Macrowine 2021
IVES 9 IVES Conference Series 9 Characterization of free and glycosidically bound simple phenols in hybrid grape varieties using liquid chromatography coupled to high resolution mass (q-orbitrap)

Characterization of free and glycosidically bound simple phenols in hybrid grape varieties using liquid chromatography coupled to high resolution mass (q-orbitrap)

Abstract

Vitis vinifera is one of the most diffused grapevines over the word and it is the raw material for high quality wines production. The availability of more resistant interspecific hybrid vine varieties, developed from crosses between Vitis vinifera and other Vitis species, has generating much interest, also due to the low environmental effect of production. However, hybrid grape wine composition and varietal differences between interspecific hybrids are not well defined. Different studies revealed that wine consumption has health effects due to its high content of antioxidants, as phenolic compounds. In particular, simple phenols are appreciated not only for their physiological health benefits, including antioxidant, anti-inflammatory and cardioprotective effects, but also because they affect wines organoleptic profile and have a significant role in defining their nutritional characteristics. Glycosidically bound simple phenols are considered a natural stock of these compounds, because they can be hydrolyzed during the winemaking production releasing the corresponding free forms and constituting a potential contribution to final sensory profile. Adapting the method of Barnaba and colleagues, target and untargeted approaches were developed. On-line purification was performed with a HyperSepTM Retain PEP spe cartridge, the chromatographic separation was performed with an Acquity UPLC BEH C18 analytical column, managing a water-acetonitrile gradient from 5% to 100% of organic solvent. Mass spectra were acquired in full MS-data dependent MS/MS analysis at mass resolving power of 140.000, in negative ion mode and with a heated electrospray. The mass spectrometer operated using following parameters: spray voltage, 2.80 kV; sheath gas flow rate, 30 arbitrary units; capillary temperature, 310 °C. The aim of the study was to increase the understanding of hybrid grape varieties phenolic composition, combining on-line SPE clean-up for reducing matrix interference with an ultra-high liquid chromatography coupled to high resolution mass spectrometry. In particular, the phenolic composition of 4 hybrid (red: Cabernet Cantor and Prior; white: Muscaris and Solaris) and 2 European (red: Merlot; white: Chardonnay) grape varieties was investigated, focusing on free and glycosidically bound simple phenols and considering compounds distribution in pulp, skin and seeds. Through target approach 58 free simple phenols and 7 glucosidic precursors were quantified with quantification limits ranging from 0.001 to 1 mg Kg-1, calibration R2 of 0.99 for over 94% of compounds, and precision (R.S.D.%) always better than 12%. The untargeted approach was aimed to tentatively identify glycosylated precursors of selected free simple phenols in the forms of -hexoside, -pentoside, -hexoside-hexoside, -hexoside-pentoside, -pentoside-hexoside and -pentoside-pentoside derivatives on the basis of accurate mass, isotopic pattern and MS/MS fragmentation.

Publication date: May 17, 2024

Issue: Macrowine 2016

Type: Poster

Authors

Chiara Barnaba*, Giorgio Nicolini, Mattia Giacomelli, Roberto Larcher, Tiziana Nardin

*Fondazione Edmund Mach

Contact the author

Tags

IVES Conference Series | Macrowine | Macrowine 2016

Citation

Related articles…

Impact of sulfur compounds to the antioxidant stability of white wines

The chemical mechanisms involved in oxidation/reduction potential of wine during winemaking and aging are affecting its color, aroma and taste. Chemical oxidation is one of the major causes of development of off-flavors during ageing1. Thus, the chemical changes in wine during storage should be controlled to ensure the sensory quality of the product and avoid consumer rejection that will compromise the economic value of the product. The 1-hydroxyethyl radical has been recognized as the key radical intermediate in the oxidative reactions in wine2. Based on the kinetic study of POBN-1-hydroxyethyl spin adduct formation in wines initiated via the Fenton reaction, a novel tool was recently developed in our laboratory to quantify the resistance of wines against oxidation3.

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.

Anthropogenic factors in modulations of fungal populations from grapes to wines and their repercussions on wine characteristics

The effects of anthropogenic activities on vineyard (different plant protections) and in winery
(pressing/clarification step, addition of sulfur dioxide) on fungal populations from grape to wine were studied. The studied anthropogenic activities modify the fungal diversity. Thus, lower biodiversity of grapes from organic modality was measured for the three vintages considered compared to biodiversity from ecophyto modality and conventional modality. The pressing / clarification steps strongly modify fungal populations and the influence of the winery flora is highlighted.

Comparison of various storage conditions to preserve polyphenols in red-grape pomace

Red grape pomace, a waste from wine production, can be valorised by extracting polyphenols, high-added value compounds used in cosmetics or oenology. For use at an industrial level, using green extraction techniques, pomace need to be stored before being processed. The aim of this study is to test various storage conditions in order to maintain high level of polyphenols over 180 days, while keeping storage cost economically interesting. In a first step, different storage conditions (ambient temperature or cooled (4°C) temperature, anaerobic (saturation with N2) or aerobic conditions, and addition of sulphur dioxide (SO2)) were compared on small samples (1 kg) packed in plastic pockets. The quality of storage was assessed by following the optical density of the pomace extract at 280 nm (DO 280 expressed as mg/l eq gallic acid), which is an indication of the amount of remaining extractable polyphenols.

On the losses of dissolved CO2 during champagne aging

A misconception lingers in the minds of some wine consumers that Champagne wines don’t age. It’s largely a myth, certainly as far as the best cuvees are concerned. Actually, during the so-called autolysis period of time (in the closed bottle, after the “prise de mousse”), complex chemical reactions take place when the wine remains in contact with the dead yeast cells, which progressively bring complex and very much sought-after aromas to champagne. Nevertheless, despite their remarkable impermeability to liquid and air, caps or natural cork stoppers used to cork the bottles are not 100% hermetic with regard to gas transfers. Gas species therefore very slowly diffuse through the cap or cork stopper, along their respective inverse partial pressure. After the “prise de mousse”, because the partial pressure of CO2 in the bottleneck reaches up to 6 bars (at 12 °C), gaseous CO2 progressively diffuse from the bottle to the ambient air
(where the partial pressure of gaseous CO2 is only of order of 0,0004 bar).