Changes in the profile of volatile compounds in wines stored under oxygen and their relationship with the browning process

 Eight young white wines produced in Aragon from Macabeo and Chardonnay grapes were stored under an oxygen atmosphere in the dark at room temperature. Changes in the colour and volatile compound composition were recorded over a period of 13 weeks. Significant changes in the volatile compound composition were detected through analysis of variance (ANOVA) of repeated measures, considering both grape variety and browning tendency as discriminant categories. The amounts of fatty acids and fermentation esters in the wine were significantly changed by the oxidative storage. Some of these changes can be attributed to acid-ester hydrolysis equilibria, but not others, such as the decrease in concentrations of octanoic and decanoic acids. The oxidative storage also affected most of the unsaturated fatty-acid-derived compounds: trans-2-octenal, trans-2-nonenal, trans-2-decenal and 1-octen-3-ol were all found to increase in the first stages of storage, while hexanol decreased slightly. Volatile phenols behaved very differently: while phenol and 4-ethylphenol initially increased and later decreased, eugenol increased through the process and 4-vinyl-guaiacol disappeared. Benzaldehyde and furfural increased while methionol and terpenols disappeared. Only furfural was found to be linked with the tendency of the wine to brown, while only linalool and benzaldehyde were found to be linked whith the grape variety. The levels of some odorants previously isolated by sniffing detection were temptatively monitored, and significant changes in their concentrations were found to occur during the process. Received: 16 December 1996 / Revised version: 27 March 1997     

Volatile aroma components of Australian port wines

The volatile aroma compositions of a blended port wine, having an equivalent age of 20 years, and a 100-year-old port wine were examined by gas chromatography and gas chromatography-mass spectrometry. The compounds identified were products of yeast fermentation, acetalisation, esterification and oxidation reactions occurring during storage, carbohydrate degradation (of residual grape sugar and wood hemi-celluloses) and wood extraction. High concentrations of ethyl lactate, diethyl succinate and diethyl malate were found relative to quantities present in young wine. 1-Ethoxy-1-(3-methylbutoxy)ethane, 1-ethoxy-1-(2-methylbutoxy)ethane, 1,1-diethoxypropan-2-one, cis-5-hydroxy-2-methyl-1,3-dioxane and cis-4-hydroxymethyl-2-methyl-1,3-dioxolane were identified. The presence of these and other acetals demonstrated that carbonyl compounds were also present. Carbonyl compounds are likely to contribute to the ‘rancio’ flavour of these port wines. Carbohydrate-derived compounds found included furfural, 2-acetylfuran, 5-methylfurfural, ethyl laevulinate, ethyl furoate and 5-ethoxymethyl furfural. Oak lactone, which is a wood extractive, was also identified and is likely to contribute to the woody aroma distinguishable in these port wines.     

Isolation and identification of odorants generated in wine during its oxidation: a gas chromatography–olfactometric study

 The changes in the flavor profiles of several white wines undergoing oxidation were monitored through gas chromatography–olfactometry (GCO). The study showed that up to 19 odorants were generated during wine oxidation, and that several of the odorants originally present in the wine disappeared or decreased. An aroma extract dilution analysis revealed that 5 of these 19 odorants have maximum dilution factors, and that a second group of 7 may have some sensory significance as well. The isolation and identification of the different odorants was achieved via normal and reverse-phase high-performance liquid chromatography and high-resolution GCO. The impact odorants of oxidized wine were found to be 2, 4, 5-trimethyldioxolane, methional (methylthiopropanal), sotolon (4,5-dimethyl-3-hydroxy-2(5H)-furanone), eugenol (4-propenyl-2-methoxyphenol) and an unknown compound with mass spectrum similar to methylvanillate. Other odorants also formed during wine oxidation were 1-octen-3-ol, t-2-nonenal, furfural, benzaldehyde, 2-butoxyethanol, acetovanillone and a dioxolane isomer. Received: 2 August 1999 / Revised version: 23 September 1999     

Modulation of grape wine flavor via the sequential inoculation of Williopsis saturnus and Saccharomyces cerevisiae

The effects of the inoculum ratio of Williopsis saturnus var. saturnus NCYC22 and Saccharomyces cerevisiae var. bayanus EC-1118 at 1:200 and 1:800 on the chemical and volatile compositions of grape wine were studied in sequential fermentation. The grape juice was first inoculated with Williopsis (W.) saturnus for 9 d; thereafter, Saccharomyces (S.) cerevisiae was inoculated to continue the fermentation until d 19. The cell population of W. saturnus disappeared by d 13, with S. cerevisiae dominating until the end of the fermentation in both inoculum ratios. The changes in yeast count, pH, total soluble solids, sugars, organic acids, and amino acids were similar between the two inoculum ratios. A range of volatile compounds was formed, including alcohols, esters, fatty acids, aldehydes, and terpenes. There were significant differences between both inoculum ratios for medium-chain fatty acids (C8, C10, and C12), ethyl esters of fatty acids of C6, C10, C12, and C14 as well as isoamyl octanoate, while other volatiles were statistically the same.     

Effects of time of grape pomace fermentation and distillation cuts on the chemical composition of grape marcs

 The effects of fermentation time and distillation cuts on the composition of distillates in terms of ethanal, 1,1-diethoxyethane, methanol, 1-butanol, 2-butanol, 1-propanol, 2-methyl-1-propanol, 2-methyl-1-butanol, 3-methyl-1-butanol, ethyl acetate, ethyl 2-hydroxypropanoate, 3-methylbutyl acetate, hexyl acetate, 2-phenylethyl acetate, hexanol, trans-2-hexenol, trans-3-hexenol, cis-3-hexenol, 2-phenylethanol, ethyl butyrate, ethyl hexanoate, ethyl octanoate, ethyl decanoate, ethyl dodecanoate, 2-methylpropanoic acid, 3-methylbutanoic acid, hexanoic acid, octanoic acid, decanoic acid, and dodecanoic acid were assessed through data generated according to a factorial design using analysis of variance and principal component analysis. Four times of storage of pomace obtained following winemaking of two grape varieties of white Verde wine (Alvarinho and Loureiro) and three distillation cuts were considered; volatile compounds in the 24 samples generated were analyzed directly, and indirectly after extraction and concentration, by capillary gas chromatography. The results generated have suggested clear differences (P<0.05) between distillate cuts obtained throughout fermentation times for each grape variety. The major differences between the different distillate fractions analyzed were accounted for by the contents of diethyl butanoate, ethyl 2-hydroxypropanoate, and the sum of 3-methylbutanoic and 2-methylpropanoic acids for Loureiro, whereas the main differences were accounted for by the contents of diethyl butanoate and the sum of the carboxylic acids for Alvarinho. Received: 23 January 1998 / Revised version: 5 June 1998     

Effects of time of grape pomace fermentation and distillation cuts on the chemical composition of grape marcs

 The effects of fermentation time and distillation cuts on the composition of distillates in terms of ethanal, 1,1-diethoxyethane, methanol, 1-butanol, 2-butanol, 1-propanol, 2-methyl-1-propanol, 2-methyl-1-butanol, 3-methyl-1-butanol, ethyl acetate, ethyl 2-hydroxypropanoate, 3-methylbutyl acetate, hexyl acetate, 2-phenylethyl acetate, hexanol, trans-2-hexenol, trans-3-hexenol, cis-3-hexenol, 2-phenylethanol, ethyl butyrate, ethyl hexanoate, ethyl octanoate, ethyl decanoate, ethyl dodecanoate, 2-methylpropanoic acid, 3-methylbutanoic acid, hexanoic acid, octanoic acid, decanoic acid, and dodecanoic acid were assessed through data generated according to a factorial design using analysis of variance and principal component analysis. Four times of storage of pomace obtained following winemaking of two grape varieties of white Verde wine (Alvarinho and Loureiro) and three distillation cuts were considered; volatile compounds in the 24 samples generated were analyzed directly, and indirectly after extraction and concentration, by capillary gas chromatography. The results generated have suggested clear differences (P<0.05) between distillate cuts obtained throughout fermentation times for each grape variety. The major differences between the different distillate fractions analyzed were accounted for by the contents of diethyl butanoate, ethyl 2-hydroxypropanoate, and the sum of 3-methylbutanoic and 2-methylpropanoic acids for Loureiro, whereas the main differences were accounted for by the contents of diethyl butanoate and the sum of the carboxylic acids for Alvarinho.     

Binding capacity of brown pigments present in special Spanish sweet wines

Some special Spanish sweet wines are obtained by addition of a sweetening and coloring agent called grape syrup, which is obtained by heating must to give a dark and highly caramelised liquid, with similar consistency than other syrups. The aim of this work was to establish the influence of the addition of boiled must or “grape syrup” on the aroma and colour of sweet wines focussing specially on the possible binding effect on volatile compounds. The influence of must polyphenols was also studied, so, a wine sweetened with a “grape syrup” free of polyphenols was also elaborated. As it was expected, the addition of grape syrups gave an increase in the levels of furfural related compounds, and sweet wines showed lower concentrations of terpenes, ethyl esters, organic acids and acetates of alcohols than the control wine. The capacity of brown polymers present in grape syrups to bind these volatile compounds is discussed. Furthermore, colour parameters were also studied and significant differences were found for all of them between sweet wines and control wine.     

Changes in the concentration of volatile oak compounds and esters in red wine stored for 18 months in re-used French oak barrels

Studies were made of changes in concentration of oak-wood-derived volatiles and the evolution of esters in red wine during storage in twice-used French oak barrels. Wine samples were taken after 8, 10, 12, 15, and 18 months maturation in the barrels. Results showed that most of the volatile compounds extracted from the wood (furanic compounds, volatile phenols, lactones) reached maximum concentration between 10 and 12 months of barrel storage. After 18 months of maturation many of the compounds showed concentrations similar to those found after 10 to 12 months. However, the concentrations of furfural, 5-methyl furfural, furfuryl alcohol, coniferaldehyde, acetovanillone and phenol in wines aged for 18 months were lower than those reached after 10 to 12 months. The concentration of the ethylphenols increased right up to 18 months of ageing, which can only have a negative impact on the quality of the wine. There were few modifications in the concentration of esters, except for ethyl lactate which reached peak concentration after 12 months maturation and decreased thereafter.     

Statistical differentiation of wines of different geographic origin and aged in barrel according to some volatile components and ethylphenols

The purpose of this paper was to study the effect of wine composition and geographical origin on the accumulation of volatile compounds in barrel-aged wines. Therefore, 267 wines belonging to different origin appellations were analysed. In order to analyse the data, a multivariate statistical technique was applied, that can be quite useful in creating an overall view of the problem in which multiple variables are analysed. Statistical analysis gave four significant factors, accounting for 84.12% of the variance. These factors summarise the information of a group of variables closely correlated to each other. Factor 1 grouped together oak lactones and eugenol, so it was associated with oak barrel type and with toasting of barrels. Factor 2 was associated with ethylphenols, related to wine quality diminution. Factor 3 grouped together guaiacol, furfural, and 5-methylfurfural, and was thus associated with wood thermal degradation; factor 4 was associated with the cis/trans ratio, related to oak origin. Whereas geographical origin of wines affected the accumulation of volatile compounds, the cis/trans ratio was only affected by oak barrel type. Among the tested parameters, alcoholic degree was the enological parameter that had the greatest effect on the accumulation of volatile compounds in wines. Oak lactones were the compounds that were present in all wines, so they could be used as oak ageing indicators.     

添加葡萄籽单宁对橡木桶陈酿‘赤霞珠’和‘马瑟兰’干红葡萄酒香气的影响

采用气相色谱-质谱联用法和感官分析排序法,研究橡木桶陈酿前添加葡萄籽单宁（200 mg/L）对陈酿12 个月后‘赤霞珠’和‘马瑟兰’干红葡萄酒香气组分和感官特征的影响。结果表明：添加葡萄籽单宁对2 个品种葡萄酒香气的影响各异。葡萄籽单宁添加促进了橡木桶陈酿期间‘赤霞珠’葡萄酒中香草酸、香草醛、香草酸乙酯、糠醛、乙酰呋喃和糠醇等橡木来源香气物质的浸出,而抑制‘马瑟兰’干红葡萄酒中糠醛、乙酰呋喃、糠醇、5-甲基糠醛和5-羟甲基糠醛等橡木来源香气物质的浸出。添加葡萄籽单宁后,‘赤霞珠’葡萄酒的生青味和浆果香降低,烘烤味增强,‘马瑟兰’葡萄酒的生青味和花香略有增强,对陈酿型干红葡萄酒的生产具有重要指导作用。     

Yeast and bacterial modulation of wine aroma and flavour

Wine is a highly complex mixture of compounds which largely define its appearance, aroma, flavour and mouth‐feel properties. The compounds responsible for those attributes have been derived in turn from three major sources, viz. grapes, microbes and, when used, wood (most commonly, oak). The grape‐derived compounds provide varietal distinction in addition to giving wine its basic structure. Thus, the floral monoterpenes largely define Muscat‐related wines and the fruity volatile thiols define Sauvignon‐related wines; the grape acids and tannins, together with alcohol, contribute the palate and mouth‐feel properties. Yeast fermentation of sugars not only produces ethanol and carbon dioxide but a range of minor but sensorially important volatile metabolites which gives wine its vinous character. These volatile metabolites, which comprise esters, higher alcohols, carbonyls, volatile fatty acids and sulfur compounds, are derived from sugar and amino acid metabolism. The malolactic fermentation, when needed, not only provides deacidification, but can enhance the flavour profile. The aroma and flavour profile of wine is the result of an almost infinite number of variations in production, whether in the vineyard or the winery. In addition to the obvious, such as the grapes selected, the winemaker employs a variety of techniques and tools to produce wines with specific flavour profiles. One of these tools is the choice of microorganism to conduct fermentation. During alcoholic fermentation, the wine yeast Saccharomyces cerevisiae brings forth the major changes between grape must and wine: modifying aroma, flavour, mouth‐feel, colour and chemical complexity. The wine bacterium Oenococcus oeni adds its contribution to wines that undergo malolactic fermentation. Thus flavour‐active yeasts and bacterial strains can produce desirable sensory results by helping to extract compounds from the solids in grape must, by modifying grape‐derived molecules and by producing flavour‐active metabolites. This article reviews some of the most important flavour compounds found in wine, and their microbiological origin.     

Influence of sour rotten grapes on the chemical composition and quality of grape must and wine

This study evaluated the effect of grape sour rot on wine fermentation and characterized the chemical composition and the sensory changes in wines produced from rotten musts. Microvinifications were performed during two vintages using healthy Trincadeira and Cabernet Sauvignon red grape varieties to which were added grapes affected by sour rot. Increasing sour rot percentages, up to 50%, contributed to a clear decrease in free run must and final wine yields and induced significant changes in grape must chemical composition expressed by the increase in sugar content, total acidity, volatile acidity, anthocyanins, total phenols, and color intensity. After malolactic fermentation, wines from rotten grapes showed higher values of alcohol content, dry extract, reducing sugar content, total and volatile acidity, anthocyanins, total phenols, and color intensity. Despite the higher levels of reducing sugars, the microbial stability was similar to that of healthy wines. The sensorial evaluation, after malolactic fermentation, showed that both types of wine were not statistically different regarding color, aroma, taste, and overall quality. During 6–8 month storage, wines from rotten grapes showed a significant higher percentage of color loss, suggesting that sour rot is responsible for the decrease in color stability. Nevertheless, the results of sensorial analysis demonstrated that the fermentation of grape musts containing up to 30% sour rot yields wines with similar or even higher-quality scores than wines made with healthy grapes.     

Matrix effects on the bioavailability of resveratrol in humans

The pharmacokinetics of resveratrol in 11 healthy male volunteers has been assessed in a randomized, crossover, controlled clinical trial after the administration of three grape products: red wine (250 mL), grape juice (1/L), or tablets (red wine extracts enriched with trans-resveratrol). Doses of trans-resveratrol independently of the product administered, were about 14 μg/kg. Biological samples were collected and analysed by capillary gas chromatography–mass spectrometry. cis-Resveratrol, trans-resveratrol and dihydroresveratrol were determined in plasma and urine. Plasma concentration of trans-resveratrol after hydrolysis increased as a response to all grape products and that of cis-resveratrol after wine and grape juice. Free forms of these phenolic compounds were deemed undetectable in plasma. Despite similar trans-resveratrol doses being administered, its bioavailability from wine and grape juice was 6-fold higher, than that from tablets. Resveratrol was better absorbed from natural grape products than from tablets, pointing out the importance of the matrix in its bioavailability.     

橡木桶陈酿过程葡萄酒溶解氧的变化

研究干红葡萄酒在橡木桶中陈酿过程中溶解氧的变化。结果表明，新鲜酒入桶后，酒中的溶解氧逐渐减少，3个月后达到稳定值；在橡木桶中，距液面深度不同的葡萄酒中的溶解氧含量不同，愈深含量愈低，但溶解氧的变化趋势一致；在桶贮的初始3个月内，不同板材制作的橡木桶中酒的溶解氧含量有差异，3个月后趋于一致。     

Antimicrobial Effects of Wine on Escherichia coli O157:H7 and Salmonella typhimurium in a Model Stomach System

ABSTRACT: Survival of Escherichia coli O157:H7 and Salmonella spp. was evaluated in grape juice and wine. Bacteria were inactivated in wine within 60 min but survived up to 16 d in juice. A model stomach system containing food and synthetic gastric fluid (SGF) was designed to investigate the antibacterial effect of wine when consumed with a meal. In this system, wine had little effect on E. coli O157:H7 survival whereas Salmonella was undetectable after 120 min. A nonvolatile wine fraction (containing acids) was more effective in killing Salmonella than a volatile wine fraction (containing alcohol), suggesting that antibacterial activity of wine is primarily acid dependent.     

延迟采收对北冰红葡萄及蒸馏酒中挥发性成分的影响

探讨延迟采收对北冰红葡萄果实、原酒以及蒸馏酒的品质与挥发性物质的影响,以期确定合理的采收期。分别对正常采收期（9月17日）、延迟采收期（10月13日）采收的北冰红葡萄进行果实外观与产量检测、果实品质测试,并进行酿酒、蒸馏试验,测定基本理化指标以及挥发性物质的含量。结果表明,延迟采收的葡萄总糖含量（173.18 g/L）显著提升,挥发性成分总量（9.58 mg/L）更高;原酒中挥发性物质含量较果实有大幅提升,且种类丰富,两次采收的原酒挥发性物质总含量差异不大;延迟采收的蒸馏酒中挥发性成分总含量低于正常采收,但挥发性物质的种类多于正常采收。北冰红延迟采收具有更佳的果实品质,而正常采收果实所制蒸馏酒中挥发性物质含量更高。     

Effects of hyper-oxygenation and storage of Macabeo and Airén white wines on their phenolic and volatile composition

The effects of hyper-oxygenation and storage period of Macabeo and Airén white wines on color characteristics, phenolic, and volatile composition have been evaluated. Hyper-oxygenation treatment provoked a significant decrease in virtually all individual phenolic compounds in must, young wine, and one-year-aged wines, above all hydroxycinnamic acid derivatives, flavonols, and the new GRP derivatives compounds (derived from 2-S-glutathionyl-caftaric acid or grape reaction product). Despite this fact, the contribution of the yellow color component (b*) of white wines derived from hyper-oxygenated musts was significantly higher in comparison with untreated ones, even after 1 year of bottle storage. On the other hand, the concentration of major volatile compounds and some alcohols (namely, C₆ alcohols, terpenes, and lactones) was higher in wines derived from hyper-oxygenated musts, but the hyper-oxygenation effect on volatile profile deeply depended on the grape variety. After 1 year of bottle storage, the significant differences were maintained and the content of some long-chain esters increased as a consequence of oxygen addition.     

Induction of grape botrytization during withering affects volatile composition of Recioto di Soave, a “passito”-style wine

The influence of noble rot on the quality of Recioto di Soave, a “passito” sweet white wine, is greatly variable depending on the occurrence of favourable seasonal conditions for the mould infection. Botrytized wines were produced from grapes inoculated with conidia suspensions to evaluate the effects of noble rot on volatile compounds profile of Recioto di Soave wine. Different development stages of Botrytis cinerea and degree of grape withering were ascertained by must analysis. Several volatile components were involved in marked changes depending on the infection and grape withering level. Fruity esters, carbonyl compounds, phenols, lactones and acetamides greatly changed among botrytized wines. The results demonstrated that the level of B. cinerea infection and the degree of grape withering exert considerable influence on the volatile composition of this sweet wine. Strain-dependent effects were also preliminary ascertained. The process of induction of grape botrytization presented in this study could be recommendable for the industrial production of botrytized Recioto di Soave wine.     

Oxidative and sensory changes during bulk and retail storage of hot-filled turkey casserole

 Oxidative and sensory changes in hot-filled turkey casserole were investigated during bulk storage at 3°C and during retail storage at 4°C. Oxidative changes, assessed as warmed-over flavour (WOF) by a trained sensory panel or determined as levels of thiobarbituric acid reactive substances (TBARS), showed no development during bulk storage for up to 3 weeks, whereas scores of WOF and levels of TBARS increased rapidly during retail storage for up to 3 days. The development of WOF during retail storage was avoided when the product was vacuum-packed or gas-packed. Only insignificant microbiological changes were observed during bulk storage of the product or during the subsequent retail storage. Received: 8 October 1997 / Revised version: 19 December 1997     

基于气相色谱-三重四极杆质谱联用法测定葡萄果实与葡萄酒中挥发性酚

利用固相萃取结合气相色谱-三重四极杆质谱联用技术，建立测定葡萄与葡萄酒中19 种挥发性酚的多反应监测方法。该方法分别在葡萄汁与葡萄酒2 种基质中验证，方法检出限为0.02～1.01 μg/L，定量限为0.08～3.36 μg/L，具有较广线性范围且R2大于0.99，加标回收率在81.99%～122.72%范围内。具有较高的灵敏度、准确性和精密度。该方法应用于10 个葡萄果实样品和10 款葡萄酒中挥发性酚的检测，在所有样品中均能检测到19 种挥发性酚，其中香草酸、香草醛和4-乙烯基苯酚是葡萄果实含量较高的3 种挥发性酚；4-乙基苯酚、3-乙基苯酚和4-乙烯基苯酚是葡萄酒中含量较高的3 种挥发性酚。所测样品中目标物质含量范围均在方法线性范围内，该方法具有普遍适用性。