IVAS 2022 banner
IVES 9 IVES Conference Series 9 IVAS 9 IVAS 2022 9 Study of the interactions between wine anthocyanins and proline rich proteins

Study of the interactions between wine anthocyanins and proline rich proteins

Abstract

The interaction between tannins and salivary proteins is considered to be the basis of the phenomenon of wine astringency. Recently, some authors have revealed that some anthocyanins can also contribute to this mouthfeel sensation by interacting with proline rich proteins (PRPs). However, more studies are needed in order to elucidate the affinity of anthocyanins with these proteins.

Thus, the general objective of this work was determine the interaction between malvidin-3-O-glucoside, malvidin-3-O-(6-O-acetyl)-glucoside, and malvidin-3-O-(6-O-p-coumaroyl)-glucoside (isolated from grape skin) with a PRP model peptide (IB7-14) and their capacity of precipitate PRPs in a wine model solution. To archived this objectif, several techniques were used: i) mass spectrometry (FIA-ESI-QTOF) and 1H proton NMR to determine the formation of complexes and the stoichiometry of anthocyanins-IB7-14 complexe ii) saturation transfer difference (STD) NMR spectroscopy in order to calculate the dissociation constants (KD) and the affinity of each anthocyanin with the peptide and, iii) HPLC-DAD that was used to evaluate the capacity of anthocyanins to precipitate PRPs (isolated from human saliva).

Our results demonstrate that anthocyanins are able to interact with IB7-14, with different stoichiometries and binding strengths. A stoichiometry of 3:1 for the malvidin-3-O-glucoside-peptide, 1:1 for the acetylated form, and 4:1 for the coumaroylated form were observed. These ratios was also confirmed by 1H proton NMR. According to the obtained dissociation constants, the affinity of malvidin-3-O-glucoside (17.5 mM) was much higher than for malvidin-3-O-(6-O-acetyl)-glucoside (order of hundred mM). Unfortunately, the calculation of KD for malvidin-3-O-(6-O-p-coumaroyl)-glucoside was impossible due to precipitate formation. To finish, when malvidin-3-O-(6-O-p-coumaroyl)-glucoside was mixed with human salivary PRPs we observed that the precipitation of PRPs was much higher (14%) than for malvidin-3-O-glucoside (7%). In the same way, malvidin-3-O-(6-O-acetyl)-glucoside did not lead a significant decrease of their quantities when it was in contact with PRPs, suggesting the absence of interactions. It could be hypothesized that the additional presence of an aromatic group of coumaroylated form of malvidin could provide stronger hydrophobic bonds than malvidin-3-O-glucoside. Likewise, the chemical structural differences between malvidin-3-O-glucoside and malvidin-3-O-(6-O-acetyl)-glucoside can cause a potential loss of hydrogen bonding preventing thus the stabilization between the anthocyanin and the peptide. These findings proved for the first time that wine anthocyanins interact differently with the peptide IB7-14 and that can potentially affect the astringency sensation.

Section for all references

DOI:

Publication date: June 27, 2022

Issue: IVAS 2022

Type: Poster

Authors

Hornedo Ortega Ruth1, Jourdes Michaël, Da Costa Gregory, Pedrot Eric, Richard Tristan and Teissedre Pierre-Louis

1Departamento de Nutrición, Bromatología, Toxicología y Medicina Legal. Facultad de Farmacia. Universidad de Sevilla
2UMR Œnology (OENO), UMR 1366, ISVV, Université de Bordeaux-INRAE-Bordeaux INP, F33882 Villenave d’Ornon France

Contact the author

Keywords

anthocyanin, proline rich protein, astringecy, wine

Tags

IVAS 2022 | IVES Conference Series

Citation

Related articles…

Analysis of Cabernet Sauvignon and Aglianico winegrape (V. vinifera L.) responses to different pedo-climatic environments in southern Italy

Water deficit is one of the most important effects of climate change able to affect agricultural sectors. In general, it determines a reduction in biomass production, and for some plants, as in the case of grapevine, it can endorse fruit quality. The monitoring and management of plant water stress in the vineyard

Comparison of imputation methods in long and varied phenological series. Application to the Conegliano dataset, including observations from 1964 over 400 grape varieties

A large varietal collection including over 1700 varieties was maintained in Conegliano, ITA, since the 1950s. Phenological data on a subset of 400 grape varieties including wine grapes, table grapes, and raisins were acquired at bud break, flowering, veraison, and ripening since 1964. Despite the efforts in maintaining and acquiring data over such an extensive collection, the data set has varying degrees of missing cases depending on the variety and the year. This is ubiquitous in phenology datasets with significant size and length. In this work, we evaluated four state-of-the-art methods to estimate missing values in this phenological series: k-Nearest Neighbour (kNN), Multivariate Imputation by Chained Equations (mice), MissForest, and Bidirectional Recurrent Imputation for Time Series (BRITS). For each phenological stage, we evaluated the performance of the methods in two ways. 1) On the full dataset, we randomly hold-out 10% of the true values for use as a test set and repeated the process 1000 times (Monte Carlo cross-validation). 2) On a reduced and almost complete subset of varieties, we varied the percentage of missing values from 10% to 70% by random deletion. In all cases, we evaluated the performance on the original values using normalized root mean squared error. For the full dataset we also obtained performance statistics by variety and by year. MissForest provided average errors of 17% (3 days) at budbreak, 14% (4 days) at flowering, 14.5% (7 days) at veraison, and 17% (3 days) at maturity. We completed the imputations of the Conegliano dataset, one of the world’s most extensive and varied phenological time series and a steppingstone for future climate change studies in grapes. The dataset is now ready for further analysis, and a rigorous evaluation of imputation errors is included.

Under-vine management effects on grapevine production, soil properties and plant communities in South Australia

Under-vine (UV) management has traditionally consisted of synthetic herbicide use to limit competition between weeds and grapevines. With growing global interest towards non-synthetic chemical use, this study aimed to capture the effects of alternative UV management at two commercial Shiraz vineyards in South Australia, where the sole management variables were UV management since 2016. In adjacent treatment blocks, cultivation (CU) was compared to spontaneous vegetation (SV) in McLaren Vale (MV), and herbicide was compared to SV in Eden Valley (EV). Soil water infiltration rates were slower and grapevine stem water potential was lower in CU compared to SV in MV, with the latter having a plant community dominated by soursob (Oxalis pes-caprae) during winter; while in EV, there was little separation between the treatments. Yields were affected at both sites, with SV being higher in MV and HE being higher in EV. In MV, the only effect on grape must was a lower 13C:12C isotope ratio in CU, indicating greater grapevine water stress. In the grape must at EV, SV had higher total soluble solids, total phenolics, anthocyanins, and yeast available nitrogen; and lower pH and titratable acidity. Pruning weights were not affected by the treatments in MV, while they were higher in HE at EV. Assessments revealed that the differing soil types at the two sites were likely the main determinants of the opposing production outcomes associated with UV management. In the silty loam soil of MV, the higher yields in SV were likely due to more plant-available water, as a potential result of the continuous soil bio-pores formed by winter UV vegetation. Conversely, in the loamy sand soils of EV with a lower cation exchange capacity, the lower yields and pruning weights in SV suggest the UV vegetation competed significantly with the grapevines for available water and nutrients.

Extreme canopy management for vineyard adaptation to climate change: is it a good idea?

Climate change constitutes an enormous challenge for humankind and for all human activities, viticulture not being an exception. Long-term strategic changes are probably needed the most, but growers also need to deal with short-term changes: summers that are getting progressively warmer, earlier harvest dates and higher pH in musts and wines. In the last 10-15 years, a relevant corpus of research is being developed worldwide in order to evaluate to which extent extreme canopy management operations, aimed at reducing leaf area and, thus, limiting the source to sink ratio, could be useful to delay ripening. Although extreme canopy management can result in relevant delays in harvest dates, longer term studies, as well as detailed analysis of their implications on carbohydrate reserves, bud fertility and future yield are desirable before these practices can be recommended.

Vineyards and clay minerals: multi-technique analytical approach and correlations with soil properties

Purpose of this research is to quantitatively assess the mineral component of vineyard soils, with particular attention to the mineralogical analysis of clays, which represent an element of high importance in the vineyard culture as well as in general agriculture. An X-ray diffraction (XRD) / thermogravimetric (TG) multi-technique analytical approach was developed, tested on soil samples taken from vineyards around the world. This codified analytical procedure was necessary to obtain precise qualitative and quantitative mineralogical data, globally comparable to distinguish the geopedological identity of the vineyards. Soil samples from vineyards of various locations were analysed, in very different geological conditions. The bulk-rock quantitative phase analysis (QPA) was obtained by the Rietveld method while the detailed composition of the clay-sized fraction was determined by modelling of the oriented X-ray diffraction patterns. The research provided a precise classification of the mineral component of soils, distinguishing the mineral phases of the clays and the so-called mixed-layer clay minerals. We found that the content in mixed layers can be directly correlated with the water retention and the cation exchange capacity ​​of the soil, while the presence of other clayey minerals and phyllosilicates in this research did not affect this CEC parameter, which codes the fertility level of the soils. The study demonstrates that terroir, in particular soils formed in complex or very different geological conditions, can only be effectively interpreted by properly analysing its mineral phases, in particular the mixed-layer clay component. These are characteristic abiotic ecological indicators, which may have specific eco-physiological influences on the plant.