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…

Evidence for terroir effect associated with botrytisation relatively to compounds implicated in typical aromas of noble rot sweet wines

Recent studies have demonstrated the role of certain lactones, particularly 2-nonen-4-olide, and volatile thiols (3-sulfanylhexan-1-ol) in the over ripped aromas of noble rot sweet wines (Stamatopoulos et al. 2014ab). These compounds are partly formed during the maturation and under the activity of B. cinerea on grapes. This research was carried out in the vineyard of Sauternes with aim to better understand their genesis depending on the grape over-ripening on two different soil types during 3 vintages. Thus, the study was conducted, with the Sémillon grape, during vintages 2012, 2014 & 2015, at 4 stages of over-maturation of the grapes (healthy, pourri plein, pourri roti, pourri roti + 15 days) considering two vineyard plots with different soil characteristics (calcosol & peyrosol) planted with the 315 Sémillon clone and grafted on 101-14 rootstock respectively in 1981 and 1980 and cultivated with the same vineyard management. Volatile lactones were assayed by liquid-liquid extraction followed by GC/MS analysis and the precursors of 3-sulfanylhexanol by an adaptation of the method by Capone et al. 2010 (SPE-
UPLC/FTMS).

How pressing techniques affect must composition and wine quality of Pinot blanc

This study investigates how the sensory profile of Pinot Blanc is affected from different maceration and pressing techniques. Grapes were sourced from four vineyards in the village Tramin in South Tyrol. For the experiment 200 kg of grapes from each vineyard site were hand picked the day before harvest for the commercial winery took place. Grapes were stored over night at 4°C, homogenized and processed in the experimental winery at Laimburg research centre the day after harvest. Four different pressing techniques were applied in duplicates of 100kg each.

Spontaneous fermentation dynamics of indigenous yeast populations and their effect on the sensory properties of Riesling

Varietal Riesling aroma relies strongly on the formation and liberation of bound aroma compounds. Floral monoterpenes, green C6-alcohols, fruity C13-norisoprenoids and spicy volatile phenols are predominantly bound to disaccharides, which are produced and stored in the grape berry during berry maturation. Grape processing aims to extract maximum amount of the precursors from the berry skin to increase the potential for a strong varietal aroma in the wine. Subsequent yeast selection plays an important part in this process.

Towards multi-purpose valorisation of polyphenols from grape pomace: Pressurized liquid extraction coupled to purification by membrane processes

Grape by-products (including skins, seeds, stems and vine shoots) are rich in health promoting polyphenols. Their extraction from winery waste and their following purification are of special interest to produce extracts with high added value compounds. Meanwhile, the growing concern over environmental problems associated with economic constraints, require the development of environmentally sustainable extraction technologies. The extraction using semi-continuous subcritical water, as a natural solvent at high temperature and high pressure a technology is promising “green” technology that is environmentally friendly, energy efficient and improve the extraction process in plant tissues.

Interaction between the enzymes of central carbon metabolism and anthocyanin biosynthesis during grape berry development

Primary and secondary metabolites are major components of grape quality and wine typicity. Their accumulation is interconnected through a complex metabolic network, which is still not well understood. This study aims to investigate how the enzymes of central carbon metabolism interact with anthocyanin biosynthesis during grape berry development: does the accumulation of anthocyanins, which represents a non-negligible diversion of carbon metabolic fluxes, require reprogramming of central enzymes or is it controlled downstream of central metabolism? To this end, 23 enzymes involved in central carbon metabolism pathways have been analyzed in the berries of 3 grape cultivars, which have close genetic background but distinct temporal dynamics of anthocyanin accumulation.