Macrowine 2021
IVES 9 IVES Conference Series 9 Ethyl esters interact with the major wine Thaumatin Like Protein VVTL1

Ethyl esters interact with the major wine Thaumatin Like Protein VVTL1

Abstract

The interactions among aromatic compounds and proteins is an important issue for the quality of foods and beverages. In wine, the loss of flavor after vinification is associated to bentonite treatment and this effect can be the result of the removal of aroma compounds which are bound wine proteins. This phenomenon was recently demonstrated for long chain fatty acids and their ethyl esters (1). Since these latter compounds are spectroscopically silent, their association with proteins is not easy to measure. Therefore, the binding of ethyl esters to a wine protein has been analyzed by studying the modifications of the protein structure (which indicates protein-ligand interactions) by Synchrotron Radiation Circular Dichroism (SRCD) spectroscopy (2). The effects induced by the addition of ethyl esters (from hexanoate to dodecanoate) on the secondary structure and stability of a purified Thaumatin like-protein (VVTL1), the most abundant wine protein, was studied in a wine model solution (12% ethanol, 5 g/l mesotartaric acid, pH 3.2). As demonstrated by UV-photo denaturation assays (20 repeated consecutive scans in the far UV-region of protein), the secondary structure of VVTL1 was only slightly affected by the presence of the selected aroma esters, but protein stability was increased by the addiction of octanoate, decanoate and dodecanoate ethyl esters. On the contrary, in the presence of ethyl hexanoate protein stability decreases. These data were further confirmed by SRCD thermal denaturation assay. The results here reported demonstrate that the content of ordered structure and the protein photo and thermal stability of the main wine protein VVTL1 is modified by ethyl esters of different chain length, indicating the existence of a binding phenomenon. Therefore esters interactions with proteins may occur in wine and that this fact can modulate both the effect of bentonite treatments and the perception of the wine aroma.

(1) Vincenzi et al., 2015. J. Agric. Food Chem., 63, 2314 (2) Hussain R. et al., 2012. Spectroscopic Analysis: Synchrotron Radiation Circular Dichroism, in: Comprehensive Chirality, 8, Elsevier, Amsterdam, pp. 438-448.

ACKNOWLEDGMENTS We thank Diamond Light Source for access to beamline B23 (SM8034) that contributed to the results presented here. This research has received funding from the European Community’s Seventh Framework Programme (FP7/2007-2013) under grant agreement nº 226716.

Publication date: May 17, 2024

Issue: Macrowine 2016

Type: Poster

Authors

Andrea Curioni*, Diana Gazzola, Mattia Di Gaspero, Paolo Ruzza, Simone Vincenzi

*Università di Padova

Contact the author

Tags

IVES Conference Series | Macrowine | Macrowine 2016

Citation

Related articles…

New acylated flavonols identified in the grape skin of Vitis vinifera cv. Tannat and their wines

Flavonols are a class of flavonoid compounds derived from plant secondary metabolism. There they play different roles like antioxidants, internal regulators and UV screenings. In red wines, flavonols have increasingly received consideration by part of scientific and winemakers according their properties began to arise known. Among these stand out wine colour stabilization and their value as bioactive compounds. In this work the complete series of the acetylated and p-coumaroylated derivatives of the 3-O-glycosides of methoxylated flavonols, namely isorhamnetin, laricitrin and syringetin, have been identified in grapes and their respective wines from Vitis vinifera cv. Tannat.

Grape byproducts as source of resveratrol oligomers for the development of antifungal extracts

Grape canes are a non-recycled byproduct of wine industry (1-5 tons per hectare per year) containing valuable phytochemicals of medicine and agronomical interest. Resveratrol and wine polyphenols are known to exert a plethora of health-promoting effects including antioxidant capacity, cardioprotection, anticancer activity, anti-inflammatory effects, and estrogenic/antiestrogenic properties (Guerrero et al. 2009). Additionally, resveratrol is a major phytoalexin produced by plants in response to various stresses and promotes disease resistance (Chang et al. 2011). Our project aims to develop polyphenol-rich grape cane extracts to fight phytopathogenic or clinically relevant fungi. We initiate the project with the development of analytical methods to analyze resveratrol mono- and oligomers (dimers, trimers and tetramers) from grape canes and we evaluate their potential activity against clinically relevant opportunistic fungal pathogens (Houillé et al. 2014).

Ripening of cv. Cabernet Sauvignon grapes: polysaccharides fractions evolution and phenolic extractability

Polysaccharides and more specifically pectins, make up a significant portion of the cell wall material of the plant cells including the grapes. During the fruit ripening the associated softening is related to the breakdown of the cell wall polysaccharides. During this process, it is expected that polysaccharides that are soluble in red wine will be formed influencing its texture. Anthocyanins are responsible for the wine color and tannins for the astringency, body and bitterness of the wine. In the skins, these compounds are located in the cell vacuoles and the barrier that conditions their extractability is the skin cell wall that may determine the mechanical resistance, the texture and the ease of processing berries. The aim of this work was study the evolution of the polysaccharides and the anthocyanin and tannin extractability during the ripening period in Cabernet Sauvignon grapes, trying to correlate these variables.

Directed Evolution of Oenococcus oeni: optimising yeast-bacteria interactions for improved malolactic fermentation

Malolactic fermentation (MLF) is a secondary step in the vinification process and it follows alcoholic fermentation (AF) which is predominantly carried out by Saccharomyces cerevisiae. These two processes result in the degradation of metabolites to produce secondary metabolites which also contribute to the final wine flavour and quality. AF results in the production of ethanol and carbon dioxide from sugars and MLF stems from the degradation of L-malic acid (a dicarboxylic acid) to L-lactic acid (a monocarboxylic acid). The latter process results in a smoother texture as the acidity of the wine is reduced by the process, it also adds to the flavour complexity of the wine.

Impact of non-fruity compounds on red wines fruity aromatic expression: the role of higher alcohols

A part, at least, of the fruity aroma of red wines is the consequence of perceptive interactions between various aromatic compounds, particularly ethyl esters and acetates, which may contribute to the perception of fruity aromas, specifically thanks to synergistic effects.1,2 The question of the indirect impact of non-fruity compounds on this particular aromatic expression has not yet been widely investigated. Among these compounds higher alcohols (HA) represent the main group, from a quantitative standpoint, of volatiles in many alcoholic beverages. Moreover, some bibliographic data suggested their contribution to the aromatic complexity by either increasing or masking flavors of wine, depending of their concentrations.