Effect of 4-hydroxy-2-nonenal treatment on the IgE binding capacity and structure of shrimp (Metapenaeus ensis) tropomyosin

Lv, Liangtao; Lin, Hong; Yuan, Fangzhou; Gao, Qing; Ma, Jian

doi:10.1016/j.foodchem.2016.05.152

Cited by 33 publications

(25 citation statements)

References 38 publications

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“…Lipid oxidation is responsible for the deterioration of polyunsaturated fatty acyl chains in food lipids and the later changes produced in flavor, texture, appearance, and nutritional quality of food products (Liu, Gao, McClements, & Decker, 2016;Lv, Lin, Li, Yuan, Gao, & Ma, 2016;Przybylski, Firdaous, Chataigne, Dhulster, & Nedjar, 2016). These changes are a consequence of both the formation of lipid oxidation products with undesirable properties, and the ability of some of these products to modify important macromolecules, including nucleic acids (Kozekov, Turesky, Alas, Harris, Harris, & Rizzo, 2010), aminophospholipids (Zamora & Hidalgo, 2003), amino acids , and proteins (Zamora & Hidalgo, 2005).…”

Section: Introductionmentioning

confidence: 99%

Protective effect of phenolic compounds on carbonyl-amine reactions produced by lipid-derived reactive carbonyls

2017

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The degradation of phenylalanine initiated by 2-pentenal, 2,4-heptadienal, 4-oxo-2-pentenal, 4,5-epoxy-2-heptenal, or 4,5-epoxy-2-decenal in the presence of phenolic compounds was studied to determine the structure-activity relationship of phenolic compounds on the protection of amino compounds against modifications produced by lipid-derived carbonyls. The obtained results showed that flavan-3-ols were the most efficient phenolic compounds followed by single m-diphenols. The effectiveness of these compounds was found to be related to their ability to trap rapidly the carbonyl compound, avoiding in this way the reaction of the carbonyl compound with the amino acid. The ability of flavan-3-ols for this reaction is suggested to be related to the high electronic density existing in some of the aromatic carbons of their ring A. This is the first report showing that carbonyl-phenol reactions involving lipid-derived reactive carbonyls can be produced more rapidly than carbonyl-amine reactions, therefore providing a satisfactory protection of amino compounds.

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Section: Introductionmentioning

confidence: 99%

Protective effect of phenolic compounds on carbonyl-amine reactions produced by lipid-derived reactive carbonyls

2017

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“…In Fig. , the highest absorption peak of the control sample was located at nearly 275 nm, suggesting that the UV absorption spectra of fresh MPs largely relied on the side chain of tyrosine and tryptophan residues (Tong et al ., ; Lv et al ., ). As the AAPH concentration increased, the maximum absorption peak gradually decreased.…”

Section: Resultsmentioning

confidence: 97%

Effect of peroxyl radicals on the structure and gel properties of isolated rabbit meat myofibrillar proteins

Wang

Gan

et al. 2018

Int J of Food Sci Tech

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Summary We investigated the effect of peroxyl radicals (ROO·), which are products of lipid peroxidation, on the structure and gel properties of myofibrillar proteins (MPs) isolated from rabbit meat. 2,2′‐Azobis(2‐amidinopropane) dihydrochloride (AAPH) was heated to stably derive ROO·. As the AAPH concentration increased, the protein carbonyl compounds significantly accumulated (P < 0.05), and the total sulfhydryl content was significantly lost (P < 0.05). Circular dichroism spectra, UV absorption spectra, intrinsic fluorescence spectra and surface hydrophobicity revealed that ROO· caused protein unfolding and conformational changes in MPs. Sodium dodecyl sulfate polyacrylamide gel electrophoresis (SDS‐PAGE) analysis indicated that moderate (0–3 mm) and relatively high (5 and 10 mm) AAPH concentrations could lead to protein crosslinking and protein aggregation, respectively. These changes in protein structure could influence the gelling properties of MPs. Low‐level protein oxidation could increase gel strength and water holding capacity, whereas high‐level protein oxidation could reduce gel properties.

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“…HNE has two reactive electrophilic groups, an aldehyde group and an alkene bond, and can react with residues in amino acid. The C = C double bond in HNE can be targeted via Michael addition and has a mass addition at 156 Da in its non-reduced form [alanine (A), arginine (R), cysteine (C), glutamine (Q), histidine (H), lysine (K) and leucine (L)] or 158 Da in its reduced form (CHKRQ) [11][12][13]. The aldehyde group in HNE can react by forming Schiff base adducts and increase mass of 138 Da in the non-reduced form (CHKAL) or 140 Da in the reduced form (CHKR) [11][12][13].…”

Section: Introductionmentioning

confidence: 99%

“…The C = C double bond in HNE can be targeted via Michael addition and has a mass addition at 156 Da in its non-reduced form [alanine (A), arginine (R), cysteine (C), glutamine (Q), histidine (H), lysine (K) and leucine (L)] or 158 Da in its reduced form (CHKRQ) [11][12][13]. The aldehyde group in HNE can react by forming Schiff base adducts and increase mass of 138 Da in the non-reduced form (CHKAL) or 140 Da in the reduced form (CHKR) [11][12][13]. The non-reduced form of the Schiff base adducts (CHKR) further spontaneously rearranges to form a pyrrole adduct with a mass increase of 120 Da [14,15].…”

Section: Introductionmentioning

confidence: 99%

Isotypes of autoantibodies against novel differential 4-hydroxy-2-nonenal-modified peptide adducts in serum is associated with rheumatoid arthritis in Taiwanese women

Tsai

Chang

et al. 2021

BMC Med Inform Decis Mak

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Background Rheumatoid arthritis (RA) is an autoimmune disorder with systemic inflammation and may be induced by oxidative stress that affects an inflamed joint. Our objectives were to examine isotypes of autoantibodies against 4-hydroxy-2-nonenal (HNE) modifications in RA and associate them with increased levels of autoantibodies in RA patients. Methods Serum samples from 155 female patients [60 with RA, 35 with osteoarthritis (OA), and 60 healthy controls (HCs)] were obtained. Four novel differential HNE-modified peptide adducts, complement factor H (CFAH)1211–1230, haptoglobin (HPT)78–108, immunoglobulin (Ig) kappa chain C region (IGKC)2–19, and prothrombin (THRB)328–345, were re-analyzed using tandem mass spectrometric (MS/MS) spectra (ProteomeXchange: PXD004546) from RA patients vs. HCs. Further, we determined serum protein levels of CFAH, HPT, IGKC and THRB, HNE-protein adducts, and autoantibodies against unmodified and HNE-modified peptides. Significant correlations and odds ratios (ORs) were calculated. Results Levels of HPT in RA patients were greatly higher than the levels in HCs. Levels of HNE-protein adducts and autoantibodies in RA patients were significantly greater than those of HCs. IgM anti-HPT78−108 HNE, IgM anti-IGKC2−19, and IgM anti-IGKC2−19 HNE may be considered as diagnostic biomarkers for RA. Importantly, elevated levels of IgM anti-HPT78−108 HNE, IgM anti-IGKC2−19, and IgG anti-THRB328−345 were positively correlated with the disease activity score in 28 joints for C-reactive protein (DAS28-CRP). Further, the ORs of RA development through IgM anti-HPT78−108 HNE (OR 5.235, p < 0.001), IgM anti-IGKC2−19 (OR 12.655, p < 0.001), and IgG anti-THRB328−345 (OR 5.761, p < 0.001) showed an increased risk. Lastly, we incorporated three machine learning models to differentiate RA from HC and OA, and performed feature selection to determine discriminative features. Experimental results showed that our proposed method achieved an area under the receiver operating characteristic curve of 0.92, which demonstrated that our selected autoantibodies combined with machine learning can efficiently detect RA. Conclusions This study discovered that some IgG- and IgM-NAAs and anti-HNE M-NAAs may be correlated with inflammation and disease activity in RA. Moreover, our findings suggested that IgM anti-HPT78−108 HNE, IgM anti-IGKC2−19, and IgG anti-THRB328−345 may play heavy roles in RA development.

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Effect of 4-hydroxy-2-nonenal treatment on the IgE binding capacity and structure of shrimp (Metapenaeus ensis) tropomyosin

Cited by 33 publications

References 38 publications

Protective effect of phenolic compounds on carbonyl-amine reactions produced by lipid-derived reactive carbonyls

Protective effect of phenolic compounds on carbonyl-amine reactions produced by lipid-derived reactive carbonyls

Effect of peroxyl radicals on the structure and gel properties of isolated rabbit meat myofibrillar proteins

Isotypes of autoantibodies against novel differential 4-hydroxy-2-nonenal-modified peptide adducts in serum is associated with rheumatoid arthritis in Taiwanese women

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