Inactivation of lactococcal aromatic aminotransferase prevents the formation of floral aroma compounds from aromatic amino acids in semi-hard cheese

The enzymatic conversion of aromatic amino acids to aroma compounds plays a role in the formation of an undesirable floral aroma in Cheddar-like cheeses. In lactococci, the first step of aromatic amino acid degradation is a transamination, catalysed by an aromatic aminotransferase (AraT). We observed previously that in vitro, araT inactivation prevented degradation of aromatic amino acids and decreased degradation of Met and Leu. In this study we evaluated the effect of araT inactivation in Lactococcus lactis on flavour development in St. Paulin-type cheese. The degradation of amino acids was monitored by using radiolabelled amino acids and the volatile compounds formed were analysed by GC-MS. The development of cheese odour was also evaluated by sniffing. We confirmed that the availability of an -ketoacid acceptor for transamination is the first limiting factor for amino acid conversion to aroma compounds in cheese. In the presence of -ketoglutarate, araT inactivation greatly prevented formation of floral aroma compounds from aromatic amino acids while it did not affect the formation of volatile aroma compounds from branched-chain amino acids and methionine. However, the sensory analysis by sniffing did not reveal any significant effect of the gene inactivation although the odour of cheese made with the mutant tended to be less floral than that of cheese made with the wild type strain.     

Changes of organic acids,volatile aroma compounds and sensory characteristics of Halloumi cheese kept in brine

This study examines the changes in organic acids, volatile aroma compounds and sensory characteristics of ovine Halloumi cheese kept in brine (∼10% NaCl) at 4 °C for 45 days. The highest total score of the organoleptic assessment was observed at day 1, before storage in brine. During cheese storage, a large reduction of lactose was observed, especially in the first stages of storage while, concurrently, a significantly progressive increase in lactic and acetic acids was observed. Among the volatile aroma compounds determined were alcohols, aldehydes, ketones, acids, esters, hydrocarbons, sulphur compounds, as well as a variety of other compounds in very small quantities. Ethanol and acetic acid were the dominant volatile aromatic compounds and their concentrations increased during storage. The lipolysis of Halloumi cheese during storage was not excessive. The dominant free fatty acids were palmitic, oleic and acetic.     

玫瑰深加工产品关键香气成分的分析

采用顶空固相微萃取-气质联用定量与闻香仪相结合的方法,对包括细胞液、玫瑰纯露与玫瑰饮料在内的3种玫瑰深加工产品的关键香气成分进行了分析研究,并结合香气值理论,确定了玫瑰细胞液的关键香气成分为β-苯乙醇、香茅醇、香叶醇和丁子香酚;决定玫瑰纯露质量的主要风味化合物包括:β-苯乙醇、香茅醇、香叶醇、丁子香酚、芳樟醇和玫瑰醚;玫瑰饮料中4种主要呈香化合物分别为:β-苯乙醇、丁子香酚、香茅醇和芳樟醇。     

Interactions between non-volatile water-soluble molecules and aroma compounds in Camembert cheese

Interactions between selected aroma compounds and non-volatile water-soluble molecules were studied using dynamic headspace-gas chromatography. A model water-soluble extract (MWSE), previously constructed in gustatory and physico-chemical accordance with the crude Camembert cheese WSE, allowed the contribution of non-volatiles to the headspace composition of volatile compounds to be assessed. The presence of the MWSE increased the headspace concentration of 2-heptanone, 1-octen-3-ol and 3-methylbutanol, showing that these three volatile compounds were released by MWSE. Omission tests performed on MWSE allowed for the impact of each MWSE component on aroma compounds release to be determined. The releasing influence of minerals appeared as the main effect observed for the three volatiles, despite some retention phenomena due to other MWSE components also occurring. In the case of 2-undecanone, 2-nonanol, 2,4-dithiapentane and ethylhexanoate, which were not affected by the presence of MWSE, some significant compensatory effects were observed. Whereas amino acids had no significant effect, minerals might cause their release and the presence of peptides can either decrease or increase headspace concentration of aroma compounds. Possible antagonistic effects between MWSE components are discussed.     

Characterization of the key aroma compounds in beef extract using aroma extract dilution analysis

Aroma extract dilution analysis (AEDA) of an ether extract prepared from beef extract (BE) and subsequent identification experiments led to the determination of seven aroma-active compounds in the flavor dilution (FD) factor range of 32–128. Omission experiments to select the most aroma-active compounds from the seven aroma compounds suggested that 2,3,5-trimethyl pyrazine, 1-octen-3-ol, 3-methylbutanoic acid, and 4-hydroxy-2,5-dimethyl-3(2H)-furanone were the main active compounds contributing to the aroma of BE. Aroma recombination, addition, and omission experiments of the four aroma compounds in taste-reconstituted BE showed that each compound had an individual aroma profile. A comparison of the overall aroma between this recombination mixture and BE showed a high similarity, suggesting that the key aroma compounds had been identified successfully.     

Activation of remaining key enzymes in dried under-fermented cocoa beans and its effect on aroma precursor formation

Incubation-activation of remaining key enzymes in dried under-fermented cocoa beans and its effect on aroma precursor formation has been studied using defatted unfermented and partly fermented cocoa bean powders. Results of the study showed that aspartic endoprotease, carboxypeptidase and invertase were significantly inactivated during fermentation and drying, and the effect of fermentation was significantly lower than that of drying. The enzyme activities remaining in these beans were still sufficient to carry out enzymatic reaction during incubation. Peptide patterns, resulting from incubation of unfermented and partly fermented beans powders, were quite similar to the well-fermented patterns. Meanwhile, free amino acid concentrations of the unfermented beans were significantly increased during the first 4 h of incubation and then remained constant; however, with partly fermented beans, the formation continued and the hydrophobic and total free amino acid concentrations reached the value of well-fermented beans after 24 h of incubation. Reducing sugar concentrations of both unfermented and partly fermented cocoa beans could reach the level of well-fermented beans by incubation.     

Characterisation of the key aroma compounds in a freshly reconstituted orange juice from concentrate

Application of an aroma extract dilution analysis on the entire volatile fraction isolated from an orange juice freshly reconstituted from concentrate revealed 40 odour-active constituents in the flavour dilution (FD) factor range of 4–2,048. Among them, ethyl butanoate and linalool showed the highest FD factor of 2,048, followed by octanal with an FD factor of 512. Thirty-six of the 40 odour-active compounds detected could be identified, all of which have previously been reported as volatile constituents of various orange juices. Quantification of 17 key odorants by stable isotope dilution assays followed by a calculation of odour activity values (OAVs) on the basis of odour thresholds in water or citrate buffer (pH 3.8), respectively, revealed the following most important odorants in the overall aroma of the freshly reconstituted juice: (R/S)-linalool, (R)-limonene and (S)-ethyl 2-methylbutanoate with the highest OAVs (>1,000) followed by octanal, (R)-α-pinene, ethyl butanoate, myrcene, acetaldehyde, decanal and (E)-β-damascenone with OAVs > 100. A model mixture containing all 14 aroma compounds with OAVs > 1 in their actual concentrations in the juice showed a good similarity with the aroma of the original orange juice under investigation, thus corroborating that the key odorants of a freshly reconstituted orange juice were characterised for the first time.     

Identification of key aroma compounds generated from cysteine and carbohydrates under roasting conditions

 Application of the aroma extract dilution analysis to volatile fractions obtained from dry-heated (180  °C for 6 min on silica) mixtures of cysteine and ribose (I), glucose (II) or rhamnose (III) revealed the following compounds with the highest flavour dilution factors: 2-furfurylthiol (FFT) and 2-acetyl-2-thiazoline in I; 2-acetyl-2-thiazoline, 2-propionyl-2-thiazoline and FFT in II; 5-methyl-2-furfurylthiol, 4-hydroxy-2,5-dimethyl-3(2H)-furanone, 2-acetyl-2-thiazoline, 2-propionyl-2-thiazoline and (Z)-2-propenyl-3,5-dimethylpyrazine in III. A comparison of the data with results of previous studies, in which the same mixtures had been reacted under aqueous conditions (145  °C, 20 min) revealed that the dry-heating process favoured the formation of the roasty, popcorn-like smelling 2-acetyl- and 2-propionyl-2-thiazoline as well as the potato-chip-like 2-ethyl-3,5-dimethylpyrazine and 2,3-diethyl-5-methylpyrazine in all three reaction systems. 2-Ethenyl- and (Z)-2-propenyl-3,5-dimethylpyrazine, both having an intense roast potato smell were, however, selectively formed in the presence of ribose or rhamnose, respectively. Based on quantitative data, pathways generating the latter two pyrazines via their 1-desoxyosones as key intermediates are discussed. Received: 11 March 1998     

Microstructure,free amino acids and free fatty acids in Ras cheese

The physical state of the protein in Ras cheese has been followed by TEM and SEM in parallel with the chemical changes during maturation. The microstructure of young Ras cheese, by TEM, consists of casein micelles joined to form an open network, with some clustering of the micelles that appear, by SEM, as thin fibres aggregated into cross-linked elongated strands. At higher magnification, the casein fibres appear folded to include cavities.With further maturation to 4 months, the cheese matrix changed considerably by dissociation of the casein micelles to form a more homogeneous structure of sub-micelles, as seen by TEM, whilst SEM micrographs indicated that some protein fibres still existed.The protein breakdown, the accumulation of free amino acids and the liberation of free fatty acids in Ras cheese increased during maturation by decomposition of paracasein and cheese fat.Ras cheese is characterized as a compact body but can be viewed as an extensive inter-connection between the casein sheets in a cheese matrix and by a sharp flavour attributed to free glutamic acid and the presence of butyric, caprylic and caproic (free volatile) fatty acids.     

Effect of polyphenols on the perception of key aroma compounds from Sauvignon Blanc wine

Background and Aims:  Sensory wine research has mainly focused on the role of volatile compounds and their contribution to the aroma profile. Wines also contain polyphenolic compounds, which are not volatile. This research begins to investigate the interactions of volatile and non-volatile wine compounds and the consequential effects on sensory perception of aroma.
Methods and Results:  Trained panellists of this study measured the perception of four aroma compounds (isobutyl methoxypyrazine, 3-mercaptohexanol, 3-mercaptohexanol acetate and ethyl decanoate) in wine. Panellists assessed the four compounds in combinations with three polyphenols (catechin, caffeic acid and quercetin) commonly found in white wine. The perception of isobutyl methoxypyrazine, 3-mercaptohexanol and ethyl decanoate was largely suppressed by the added polyphenols, while the perception of 3-mercaptohexanol was accentuated with the addition of caffeic acid. Of the three polyphenols, only catechin had a slight effect of accentuating the mercaptohexanol acetate perception.
Conclusions:  Results showed each polyphenol had a unique effect when blended with a specific aroma compound, either suppressing, accentuating or showing little effect on the perception of the aroma compounds.
Significance of the Study:  Understanding these interactions can assist winemakers in managing polyphenol levels to optimize selected volatile compounds to achieve desirable aroma profiles.     

Identification of aroma compounds in Parmigiano-Reggiano cheese by gas chromatography/olfactometry

The volatile compounds in Parmigiano-Reggiano cheese were isolated by solvent extraction/high vacuum distillation, followed by separation into acidic, basic, water-soluble, and neutral fractions. The neutral fraction was further fractionated by a normal-phase liquid chromatography. Aroma compounds were identified using gas chromatography/Osme-mass spectrometry and confirmed with retention index of standards. Butanoic, hexanoic, octanoic, and decanoic acids are the major free fatty acids contributing to cheesy, lipolyzed aroma. Ethyl butanoate, ethyl hexanoate, ethyl octanoate, ethyl propanoate, ethyl pentanoate, ethyl heptanoate, and ethyl decanoate are the major esters contributing to fruity aroma. 2-Methylbutanal, 3-methylbutanal, 2,4-hexadienal, 2-butenal, pentanal, hexanal, heptanal, diacetyl, phenylacetaldehyde, dimethyltrisulfide, and methional were identified to be odor-active. It was found that 2,3-dimethylpyrazine, 2,6-dimethyl-pyrazine, 2,5-dimethyl-3-ethylpyrazine, trimethyl-pyrazine, 5-ethyl-2-methylpyridine, 2,3-dimethyl-5-ethylpyrazine, 2,3,5-trimethyl-6-ethyl-pyrazine, furfural, and 2-furanmethanol contribute to the nutty, roasted aroma in this cheese.     

Characterization of key aroma compounds in a representative aromatic extracts from citrus and astragalus honeys based on aroma extract dilution analyses

The aroma and aroma-active compounds of astragalus and citrus honeys were determined by GC-MS-olfactometry (GC-MS-O). The honey extracts were obtained by two different extraction techniques including liquid–liquid extraction (LLE) and solid phase extraction (SPE), and compared to determine the more representative odour aromatic honey extract. According to sensory analysis, the aromatic extract (40 g honey with 22 mL water) obtained by LLE was the most similar of honey odour. The amount of aroma compounds of citrus honey (14391.6 µg kg^?1) was higher than astragalus honey (4270.1 µg kg^?1). Terpenes and acids in citrus honey and esters and aldehydes in astragalus honey were the most dominant aroma compounds. Aroma extract dilution analysis (AEDA) was used to determine the aroma-active compounds of honey samples. By application of AEDA on the aromatic extracts isolated by LLE, 12 aroma-active compounds in astragalus honey and 23 in citrus honey could be detected within a flavour dilution (FD) factor range of 8–128. On the basis of the FD factor, phenylethyl alcohol in both honeys was the most powerful key compound and was described as the flowery odour.     

The key aroma compounds and sensory characteristics of commercial Cheddar cheeses

To study the key aroma components and flavor profile differences of Cheddar cheese with different maturity and from different countries, the flavor components of 25 imported commercial Cheddar cheese samples in the China market were determined by gas chromatography-mass spectrometry. The quality and quantity of 40 flavor compounds were analyzed by gas chromatography-olfactometry among 71 aroma compounds determined by gas chromatography-mass spectrometry. Combined with odor activity value calculation, principal component analysis (PCA) was conducted to analyze the relationship among 26 flavor compounds with odor activity values >1 and the maturity of Cheddar cheese. The PCA results showed significant differences between the group of mild Cheddar cheese and the groups of medium Cheddar cheese and mature Cheddar cheese, and no significant differences were observed between medium Cheddar cheese and mature Cheddar cheese. According to the results of PCA and consumers' preference test, representative Cheddar cheese samples with different ripening times were selected for the flavor profile analysis. Partial least squares regression analysis was conducted to obtain the relationship between sensory properties and flavor compounds of different Cheddar cheeses. Based on partial least squares regression analysis, 1-octen-3-one, hexanal, acetic acid, 3-methylindole, and acetoin were positively correlated with milky, sour, and yogurt of mild Cheddar cheese. Dimethyl trisulfide, phenylacetaldehyde, ethyl caproate, octanoic acid, and furaneol and other compounds were positively correlated with fruity, caramel, rancid, and nutty notes of the medium and mature Cheddar cheeses.     

Composition and aroma compounds of Ragusano cheese: native pasture and total mixed rations

Raw milk from 13 cows fed TMR supplemented with native pasture and from 13 cows fed only TMR on one farm was collected separately 4 times with an interval of 15 d between collections. Two blocks (14 kg each) of cheese were made from each milk. The objective was to determine the influence of consumption of native plants in Sicilian pastures on the aroma compounds present in Ragusano cheese. Milk from cows that consumed native pasture plants produced cheeses with more odor-active compounds. In 4-mo-old cheese made from milk of pasture-fed cows, 27 odor-active compounds were identified, whereas only 13 were detected in cheese made from milk of total mixed ration-fed cows. The pasture cheeses were much more rich in odor-active aldehyde, ester, and terpenoid compounds than cheeses from cows fed only total mixed ration. A total of 8 unique aroma-active compounds (i.e., not reported in other cheeses evaluated by gas chromatography olfactory) were detected in Ragusano cheese made from milk from cows consuming native Sicilian pasture plants. These compounds were 2 aldehydes ([E,E]-2,4-octadienal and dodecanal), 2 esters (geranyl acetate and [E]-methyl jasmonate), 1 sulfur compound (methionol), and 3 terpenoid compounds (1-carvone, L(-) carvone, and citronellol). Geranyl acetate and (E)-methyl jasmonate were particularly interesting because these compounds are released from fresh plants as they are being damaged and are part of a possible plant defense mechanism against damage from insects. Most of the odor-active compounds that were unique in Ragusano cheese from pasture-fed cows appeared to be compounds created by oxidation processes in the plants that may have occurred during foraging and ingestion by the cow. Some odor-active compounds were consistently present in pasture cheeses that were not detected in the total mixed ration cheeses or in the 14 species of pasture plants analyzed. Either these compounds were present in other plants not analyzed, created in the rumen or in cheese after the pasture-plant material had been consumed, or the compounds were lost in the method of sample extraction used for the plant analysis (i.e., steam distillation) versus the solid-phase microextraction method used for the cheeses. This research has demonstrated clearly that some unique odor-active compounds found in pasture plants can be transferred to the cheese.     

Comparison of aroma properties of infant formulas: Differences in key aroma compounds and their possible origins in processing

Aroma is an important attribute of infant formula (IF). In this study, 218 volatiles and 62 odor-active compounds were detected from IF by dynamic headspace sampling combined with comprehensive 2-dimensional gas chromatography-olfactometry-mass spectrometry. Aldehydes and ketones were determined as the most abundant odor-active compounds. Among them, the contents of pentanal and hexanal were the most abundant, while 1-octen-3-one had the highest flavor dilution factor and odor activity value in most of the IF. Sensory evaluation and electronic nose analysis showed that the skimming process, the fatty acid composition, and powdered or liquid milk base used for the production of IF may be important factors resulting in their differences in aroma profiles and compounds. These differences were assumed to be mainly ascribed to the Maillard reaction and lipid oxidation, which were largely influenced by the temperature and water activity.     

Sensory aroma from Maillard reaction of individual and combinations of amino acids with glucose in acidic conditions

The aroma produced in glucose–amino acids (individual and in combination) Maillard reaction, under acidic conditions at 100 °C were determined and compared by trained panellist. Proline produced pleasant, flowery and fragrant aroma. Phenylalanine and tyrosine produced dried roses aroma. Alanine produced fruity and flowery odour, while aspartic acid and serine both produced pleasant, fruity aroma. Arginine, produced a pleasant, fruity and sour aroma at pH 5.2, but not at its natural pH. Glycine, lysine, threonine and valine produced a pleasant caramel-like odour. Isoleucine and leucine gave off a burnt caramel aroma. Methionine developed a fried potato odour. Cysteine and methionine produced savoury, meaty and soy sauce-like flavours. A combination of these amino acids produced different types of aroma, with the stronger note dominating the odour of the mixture. This study will help the prediction of flavour characteristics of hydrolysates from different protein sources.     

Flavoromics approach to identifying the key aroma compounds in traditional Chinese milk fan

To determine the key aroma compounds in Chinese milk fan cheese, samples from 6 of the most popular handmade milk fan workshops in Yunnan province of China were analyzed by gas chromatography-mass spectrometry (GC-MS), gas chromatography-olfactometry (GC-O), sensory evaluation, aroma recombination and omission experiments. Seventy-one aroma compounds were identified by GC-MS, and 31 odor-active compounds were detected by GC-O. The relationships between the 31 odor-active compounds and 10 sensory evaluation properties were explored by partial least squares discriminant analysis. The results identified 23 initial key aroma compounds, which were used to simulate the aroma profile of milk fan in aroma recombination experiments. Aroma omission experiments identified propanoic acid, butanoic acid, octanoic acid, octanal, nonanal, 2-nonanone, and ethyl hexanoate as the key aroma compounds. Propanoic acid and butanoic acid contributed to cheese and rancid aromas, octanal and nonanal to the fat aroma, octanoic acid and 2-nonanone to the cheese aroma, and ethyl hexanoate to the fruity aroma of milk fan.