Macrowine 2021
IVES 9 IVES Conference Series 9 Characterization of various groups of pyranoanthocyanins in Merlot red wine

Characterization of various groups of pyranoanthocyanins in Merlot red wine

Abstract

In red wines, anthocyanins evolve during the wine-making process and ageing. They react with other compounds (such as vinylphenols, acetaldehyde, pyruvic acid…) to form a stable family of compounds called pyranoanthocyanins. Furthermore, the oxidation process can modify the anthocyanic profile of a red wine. It is also interesting to evaluate the occurrence of the different subclasses of pyranoanthocyanins and to characterize their chemical properties. The first objective of this study is to evaluate the occurrence of the different groups of pyranoanthocyanins in an oxidised Merlot wine by a centrifugal partition chromatography strategy. The second goal is to evaluate their relative impact in red wines from Bordeaux region by measuring their concentrations. Centrifugal partition chromatography (CPC), as the key purification technique, is commonly used in phytochemistry to separate natural substances. Based on the partition of compounds in a non-miscible liquid-liquid system, it provides many advantages. On one hand, the fractionation is applied on a significant quantity of product, in a short period of time, and thus leads to high purification yield. On the other hand, the selectivity of the solvent system provides efficiency for separating molecules from each other. The red wine used in this study was an oxidized sample from Merlot. It was also fractionated with a gradient elution solvent system. Each obtained fraction from CPC was submitted to HPLC-ESI in order to group the same UV and visible profiles. The pigments were also distributed in 8 blocks and the wash fraction, which were finally analysed with a UHPLC-ESI/Q-ToF strategy. Attention was first focused on blocks 1 and 2. The study of their anthocyanic profile by UHPLC-ESI/Q-ToF revealed the occurrence of various adducts depending on the polarity. Some pyranomalvidin-3-O-coumaroylglucoside adducts, and pyranomalvidin3-O-glucoside with a procyanidin dimer were detected in block 1, and pyranomalvidin-3-O-glucoside-4-vinyl(epi)catechin or acetylglucoside-4-vinyl(epi)catechin were found in block 2. HPLC at the preparative scale allowed separating and collecting each pigment in order to determine and validate their molecular structure by nuclear magnetic resonance (NMR). With the aim to complete this study, further investigation will determine the chemical properties of these molecules. Finally, a first evaluation of their concentrations in a few red wines from Bordeaux region
(oxidized or not) will determine a kinetic pattern of the pigments and their relative importance as markers of wine ageing. Furthermore, CPC which is used in this study is an appropriate anthocyanin fractionation and purification technique at the preparative scale towards the complexity of the red wine sample.

Publication date: May 17, 2024

Issue: Macrowine 2016

Type: Poster

Authors

Pierre-Louis Teissedre*, Cindy Quaglieri, Michael Jourdes, Pierre Waffo-Téguo, Tristan Richard

*ISVV- Université de Bordeaux

Contact the author

Tags

IVES Conference Series | Macrowine | Macrowine 2016

Citation

Related articles…

Using combinations of recombinant pectinases to elucidate the deconstruction of the polysaccharide‐rich grape cell wall during winemaking

The effectiveness of enzyme-mediated maceration processes in red winemaking relies on a clear picture of the target (berry cell wall structure) to achieve the optimum combination of specific enzymes to be used. However, we lack the information on both essential factors of the reaction (i.e. specific activities in commercial enzyme preparation and the cell wall structure of berry tissue). In this study, the different combinations of pure recombinant enzymes and the recently validated high throughput cell wall profiling tools were applied to extend our knowledge on the grape berry cell wall polymeric deconstruction during the winemaking following a combinatorial enzyme treatment design.

Full automation of oenological fermentations and its application to the processing of must containing high sugar or acetic acid concentrations

Climate change and harvest date decisions have led to the evolution of must quality over the last decades. Increases in must sugar concentrations are among the most obvious consequences, quantitatively. Saccharomyces cerevisiae is a robust and acid tolerant organism. These properties, its sugar to ethanol conversion rate and ethanol tolerance make it the ideal production organism for wine fermentations. Unfortunately, high sugar concentrations may affect S. cerevisiae and lead to growth inhibition or yeast lysis, and cause sluggish or stuck fermentations. Even sublethal conditions cause a hyperosmotic stress response in S. cerevisiae which leads to increased formation of fermentation by-products, including acetic acid, which may exceed legal limits in some wines.

A multivariate approach using attenuated total reflectance mid-infrared spectroscopy to measure the surface mannoproteins and β-glucans of yeast cell walls during wine fermentations

Yeast cells possess a cell wall comprising primarily glycoproteins, mannans, and glucan polymers. Several yeast phenotypes relevant for fermentation, wine processing, and wine quality are correlated with cell wall properties. To investigate the effect of wine fermentation on cell wall composition, a study was performed using mid-infrared (MIR) spectroscopy coupled with multivariate methods (i.e., PCA and OPLS-DA). A total of 40 yeast strains were evaluated, including Saccharomyces strains (laboratory and industrial) and non-Saccharomyces species. Cells were fermented in both synthetic MS300 and Chardonnay grape must to stationery phase, processed, and scanned in the MIR spectrum.

Analysis of the oenological potentials of different oak forests in Hungary

Like France, Hungary has many oak forests used for making barrels since many years. But if the differences between the woods of the North, the East and the South-West forests of France are well known, this is probably not the case of Hungarian forests. However taking into account the essential differences of climates and soils, differences must be significant and the general name “Hungarian oak” must not have any real meaning. We have studied precisely (determination of concentrations of volatile and non-volatile wood compounds, anatomical criteria, measurement of antioxidant capacity) of oaks collected from northeastern Hungary and others collected from the Danube valley in the northwest of the country.

Effect of post-harvest ozone treatments on the skin phenolic composition and extractability of red winegrapes cv Nebbiolo and Barbera

Wine industry is looking forward for innovative, safe and eco-friendly antimicrobial products allowing the reduction of chemical treatments in the grape defense and the winemaking process that can affect negatively the quality of the product. Ozone has been tested in food industry giving good results in preventing fungi and bacteria growth on a wide spectrum of vegetables and fruits, due to its oxidant activity and ability to attack numerous cellular constituents. Ozone leaves no chemical residues on the food surface, decomposing itself rapidly in oxygen. Gaseous ozone has been already tested for table grapes storage and on wine grapes during withering.