Differential distribution of 4-hydroxynonenal adducts to sulfur and nitrogen residues in blood proteins as revealed using Raney nickel and gas chromatography–mass spectrometry

Lesgards, Jean-François; Frayne, Isabelle Robillard; Comte, Blandine; Busseuil, David; Rhéaume, Éric; Tardif, Jean‐Claude; Rosiers, Christine Des

doi:10.1016/j.freeradbiomed.2009.08.002

Cited by 18 publications

(20 citation statements)

References 45 publications

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“…In fact, as expected, circulating levels of cholesterol and of the lipid peroxidation marker 4HNE-P were increased in rabbits fed the hypercholesterolemic diet [34], but were not affected by IVA treatment. However, the possibility that IVA attenuates oxidative stress at the tissue level (i.e.…”

Section: Discussionsupporting

confidence: 70%

Heart Rate Reduction by Ivabradine Reduces Diastolic Dysfunction and Cardiac Fibrosis

et al. 2010

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Objectives: To determine if heart rate (HR) reduction with ivabradine (IVA), a selective inhibitor of the pacemaker I_f current, prevents cardiac dysfunction associated with dyslipidemia. Methods: New Zealand White rabbits received either a standard diet, a 0.5% cholesterol-enriched diet only (CD), or a 0.5% CD with IVA (17 mg/kg/day) for 12 weeks. HR, left ventricular (LV) systolic function, diastolic function and LV regional myocardial performance index (MPI) were studied using echocardiography. Histological analysis included cardiac interstitial fibrosis and collagen type I fibers. Plasma levels of angiotensin II and aldosterone were quantified by immunoassays. Results: IVA reduced HR by approximately 11%. IVA improved MPI and attenuated LV diastolic dysfunction (DD) (92% mild and 8% moderate DD with IVA vs. 54% mild and 46% moderate DD in CD group). IVA also reduced atrial fibrosis (p = 0.027), ventricular fibrosis (p = 0.0002) and ventricular collagen type I (p = 0.0042). IVA decreased plasma angiotensin II levels (p = 0.042), and both angiotensin II and aldosterone levels were correlated with HR (p = 0.038 and 0.008). Conclusion: Selective HR reduction with IVA reduces DD and cardiac fibrosis in hypercholesterolemic rabbits. These beneficial effects of IVA support testing pure HR reduction in patients with diastolic heart failure.

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Section: Discussionsupporting

confidence: 70%

Heart Rate Reduction by Ivabradine Reduces Diastolic Dysfunction and Cardiac Fibrosis

et al. 2010

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“…8, 17, 25, 26 Since oxo-cyclic equilibrium favors hemiacetal formation, the free aldehyde of the primary product may react with the 4-hydroxyl group to form the hemiacetal derivative. 1, 27 Figure 1 presents the structures for both cyclic hemiacetal and reduced 4-HNE adducts.…”

Section: Resultsmentioning

confidence: 99%

4-HNE Adduct Stability Characterized by Collision-Induced Dissociation and Electron Transfer Dissociation Mass Spectrometry

Fritz

Kellersberger

Gomez

et al. 2012

Chem. Res. Toxicol.

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4-hydroxynonenal (4-HNE) alters numerous proteomic and genomic processes. Understanding chemical mechanisms of 4-HNE interactions with biomolecules and their respective stabilities may lead to new discoveries in biomarkers for numerous diseases of oxidative stress. Collision-induced dissociation (CID) and electron transfer dissociation (ETD) MS/MS were utilized to examine the stability of a 4-HNE-Cys Michael adduct. CID conditions resulted in the neutral loss of 4-HNE, also known as a retro-Michael addition reaction (RMA). Consequently, performing ETD fragmentation on this same adduct did not result in RMA. Interestingly, 4-HNE adduct reduction via sodium borohydride (NaBH4) treatment stabilized against the CID induced RMA. In a direct comparison of three forms of 4-HNE adducts, computational modeling revealed sizeable shifts in the shape and orientation of the lowest unoccupied molecular orbital (LUMO) density around the 4-HNE-Cys moiety. These findings demonstrate that ETD MS/MS analysis can be used to improve the detection of 4-HNE-protein modifications by preventing RMA reactions from occurring.

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“…Although HNE-His is not the most common HNEprotein adduct, HNE-His should reflect the increased presence of HNE during acute oxidative stress or during the late stages of chronic diseases when adduction to the cysteine thiolate pool is saturated (LoPachin et al 2009). Some methods have been developed to evaluate HNE protein adducts on different amino acid residues (Veronneau et al 2002;Lesgards et al 2009). However, these methods involve sophisticated methodology and the necessary instrumentation is not widely available.…”

Section: Discussionmentioning

confidence: 99%

“…Structures of HNE-protein adducts have been elucidated from chemical studies and also from in vitro or in vivo studies followed by complete acid or enzymatic hydrolysis and mass spectroscopic evaluation. Although HNE is much more reactive toward cysteine than histidine, it has been postulated that the HNE adduct of histidine is more stable than cysteine or lysine conjugates toward retro-Michael addition (Nadkarni and Sayre 1995;Doorn and Petersen 2002;Petersen and Doorn 2004;Sayre et al 2006;Grimsrud et al 2008;Lesgards et al 2009). …”

Section: Toxicology Mechanisms and Methodsmentioning

confidence: 99%

Evaluation of three simple direct or indirect carbonyl detection methods for characterization of oxidative modifications of proteins

Vásquez-Garzón¹,

Rouimi²,

Jouanin³

et al. 2012

Toxicology Mechanisms and Methods

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Differential distribution of 4-hydroxynonenal adducts to sulfur and nitrogen residues in blood proteins as revealed using Raney nickel and gas chromatography–mass spectrometry

Cited by 18 publications

References 45 publications

Heart Rate Reduction by Ivabradine Reduces Diastolic Dysfunction and Cardiac Fibrosis

Heart Rate Reduction by Ivabradine Reduces Diastolic Dysfunction and Cardiac Fibrosis

4-HNE Adduct Stability Characterized by Collision-Induced Dissociation and Electron Transfer Dissociation Mass Spectrometry

Evaluation of three simple direct or indirect carbonyl detection methods for characterization of oxidative modifications of proteins

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