrug Resistance Protein 1 (MRP1).
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CAS Number: 29343-52-0Picture of molecule3D/inchi
Nikkaji Web: J34.593H
XlogP3-AA: 1.70 (est)
Molecular Weight: 156.22492000
Formula: C9 H16 O2
NMR Predictor: Predict (works with chrome or firefox)
Category: natural substances and extractives
 
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Physical Properties:
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Soluble in:
 water, 1.163e+004 mg/L @ 25 °C (est)
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Organoleptic Properties:
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
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Safety Information:
 
Hazards identification
 
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GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
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Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
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Safety in Use Information:
Category: natural substances and extractives
Recommendation for 4-hydroxynonenal usage levels up to:
 not for fragrance use.
 
Recommendation for 4-hydroxynonenal flavor usage levels up to:
 not for flavor use.
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Safety References:
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EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 5283344
National Institute of Allergy and Infectious Diseases: Data
 (E)-4-hydroxynon-2-enal
Chemidplus: 0029343520
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References:
 (E)-4-hydroxynon-2-enal
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 5283344
Pubchem (cas): 29343-52-0
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Other Information:
(IUPAC): Atomic Weights of the Elements 2011 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
CHEBI: View
CHEMBL: View
HMDB (The Human Metabolome Database): HMDB04362
FooDB: FDB020986
VCF-Online: VCF Volatile Compounds in Food
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
None Found
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Occurrence (nature, food, other): note
 beef
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 pork
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Synonyms:
4-hydroxy-2,3-nonenal
4-hydroxy-2-nonenal
(E)-4-hydroxynon-2-enal
2-nonenal, 4-hydroxy-
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Articles:
PubMed: Green Tea Polyphenols Ameliorate the Early Renal Damage Induced by a High-Fat Diet via Ketogenesis/SIRT3 Pathway.
PubMed: Astaxanthin ameliorates ferric nitrilotriacetate-induced renal oxidative injury in rats.
PubMed: Stevia and stevioside protect against cisplatin nephrotoxicity through inhibition of ERK1/2, STAT3, and NF-κB activation.
PubMed: Lipid oxidation products in the pathogenesis of inflammation-related gut diseases.
PubMed: Immunofluorescence evaluation of 4-hydroxynonenal and 8-hydroxy-2-deoxyguanosine activation in zebrafish (Daino rerio) larvae brain exposed (microinjected) to propyl gallate.
PubMed: Acrylamide-induced neurotoxicity in primary astrocytes and microglia: Roles of the Nrf2-ARE and NF-κB pathways.
PubMed: Pathophysiology of mitochondrial lipid oxidation: Role of 4-hydroxynonenal (4-HNE) and other bioactive lipids in mitochondria.
PubMed: Low-density lipoprotein oxidation biomarkers in human health and disease and effects of bioactive compounds.
PubMed: Oral arginine supplementation protects female mice from the onset of non-alcoholic steatohepatitis.
PubMed: Saponins (Ginsenosides) from the Leaves of Panax quinquefolius Ameliorated Acetaminophen-Induced Hepatotoxicity in Mice.
PubMed: Lipidomic analysis for carbonyl species derived from fish oil using liquid chromatography-tandem mass spectrometry.
PubMed: The Role of Mitochondrial Aldehyde Dehydrogenase 2 (ALDH2) in Neuropathology and Neurodegeneration.
PubMed: Effect of 4-hydroxy-2-nonenal on myoglobin-mediated lipid oxidation when varying histidine content and hemin affinity.
PubMed: Attenuation of oxidative stress and cardioprotective effects of zinc supplementation in experimental diabetic rats.
PubMed: 4-Hydroxynonenal metabolites and adducts in pre-carcinogenic conditions and cancer.
PubMed: Sodium butyrate protects mice from the development of the early signs of non-alcoholic fatty liver disease: role of melatonin and lipid peroxidation.
PubMed: Mitochondrial control of apoptosis through modulation of cardiolipin oxidation in hepatocellular carcinoma: A novel link between oxidative stress and cancer.
PubMed: Effect of acrylamide-induced neurotoxicity in a primary astrocytes/microglial co-culture model.
PubMed: Carvacrol attenuates acute kidney injury induced by cisplatin through suppression of ERK and PI3K/Akt activation.
PubMed: Serum thioredoxin reductase is highly increased in mice with hepatocellular carcinoma and its activity is restrained by several mechanisms.
PubMed: Phenelzine Protects Brain Mitochondrial Function In Vitro and In Vivo following Traumatic Brain Injury by Scavenging the Reactive Carbonyls 4-Hydroxynonenal and Acrolein Leading to Cortical Histological Neuroprotection.
PubMed: Targeting Oxidative Stress, Cytokines and Serotonin Interactions Via Indoleamine 2, 3 Dioxygenase by Coenzyme Q10: Role in Suppressing Depressive Like Behavior in Rats.
PubMed: Development, validation and application of an UFLC-DAD-ESI-MS method for determination of carbonyl compounds in soybean oil during continuous heating.
PubMed: Inhibition of the JAK/STAT pathway by ruxolitinib ameliorates thioacetamide-induced hepatotoxicity.
PubMed: Extrapancreatic effects of incretin hormones: evidence for weight-independent changes in morphological aspects and oxidative status in insulin-sensitive organs of the obese nondiabetic Zucker rat (ZFR).
PubMed: Development of an LC-MS/MS analytical method for the simultaneous measurement of aldehydes from polyunsaturated fatty acids degradation in animal feed.
PubMed: Quantification of 4-hydroxy-2-nonenal-protein adducts in the in vivo gastric digesta of mini-pigs using a GC-MS/MS method with accuracy profile validation.
PubMed: Malondialdehyde and 4-hydroxy-2-hexenal are formed during dynamic gastrointestinal in vitro digestion of cod liver oils.
PubMed: Effect of 4-hydroxy-2-nonenal treatment on the IgE binding capacity and structure of shrimp (Metapenaeus ensis) tropomyosin.
PubMed: Formation of Aldehydic Phosphatidylcholines during the Anaerobic Decomposition of a Phosphatidylcholine Bearing the 9-Hydroperoxide of Linoleic Acid.
PubMed: Amino acid decarboxylations produced by lipid-derived reactive carbonyls in amino acid mixtures.
PubMed: Protein oxidation and proteolysis during storage and in vitro digestion of pork and beef patties.
PubMed: Membrane lipid peroxidation in neurodegeneration: Role of thrombin and proteinase-activated receptor-1.
PubMed: Kinetics of Forming Aldehydes in Frying Oils and Their Distribution in French Fries Revealed by LC-MS-Based Chemometrics.
PubMed: Localization of Xenobiotic Transporter OCTN1/SLC22A4 in Hepatic Stellate Cells and Its Protective Role in Liver Fibrosis.
PubMed: Presymptomatic MPTP Mice Show Neurotrophic S100B/mRAGE Striatal Levels.
PubMed: Formation of reactive aldehydes (MDA, HHE, HNE) during the digestion of cod liver oil: comparison of human and porcine in vitro digestion models.
PubMed: Formation of malondialdehyde (MDA), 4-hydroxy-2-hexenal (HHE) and 4-hydroxy-2-nonenal (HNE) in fish and fish oil during dynamic gastrointestinal in vitro digestion.
PubMed: Solanum torvum Swartz. fruit attenuates cadmium-induced liver and kidney damage through modulation of oxidative stress and glycosylation.
PubMed: Formation of Malondialdehyde, 4-Hydroxynonenal, and 4-Hydroxyhexenal during in Vitro Digestion of Cooked Beef, Pork, Chicken, and Salmon.
PubMed: Oral administration of oleuropein attenuates cisplatin-induced acute renal injury in mice through inhibition of ERK signaling.
PubMed: Mulberry leaves (Morus alba L.) ameliorate obesity-induced hepatic lipogenesis, fibrosis, and oxidative stress in high-fat diet-fed mice.
PubMed: Redox- and non-redox-metal-induced formation of free radicals and their role in human disease.
PubMed: Modulation of aldose reductase activity by aldose hemiacetals.
PubMed: Integrated Haematological Profiles of Redox Status, Lipid, and Inflammatory Protein Biomarkers in Benign Obesity and Unhealthy Obesity with Metabolic Syndrome.
PubMed: Oxidized LDL Is Strictly Limited to Hyperthyroidism Irrespective of Fat Feeding in Female Sprague Dawley Rats.
PubMed: Alteration of serum lipid profile, SRB1 loss, and impaired Nrf2 activation in CDKL5 disorder.
PubMed: Increased oxidative and nitrosative reactions during digestion could contribute to the association between well-done red meat consumption and colorectal cancer.
PubMed: Exploring the possible link between MeCP2 and oxidative stress in Rett syndrome.
PubMed: 4-Hydroxy-2-nonenal (4-HNE) and Its Lipation Product 2-Pentylpyrrole Lysine (2-PPL) in Peanuts.
PubMed: Sulforaphane protects against acetaminophen-induced hepatotoxicity.
PubMed: Rapid liquid chromatography-tandem mass spectrometry analysis of 4-hydroxynonenal for the assessment of oxidative degradation and safety of vegetable oils.
PubMed: Skeletal muscle ceramide species in men with abdominal obesity.
PubMed: [The level of lipid peroxidation in milk replacer formulas for initial feeding of infants].
PubMed: Dietary polyunsaturated fatty acids and heme iron induce oxidative stress biomarkers and a cancer promoting environment in the colon of rats.
PubMed: Role of lipid peroxidation derived 4-hydroxynonenal (4-HNE) in cancer: focusing on mitochondria.
PubMed: A central role for heme iron in colon carcinogenesis associated with red meat intake.
PubMed: Green tea polyphenol (-)-epigallocatechin-3-gallate triggered hepatotoxicity in mice: responses of major antioxidant enzymes and the Nrf2 rescue pathway.
PubMed: "Twin peaks": searching for 4-hydroxynonenal urinary metabolites after oral administration in rats.
PubMed: Reactive carbonyl-scavenging ability of 2-aminoimidazoles: 2-amino-1-methylbenzimidazole and 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP).
PubMed: Direct exposure of non-equilibrium atmospheric pressure plasma confers simultaneous oxidative and ultraviolet modifications in biomolecules.
PubMed: S-allyl cysteine ameliorates the quality of sperm and provides protection from age-related sperm dysfunction and oxidative stress in rats.
PubMed: Coenzyme Q10 protects hair cells against aminoglycoside.
PubMed: Formation of electrophilic oxidation products from mitochondrial cardiolipin in vitro and in vivo in the context of apoptosis and atherosclerosis.
PubMed: Exposure assessment of Malondialdehyde, 4-Hydroxy-2-(E)-Nonenal and 4-Hydroxy-2-(E)-Hexenal through specific foods available in Belgium.
PubMed: Neuroprotective effects of Z-ajoene, an organosulfur compound derived from oil-macerated garlic, in the gerbil hippocampal CA1 region after transient forebrain ischemia.
PubMed: Fat content and nitrite-curing influence the formation of oxidation products and NOC-specific DNA adducts during in vitro digestion of meat.
PubMed: Comparison of 4-hydroxynonenal-induced p53-mediated apoptosis in prostate cancer cells LNCaP and DU145.
PubMed: Rutin inhibits UVB radiation-induced expression of COX-2 and iNOS in hairless mouse skin: p38 MAP kinase and JNK as potential targets.
PubMed: Deterioration of plasticity and metabolic homeostasis in the brain of the UCD-T2DM rat model of naturally occurring type-2 diabetes.
PubMed: Beta-actin deficiency with oxidative posttranslational modifications in Rett syndrome erythrocytes: insights into an altered cytoskeletal organization.
PubMed: Effect of combined mulberry leaf and fruit extract on liver and skin cholesterol transporters in high fat diet-induced obese mice.
PubMed: Protective effect of Cichorium glandulosum seeds from ultraviolet B-induced damage in rat liver mitochondria.
PubMed: Eugenosedin-A ameliorates hyperlipidemia-induced vascular endothelial dysfunction via inhibition of α1-adrenoceptor/5-HT activity and NADPH oxidase expression.
PubMed: Covalent binding of 4-hydroxy-2-nonenal to lactate dehydrogenase decreases NADH formation and metmyoglobin reducing activity.
PubMed: Nephroprotective activities of rosmarinic acid against cisplatin-induced kidney injury in mice.
PubMed: C-phycocyanin prevents cisplatin-induced nephrotoxicity through inhibition of oxidative stress.
PubMed: Nitrite curing of chicken, pork, and beef inhibits oxidation but does not affect N-nitroso compound (NOC)-specific DNA adduct formation during in vitro digestion.
PubMed: A novel high resolution MS approach for the screening of 4-hydroxy-trans-2-nonenal sequestering agents.
PubMed: Novel molecular approaches for improving enzymatic and nonenzymatic detoxification of 4-hydroxynonenal: toward the discovery of a novel class of bioactive compounds.
PubMed: Erythrocyte shape abnormalities, membrane oxidative damage, and β-actin alterations: an unrecognized triad in classical autism.
PubMed: Resveratrol protects SR-B1 levels in keratinocytes exposed to cigarette smoke.
PubMed: Suppressive effects of cacao polyphenols on the development of atherosclerosis in apolipoprotein E-deficient mice.
PubMed: Proteomic profiling and post-translational modifications in human keratinocytes treated with Mucuna pruriens leaf extract.
PubMed: Lipid peroxidation end product 4-hydroxy-trans-2-nonenal triggers unfolded protein response and heme oxygenase-1 expression in PC12 cells: Roles of ROS and MAPK pathways.
PubMed: Lipid oxidation-induced oxidation in emu and ostrich myoglobins.
PubMed: Probiotics determine hypolipidemic and antioxidant effects in hyperlipidemic hamsters.
PubMed: Cell death and diseases related to oxidative stress: 4-hydroxynonenal (HNE) in the balance.
PubMed: Berberine exerts nephroprotective effect against cisplatin-induced kidney damage through inhibition of oxidative/nitrosative stress, inflammation, autophagy and apoptosis.
PubMed: Impact of exercise training on redox signaling in cardiovascular diseases.
PubMed: A role for lipid rafts in the protection afforded by docosahexaenoic acid against ethanol toxicity in primary rat hepatocytes.
PubMed: The effects of HNE on ovine oxymyoglobin redox stability in a microsome model.
PubMed: Oxidative stress and protein carbonylation in adipose tissue - implications for insulin resistance and diabetes mellitus.
PubMed: In vitro and in vivo evaluation of inhibition activity of lotus (Nelumbo nucifera Gaertn.) leaves against ultraviolet B-induced phototoxicity.
PubMed: Strecker-type degradation of phenylalanine initiated by 4-oxo-2-alkenals in comparison to that initiated by 2,4-alkadienals, 4,5-epoxy-2-alkenals, or 4-hydroxy-2-nonenal.
PubMed: Gut fermentation products of inulin-type fructans modulate the expression of xenobiotic-metabolising enzymes in human colonic tumour cells.
PubMed: Zerumbone, an electrophilic sesquiterpene, induces cellular proteo-stress leading to activation of ubiquitin-proteasome system and autophagy.
PubMed: Enhanced expression of cystine/glutamate transporter in the lung caused by the oxidative-stress-inducing agent paraquat.
PubMed: Effect of lipid oxidation products on the formation of 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP) in model systems.
PubMed: Mass spectrometric evidence of malonaldehyde and 4-hydroxynonenal adductions to radical-scavenging soy peptides.
PubMed: Redox instability and hemin loss of mutant sperm whale myoglobins induced by 4-hydroxynonenal in vitro.
PubMed: In depth study of acrylamide formation in coffee during roasting: role of sucrose decomposition and lipid oxidation.
PubMed: Free hemoglobin induction of pulmonary vascular disease: evidence for an inflammatory mechanism.
PubMed: Ferric citrate CYP2E1-independently promotes alcohol-induced apoptosis in HepG2 cells via oxidative/nitrative stress which is attenuated by pretreatment with baicalin.
PubMed: Chemical conversion of phenylethylamine into phenylacetaldehyde by carbonyl-amine reactions in model systems.
PubMed: Coptis chinensis inflorescence extract protection against ultraviolet-B-induced phototoxicity, and HPLC-MS analysis of its chemical composition.
PubMed: Low concentrations of bisphenol A induce lipid accumulation mediated by the production of reactive oxygen species in the mitochondria of HepG2 cells.
PubMed: Oxidative stress impairs HIF1α activation: a novel mechanism for increased vulnerability of steatotic hepatocytes to hypoxic stress.
PubMed: Different sets of translesion synthesis DNA polymerases protect from genome instability induced by distinct food-derived genotoxins.
PubMed: Ascorbate prevents placental oxidative stress and enhances birth weight in hypoxic pregnancy in rats.
PubMed: Effects of age and caloric restriction on mitochondrial protein oxidative damage in mice.
PubMed: A novel anti-inflammatory role for spleen-derived interleukin-10 in obesity-induced hypothalamic inflammation.
PubMed: The protective role of natural phytoalexin resveratrol on inflammation, fibrosis and regeneration in cholestatic liver injury.
PubMed: Identification of 4-hydroxy-2-nonenal-histidine adducts that serve as ligands for human lectin-like oxidized LDL receptor-1.
PubMed: 4-Hydroxy-2(E)-nonenal metabolism differs in Apc(+/+) cells and in Apc(Min/+) cells: it may explain colon cancer promotion by heme iron.
PubMed: Effect of sweet grass extract against oxidative stress in rat liver and serum.
PubMed: Species-specific myoglobin oxidation.
PubMed: Protective effect of α-mangostin on cardiac reperfusion damage by attenuation of oxidative stress.
PubMed: Liquid chromatography/electrospray ionisation mass spectrometric tracking of 4-hydroxy-2(E)-nonenal biotransformations by mouse colon epithelial cells using [1,2-13C2]-4-hydroxy-2(E)-nonenal as stable isotope tracer.
PubMed: Acrolein-mediated injury in nervous system trauma and diseases.
PubMed: Preventive effect of tert-butylhydroquinone on cisplatin-induced nephrotoxicity in rats.
PubMed: Emblica officinalis Gaertn. attentuates N-nitrosodiethylamine-induced apoptosis, autophagy, and inflammation in rat livers.
PubMed: Effects of bezafibrate in nonalcoholic steatohepatitis model mice with monosodium glutamate-induced metabolic syndrome.
PubMed: Hepatotoxicity and nephrotoxicity produced by 4-hydroxy-2-nonenal (4-HNE) following 4-week oral administration to Sprague-Dawley rats.
PubMed: Protein damage from electrophiles and oxidants in lungs of mice chronically exposed to the tumor promoter butylated hydroxytoluene.
PubMed: Nectarine promotes longevity in Drosophila melanogaster.
PubMed: Blood-brain barrier disruption and oxidative stress in guinea pig after systemic exposure to modified cell-free hemoglobin.
PubMed: Protective effect of quercetin, EGCG, catechin and betaine against oxidative stress induced by ethanol in vitro.
PubMed: Addition of açaí (Euterpe oleracea) to cigarettes has a protective effect against emphysema in mice.
PubMed: Hydralazine modifies Aβ fibril formation and prevents modification by lipids in vitro.
PubMed: Fate in digestion in vitro of several food components, including some toxic compounds coming from omega-3 and omega-6 lipids.
PubMed: Soyasaponin I attenuates TNBS-Induced colitis in mice by inhibiting NF-κB pathway.
PubMed: Dose-dependent effect of nutritional sulfite intake on visual evoked potentials and lipid peroxidation.
PubMed: Generation of reactive oxygen species in sperms of rats as an earlier marker for evaluating the toxicity of endocrine-disrupting chemicals.
PubMed: Effects of acarbose on the acceleration of postprandial hyperglycemia-induced pathological changes induced by intermittent hypoxia in lean mice.
PubMed: Evaluation of the genotoxicity of 10 selected dietary/environmental compounds with the in vitro micronucleus cytokinesis-block assay in an interlaboratory comparison.
PubMed: In vitro protective effects of two extracts from bergamot peels on human endothelial cells exposed to tumor necrosis factor-alpha (TNF-alpha).
PubMed: Mass spectrometric evidence for aldehyde adduction in carboxymyoglobin.
PubMed: Upregulation of intracellular antioxidant enzymes in brain and heart during estivation in the African lungfish Protopterus dolloi.
PubMed: Hepatotoxicity of high oral dose (-)-epigallocatechin-3-gallate in mice.
PubMed: Neuroprotective effects of onion extract and quercetin against ischemic neuronal damage in the gerbil hippocampus.
PubMed: Natural polyphenols as direct trapping agents of lipid peroxidation-derived acrolein and 4-hydroxy-trans-2-nonenal.
PubMed: Mass spectrometric characterization and redox instability of turkey and chicken myoglobins as induced by unsaturated aldehydes.
PubMed: Antioxidative and antigenotoxic effects of garlic (Allium sativum L.) prepared by different processing methods.
PubMed: Mechanisms of nitrosamine-mediated neurodegeneration: potential relevance to sporadic Alzheimer's disease.
PubMed: Mechanisms of primary cancer prevention by butyrate and other products formed during gut flora-mediated fermentation of dietary fibre.
PubMed: L-Carnitine in the lipid and protein protection against ethanol-induced oxidative stress.
PubMed: Increasing the solubility of the nutraceutical curcumin by heat and inhibition of oxidative modification.
PubMed: Weight increase is associated with skeletal muscle immunostaining for advanced glycation end products, receptor for advanced glycation end products, and oxidation injury.
PubMed: Garlic powder ameliorates cisplatin-induced nephrotoxicity and oxidative stress.
PubMed: Oxidation products of polyunsaturated fatty acids in infant formulas compared to human milk--a preliminary study.
PubMed: Use of an in vitro digestion model to study the bioaccessibility of 4-hydroxy-2-nonenal and related aldehydes present in oxidized oils rich in omega-6 acyl groups.
PubMed: DNA adducts as biomarkers for oxidative and genotoxic stress from pesticides in crop plants.
PubMed: Cacao liquor proanthocyanidins inhibit lung injury induced by diesel exhaust particles.
PubMed: Relationship between protein and mitochondrial DNA oxidative injury and telomere length and muscle loss in healthy elderly subjects.
PubMed: Toxic oxygenated alpha,beta-unsaturated aldehydes and their study in foods: a review.
PubMed: Nordihydroguaiaretic acid attenuates potassium dichromate-induced oxidative stress and nephrotoxicity.
PubMed: Protective effects of garlic powder against potassium dichromate-induced oxidative stress and nephrotoxicity.
PubMed: 4-hydroxy-2-alkenals in polyunsaturated fatty acids-fortified infant formulas and other commercial food products.
PubMed: The role of amino phospholipids in the removal of the cito- and geno-toxic aldehydes produced during lipid oxidation.
PubMed: In vitro protection of reactive oxygen species-induced degradation of lipids, proteins and 2-deoxyribose by tea catechins.
PubMed: Vinylogous Amadori rearrangement: implications in food and biological systems.
PubMed: Proteomics of lipid oxidation-induced oxidation of porcine and bovine oxymyoglobins.
PubMed: 4-hydroxynonenal in foodstuffs: heme concentration, fatty acid composition and freeze-drying are determining factors.
PubMed: Lipid-oxidation-induced carboxymyoglobin oxidation.
PubMed: Proteomic identification of brain proteins in the canine model of human aging following a long-term treatment with antioxidants and a program of behavioral enrichment: relevance to Alzheimer's disease.
PubMed: Uranyl nitrilotriacetate, a stabilized salt of uranium, is genotoxic in nontransformed human colon cells and in the human colon adenoma cell line LT97.
PubMed: Crystallization and molecular-replacement studies of the monoclonal antibody mAbR310 specific for the (R)-HNE-modified protein.
PubMed: Weight increase and overweight are associated with DNA oxidative damage in skeletal muscle.
PubMed: Redox instability induced by 4-hydroxy-2-nonenal in porcine and bovine myoglobins at pH 5.6 and 4 degrees C.
PubMed: Both wheat (Triticum aestivum) bran arabinoxylans and gut flora-mediated fermentation products protect human colon cells from genotoxic activities of 4-hydroxynonenal and hydrogen peroxide.
PubMed: Strecker type degradation of phenylalanine by 4-hydroxy-2-nonenal in model systems.
PubMed: 4-Hydroxynonenal and cholesterol oxidation products in atherosclerosis.
PubMed: Estimation of daily exposure to 4-hydroxy-2-alkenals in Korean foods containing n-3 and n-6 polyunsaturated fatty acids.
PubMed: Exercise by lifelong voluntary wheel running reduces subsarcolemmal and interfibrillar mitochondrial hydrogen peroxide production in the heart.
PubMed: Carbonylation of milk powder proteins as a consequence of processing conditions.
PubMed: Metals, toxicity and oxidative stress.
PubMed: 2'-deoxycytidine in free nucleosides and double-stranded DNA as the major target of lipid peroxidation products.
PubMed: Amelioration of cisplatin toxicity by a fermented grain food product.
PubMed: 4-hydroxynonenal as a bioactive marker of pathophysiological processes.
PubMed: 4-hydroxy-2-nonenal as a COX-2 inducer.
PubMed: Simultaneous determination of 4-hydroxy-2-alkenals, lipid peroxidation toxic products.
PubMed: Oxidant-stimulated chloride secretion in rat jejunum in vitro is mediated by eicosanoids.
PubMed: 4-Hydroxy-2-nonenal: a product and mediator of oxidative stress.
PubMed: Molecular basis of enzyme inactivation by an endogenous electrophile 4-hydroxy-2-nonenal: identification of modification sites in glyceraldehyde-3-phosphate dehydrogenase.
PubMed: Immunoaffinity purification and characterization of 4-hydroxy-2-nonenal- and malondialdehyde-modified peptides by electrospray ionization tandem mass spectrometry.
PubMed: Structural basis of protein-bound endogenous aldehydes. Chemical and immunochemical characterizations of configurational isomers of a 4-hydroxy-2-nonenal-histidine adduct.
PubMed: The protective effects of tetrahydrocurcumin on oxidative stress in cholesterol-fed rabbits.
PubMed: Solid phase extraction and liquid chromatography-tandem mass spectrometry for the evaluation of 4-hydroxy-2-nonenal in pork products.
PubMed: Method for analysis of 4-hydroxy-2-(E)-nonenal with solid-phase microextraction.
PubMed: Vitamin E prevents increase in oxidative damage to lipids and DNA in liver of ODS rats given total body X-ray irradiation.
PubMed: Role of p38 mitogen-activated protein kinase in the 4-hydroxy-2-nonenal-induced cyclooxygenase-2 expression.
PubMed: High-oleic peanuts are not different from normal peanuts in allergenic properties.
PubMed: Anticarcinogenic antioxidants as inhibitors against intracellular oxidative stress.
PubMed: Different onsets of oxidative damage to DNA and lipids in bone marrow and liver in rats given total body irradiation.
PubMed: Structure of a Fluorescent Compound Formed from 4-Hydroxy-2-nonenal and N(alpha)-Hippuryllysine: A Model for Fluorophores Derived from Protein Modifications by Lipid Peroxidation.
PubMed: Association of end-product adducts with increased IgE binding of roasted peanuts.
PubMed: Iron-induced oxidative stress up-regulates calreticulin levels in intestinal epithelial (Caco-2) cells.
PubMed: Curcumin and especially tetrahydrocurcumin ameliorate oxidative stress-induced renal injury in mice.
PubMed: Cyclopentenone prostaglandins as potential inducers of intracellular oxidative stress.
PubMed: Cellular response to bioactive lipid peroxidation products.
PubMed: Protective effect of green tea extract on ischemia/reperfusion-induced brain injury in Mongolian gerbils.
PubMed: Effect of long-term dietary antioxidant supplementation on influenza virus infection.
PubMed: Role of reactive aldehyde in cardiovascular diseases.
PubMed: Quantitation of 4-hydroxynonenal protein adducts.
PubMed: 4-hydroxy-2-nonenal, the end product of lipid peroxidation, is a specific inducer of cyclooxygenase-2 gene expression.
PubMed: Effect of aldehyde lipid oxidation products on myoglobin.
PubMed: Current status of acrolein as a lipid peroxidation product.
PubMed: alpha,beta-unsaturated aldehydes accelerate oxymyoglobin oxidation.
PubMed: Phenolics: blocking agents for heterocyclic amine-induced carcinogenesis.
PubMed: 4-Hydroxy-2-nonenal-mediated impairment of intracellular proteolysis during oxidative stress. Identification of proteasomes as target molecules.
PubMed: Increases in 4-hydroxynonenal and hexanal in bone marrow of rats subjected to total body X-ray irradiation: association with antioxidant vitamins.
PubMed: Activation of stress signaling pathways by the end product of lipid peroxidation. 4-hydroxy-2-nonenal is a potential inducer of intracellular peroxide production.
PubMed: Relationships between 4-hydroxy-2-nonenal, 2-thiobarbituric acid reactive substances and n-6 polyunsaturated fatty acids in refrigerated and frozen pork.
PubMed: A processed grain food inhibits hepatic injury in endotoxemic rats.
PubMed: Dietary hydroperoxides of linoleic acid decompose to aldehydes in stomach before being absorbed into the body.
PubMed: Covalent attachment of 4-hydroxy-2-nonenal to erythrocyte proteins.
PubMed: Cellular response to the redox active lipid peroxidation products: induction of glutathione S-transferase P by 4-hydroxy-2-nonenal.
PubMed: Lack of influence of a long-term high or low vitamin E diet on the oxidative DNA damage in the bone marrow of mice.
PubMed: Simultaneous determination of acrolein, malonaldehyde and 4-hydroxy-2-nonenal produced from lipids oxidized with Fenton's reagent.
PubMed: Oxygenation of (3Z)-alkenal to (2E)-4-hydroxy-2-alkenal in soybean seed (Glycine max L.).
PubMed: 4-Hydroxy-2-nonenal cytotoxicity in renal proximal tubular cells: protein modification and redox alteration.
PubMed: Characterization of epitopes recognized by 4-hydroxy-2-nonenal specific antibodies.
PubMed: 4-Hydroxy-2-nonenal-trapping ELISA: direct evidence for the release of a cytotoxic aldehyde from oxidized low density lipoproteins.
PubMed: A renal carcinogen ferric nitrilotriacetate mediates a temporary accumulation of aldehyde-modified proteins within cytosolic compartment of rat kidney.
PubMed: Michael addition-type 4-hydroxy-2-nonenal adducts in modified low-density lipoproteins: markers for atherosclerosis.
PubMed: Quantitation of 4-hydroxynonenal protein adducts.
PubMed: Cytotoxicity and genotoxicity of lipid-oxidation products.
PubMed: Glutathione and antioxidants protect microsomes against lipid peroxidation and enzyme inactivation.
PubMed: A molecular basis of peptic ulceration due to diet.
PubMed: Quantitative determination of the lipid peroxidation product 4-hydroxynonenal by high-performance liquid chromatography.
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