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…

Petrolomics-derived data interpretation to study acetaldehyde-epicatechin condensation reactions

During red wine ageing or conservation, color and taste change and astringency tends to reduce. These changes result from reactions of flavan-3-ols and/or anthocyanins among which condensation reactions with acetaldehyde are particularly important. The full characterization of these reactions has not been fully achieved because of difficulties in extracting and separating the newly formed compounds directly from wine. Model solutions mimicking food products constitute a simplified medium for their exploration, allowing the detection of the newly formed compounds, their isolation, and their structure elucidation.

Estimation of chemical age of red wines with the use of Fourier transform infrared spectroscopy (FT-IR) and chemometrics

The color of a red wine is one of the most important parameters of its quality, giving much information on its status, such as the grape variety used or the winemaking style. As the result of a complex equilibrium between different forms of anthocyanins and polymerization reactions which occur over the course of time, color can also serve as an indication of a wines’ age. For this purpose the “chemical age” i and ii indexes have been introduced by Somers in 1977. The chemical age index i measures the color absorbance after the addition of acetaldehyde while chemical index ii provides an indication of how much of the total red pigments are resistant to SO2 bleaching.

Modulating role of SO2 in white wine protein haze formation

Despite the extensive research performed during the last decades, the multifactorial mechanism responsible for the white wine protein haze formation is not fully characterized. Herein, a new model is proposed, which is based on the experimental identification of sulfur dioxide as a major modulating factor inducing wine protein haze upon heating. As opposed to other reducing agents, such as 2-mercaptoethanol, dithiothreitol and tris(2-carboxyethyl)phosphine hydrochloride (TCEP), the addition of SO2 to must/wine upon heating cleaves intraprotein disulfide bonds, hinders thiol-disulfide exchange during protein interactions and can lead to the formation of novel inter/intraprotein disulfide bonds. Those are eventually responsible for wine protein aggregation which follows a nucleation-growth kinetic model as shown by dynamic light scattering [1].

Oak wood seasoning: impact on oak wood chemical composition and sensory quality of wine

Oak wood selection and maturation are essential steps in the course of barrel fabrication. Given the existence of many factors involved in the choice of raw material and in natural seasoning of oak wood, it is very difficult to determine the real impact of seasoning and selection factors on oak wood composition. A sampling was done to study the evolution of oak wood chemical composition during four seasoning steps: non matured, 12 months, 18 months and 24 months. For this sampling, three selection factors were taken into account: age, grain type and the Polyphenolic Index measured by Oakscan®. Besides extractables
(~10%), three polymers constitute the main part of oak wood: cellulose, hemicelluloses and lignins.

Comprehensive two-dimensional gas chromatography coupled with Tof-MS, a powerful tool for analysis of the volatomes of grapes and wines

Comprehensive two-dimensional gas chromatography (GCxGC) has emerged as a powerful analytical technique for unraveling the volatile composition of complex matrices. This work will present three applications of GCxGC Tof-MS to the oenological field, aimed to identify novel biomarkers to be used in the quality control process of the wine industry. Comprehensive mapping of volatile compounds was conducted in a large sample of 70 sparkling wines, produced by 48 different wineries across 6 vintages and representative of the two main production areas for premium Italian sparkling wines (Franciacorta (FC) and Trentodoc (TN)), using HS-SPME followed by GCxGC-Tof-MS and multivariate analysis. Selection and identification of 196 putative biomarkers allowed clear separation of sparkling wines from FC and TN.