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The reaction of 2-thiobarbituric acid with biologically active alpha, beta-unsaturated aldehydes

Identifieur interne : 000B88 ( Main/Merge ); précédent : 000B87; suivant : 000B89

The reaction of 2-thiobarbituric acid with biologically active alpha, beta-unsaturated aldehydes

Auteurs : Gisela Witz [États-Unis] ; Nancy J. Lawrie [États-Unis] ; Alan Zaccaria [États-Unis] ; Herbert E. Ferran Jr. [États-Unis]

Source :

Journal of Free Radicals in Biology & Medicine [ 0748-5514 ] ; 1986.

RBID : ISTEX:BADCFDD093F03C5DE8CF5161B9D2B38CF5166FD5

English descriptors

Teeft :
- Absorption characteristics, Absorption maxima, Absorption peak, Acidic conditions, Acrolein, Adduct, Aldehyde, Assay, Butanol extracts, Chromogen, Column volumes, Crotonaldehyde, Dehydration product, Esterbauer, Extraction system, Faint absorbance, Fatty acids, Final aldehyde concentration, Final concentration, Form chromogens, Form products, Free radicals, Highest intensity, Lipid, Lipid peroxidation, Lipid peroxidation product, Lipid peroxidation product malonaldehyde, Liver microsomes, Malonaldehyde, Molar, Molar absorption coefficient, Molar absorption coefficients, Molar extinction coefficients, Novel diene dialdehyde, Other aldehydes, Other investigators, Oxidized lipids, Peroxidation, Personal communication, Phosphate buffer, Present studies, Present work, Reaction conditions, Reaction mixture, Reaction mixtures, Reaction time, Reactive aldehydes, Room temperature, Solid phase extraction, Thin layer chromatography, Thiobarbituric, Thiobarbituric acid test, Time point, Ultraviolet region, Various results.

Abstract

Abstract: The standard assay for lipid peroxidation is the measurement of the pink, 532 n, absorbing chromogen which is formed upon reaction of 2-thiobarbituric acid (TBA) with the lipid peroxidation product malonaldehyde (MDA). The present studies indicate that the toxic lipid peroxidation product trans-4-hydroxynonenal and its dehydration product trans, trans-nonadienal react with TBA to form chromogens which absorb maximally at 530 and 532 nm, respectively. Other biologically active alpha, beta-unsaturated aldehydes, such as acrolein and crotonaldehyde, short-chain homologs of alkenals formed during lipid peroxidation, and trans,trans-muconaldehyde, a novel diene dialdehyde, react with TBA to form products which absorb maximally at 495 nm. The molar extinction coefficients of the aldehyde: TBA chromogens formed were found to vary widely, suggesting that only small contributions to the 532 nm absorption by TBA adducts of reactive aldehydes other than MDA may be encountered during the use of the TBA assay.

Url:

https://api.istex.fr/document/BADCFDD093F03C5DE8CF5161B9D2B38CF5166FD5/fulltext/pdf

DOI: 10.1016/0748-5514(86)90121-2

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Le document en format XML

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<term>Absorption maxima</term>
<term>Absorption peak</term>
<term>Acidic conditions</term>
<term>Acrolein</term>
<term>Adduct</term>
<term>Aldehyde</term>
<term>Assay</term>
<term>Butanol extracts</term>
<term>Chromogen</term>
<term>Column volumes</term>
<term>Crotonaldehyde</term>
<term>Dehydration product</term>
<term>Esterbauer</term>
<term>Extraction system</term>
<term>Faint absorbance</term>
<term>Fatty acids</term>
<term>Final aldehyde concentration</term>
<term>Final concentration</term>
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<term>Free radicals</term>
<term>Highest intensity</term>
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<term>Lipid peroxidation</term>
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<term>Molar absorption coefficients</term>
<term>Molar extinction coefficients</term>
<term>Novel diene dialdehyde</term>
<term>Other aldehydes</term>
<term>Other investigators</term>
<term>Oxidized lipids</term>
<term>Peroxidation</term>
<term>Personal communication</term>
<term>Phosphate buffer</term>
<term>Present studies</term>
<term>Present work</term>
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<term>Reaction mixture</term>
<term>Reaction mixtures</term>
<term>Reaction time</term>
<term>Reactive aldehydes</term>
<term>Room temperature</term>
<term>Solid phase extraction</term>
<term>Thin layer chromatography</term>
<term>Thiobarbituric</term>
<term>Thiobarbituric acid test</term>
<term>Time point</term>
<term>Ultraviolet region</term>
<term>Various results</term>
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<front><div type="abstract" xml:lang="en">Abstract: The standard assay for lipid peroxidation is the measurement of the pink, 532 n, absorbing chromogen which is formed upon reaction of 2-thiobarbituric acid (TBA) with the lipid peroxidation product malonaldehyde (MDA). The present studies indicate that the toxic lipid peroxidation product trans-4-hydroxynonenal and its dehydration product trans, trans-nonadienal react with TBA to form chromogens which absorb maximally at 530 and 532 nm, respectively. Other biologically active alpha, beta-unsaturated aldehydes, such as acrolein and crotonaldehyde, short-chain homologs of alkenals formed during lipid peroxidation, and trans,trans-muconaldehyde, a novel diene dialdehyde, react with TBA to form products which absorb maximally at 495 nm. The molar extinction coefficients of the aldehyde: TBA chromogens formed were found to vary widely, suggesting that only small contributions to the 532 nm absorption by TBA adducts of reactive aldehydes other than MDA may be encountered during the use of the TBA assay.</div>
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The reaction of 2-thiobarbituric acid with biologically active alpha, beta-unsaturated aldehydes

The reaction of 2-thiobarbituric acid with biologically active alpha, beta-unsaturated aldehydes

Source :

English descriptors

Abstract

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Links to Exploration step

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