Impact of Xanthylium Derivatives on the Color of White Wine

Xanthylium derivatives are yellow to orange pigments with a glyoxylic acid bridge formed by dimerization of flavanols, which are built by oxidative cleavage of tartaric acid. Although their structure and formation under wine-like conditions are well established, knowledge about their color propertie...

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Main Authors: Franziska Bührle, Anita Gohl, Fabian Weber
Format: Article
Language:English
Published: MDPI AG 2017-08-01
Series:Molecules
Subjects:
Online Access:https://www.mdpi.com/1420-3049/22/8/1376
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spelling doaj-385e9acee2bf4e039b0a94a9dcb92ff72020-11-24T21:54:01ZengMDPI AGMolecules1420-30492017-08-01228137610.3390/molecules22081376molecules22081376Impact of Xanthylium Derivatives on the Color of White WineFranziska Bührle0Anita Gohl1Fabian Weber2Institute of Nutritional and Food Sciences, Molecular Food Technology, University of Bonn, Römerstraße 164, 53117 Bonn, GermanyInstitute of Nutritional and Food Sciences, Molecular Food Technology, University of Bonn, Römerstraße 164, 53117 Bonn, GermanyInstitute of Nutritional and Food Sciences, Molecular Food Technology, University of Bonn, Römerstraße 164, 53117 Bonn, GermanyXanthylium derivatives are yellow to orange pigments with a glyoxylic acid bridge formed by dimerization of flavanols, which are built by oxidative cleavage of tartaric acid. Although their structure and formation under wine-like conditions are well established, knowledge about their color properties and their occurrence and importance in wine is deficient. Xanthylium cations and their corresponding esters were synthesized in a model wine solution and isolated via high-performance countercurrent chromatography (HPCCC) and solid phase extraction (SPE). A Three-Alternative-Forced-Choice (3-AFC) test was applied to reveal the color perception threshold of the isolated compounds in white wine. Their presence and color impact was assessed in 70 different wines (58 white and 12 rosé wines) by UHPLC-DAD-ESI-MSn and the storage stability in wine was determined. The thresholds in young Riesling wine were 0.57 mg/L (cations), 1.04 mg/L (esters) and 0.67 mg/L (1:1 (w/w) mixture), respectively. The low thresholds suggest a possible impact on white wine color, but concentrations in wines were below the threshold. The stability study showed the degradation of the compounds during storage under several conditions. Despite the low perception threshold, xanthylium derivatives might have no direct impact on white wine color, but might play a role in color formation as intermediate products in polymerization and browning.https://www.mdpi.com/1420-3049/22/8/1376xanthylium derivativeswhite wine oxidationcolor
collection DOAJ
language English
format Article
sources DOAJ
author Franziska Bührle
Anita Gohl
Fabian Weber
spellingShingle Franziska Bührle
Anita Gohl
Fabian Weber
Impact of Xanthylium Derivatives on the Color of White Wine
Molecules
xanthylium derivatives
white wine oxidation
color
author_facet Franziska Bührle
Anita Gohl
Fabian Weber
author_sort Franziska Bührle
title Impact of Xanthylium Derivatives on the Color of White Wine
title_short Impact of Xanthylium Derivatives on the Color of White Wine
title_full Impact of Xanthylium Derivatives on the Color of White Wine
title_fullStr Impact of Xanthylium Derivatives on the Color of White Wine
title_full_unstemmed Impact of Xanthylium Derivatives on the Color of White Wine
title_sort impact of xanthylium derivatives on the color of white wine
publisher MDPI AG
series Molecules
issn 1420-3049
publishDate 2017-08-01
description Xanthylium derivatives are yellow to orange pigments with a glyoxylic acid bridge formed by dimerization of flavanols, which are built by oxidative cleavage of tartaric acid. Although their structure and formation under wine-like conditions are well established, knowledge about their color properties and their occurrence and importance in wine is deficient. Xanthylium cations and their corresponding esters were synthesized in a model wine solution and isolated via high-performance countercurrent chromatography (HPCCC) and solid phase extraction (SPE). A Three-Alternative-Forced-Choice (3-AFC) test was applied to reveal the color perception threshold of the isolated compounds in white wine. Their presence and color impact was assessed in 70 different wines (58 white and 12 rosé wines) by UHPLC-DAD-ESI-MSn and the storage stability in wine was determined. The thresholds in young Riesling wine were 0.57 mg/L (cations), 1.04 mg/L (esters) and 0.67 mg/L (1:1 (w/w) mixture), respectively. The low thresholds suggest a possible impact on white wine color, but concentrations in wines were below the threshold. The stability study showed the degradation of the compounds during storage under several conditions. Despite the low perception threshold, xanthylium derivatives might have no direct impact on white wine color, but might play a role in color formation as intermediate products in polymerization and browning.
topic xanthylium derivatives
white wine oxidation
color
url https://www.mdpi.com/1420-3049/22/8/1376
work_keys_str_mv AT franziskabuhrle impactofxanthyliumderivativesonthecolorofwhitewine
AT anitagohl impactofxanthyliumderivativesonthecolorofwhitewine
AT fabianweber impactofxanthyliumderivativesonthecolorofwhitewine
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