Macrowine 2021
IVES 9 IVES Conference Series 9 From precursor identification to the study of the distribution of 3-methyl-2,4-nonanedione in red wines and spirits

From precursor identification to the study of the distribution of 3-methyl-2,4-nonanedione in red wines and spirits

Abstract

Prematurely aged red wines are marked by intense prune and fig aromatic nuances that dominate the complex bouquet that can be achieved through bottle aging. This oxidation off-flavor is, in part, caused by the presence of 3-methyl-2,4-nonanedione (MND).1 It is interesting to note that similar aromas are also detected in aged spirits. Despite its strong sensory impact in red wines, the precursors of this diketone were not well described.

So, first investigations were performed in order to quantify this compound in young and aged spirits in order to explain these nuances. In addition, determination of MND precursors in red wines as well as the study of oxidation mechanisms on their evolutions will improve our ability to understand its formation pathway in alcoholic beverages.

The first step of this work aimed at identifying a precursor of MND in grapes and wines. Based on the MND distribution in grapes, in young and old wines we hypothesized that ketols might be precursors of this diketone. We describe the chemical synthesis of 2-hydroxy-3-methylnonan-4-one (syn- and anti-ketol) as well as their identification in wines. MND and ketols were quantified by SPME-GC-MS (CI, MeOH) using SIS and MS/MS mode, respectively, in more than 150 Merlot and Cabernet Sauvignon wines from California, Bordeaux, and Switzerland. Oxidation experiments conducted in model wine and red wine demonstrated that ketols are able to produce MND. Based on these data, their role as MND precursor will be discussed. In addition, we also report first results concerning the origin of ketols in grapes and wines.

We also extended our investigations to spirits were old samples can develop similar dried plum aromas. We also report for the first time the distribution of MND in many spirits including Cognac, Armagnac, Brandy, Bourbon, Grappa, Rhum, Whisky. Highest levels were found in grappa (> 10 000 ng/L), exceeding its detection thresholds (100 ng/L). Sensory analysis experiments revealed that this compound contributes to the aroma of spirits. Assay of ketols in these samples revealed that they can be precursors of MND in spirits.

This project has improved our understanding of the formation and evolution of MND in wines, enabling more accurate predictions of the oxidative behavior and aging potential of red wines. In addition, we describe its first identification as well as its sensory impact in spirits

DOI:

Publication date: September 14, 2021

Issue: Macrowine 2021

Type: Article

Authors

Alexandre PONS

Université Bordeaux, ISVV, EA 4577, Unité de Recherche Œnologie, F-33882 Villenave d’Ornon, France, Seguin Moreau Cooperage, ZI Merpins, 16103 Cognac, France. Ana PETERSON, Université Bordeaux, ISVV, EA 4577, Unité de Recherche Œnologie, F-33882 Villenave d’Ornon, France. Fannie THIBAUD, Université Bordeaux, ISVV, EA 4577, Unité de Recherche Œnologie, F-33882 Villenave d’Ornon, France. Jean Charles MATHURIN, E. Rémy Martin & C°, Z.I, 16100 Merpins, France. Yannick LANDAIS, Université Bordeaux, ISM, CNRS UMR 5255, Talence, France. Philippe DARRIET, Université Bordeaux, ISVV, EA 4577, Unité de Recherche Œnologie, F-33882 Villenave d’Ornon, France. INRA, ISVV, USC 1366, Unité de Recherche Œnologie, F-33882 Villenave d’Ornon, France

Contact the author

Keywords

aging, red wines, oxidation, aroma, spirits, aroma precursor

Citation

Related articles…

Grapevine xylem embolism resistance spectrum reveals which varieties have a lower mortality risk in a future dry climate

Wine growing regions have recently faced intense and frequent droughts that have led to substantial economical losses, and the maintenance of grapevine productivity under warmer and drier climate will rely notably on planting drought-resistant cultivars. Given that plant growth and yield depend on water transport efficiency and maintenance of photosynthesis, thus on the preservation of the vascular system integrity during drought, a better understanding of drought-related hydraulic traits that have a significant impact on physiological processes is urgently needed. We have worked towards this end by assessing vulnerability to xylem embolism in 30 grapevine commercial varieties encompassing red and white Vitis vinifera varieties, hybrid varieties characterized by a polygenic resistance for powdery and downy mildew, and commonly used rootstocks. These analyses further allowed a global assessment of wine regions with respect to their varietal diversity and resulting vulnerability to stem embolism. Hybrid cultivars displayed the highest vulnerability to embolism, while rootstocks showed the greatest resistance. Significant variability also arose among Vitis vinifera varieties, with Ψ12 and Ψ50 values ranging from -0.4 to -2.7 MPa and from -1.8 to -3.4 MPa, respectively. Cabernet franc, Chardonnay and Ugni blanc featured among the most vulnerable varieties while Pinot noir, Merlot and Cabernet Sauvignon ranked among the most resistant. In consequence, wine regions bearing a significant proportion of vulnerable varieties, such as Poitou-Charentes, France and Marlborough, New Zealand, turned out to be at greater risk under drought. These results highlight that grapevine varieties may not respond equally to warmer and drier conditions, outlining the importance to consider hydraulic traits associated with plant drought tolerance into breeding programmes and modeling simulations of grapevine yield maintenance under severe drought. They finally represent a step forward to advise the wine industry about which varieties and regions would have the lowest risk of drought-induced mortality under climate change.

Better understand the soil wet bulb formation with subsurface or aerial drip irrigation in viticulture

The gradual change in rainfall patterns experienced in the south of France vineyards, especially around the Mediterranean sea, means that the vines are increasingly subject to summer drought. The winegrowers developped the use of irrigation techniques to ensure the maintenance of competitive yields in the production of wines under Protected Geographical Indication label. In practice, drip irrigation pipes can be installed above the ground or buried into the soil as well as at different distances from the vine row. The objective of this study was to examine the profiles of the wet bulbs of the soil obtained from two drip irrigation systems : aerial drip located under the vine row and subsurface drip placed in the middle of the inter-row. This experiment took place over two consecutive seasons (2020-2021) on a 3.4 ha Viognier plot in the Mediterranean region (PGI Oc, France) on sandy clay soil. The annual rainfalls were less than 400 mm. Soil water content probes were installed at different depths (20 – 40 – 60 – 80 cm) and at different lateralities from the vine row (30 – 60 – 90 – 120 cm) to control the formation of the soil wet bulb during irrigation. The mapping and the analysis of the data allowed a better understanding and differentiation of the water percolation when irrigating with subsurface or aerial drip. For the same amount of water and without differences of vine water status, it is shown that in a subsurface drip irrigation situation, the size of the wet bulb formed is larger than in aerial drip irrigation system.

Revealing the Barossa zone sub-divisions through sensory and chemical analysis of Shiraz wine

The Barossa zone is arguably one of the most well-recognised wine producing regions in Australia and internationally; known mainly for the production of its distinct Shiraz wines. However, within the broad Barossa geographical delimitation, a variation in terroir can be perceived and is expressed as sensorial and chemical profile differences between wines. This study aimed to explore the sub-division classification across the Barossa region using chemical and sensory measurements. Shiraz grapes from 4 different vintages and different vineyards across the Barossa (2018, n = 69; 2019, n = 72; 2020, n = 79; 2021, n = 64) were harvested and made using a standardised small lot winemaking procedure. The analysis involved a sensory descriptive analysis with a highly trained panel and chemical measurement including basic chemistry (e.g. pH, TA, alcohol content, total SO2), phenolic composition, volatile compounds, metals, proline, and polysaccharides. The datasets were combined and analysed through an unsupervised, clustering analysis. Firstly, each vintage was considered separately to investigate any vintage to vintage variation. The datasets were then combined and analysed as a whole. The number of sub-divisions based on the measurements were identified and characterised with their sensory and chemical profile and some consistencies were seen between the vintages. Preliminary analysis of the sensory results showed that in most vintages, two major groups could be identified characterised with one group showing a fruit-forward profile and another displaying savoury and cooked vegetables characters. The exploration of distinct profiles arising from the Barossa wine producing region will provide producers with valuable information about the regional potential of their wine assisting with tools to increase their target market and reputation. This study will also provide a robust and comprehensive basis to determine the distinctive terroir characteristics which exist within the Barossa wine producing region.

How does aromatic composition of red wines, resulting from varieties adapted to climate change, modulate fruity aroma?

One of the major issues for the wine sector is the impact of climate change linked to the increasing temperatures which affects physicochemical parameters of the grape varieties planted in Bordeaux vineyard and consequently, the quality of wine. In some varietals, the attenuation of their fresh fruity character is accompanied by the accentuation of dried-fruit notes [1]. As a new adaptive strategy on climate change, some winegrowers have initiated changes in the Bordeaux blend of vine varieties [2]. This study intends to explore the fruitiness in wines produced from grape varieties adapted to the future climate of Bordeaux. 10 commercial single–varietal wines from 2018 vintage made from the main grape varieties in the Bordeaux region (Cabernet franc, Cabernet-Sauvignon and Merlot) as well as from indigenous grape varieties from the Mediterranean basin, such as Cyprus (Yiannoudin), France (Syrah), Greece (Agiorgitiko and Xinomavro), Portugal (Touriga Nacional) and Spain (Garnacha and Tempranillo), were selected among 19 samples using sensory descriptive analyses. Both sensory and instrumental analyses were coupled, to investigate their fruity aroma expression. For sensory analysis, samples were prepared from wine, using a semi preparative HPLC method which preserves wine aroma and isolates fruity characteristics in 25 specific fractions [3,4]. Fractions of interest with intense fruity aromas were sensorially selected for each wine by a trained panel and mixed with ethanol and microfiltered water to obtain fruity aromatic reconstitutions (FAR) [5]. A free sorting task was applied to categorize FAR according to their similarities or dissimilarities, and different clusters were highlighted. Instrumental analysis of the different FAR and wines demonstrated variations in their molecular composition. Results obtained from sensory and gas chromatography analysis enrich the knowledge of the fruity expression of red wines from “new” grape varieties opening up new perspectives in wine technology, including blending, thus providing new tools for producers.

Biodiversity in the vineyard agroecosystem: exploring systemic approaches

Biodiversity conservation and restoration are essential for guarantee the provision of ecosystem services associated to vineyard agroecosystem such as climate regulation trough carbon sequestration and control of pests and diseases. Most of published research dealing with the complexity of the vineyard agroecosystems emphasizes the necessity of innovative approaches, including the integration of information at different temporal and spatial scales and development of systemic analysis based on modelling. A biodiversity survey was conducted in the Franciacorta wine-growing area (Lombardy, Italy), one of the most important Italian wine-growing regions for sparkling wine production, considering a portion of the territory of 112 ha. The area was divided into several Environmental Units (EUs), defined as a whole vineyard or portion of vineyard homogenous in terms of four agronomic characteristics: planting year, planting density, cultivar, and training system. In each EU a set of compartments was identified and characterised by specific variables. The compartments are meteorology, morphology (altitude, slope, aspect, row orientation, and solar irradiance), ecological infrastructures and management. The landscape surrounding EU was also characterised in terms of land-use in a buffer zone of 500 m. For each component a specific methodology was identified and applied. Different statistical approaches were used to evaluate the method to integrate the information related to different compartments within the EU and related to the buffer zone. These approaches were also preliminarily evaluated for their ability to describe the contribution of biodiversity and landscape components to ecosystem services. This methodological exploration provides useful indication for the development of a fully systemic approach to structural and functional biodiversity in vineyard agroecosystems, contributing to promote a multifunctional perspective for the all wine-growing sector.