Macrowine 2021
IVES 9 IVES Conference Series 9 Influence of toasting oak wood on ellagitannin structures

Influence of toasting oak wood on ellagitannin structures

Abstract

Ellagitannins (ETs) have been reported to be the main phenolic compounds found in oak wood. These compounds, belonging to the hydrolysable tannin class of polyphenols, are esters of hexahydroxydiphenic acid (HHDP) and a polyol, usually glucose or quinic acid. They own their name to their capacity to be hydrolysed and liberate ellagic acid and they have an impact on astringency and bitterness sensation, which is strongly dependant on their structure. The toasting phase is particularly crucial in barrels fabrication and influences wood composition. Burning the inner oak wood barrels surface with an open fire inducing severe changes in ellagitannins structures and compositions. Up to now thermal ellagitannin products or the reaction mechanisms underlying the ellagitannin degradation are not well searched, thus the goal of the present study is to research oak wood ellagitannin changes during toasting. For this purpose a purification protocol was established, 100 mg ellagitannins crude extract was fractionated on Toyopearl TSK HW-40 (F) gel from Tosoh Corp, ellagitannins were eluted in the acetone/water fraction. This fraction was fractionated for two times on a C-18 column. The final fraction containing only the eight principal ellagitannins was dry-heated in a lab oven for 60 min at 220 °C. After cooling, it was further fractionated on C-18 column and separated by means of preparative HPLC before being injected in UPLC/TOF-MS. Reduction process is occuring during toasting whereas oxydation can occur without heating; Thus vescalagin, is reduced into deoxyvescalagin whereas castalagin oxidation form is presented before and after toasting. Additionally to deoxyvescalagin, other ellagitannin derivatives which showed [M-H]-ion peak at m/z 1055.0631, 1041.0792, 1011.0756 and 971.0456 were produced by the toasting and identified for the first time. LC-MS/MS analyses gave strong evidence that decarboxylations as well as ellagic acid loss are the key steps in ellagitanin thermal degradation.

Publication date: May 17, 2024

Issue: Macrowine 2016

Type: Poster

Authors

Kleopatra Chira*, Michael Jourdes, Pierre Louis Teissedre

*Institut des sciences de la vigne et du vin

Contact the author

Tags

IVES Conference Series | Macrowine | Macrowine 2016

Citation

Related articles…

Phenolic profiles of minor red grape cultivars autochthonous from the Spanish region of La Mancha

The phenolic profiles of little known red grape cultivars, namely Garnacho, Moribel and Tinto Fragoso, which are autochthonous from the Spanish region of La Mancha (ca. 600,000 ha of vineyards) have been studied over the consecutive seasons of years 2013 and 2014. The study was separately performed over the skins, the pulp and the seeds, and comprised the following phenolic types: anthocyanins, flavonols, hydroxycinnamic acid derivatives (HCADs), total proanthocyanidins (PAs) and their structural features. The selected grape cultivars belong to the Vine Germplasm Bank created in this region in order to preserve the great diversity of genotypes grown in La Mancha.

Influence of inactive dry yeast treatments during grape ripening on postharvest berry skin texture parameters and phenolic compounds extractability

Inactive dry yeast treatments in the vineyard are a tool used with the aim to improve the concentration and quality of secondary metabolites in grapes, leading to a better differentiation of the wines made from grapes differently treated. In this work, a foliar spraying treatment with yeast derivatives specifically designed to be used with the patent pending application technology of Lallemand Inc. Canada (LalVigne® Mature, Lallemand Inc., Montreal, Canada) was tested on Vitis vinifera L. cv. Barbera and Nebbiolo black winegrapes. The aim was to evaluate the effect of this treatment on the phenolic compounds accumulation, the skin physical-mechanical properties and the related phenolic extractability. Prior to analysis, the berries were sorted by flotation in order to evaluate their distribution by density class, and to determine the skin texture parameters of berries with different sugar contents, thus understanding also the ripening effect.

Oligosaccharides in red wines: could their structure and composition be influenced by the grape-growing

Oligosaccharides have only recently been characterized in wine, and the information on composition and content is still limited. In wine, these molecules are mainly natural byproducts of the degradation of grape berry cell wall polysaccharides. Wine oligosaccharides present several physicochemical properties, being one relevant factor linked to the astringency perception of wines (1,2). A terroir can be defined as a grouping of homogeneous environmental units based on the typicality of the products obtained. This notion is particularly associated with wine, being the climate and the soil two of the major elements of terroir concept.

Effect of the winemaking technology on the phenolic compounds, foam parameters in sparklig wines

Contribution Sparkling wines elaborated following the traditional method undergo a second fermentation in closed bottles of base wines, followed by aging of wines with lees for at least 9 months. Most of the sparkling wines elaborated are white and rosé ones, although the production of red ones is highly increasing. One of the initial problems in red sparkling wine processing is to obtain suitable base wines that should have moderate alcohol content and astringency and adequate color intensity; which is difficult to obtain when grapes must be harvested at low phenolic and industrial maturity stage. The low phenolic maturity degree in the red grapes makes essential to choose an adequate winemaking methodology to obtain the base wines because the extracted polyphenols will vary according the winemaking technique: carbonic maceration or destemmed-crushed grapes.

The impact of branched chain and aromatic amino acids on fermentation kinetics and aroma biosynthesis by wine yeast Saccharomyces cerevisiae

One of the major determinants of wine quality is the aroma. Wine aroma is the human perception of the matrix of grape and yeast derived volatiles and their interaction that contribute to flavour wine. Most common are higher alcohols, ester and aldehydes. In previous studies the formation of characteristic volatile compounds have been linked to the metabolism of branched-chain and aromatic amino acids
(BCAAs) in synthetic grape must. Here we report on an investigation to assess the impact of the initial amino acid concentration on the production of aroma compounds by the industrial yeast VIN13 grown in both synthetic and real grape musts.