Oxidation aroma from

Recent studies on salmon flavors revealed that a single compound appears to be responsible for the characterizing cooked salmon flavor (39). The cooked salmon flavor compound was found to have an extremely low threshold, and was Initially detected only by odor assessment of a fraction eluting at Ig of 9.6-9.7 on a Carbowax 20M packed column when headspace volatiles were analyzed from canned salmon meat. Accelerated oxidation of salmon oil did not yield salmon-llke aromas before the development of fishy oxidized aromas. However, when salmon oil was coated onto Cellte supports, and allowed to oxidize at room temperature, a distinct salmon-loaf-llke aroma developed within 24 h after Initiation of oxidation. A variety of supports were evaluated In model systems with salmon oil for their ability to produce the salmon aroma compound. Odor assessments of the oxidizing systems Table II Indicated that a range of odors developed from salmon-loaf-llke to oxidized fishy aromas, and only the Cellte system provided the aroma. 

Lipid-derived volatile compoimds dominate the flavor profile of pork cooked at temperatures below 100°C. The large numbers of heterocyclic compounds reported in the aroma volatiles of pork are associated with roasted meat rather than boiled meat where the temperature does not exceed 100 C (34,35). Of flie volatiles produced by lipid oxidation, aldehydes are the most significant flavor compounds (35,36). Octanal, nonanal, and 2-undecenal are oxidation products from oleic acid, and hexanal, 2-nonenal, and 2,4-decadienal are major volatile oxidation products of linoleic acid. 

Finally, copper is not entirely inert during wort boiling and appears to catalyse oxidation reactions involving polyphenols, giving rise to greater colour in boiled worts than is the case with stainless steel. While this may not be desirable, the oxidation of some compounds with sulphydryl groupings in copper vessels is said to reduce undesirable sulphurous aromas from the final beer. 

Among the oxygenated sesquiterpenes (Fig. 96.12), the oxidation product from p-caryophyllene, caryophyllene oxide, is widespread in plants. Also spathulenol is a widespread sesquiterpene alcohol. For example, it occurs in German chamomile and together with y-eudesmol as major oil component in Eucalyptus oleosa [36]. Daucol and carotol are aroma components found in the fruit oils from carrots (Daucus carotd) [27]. 

The fishy aroma of seafood is incorrectly attributed to trimethyl amine. Flavor formation in fresh and saltwater fish results from complex enzymatic, oxidative, and microbial reactions of n-3 polyunsaturated fatty acid precursors (e.g., eicosapentaenoic acid) (69,70). Hence, fish flavor is mostly composed of non-characterizing planty or melon-like aromas from lipid-derived unsaturated carbonyl compounds. Examples are (Z)-l,5-octadien-3-one ( geranium-like ) in boiled cod (71) and (7i,Z)-2,6-nonadienal ( cucumber-like ) in boiled trout (72). 

During the oxidation process, leaf color changes from green to copper and a pleasant characteristic aroma develops. In most instances, the proper termination point is deterrnined by the skill of the process supervisor (tea maker) on whose judgment the value of the final product is highly dependent. However, some attempts to control a suitable end point by instmmental techniques have been made. The fermentation step is terrninated by firing (drying). 

Barrier plastics using oxifluorination are widely used for foods. With these, barriers are needed to protect them against spoilage from oxidation, moisture loss or gain, and changes or losses in favor, aroma, or color. Most plastics can be considered barrier types to some degree, but as barrier properties are maximized in one area (as the gases such as O2, N2, or CO2), such other properties as permeability and moisture resistance diminish. 

A review by Bailey and Swain ( ) cited several references which indicated nitrite was responsible for cured meat flavor. These same authors presented chromatograms of volatiles from cured and uncured hams and while the chromatograms were similar, some quantitative differences led to the conclusion that the major difference due to nitrite was its reactivity to retard lipid oxidation. Greene and Price ( ) suggested, however, that sodium chloride was the major factor responsible for cured meat flavor rather than sodium nitrite or an absence of lipid oxidation. It has been concluded from other recent work (2) that nitrite was necessary to produce a typical ham aroma and flavor as well as to retard the development of off-odors and flavors during storage of cooked cured meat. 

The organoleptic properties of black tea depend to a considerable extent on the astringency resulting from the interaction of caffeine with the oxidized galloyl ester of the flavanols. The aroma components of black tea also constitute a unique flavor profile that blends well with the taste of the nonvolatile materials. The caffeine provides a moderate level of stimulation, which adds further to the appeal of the beverage, although tea has been shown to provide relaxation as well as revival of character.119... 

Flavor is one of the major characteristics that restricts the use of legume flours and proteins in foods. Processing of soybeans, peas and other legumes often results in a wide variety of volatile compounds that contribute flavor notes, such as grassy, beany and rancid flavors. Many of the objectionable flavors come from oxidative deterioration of the unsaturated lipids. The lipoxygenase-catalyzed conversion of unsaturated fatty acids to hydroperoxides, followed by their degradation to volatile and non-volatile compounds, has been identified as one of the important sources of flavor and aroma components of fruits and vegetables. An enzyme-active system, such as raw pea flour, may have most of the necessary enzymes to produce short chain carbonyl compounds. 

Optically pure trans- and czs-linalool oxides, constituents of several plants and fruits, are among the main aroma components of oolong and black tea. These compounds were prepared from 2,3-epoxylinalyl acetate (9) (Scheme 17) [102]. The key step consist of a separation of the diastereomeric mixture of 9 by employing an epoxide hydrolase preparation derived from Rhodococcus sp. NCIMB 11216, yielding the product diol and remaining epoxide in excellent diastereomeric excess (de>98%). Further follow-up chemistry gave both linalool... 

CS018 Moon, ]. H., N. Watanabe, Y. Ijima, A. Yagi and K. Sakata. Cis-and trans-linalool 3,7-oxides and methyl salicylate glycosides and (Z)-3-hexenyl beta-D-glucopyranoside as aroma precursors from tea leaves of oolong tea. Biosci Biotech Biochem 1996 60(11) 1815-1819. 

White musts and wines made without maceration contain very low amounts of flavonoids. However, when making white wine from white grapes, skin contact at low temperature is sometimes performed before pressing and fermentation to increase extraction of volatile compounds and aroma precursors. After 4h of skin contact, the concentration of flavanol monomers and dimers in must was increased threefold. Delays between harvest and pressing, especially if sulfur dioxide is added to prevent oxidation, as well as thorough pressing, similarly result in increased concentrations of flavonoids in white musts and wines. " " ... 

Products of the LOX pathway or compounds formed by autoxidation of fatty acids (Scheme 7.2) are also important for leek aroma [31, 163]. Volatile compounds of the LOX pathway are not pronounced in the aroma profile of freshly cut leeks owing to a high content of thiosulfinates and thiopropanal-S-oxide [30]. In processed leeks that have been stored for a long time (frozen storage), however, these aliphatic aldehydes and alcohols have a greater impact on the aroma profile owing to volatilisation and transformations of sulfur compounds [31, 165]. The most important volatiles produced from fatty acids and perceived by GC-O of raw or cooked leeks are pentanal, hexanal, decanal and l-octen-3-ol (Table 7.5) [31, 35, 148, 163, 164]. 

Raw potato possesses little aroma. Approximately 50 compounds have been reported to contribute to raw potato aroma. Raw potatoes have a high content of LOX, which catalyses the oxidation of unsaturated fatty acids into volatile degradation products (Scheme 7.2) [187]. These reactions occur as the cells are disrupted, e.g. during peeling or cutting. Freshly cut, raw potatoes contain ( ,Z)-2,4-decadienal, ( ,Z)-2,6-nonadienal, ( )-2-octenal and hexanal, which are all products of LOX-initiated reactions of unsaturated fatty acids [188,189]. It is reported that two compounds represent typical potato aroma in raw potato methional and ( ,Z)-2,6-nonadienal [189]. Other important volatiles in raw potatoes produced via the LOX pathway are l-penten-3-one, heptanal, 2-pen-tyl furan, 1-pentanol and ( , )-2,4-heptadienal [189]. Pyrazines such as 3-iso-propyl-2-methoxypyrazine could be responsible for the earthy aroma of potato [35]. Some of the most important character-impact compounds of raw potatoes are summarised in Table 7.8. Aroma compounds from cooked, fried and baked potatoes have previously been reviewed [35]. 

The flavour of distillates from apple and pear is characterised by typical aroma compounds from these fruits formed by enzymatic degradation of fatty acids to C6-fragments like hexanol, trans-2-hexenol, as well as ethyl esters and acetates of hexanoic acid. In distillates of pears, especially of the variety Bartlett pear, the characteristic pear flavour is mainly dominated by the ethyl and methyl esters of frans-2-czs-4-decadienoic acid and trans-2-trans-A-decadienoic acid [27-29], The biogenesis of these monounsaturated, diunsaturated, and triunsaturated esters may be explained by -oxidation of unsaturated linoleic and linolenic acid in the fruits. The sesquiterpene compound a-farnesene, which is formed during postharvest ripening and storage of Bartlett pears [28], shows that quality and intensity of distilled pear spirits is mainly influenced by the quality and degree of ripeness of the fruits. 

Finally, the yeast Yarrowia lipolytica is able to transform ricinoleic acid (12-hydroxy oleic acid) into y-decalactone, a desirable fruity and creamy aroma compound however, the biotransformation pathway involves fi-oxidation and requires the lactonisation at the CIO level. The first step of fi-oxidation in Y. lipolytica is catalysed by five acyl-CoA oxidases (Aox), some of which are long-chain-specific, whereas the short-chain-specific enzymes are also involved in the degradation of the lactone. Genetic constructions have been made to remove these lactone-degrading activities from the yeast strain [49, 50]. A strain displaying only Aox2p activity produced 10 times more lactone than the wild type in 48 h but still showed the same growth behaviour as the wild type. 

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