Impact of matrix variables and expertise of panelists on sensory thresholds of 1,1,6-trimethyl-1,2-dihydronaphthalene known as petrol off-flavor compound in Riesling wines

1,1,6-Trimethyl-1,2-dihydronaphthalene (TDN) is known to elicit the perception of “petrol off-flavor” in wine, most prominent in the variety Riesling. This study was focused on the impact of matrix variables such as ethanol and carbonation on the odor detection threshold of TDN. Increasing carbonation nearly doubled the detection threshold in water, however, this effect could not be observed in alcoholic matrices. Ethanol enhanced detection thresholds presumably due to diminished volatilization, which was only partially supported by measurement of partition coefficients using GC–MS. Overall, the impact of matrix changes was small ranging from 1.1 µg/L in still water to 4.0 µg/L in Riesling sparkling wine. Consumer detection threshold of 14.7 µg/L TDN determined with 156 consumers exceeded the threshold of the trained panel by a factor of five and varied by consumers’ age and gender. Rejecting a Riesling wine due to its petrol off-flavor, 60 µg/L TDN were required in a young and 91 µg/L in an eight-year-old Riesling wine. Based on analytical data for more than 250 commercial Riesling wines, geographic origin and to a smaller extent wine age contributed to large differences in TDN concentrations. About half of the investigated wines exceeded the detection threshold of the trained panel, whereas consumers would have noticed TDN in only less than 15% of the Riesling wines. Merely 3% of the wines actually exceeded the consumer rejection threshold of TDN. For both, detection and consumer rejection thresholds, the applied methodology contributed considerably to the final values, which is discussed critically.     

Consumer rejection threshold of ethyl phenylacetate and phenylacetic acid,compounds responsible for the sweet‐like off odour in wines made from sour rotten grapes

Backgrounds and Aims: This study aimed to determine a consumer rejection threshold (CRT) for ethyl phenylacetate (EPhA) and phenylacetic acid (PhAA) in wine. These compounds have recently been reported to be responsible for sweet‐like, honey off odours in wine made from sour rotten grapes. Methods and Results: Non‐expert wine consumers (n = 35) received pairs of samples comprising a control wine against a spiked wine with an ascending concentration of the target compounds and were asked to indicate which sample they preferred. Results estimated a conjoint CRT for EPhA and PhAA of 140 and 700 µg/L, respectively. Wines spiked with a EPhA and PhAA concentration around the CRT evoked intense ‘dried fruit’ aromas that led to a decrease of the general aroma quality; these wines are significantly rejected by consumers. Conclusions: The measured CRT provides an initial estimation of the risk concentration for EPhA and PhAA in red wine, as they represent a ‘taint’ for regular wine consumers. Significance of the Study: These data allow wine producers to predict if a given wine will be disliked by consumers or to help guide ‘blending away’ of such wines.     

Degradation of N‐(1‐Deoxy‐d‐xylulos‐1‐yl)glycine and N‐(1‐Deoxy‐d‐xylulos‐1‐yl)proline using thermal treatment

The formation and degradation of N‐(1‐Deoxy‐d ‐xylulos‐1‐yl)glycine and N‐(1‐Deoxy‐d ‐xylulos‐1‐yl)proline, derived from the secondary amine Maillard reaction in xylose‐amino acid model solutions, were detailed in this study. The identification and quantitative analysis of N‐(1‐Deoxy‐d‐ xylulos‐1‐yl)glycine and N‐(1‐Deoxy‐d‐ xylulos‐1‐yl)proline were carried out using high‐performance anion‐exchange chromatography and high‐performance liquid chromatography. The formation of intermediate and advanced products derived from N‐(1‐Deoxy‐d‐ xylulos‐1‐yl)glycine and N‐(1‐Deoxy‐d‐ xylulos‐1‐yl)proline was also tested using an UV‐Vis spectrophotometer to gain a better comparing of the degradation process of the two important Maillard reaction products using thermal treatment. Results showed that the degradation of N‐(1‐Deoxy‐d‐ xylulos‐1‐yl)glycine was more significant than N‐(1‐Deoxy‐d‐ xylulos‐1‐yl)proline. Moreover, xylose was tested in the degradation products of both N‐(1‐Deoxy‐d‐ xylulos‐1‐yl)glycine and N‐(1‐Deoxy‐d‐ xylulos‐1‐yl)proline, which indicated that the degradation of N‐substituted 1‐amino‐1‐deoxyketoses was a reversible reaction to form reducing sugar.     

Determination of γ‐aminobutyric acid in Chinese rice wines and its evolution during fermentation

γ‐Aminobutyric acid (GABA) is a functional amino acid that is widely present in Chinese rice wine. In this study, high‐performance liquid chromatography coupled with ultraviolet detection (HPLC‐UV) was established for the determination of γ‐aminobutyric acid in 22 Chinese rice wines collected from the Shaoxing region of China. Furthermore, the evolution of GABA was studied in Chinese rice wine during primary and post‐fermentation process. Results showed that the HPLC method was reliable with good linearity, accuracy, precision and stability. Additionally, the GABA content varied significantly in the 22 Chinese rice wines, and the content was much higher in wine samples with long aging periods. Regarding the evolution of GABA in Chinese rice wine during the brewing process, the level slowly increased during primary fermentation. A decrease in GABA was observed in the wine at the early stage of the post‐fermentation process. However, a marked increase on the GABA content occurred in wine at the late stage of post‐fermentation. The findings from this study are that HPLC can be successfully applied to determine GABA in Shaoxing brewed rice wines, and further provide useful information on quality control of such wines. Copyright © 2017 The Institute of Brewing & Distilling     

Comparative study of browning and flavan‐3‐ols during the storage of white sherry wines treated with different fining agents

White sherry wines were treated with three fining agents (activated charcoal, PVPP and Riduxhigh), in addition to an initial treatment with casein and bentonite, in four different combinations. The wines were stored at 20 or 30 °C for 1 year with a view to examining changes in their flavan‐3‐ol fraction and differences in their degree of sensitivity to browning. Flavan‐3‐ol monomers and dimers, as well as browning measured as absorbance at 420 nm, increased during storage in all the wines. After this period the wines treated with fining agents containing activated charcoal, PVPP and Riduxhigh exhibited less marked browning, with no significant differences among them at both 20 and 30 °C. However, taking into account the higher initial colour of bottled wines treated with Riduxhigh in relation to those treated with activated charcoal or PVPP, this fining agent showed higher capacity to control browning. © 2000 Society of Chemical Industry     

Contents of 3‐alkyl‐2‐methoxypyrazines in musts and wines from Vitis vinifera variety Cabernet Sauvignon: influence of irrigation and plantation density

The influence of irrigation and plantation density on the methoxypyrazine content in musts and wines has been studied. Samples were monitored throughout grape ripening and wine‐making. 3‐Isobutyl‐2‐methoxypyrazine, 3‐sec‐butyl‐2‐methoxypyrazine and 3‐isopropyl‐2‐methoxypyrazine were identified and quantified. Samples from irrigated vines had significantly higher average contents of 3‐isobutyl‐2‐methoxypyrazine than samples from non‐irrigated plants. Average levels of this compound were also higher in samples from vines with the higher plantation density. Copyright © 2005 Society of Chemical Industry     

Use of Consumer Acceptability as a Tool to Determine the Level of Sodium Reduction: A Case Study on Beef Soup Substituted With Potassium Chloride and Soy‐Sauce Odor

In this study, consumer acceptability was considered as a tool of reducing sodium rather than just using it as a final examination of the successfulness of the substitution. This study consisted of 4 experimental steps. First, by gradually reducing the concentrations of NaCl, consumer rejection threshold (CRT) of NaCl in beef soup was examined. Then, the amount of KCl that can increase preference was examined in 2 low sodium beef soups, with sodium concentrations slightly above or below the CRT. Relative saltiness of various KCl and NaCl/KCl mixtures were also measured. Finally, consumers evaluated acceptability and intensities of sensory characteristics for 9 beef soup samples that differed with respect to NaCl content and/or KCl content with/without addition of salty‐congruent odor (soy‐sauce odor). The results showed that in the “above CRT” system, consumer acceptability as well as sensory profile of low sodium beef soup substituted using KCl had similar profile to the control although saltiness was not fully recovered, whereas in the “below CRT” system, consumer acceptability was not recovered using KCl solely as a substitute. Potential of using salty‐congruent odor as a final touch to induce salty taste was observed; however, the results inferred the importance of having almost no artificialness in the odor and having harmony with the final product when using it as a strategy to substitute sodium. Overall, the results of the study implied the importance of considering consumer acceptability when approaching sodium reduction to better understand the potentials of the sodium substitutes and salty‐congruent odor.     

Effect of ellagitannins,ellagic acid and volatile compounds from oak wood on the (+)‐catechin,procyanidin B1 and malvidin‐3‐glucoside content of model wines

Background and Aims: During ageing in oak barrels, wine undergoes changes because of the release of polyphenols and other molecules from wood. The aim of this study was to evaluate the influence of some oak wood‐derived volatile compounds, ellagic acid and oak wood extracts on the levels of (+)‐catechin, procyanidin B1 and malvidin‐3‐glucoside. Methods and Results: Phenolics and the oak wood derived volatile compounds studied were quantified by HPLC and by GC, respectively. Additionally, the new compounds formed in the solutions were characterised by their spectral properties. Ellagic acid and/or oak wood extracts slowed the decline in the levels of (+)‐catechin and procyanidin B1. In contrast, the decrease in malvidin‐3‐glucoside was more pronounced in the presence of ellagic acid and oak wood chip extracts. Furfural slowed (+)‐catechin degradation, while breakdown of malvidin‐3‐glucoside was slightly more pronounced in the presence of guaiacol, furfural, vanillin and eugenol. (+)‐Catechin, procyanidin B1 and malvidin‐3‐glucoside did not significantly affect the rate of the degradation of ellagitannins during the storage time studied. Finally, new HPLC peaks were detected in the solutions containing (+)‐catechin and ellagic acid, as well as with malvidin‐3‐glucoside with ellagic acid and oak wood extract. Conclusions: Malvidin 3‐glucoside and (+)‐catechin and procyanidin B1 presented distinct behaviours during time in the presence of volatile and non‐volatile compounds from oak wood. Significance of the Study: This work points out the importance of oak wood components in the degradation of anthocyanins and tannins, as well as the reactions that occur during the ageing of red wine.     

Guaiacol and 4‐methylguaiacol accumulate in wines made from smoke‐affected fruit because of hydrolysis of their conjugates

Background and Aims: Taint in smoke‐exposed grapes have been associated with elevated levels of guaiacol and 4‐methylguaiacol. Previous research has reported guaiacol and 4‐methylguaiacol in both fruits and wines. In some cases, these compounds were not detected, or were detected at low levels in the fruit while high levels were subsequently identified during or after winemaking. Later research indicated that this was due to the presence of glycosidic conjugates. Here we report a method for the routine analysis of guaiacol and 4‐methylguaiacol released after acid hydrolysis of glycoside precursors. Methods and Results: Chardonnay, Merlot, Shiraz, Sangiovese and Cabernet Sauvignon fruits were collected following bushfire events in 2006–2007 in the King Valley wine region of NE Victoria, Australia. Gas chromatography‐mass spectrometry (GC‐MS) was used to detect free guaiacol and 4‐methylguaiacol in both fruits and wines. Low levels of free and bound forms were present in fruit not exposed to smoke. Substantial levels of free guaiacol and 4‐methylguaiacol were detected in the wines made from the smoke‐affected fruits. These compounds increased during bottle storage. Acid hydrolysis of wines and berries resulted in a several‐fold increase in free guaiacol and 4‐methylguaiacol. Conclusions: The validated GC‐MS method is suitable for monitoring free and glycosidically bound guaiacol and 4‐methylguaiacol after acid hydrolysis in both fruits and wines. Acid hydrolysis of wines provided evidence that bound volatiles, most probably glycosidically, act as reserve for guaiacol and 4‐methylguaiacol, which are released during ageing of wines. Significance of the Study: This is the first study published in a refereed journal to demonstrate that smoke taint‐associated volatiles increase during ageing of wine and bound forms of guaiacol and 4‐methylguaiacol represent an aroma reserve for smoke taint in ageing/bottled wines.     

3‐Chloropropane‐1,2‐diol (3‐MCPD) in Soy Sauce: A Review on the Formation,Reduction, and Detection of This Potential Carcinogen

Soy sauce, a dark‐colored seasoning, is added to enhance the sensory properties of foods. Soy sauce can be consumed as a condiment or added during the preparation of food. There are 3 types of soy sauce: fermented, acid‐hydrolyzed vegetable protein (acid‐ HVP), and mixtures of these. 3‐Chloropropane‐1,2‐diol (3‐MCPD) is a heat‐produced contaminants formed during the preparation of soy sauce and was found to be a by‐product of acid‐HVP‐produced soy sauce in 1978. 3‐MCPD has been reported to be carcinogenic, nephrotoxic, and reproductively toxic in laboratory animal testing and has been registered as a chemosterilant for rodent control. 3‐MCPD is classified as a possible carcinogenic compound, and the maximum tolerated limit in food has been established at both national and international levels. The purpose of this review is to provide an overview on the detection of 3‐MCPD in soy sauce, its toxic effects, and the potential methods to reduce its concentration, especially during the production of acid‐HVP soy sauce. The methods of quantification are also critically reviewed with a focus on efficiency, suitability, and challenges encountered in analysis.     

The detection of α‐dicarbonyl compounds in wine by formation of quinoxaline derivatives

A method to determine the most abundant α‐dicarbonyl compounds in wine was developed by reaction with 2,3‐diaminobenzene. Products such as quinoxaline derivatives were detected by high‐performance liquid chromatography (HPLC) or by gas chromatography with a mass‐selective detector (GC–MS) or a thermoionic detector (GC–NPD). HPLC and detection with a spectrophotometer (313 nm) were used for routine quantitative analysis of wines. The method is sensitive, linear and has good repeatability. Diacetyl, pentane‐2,3‐dione, glyoxal and methylglyoxal were quantified in a single run; these compounds are always encountered in wines, but levels vary with different types of wine and also during fermentation and maturation processes. A new dicarbonyl compound, phenylglyoxal, was found in wine. The evolution of dicarbonyl compounds during fermentation is reported in this paper. © 2000 Society of Chemical Industry     

Effect of micro-oxygenation on sensory characteristics and consumer preference of Cabernet Sauvignon wine

BACKGROUND: The main objective of this study was to improve the structure of a Cabernet Sauvignon red wine in a short period of time by micro‐oxygenation (MOX) at high rates (25 and 50 mL L^?1 month^?1), the effects of which were evaluated based on sensory characteristics and consumer preference. Sensory data were analysed by principal component analysis, discriminant analysis and ordinal logistic regression (OLR). RESULTS: MOX led to significant differences in the colour, colour stability and phenolic compounds of wine. Sensory characteristics also changed through MOX treatment, and wine experts were able to discriminate between MOX‐treated and untreated samples, with olfactory intensity, complexity, astringency and roundness being the main discriminating characteristics. Ordinal logistic regression enabled identification of the sensory characteristics that drove consumer preference. CONCLUSION: MOX at high rates improved the sensory characteristics of wine and may therefore be considered a valid technique for obtaining structured wines in a short period of time, i.e. within just a few months after the vintage. The results highlight the need for (i) careful selection of the MOX dosage rate and duration (the 25 mL L^?1 month^?1 dose for 6 days provided the best result) and (ii) continuous monitoring of the MOX treatment. Copyright © 2011 Society of Chemical Industry     

An α‐l‐rhamnosidase from Aspergillus awamori MTCC‐2879 and its role in debittering of orange juice

The extracellular α‐l ‐rhamnosidase has been purified by growing a new fungal strain Aspergillus awamori MTCC‐2879 in the liquid culture growth medium containing orange peel. The purification procedure involved ultrafiltration using PM‐10 membrane and anion‐exchange chromatography on diethyl amino ethyl cellulose. The purified enzyme gave single protein band in SDS‐PAGE analysis corresponding to molecular mass 75.0 kDa. The native PAGE analysis of the purified enzyme also gave a single protein band, confirming the purity of the enzyme. The K_m and V_max values of the enzyme for p‐nitrophenyl‐α‐l ‐rhamnopyranoside were 0.62 mm and 27.06 μmole min^?1 mg^?1, respectively, yielding k_cat and k_cat/k_m values 39.90 s^?1 and 54.70 mm ^?1 s^?1, respectively. The enzyme had an optimum pH of 7.0 and optimum temperature of 60 °C. The activation energy for the thermal denaturation of the enzyme was 35.65 kJ^?1 mol^?1 K^?1. The purified enzyme can be used for specifically cleaving terminal α‐l ‐rhamnose from the natural glycosides, thereby contributing to the preparation of pharmaceutically important compounds like prunin and l ‐rhamnose.