Identification of the origin of commercial enological tannins by the analysis of monosaccharides and polyalcohols

The monosaccharide and polyalcohol composition of 28-samples of different commercial tannins, including oak wood, grape seed and skin, plant gall, chestnut, quebracho and gambier, has been evaluated by gas chromatography–mass spectrometry after derivatization into their trimethylsilyl ethers. Quercitol was found to be characteristic of oak tannins, whereas gall plant tannins could be differentiated by their content of pinitol. Myo-inositol and arabitol were detected in tannins from quebracho. These polyalcohols, together with muco-inositol and chiro-inositol, were found in tannins from chestnut while bornesitol was found to be characteristic of tannins from gambier. Monosaccharide composition also helped to distinguish among tannin origins: arabinose, xylose, fructose and glucose were quantified in oak, quebracho and chestnut tannins, whereas only fructose and glucose were detected in plant gall and grape tannins. These results imply that the qualitative study of monosaccharides and polyalcohols could help to determine and control the authenticity of enological tannins.     

Fingerprint of enological tannins by multiple techniques approach

In this study, six enological tannins (T1–T6) from different source were analysed by selected analytical techniques, including UV–Vis, FTIR, NMR, SEC, LC-MS/MS and electronic nose. Moreover, the samples were tested for their antioxidant activity. Spectra and chromatograms are considered as a fingerprint with a pattern that is distinctive for a given type of sample. In particular, tannins showed the maximum UV–Vis absorbance (λ_max) at 273–280 nm, the inflection point (λ_min) at 247–264 nm, and the ratio λ_max/λ_min was 1.03, 1.35, 1.67, 1.36, 2.15, 2.02 for tannin T1–T6, respectively. The FTIR analysis of tannins showed the presence of most important absorption bands at 1522, 1453, 1380, 1350, 1328, 1286, 1210, 1148 and 1044 cm⁻¹. Besides, SEC and NMR analysis allowed to sort the tannins according to their average DP as follows: T1 > T2 = T4 > T3 > T6 = T5. Based on this multiple techniques approach three condensed tannins (sample T3, T5 and T6) were clearly identified, together with two mixtures of hydrolysable tannins (sample T1 and T2), whereas one sample (T4) showed a peculiar pattern different from the commercial tannin commonly used in enology.     

Phenolic content of commercial olive oils

The phenolic composition of commercial virgin olive oils (Picual, Hojiblanca, Arbequina and Cornicabra varieties) was studied by high performance liquid chromatography, sampling oils over 1 year. Oils sold in March displayed the lowest polyphenol concentration, particularly in secoiridoid aglycons. In contrast, lignans and tocopherols concentrations were not affected by sampling date. Among varieties, Picual and Cornicabra oils had slightly higher concentrations of polyphenols than Hojiblanca and Arbequina. Overall, the concentration of polyphenols in commercial Spanish virgin olive oils ranged from 330 to 500 mg/kg oil, which is higher than data reported previously. In contrast, "olive oil" and "pomace-olive oil" (mixtures of refined and virgin olive oils) had much lower concentrations in polyphenols than virgin olive oil, although higher than other edible vegetable oils. Thus, olive oil can be considered a good source of natural antioxidants. Moreover, the polyphenol and tocopherol contents of virgin olive oils were also found useful for the classification of the different commercial monovarietal oils when analysing the data by chemometric methods.     

Improving colour extraction and stability in red wines: the use of maceration enzymes and enological tannins

Two commercially available maceration enzymes and two enological tannins were tested in Monastrell wines to determine their suitability for improving the chromatic characteristics, colour stability and sensory properties of the resulting wines. The greatest differences for all the wines, when comparing with the control wine, were observed at the beginning of the winemaking process, any differences diminishing in the finished wines. One of the enzyme‐treated wines was used showed hardly any difference from the control wine, whereas the other enzyme‐treated wine showed an improvement in their chromatic and sensory characteristics. The use of two different enological tannins did not provide any improvement in the chromatic and sensory characteristics of the wines, imparting a higher yellow colour and resulting in lower scores in the colour and aroma sensory characteristics, accompanied by a higher astringency, dryness and bitter sensory sensations.     

Interactions of enological tannins with the protein fraction of saliva and astringency perception are affected by pH

The effects of pH on both tannin-induced astringency and tannin–salivary protein interactions were investigated. A trained sensory panel evaluated astringency perception. Tannin–salivary protein interactions were assessed in vitro by examining the effects of either a condensed enological tannin or an hydrolyzable enological tannin on two physicochemical properties of the protein fraction of saliva, namely, its mode of diffusion on cellulose membranes and its precipitation. Comparative assays mimicking the degree of dilution experienced by saliva during a tasting assay were performed at pH 3.5 and pH 7.0. Results indicated that both enological tannins were perceived as clearly more astringent at pH 3.5 compared with pH 7.0. In addition, the effects of tannins on protein diffusion and protein precipitation were markedly exacerbated at pH 3.5.     

Phenolic characterization and geographical classification of commercial Arbequina extra-virgin olive oils produced in southern Catalonia

The aim of this work was to characterize Arbequina extra-virgin olive oils (EVOOs) from different locations in southern Catalonia (Spain) in terms of their phenolic profile, to show the classification of oil samples with respect to geographical area. The phenolic compounds present in 32 olive-oil samples were analyzed by a rapid and effective HPLC–ESI-TOF/MS method, and 18 phenolic compounds belonging to different phenolic types were identified. The results showed no qualitative differences in the phenolic fractions among EVOO from different geographical region. However, quantitative differences were observed in a wide number of phenolic compounds. In all olive-oil samples studied, secoiridoids were the most abundant, followed by lignans, phenolic alcohols, and flavonoids, respectively. Multivariate data were analysed by canonical discriminant analyses. Seventeen variables were used without a variable reduction step. Phenolic content of extra-virgin olive oils was found to depend highly on geographical area.     

Effect of commercial mannoproteins on wine colour and tannins stability

Commercial oenological products containing mannoproteins have the purpose of preventing tartrate salts precipitation or achieving wines with a better mouth-feeling. The evaluation of the influence of three commercial mannoproteins on colour and tannin stability of three different red wines (two from Touriga Nacional and one from Alfrocheiro and Aragonês varieties) was studied. The evolution of colour through time was similar for all modalities, resulting in an increase of polymeric pigments and colour hue and a decrease of other parameters, suggesting that there was no influence of commercial mannoproteins on colour stability. The tannin profile evolution showed a possible stabilizing effect of one of the commercial products for tannins with an mDP between 8 and 14. It is possible that the commercial mannoproteins used in this work have some influence on the tannin aggregation evolution, contributing to the delay of tannin polymerisation in red wines.     

Phenolic profiles and antioxidant activities of commercial beers

The phenolic profiles and corresponding antioxidant activities of 34 commercial beers in Chinese markets were evaluated. Results found remarkable variations in total and individual phenolic contents as well as antioxidant activity across beer brands. Gallic and ferulic acids were the dominant phenolic compounds identified in the tested beer samples and both of them accounted for >50% of the total phenolic compounds. Results from Pearson correlation analysis suggested that five antioxidant activity assays positively correlated well (p < 0.01) with each other and showed significant positive correlations (p < 0.05) with (+)-catechin, protocatechuic, and caffeic acids contents. Stepwise linear regression further demonstrated that different phenolic components responsible for beer antioxidant activity were dependent on the method used, and that ferulic acid, syringic acid, (+)-catechin, caffeic acid, protocatechuic acid and (−)-epicatechin together made 55.0–88.1% of contribution to the antioxidant activity of beer.     

Antioxidant activity of commercial food grade tannins exemplified in a wine model

Although commercial tannins are widely used in foods and beverages, an improved understanding of the structure and composition of vegetable tannins is needed to promote the exploitation of agri-food by-products and waste and their valorisation in more sustainable industrial applications. This study aims to characterise the phytochemical composition and antioxidant activity of 13 food grade tannins using multiple analytical approaches, including spectrophotometry and HPLC-ECD to determine the amount of targeted polyphenolic compounds. Moreover, the antioxidant activity of tannins was assessed in terms of radical scavenging activity (DPPH? assay), reducing power (FRAP assay), and redox properties (cyclic voltammetry, CV). A statistical univariate and multivariate correlation analysis was performed on 17 parameters including tannin content (range: 0.71–1.62 mM), gallic acid, (+)-catechin, syringic acid and (?)-epicatechin. The compositional profile of tannins was related to their chemical moiety, antioxidant activity and the botanical origin of the extracts. In particular, the CV signal at 500 mV was highly correlated with DPPH? value due to the catechol ring of flavonoids and trigalloyl moieties of gallic acid–based compounds. Practical examples of tannins application in winemaking are discussed.     

Phenolic compounds and total antioxidant potential of commercial wines

Growing evidence of the role of free radicals and antioxidants in health and ageing has focussed great interest on these compounds. The relationship between the total antioxidant potential and the phenolic content of commercial wines was evaluated. A close relationship between total phenolic content and total antioxidant potential for all wines was observed. Capillary zone electrophoresis showed that, in red wines, gallic acid was the highest of the phenolic acids and (+)-catechin and (−)-epicatechin were the next most abundant phenolics. Also, these compounds were strictly correlated with the total antioxidant potential of wines. Total antioxidant potential, by bleaching of 2,2′-azinobis(3-ethylbenzothiazoline-6-sulfonic acid) (ABTS) radical cations, using gallic acid as standard, could be a practical and simple measurement to evaluate the characteristics of different wines. Furthermore, capillary electrophoresis is a powerful and high-performing tool for evaluating principal antioxidant wine components.     

Chemical characterization of commercial soybean products

Some commercial soybean products—soybean protein isolate, soybean flour, textured soybean, whole soybeans, and soybean dairy-like products (liquid and powdered milks, shake, yogurt, and infant formulas)—have been analysed for their content in solids, ash, pH, acidity, protein, fat, phosphorus, and some metal ions (calcium, copper, iron, potassium and zinc). The differences found in the protein, phosphorus, and metal ion content and other chemical properties of these products are discussed, taking into account the procedures used to produce the above derivatives.     

市售切达奶酪的风味特性

对来自4个国家、不同成熟时间的市售切达奶酪进行描述性感官评定与挥发性风味物质分析,通过主成分分析和聚类分析解析市售切达奶酪的风味特征和不同国家对切达奶酪风味感官评定的文化差异性,并采用偏最小二乘法探究挥发性风味物质与风味感官属性之间的关系。实验结果表明:切达奶酪的风味特征主要有奶香味、奶油味、硫味、酸味、鲜味、坚果味、肉汤味、成熟度、滋味强度等;不同国家感官评定使用的描述词存在差异,与美国感官评价员使用的描述词相比,我国感官评价员使用的描述词缺少乳清味、水果味、牛膻味,增加了腐臭味、不洁味、刺激性、成熟度等风味描述词;不同国家感官评定组区分不同切达奶酪依据的风味属性存在差异性,我国感官评价员主要通过奶香味、奶油味、硫味、酸味、鲜味、成熟度、滋味强度来区分切达奶酪。     

(−)Geosmin sorption by enological yeasts in model wine and FTIR spectroscopy characterization of the sorbent

For the first time, we report that enological yeasts or yeast cell walls can sorb (−)geosmin, an undesirable molecule that causes critical organoleptic defects in wine at low concentrations (around 50 ng l⁻¹). The wine is described as “earthy” or “mouldy”. The influence of various post-harvesting processes on yeast (−)geosmin sorption capacity was studied. The dried yeast biomass obtained by the different processes was analysed by FTIR spectroscopy in ATR mode: structural differences were detected between the samples depending on the strain and the treatment used. Surface proteins and mainly phospholipids from the plasma membrane appeared to induce significantly different signals which may explain the different sorption capacities. The possible involvement of phospholipids in (−)geosmin sorption by yeasts highlights the complexity of this phenomenon.     

Behaviour of tannic acid from various commercial sources towards redox,metal complexing and protein precipitation assays of tannins

Tannic acid is the most commonly used standard for quantitation of tannins. Tannic acid from five commercial sources (Merck, Sigma, Aldrich, Fluka and Apin chemical companies) was tested towards a redox (Folin-Ciocalteu method) and a metal complexing (ferric chloride method) assay, and three protein precipitation assays. Tannic acid from various commercial sources behaved differently towards these tannin assays showing that (i) tannic acid preparation differed from source to source, and (ii) tannic acid from different sources as a standard results in different tannin values for a given sample. It is suggested that the source of tannic acid used as a standard should be stated, and the assay values obtained by different workers should be compared with caution.     

Heavy metal uptake in the enological food chain

The research presented here describes the assessment of a number of physiological and xenobiotic metal concentrations occurring throughout the enological production processes of two native wines from Irpinia, Aglianico and Fiano of Avellino. In order to evaluate the wines’ metal content throughout the entire wine-making process, samples of grapes and musts from both wines were taken at time intervals during the fermentation and maturation phases. Copper, chromium, nickel, iron, zinc, lead and cadmium levels were analysed by atomic absorption spectrophotometry. The concentration of metals obtained were compared to the limits fixed by the Organization Internationale de la Vigne et du Vin (O.I.V.) and in the Italian ad European legislation.     

Lucerne tannins. 3. Metabolic fate of lucerne tannins in mice

Metabolites of the alimentary tract of mice fed 0.5 and 4.0% of lucerne tannin isolate in an artificial diet were studied. Twelve identified and four unidentified substances were detected by paper chromatography on Whatman Chromedia paper SG-81, coated with silica gel, using the solvent system 1-butanol-acetic acid-water. 3-Methoxy-4-hydroxybenzoic acid, 5-o-methylgallic acid, (–)-epigallocatechin gallate, (+)-gallocatechin and (–)-epicatechin were found in greater amounts and 3,4-dihydroxycinnamic acid, 3,4-dimethoxy-5-hydroxybenzoic acid, m-digallic acid, m-hydroxycinnamic-acid, m-hydroxyhippuric acid and (–)-gallocatechin gallate in smaller ones in faeces of mice fed on the diet containing 0.5 and 4.0% of tannin. These constituents were detected in traces or were not detected at all in faeces of mice fed on the diet without tannins. The main metabolites of the alimentary tract of mice on synthetic diet were m-hydroxylcinnamoyl glycine and four unidentified substances.     

Phenolic compounds,lycopene and antioxidant activity in commercial varieties of tomato (Lycopersicum esculentum)

Nine commercial varieties of tomato (Rambo, Senior, Ramillete, Liso, Pera, Canario, Durina, Daniella and Remate) produced in Spain were analysed for their lycopene content, content of phenolic compounds and antioxidant capacity. The phenolic compounds were characterised as flavonoids (quercetin, kaempferol and naringenin) and hydroxycinnamic acids (caffeic, chlorogenic, ferulic and p‐coumaric acids). Antioxidant activity was measured using the DPPH and ABTS assays. The concentrations of lycopene and the various phenolic compounds as well as the antioxidant activity were significantly influenced by the tomato variety. Quercetin, the most abundant flavonoid, was found in concentrations ranging between 7.19 and 43.59 mg kg^?1 fresh weight, while naringenin levels were lower than 12.55 mg kg^?1. The most abundant hydroxycinnamic acid was chlorogenic acid, with values ranging from 14 to 32 mg kg^?1 fresh weight, followed by caffeic acid, while p‐coumaric and ferulic acids showed similar concentrations lower than 5 mg kg^?1. The highest content of lycopene was found in Ramillete, Pera and Durina (>50 mg kg^?1 fresh weight), while the concentration in the other varieties was between 50 and 30 mg kg^?1, with the exception of Liso (less than 20 mg kg^?1). The antioxidant activity of tomato extracts varied with the tomato variety and the assay method used. Individual compounds found to be significantly related to antioxidant capacity were lycopene and ferulic and caffeic acids, but not quercetin and chlorogenic acid. © 2002 Society of Chemical Industry     

Biotechnological characterisation of exocellular proteases produced by enological Hanseniaspora isolates

Twenty‐six enological Hanseniaspora isolates were identified by ITS PCR‐RFLP and D1/D2 domain of 26S rDNA sequencing and assayed for exocellular protease production. Based on qualitative data, six isolates, belonging to H. guilliermondii, H. valbyensis and H. occidentalis species, were selected to continue the study. Analytical procedure was optimised, and protease activities were quantified and characterised on the basis of different biotechnological factors. Protease activity was quite glucose, fructose and ethanol content independent, but divalent cation affects activity; these data support that they were aspartic proteases. The effect of 2‐mercaptoethanol suggests the importance of disulphide bonds to maintain the structure of the active centre. Our results show these enzymes could be suitable for using in biotechnological processes at neutral pH, such as cheese, bread and meat industries. This is, to our knowledge, the first work showing the induction process to induce and characterise proteolytic activity in Hanseniaspora isolates.