Macrowine 2021
IVES 9 IVES Conference Series 9 Red wine substituted esters involved in fruity aromatic expression: an enantiomeric approach to understand their sensory impact and their pathway formation

Red wine substituted esters involved in fruity aromatic expression: an enantiomeric approach to understand their sensory impact and their pathway formation

Abstract

Among red wines ethyl esters, those from short hydroxylated and branched-chain aliphatic acids constitute a family with a particular behavior and sensory importance. They have been previously discussed in the literature [1] and recent studies have established that some of them were strongly involved in of red wines’ fruity aroma [2]. As some among them have an asymmetrical carbon atom, it seemed important to separate their different enantiomers to obtain an accurate assessment of their organoleptic impact. Three chiral esters have been identified, presenting alkyl and/or hydroxyle substituants: ethyl 2-hydroxy-4-methylpentanoate, ethyl 2-methylbutanoate, and ethyl 3-hydroxybutanoate. They were present in wines with a single or both enantiomeric forms in various ratios, according to age. On the contrary of most of the ethyl esters, produced during alcoholic fermentation, these esters levels increased gradually over time and then stabilize after about four to five years. For those present under two enantiomeric forms, ratios were modified during ageing. For each ester of this type, the most powerful enantiomer, from an olfactive point of view, was found in relatively small amount at the end of alcoholic fermentation and was then particularly accumulated. The sensorial role of these chiral compounds has been established, revealing their role as natural enhancers of black-berry, red-berry and fresh-fruit aromas. Our data corroborate and specify those of Lytra et al. [2] and Pineau et al. [3] highlighting the impact of substituted esters in fruity expression of red wines. Considering their dynamic evolution of their concentration, these compounds seem to be produced on one hand during alcoholic fermentation by Saccharomyces cerevisiae from amino acids and on the other hand during aging by a chemical esterification from the corresponding substituted acids as previously suggested by Diaz-Maroto et al. [4]. In order to determine the precursors of these esters and to consider synthesis pathways, we have developed a method aimed at quantifying their corresponding substituted acids (2-hydroxy-4-methylpentanoic acid, 2-methylbutanoic acid, and 3-hydroxybutanoic acid) including, if applicable, the enantiomeric forms. Thanks to the quantification of these compounds, the chemical formation of substituted esters during aging as well as the mechanisms of formation of these compounds during alcoholic and malolactic fermentation was described.

References: 1. Guth, H. (1997) J. Agric. Food Chem.45:3027-3032. 2. Lytra, G., Tempere, S., Le Floch, A., de Revel, G., and Barbe, J.-C. (2013) J. Agric. Food Chem. 61:8504-8513. 3. Pineau, B., Barbe, J.-C., Van Leeuwen, C., Dubourdieu, D. (2009) J. Agric. Food Chem. 57:3702-3708. 4. Diaz-Maroto, M.C., Schneider, R., Baumes, R. (2005) J. Agric. Food Chem. 53: 3503-3509.

Publication date: May 17, 2024

Issue: Macrowine 2016

Type: Article

Authors

Georgia Lytra*, Jean-Christophe Barbe, Margaux Cameleyre, Sophie Tempère

*Université de Bordeaux

Contact the author

Tags

IVES Conference Series | Macrowine | Macrowine 2016

Citation

Related articles…

Microbial life in the grapevine: what can we expect from the leaf microbiome?

The above-ground parts of plants, which constitute the phyllosphere, have long been considered devoid of bacteria and fungi, at least in their internal tissues and microbial presence there was long considered a sign of disease. However, recent studies have shown that plants harbour complex bacterial communities, the so-called “microbiome”[1]. We are only beginning to unravel the origin of these bacterial plant inhabitants, their community structure and their roles, which in analogy to the gut microbiome, are likely to be of essential nature. Among their multifaceted metabolic possibilities, bacteria have been recently demonstrated to emit a wide range of volatile organic compounds (VOCs), which can greatly impact the growth and development of both the plant and its disease-causing agents.

Nitrogen – Lipid Balance in alcoholic fermentations. Example of Champagne musts

Nutrient availability – nitrogen, lipids, vitamins or oxygen – has a major impact on the kinetics of winemaking fermentations. Nitrogen is usually the growth-limiting nutrient and its availability determines the fermentation rate, and therefore the fermentation duration. In some cases, in particular in Champagne, grape musts have high nitrogen concentrations and are sometimes clarified with turbidity below 50 NTU. In these conditions, lipid deficiencies may occur and longer fermentations can be observed. To better understand this situation, a study was realized using a synthetic medium simulating the composition of a Champagne must : 180 g/L of sugar, 360 mg/L of assimilable nitrogen and a lipid content ranging from 1 to 8 mg/L of phytosterols (mainly β-sitosterol).

Impact of heating must before fermentation on Chardonnay wines

Prefermentation steps of white winemaking are very important for controlling the stability and the sensory attributes of wines. Usually musts are clarified by cold settling to prevent the start of the fermentation, before racking big lees and thus limiting the appearance of vegetable or reduction off flavour while favouring an aromatic expression with low turbidity. Besides, to reach the protein stability, some white wines further require a bentonite fining, sometimes associated with negative effects on the sensory quality. This study aims to know the impact of musts heating after pressing on a Chardonnay wine in northern conditions by comparison with a classic cold racking of the must.

Chemical markers in wine related to low levels of yeast available nitrogen in the grape

Nitrogen is an important nutrient of yeast and its low content in grape must is a major cause for sluggish fermentations. To prevent problems during fermentation, a supplementation of the must with ammonium salts or more complex nitrogen mixtures is practiced in the cellar. However this correction seems to improve only partially the quality of wine [1]. In fact, yeast is using nitrogen in many of its metabolic pathways and depending of the sort of the nitrogen source (ammonium or amino acids) it produces different flavor active compounds. A limitation in amino acids can lead to a change in the metabolic pathways of yeast and consequently alter wine quality.

Effect of mixed Torulaspora delbrueckii-Saccharomyces cerevisiae culture on rose quality wine

Alcoholic fermentation using no Saccharomyces wine is an effective means of modulating wine aroma. This study investigated the impact of coinoculating Torulaspora delbruecki with two Saccharomyces cerevisiae commercial yeast (QA23, Lallemand; Red Fruit, Sepsa-Enartis) on enological quality parameters, volatile composition and sensory analysis. The following assays were performed on Tempranillo variety: Saccharomyces QA23 (CTQA), Saccharomyces Red Fruit (CTRF), coinoculated T. delbrueckii + S.cerevisiae QA23 (CIQA) and coinoculated T. delbrueckii + S.cerevisiae (CIRF).