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Formation and Accumulation of Acetaldehyde and Strecker Aldehydes during Red Wine Oxidation

The main aim of the present work is to study the accumulation of acetaldehyde and Strecker aldehydes (isobutyraldehyde, 2-methylbutanal, isovaleraldehyde, methional, phenylacetaldehyde) during the oxidation of red wines, and to relate the patterns of accumulation to the wine chemical composition. Fo...

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Autores principales: Bueno, Mónica, Marrufo-Curtido, Almudena, Carrascón, Vanesa, Fernández-Zurbano, Purificación, Escudero, Ana, Ferreira, Vicente
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Frontiers Media S.A. 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5817066/
https://www.ncbi.nlm.nih.gov/pubmed/29492401
http://dx.doi.org/10.3389/fchem.2018.00020
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author Bueno, Mónica
Marrufo-Curtido, Almudena
Carrascón, Vanesa
Fernández-Zurbano, Purificación
Escudero, Ana
Ferreira, Vicente
author_facet Bueno, Mónica
Marrufo-Curtido, Almudena
Carrascón, Vanesa
Fernández-Zurbano, Purificación
Escudero, Ana
Ferreira, Vicente
author_sort Bueno, Mónica
collection PubMed
description The main aim of the present work is to study the accumulation of acetaldehyde and Strecker aldehydes (isobutyraldehyde, 2-methylbutanal, isovaleraldehyde, methional, phenylacetaldehyde) during the oxidation of red wines, and to relate the patterns of accumulation to the wine chemical composition. For that, eight different wines, extensively chemically characterized, were subjected at 25°C to three different controlled O(2) exposure conditions: low (10 mg L(−1)) and medium or high (the stoichiometrically required amount to oxidize all wine total SO(2) plus 18 or 32 mg L(−1), respectively). Levels of volatile aldehydes and carbonyls were then determined and processed by different statistical techniques. Results showed that young wines (<2 years-old bottled wines) hardly accumulate any acetaldehyde regardless of the O(2) consumed. In contrast, aged wines (>3 years-old bottled wines) accumulated acetaldehyde while their content in SO(2) was not null, and the aged wine containing lowest polyphenols accumulated it throughout the whole process. Models suggest that the ability of a wine to accumulate acetaldehyde is positively related to its content in combined SO(2), in epigallocatechin and to the mean degree of polymerization, and negatively to its content in Aldehyde Reactive Polyphenols (ARPs) which, attending to our models, are anthocyanins and small tannins. The accumulation of Strecker aldehydes is directly proportional to the wine content in the amino acid precursor, being the proportionality factor much higher for aged wines, except for phenylacetaldehyde, for which the opposite pattern was observed. Models suggest that non-aromatic Strecker aldehydes share with acetaldehyde a strong affinity toward ARPs and that the specific pattern of phenylacetaldehyde is likely due to a much reduced reactivity toward ARPs, to the possibility that diacetyl induces Strecker degradation of phenyl alanine and to the potential higher reactivity of this amino acid to some quinones derived from catechin. All this makes that this aldehyde accumulates with intensity, particularly in young wines, shortly after wine SO(2) is depleted.
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spelling pubmed-58170662018-02-28 Formation and Accumulation of Acetaldehyde and Strecker Aldehydes during Red Wine Oxidation Bueno, Mónica Marrufo-Curtido, Almudena Carrascón, Vanesa Fernández-Zurbano, Purificación Escudero, Ana Ferreira, Vicente Front Chem Chemistry The main aim of the present work is to study the accumulation of acetaldehyde and Strecker aldehydes (isobutyraldehyde, 2-methylbutanal, isovaleraldehyde, methional, phenylacetaldehyde) during the oxidation of red wines, and to relate the patterns of accumulation to the wine chemical composition. For that, eight different wines, extensively chemically characterized, were subjected at 25°C to three different controlled O(2) exposure conditions: low (10 mg L(−1)) and medium or high (the stoichiometrically required amount to oxidize all wine total SO(2) plus 18 or 32 mg L(−1), respectively). Levels of volatile aldehydes and carbonyls were then determined and processed by different statistical techniques. Results showed that young wines (<2 years-old bottled wines) hardly accumulate any acetaldehyde regardless of the O(2) consumed. In contrast, aged wines (>3 years-old bottled wines) accumulated acetaldehyde while their content in SO(2) was not null, and the aged wine containing lowest polyphenols accumulated it throughout the whole process. Models suggest that the ability of a wine to accumulate acetaldehyde is positively related to its content in combined SO(2), in epigallocatechin and to the mean degree of polymerization, and negatively to its content in Aldehyde Reactive Polyphenols (ARPs) which, attending to our models, are anthocyanins and small tannins. The accumulation of Strecker aldehydes is directly proportional to the wine content in the amino acid precursor, being the proportionality factor much higher for aged wines, except for phenylacetaldehyde, for which the opposite pattern was observed. Models suggest that non-aromatic Strecker aldehydes share with acetaldehyde a strong affinity toward ARPs and that the specific pattern of phenylacetaldehyde is likely due to a much reduced reactivity toward ARPs, to the possibility that diacetyl induces Strecker degradation of phenyl alanine and to the potential higher reactivity of this amino acid to some quinones derived from catechin. All this makes that this aldehyde accumulates with intensity, particularly in young wines, shortly after wine SO(2) is depleted. Frontiers Media S.A. 2018-02-14 /pmc/articles/PMC5817066/ /pubmed/29492401 http://dx.doi.org/10.3389/fchem.2018.00020 Text en Copyright © 2018 Bueno, Marrufo-Curtido, Carrascón, Fernández-Zurbano, Escudero and Ferreira. http://creativecommons.org/licenses/by/4.0/ This is an open-access article distributed under the terms of the Creative Commons Attribution License (CC BY). The use, distribution or reproduction in other forums is permitted, provided the original author(s) and the copyright owner are credited and that the original publication in this journal is cited, in accordance with accepted academic practice. No use, distribution or reproduction is permitted which does not comply with these terms.
spellingShingle Chemistry
Bueno, Mónica
Marrufo-Curtido, Almudena
Carrascón, Vanesa
Fernández-Zurbano, Purificación
Escudero, Ana
Ferreira, Vicente
Formation and Accumulation of Acetaldehyde and Strecker Aldehydes during Red Wine Oxidation
title Formation and Accumulation of Acetaldehyde and Strecker Aldehydes during Red Wine Oxidation
title_full Formation and Accumulation of Acetaldehyde and Strecker Aldehydes during Red Wine Oxidation
title_fullStr Formation and Accumulation of Acetaldehyde and Strecker Aldehydes during Red Wine Oxidation
title_full_unstemmed Formation and Accumulation of Acetaldehyde and Strecker Aldehydes during Red Wine Oxidation
title_short Formation and Accumulation of Acetaldehyde and Strecker Aldehydes during Red Wine Oxidation
title_sort formation and accumulation of acetaldehyde and strecker aldehydes during red wine oxidation
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5817066/
https://www.ncbi.nlm.nih.gov/pubmed/29492401
http://dx.doi.org/10.3389/fchem.2018.00020
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