• 专利附录
  • 专利说明
  • 权利要求
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    • 专利摘要:
    The present invention concerns an alcohol free or low alcohol fermented malt based beverage having an alcohol content of not more than 1.0 vol.%, preferably not more than 0.7 vol.%, having an aroma profile close to the one of alcoholic lager beers, characterized in that, it comprises 7.00-30.00 ppm ethyl acetate and 0.01 -0.20 ppm ethyl butyrate. It preferably also comprises the following esters : 0.05 -2.00 ppm (iso)amyl acetate; 0.01 -0.1 0 ppm ethyl butyrate; 0.01 -0.05 ppm ethyl hexanoate; And the following hig her alcohol : 5.00-30.00 ppm (iso-)amyl alcohol, wherein (iso)amyl alcohol is defined as the sum of 3-methyl butanol and 2-methyl butanol.
    公开号:AU2012366839A1
    申请号:U2012366839
    申请日:2012-12-21
    公开日:2014-07-17
    发明作者:Bart Vanderhaegen
    申请人:Anheuser Busch InBev SA；
    IPC主号:C12C12-04
    专利说明:
    WO 2013/107598 PCT/EP2012/076572 Low alcohol or alcohol free fermented malt based beverage and method for producing it 5 Technical Field The present invention relates to a low alcohol or alcohol free fermented malt based beverage, such as beer having a flavour profile very close to regular lager beer. The present invention also concerns a method for producing such malt based beverage. 10 Background for the invention Low alcohol or alcohol free beers have different definitions depending on the national legislation of the different States. In the context of the present invention, a "low alcohol beer" is defined as a beer having an alcohol content of not more than 1.0 vol.%, and an 15 "alcohol free beer" as a beer having an alcohol content of not more than 0.1 vol.%. The present invention concerns both types of beers, jointly referred to in the following as "NA beers", and including beers with even lower alcohol contents of not more than 0.05 vol.%. Attempts to produce NA beers having a flavour profile close to regular lager beers have had limited success in the past. The present invention also relates to fermented malt based 20 beverages having an alcohol content of not more than 0,7 vol.%, preferably not more than 0,05 vol.%, and even more preferably not more than 0,05 vol.%. One way of producing NA beer or fermented malt based beverages is to carry out normal fermentation of the wort and to remove the alcohol by distillation, evaporation, dialysis, or 25 reverse osmosis techniques. These techniques involve high capital or energy costs, and WO 2013/107598 PCT/EP2012/076572 have limited production rates. For example, DE202005021293U1 discloses such method for the production of non alcoholic Weissbier. Alternatively, so called cold contact fermentation, as described e.g., in US6689401 and 5 US5346706, allows to reduce the fermentation rate of sugars in contact with yeast, whilst by-products provided by the yeast are still present as in alcoholic lager beers, giving a distinct aroma thereto. NA beers produced by cold contact brewing, however, generally show an excess sweetness due to the presence of considerable amounts of unfermented sweet sugars. The expression "cold fermentation" has a well established and specific 10 meaning to the person skilled in the art. Cold fermentation is a specific type of interrupted fermentation, as explained e.g., in the "Handbook of Brewing: Process, Technology, Markets", H.M. Ejlinger, Ed., Wiley-VCH (2009), pp. 238-239, wherein it is stated that "The beer is not entirely fermented during the biological procedure, but fermentation is interrupted 15 when the desired alcoholic content is reached. This is referred to as interrupted fermentation. If the fermentation takes place at particularly low temperatures, the method used is called the yeast cold contact process. [...] As fermentation is interrupted at a desired alcoholic content, the beers receive a high fraction of non-fermented residual extracts -a fact that is reflected in their taste and flavour. These beers can show a sweet, worty character as well as a light body". 20 In some cases, the alcohol content of a beer needs be reduced by diluting it with water, with the obvious detrimental consequences on taste if too much water is needed to attain the target alcohol content (cf. e.g., US4970082). 25 It is a recurrent problem that low alcohol and alcohol free beers fails to reach a flavour profile comparable with the one of alcoholic lager beers. This is of course due to the differing production methods which, besides the lower amount of ethanol, also yield a differing concentration profiles of other components which are recognized as contributing to the overall flavour profile of a beer, such as esters, higher alcohols, sugars, and the like. 30 Generally, regardless of whether low alcohol amounts are obtained by vacuum evaporation or by cold fermentation, the amounts of flavouring compounds produced by yeast are much lower than in alcoholic beers, giving a rather flat taste (or flat flavour profile), and an 2 WO 2013/107598 PCT/EP2012/076572 excess of sweetness for cold fermented NA beers. .Flavouring compounds need be added separately to yield a more "beer like" flavour profile. As illustrated in Figure 7(a), flavouring compounds can be condensed from the vapour phase of the vacuum evaporation step. Alternatively or in combination therewith, individual flavouring compounds, in particular 5 esthers and higher alcohols, can be purchased and added in the desired amounts to modify the flavour profile of a NA-beer. US61 62360 discloses an alternative method for modifying the taste profile of a NA-beer, by contacting one side of a semi-permeable membrane with a fully aromated beer, and the other surface of said membrane with the NA beer to "re flavour". A fraction of the flavouring compounds of the fully aromated beer permeate 10 through the semi-permeable membrane and reach the NA-beer. The sensorial or flavour profile of a beer is detected by the tongue, which is sensitive to tastes such as sweetness, saltiness, sourness, and bitterness, as well as by the nose, which is sensitive to aromas. Since the nasal passage is connected to the throat and tongue, beer 15 aroma volatile compounds are not only sniffed by the nose directly from the headspace above the glass but also through the mouth and throat, thus largely contributing to the overall sensorial or flavour profile of beers. Many components contribute to the aroma profile, which strongly interact with one another. Although said interactions are quite complex and poorly known, it is generally accepted that esters and higher alcohols yield a 20 major contribution to the aroma of a beer. In particular, esters such as ethyl acetates (alcoholic, sweet) and so called isoamyl acetates, which are a mixture of 2-methylbutyl acetate and 3-methylbutyl acetate (banana, fruitiness), and higher alcohols such as (iso)amyl-, alkyl-, phenyl-alcohols, and the like, are particularly important for the aroma perception of a beer. A higher alcohol is meant here, as well known in the art, to refer to an 25 alcohol having a molecular weight higher than ethanol. Since esters are formed from their respective alcohols, amending the beer production process may vary the esters concentrations. It has therefore been proposed to simply compare the esters and higher alcohols concentration profiles between alcoholic and non 30 alcoholic beers, and modify the latter to match the concentration profiles of the alcoholic 3 WO 2013/107598 PCT/EP2012/076572 lager beers. Surprisingly, however, this solution yields very disappointing results with flavour profiles of thus modified NA beers totally distinct from the ones of alcoholic lager beers. 5 The substantially lower amount of ethanol in NA beers affects the taste and aroma profile because the NA beer lacks the warming character, often referred to as 'alcoholic', conferred by ethanol present in alcoholic lager beers at levels at least two orders of magnitude higher than any other alcohol. The (quasi-) absence of ethanol, however, also affects the aroma profile of NA-beers by amending the partitioning of flavour components between the liquid 10 beer, foam and the headspace above the beer. In other words, the amount of ethanol in a beer affects the release rate of aroma volatile compounds contained therein and thus substantially modifies the aroma profiles of NA beers. This explains, at least partly, why matching the concentration profiles in esters and higher alcohols of NA beers to the ones of alcoholic lager beers did not work. It must be accepted that the lack of ethanol in NA 15 beers upsets the whole aroma profile in a way that is poorly defined and many brewers struggle to identify how to restore the aroma profile of NA beers to levels comparable with the ones of alcoholic lager beers. The present invention proposes an alcohol free or low alcohol fermented malt based 20 beverage having an aroma profile, and overall sensorial profile; close to profiles typical of alcoholic lager beers. Summary of the invention The present invention is defined in the appended independent claims. Preferred 25 embodiments are defined in the dependent claims. In particular, the present invention concerns an alcohol free or low alcohol fermented malt based beverage such as beer having an alcohol content of not more than 1.0 vol.%, 4 WO 2013/107598 PCT/EP2012/076572 preferably not more than 0.7 vol.%, characterized in that it comprises 7.00-30.00 ppm ethyl acetate and 0.01 -0.20 ppm ethyl butyrate. In a preferred embodiment, the NA-beer of the present invention further comprises one or 5 more of the following esters: (a) 8.00-28.00 ppm ethyl acetate, preferably 13.00-22.00 ppm, more preferably 15.00-20.00 ppm; (b) 0.05-2.00 ppm isoamyl acetate (=2-methylbutyl acetate + 3-methylbutyl acetate), preferably 0.08-0.85 ppm, more preferably 0.27-0.65 ppm, most 10 preferably 0.31-0.49 ppm; (c) 0.01-0.10 ppm ethyl butyrate, preferably 0.02-0.05 ppm, more preferably 0.028-0.045 ppm, most preferably 0.03-0.04 ppm; (d) 0.01 -0.05 ppm ethyl hexanoate, preferably 0.015-0.04 ppm, more preferably 0.02-0.03 ppm, most preferably 0.023-0.027 ppm; 15 And/or the following higher alcohol: (w) 5.00-30.00 ppm (iso-)amyl alcohol, preferably 10.00-25.00 ppm, more preferably 12.00-22.00 ppm, most preferably 14-20 ppm. Wherein a higher alcohol is defined as n alcohol of molecular weight higher than ethanol. 20 The beverage of the present invention preferably further comprises the following ester: (e) 0.005-0.4 ppm phenylethyl acetate, preferably 0.08-0.15 ppm; And one or more of the following higher alcohols: (x) 0.85-5.00 ppm phenylehtyl alcohol; (y) 1.65-5.05 ppm isobutanol; 25 (z) 3.80-24.00 ppm propanol . The present invention also concerns a method for producing an alcohol free or low alcohol fermented malt based beverage having an alcohol content of not more than 1.0 vol.%, preferably not more than 0.7 vol.%, comprising the following steps: 5 WO 2013/107598 PCT/EP2012/076572 (a) Preparing a malt based beverage having an alcohol content of not more than 1.0 vol.%, preferably not more than 0.7 vol.% by fermenting a malt suspension; (b) Measuring the contents of ethyl acetate and ethyl butyrate in the thus obtained beverage; and 5 (c) Adding to or extracting from said beverage: * ethyl acetate until an ethyl acetate content comprised between 7.00 and 30.00 ppm is obtained, and * ethyl butyrate until an ethyl butyrate content comprised between 0.01 and 0.20 ppm is obtained. 10 An alcohol content of not more than 1.0 vol.%, preferably not more than 0.7 vol.% in the beverage prepared in step (a) may be obtained by stopping the fermentation process, or by extracting ethanol from a fermented beverage. 15 In a preferred embodiment, the contents obtained in the beverage prepared in step (a) are measured for the following compounds: isoamyl acetate (=2-methylbutyl acetate + 3 methylbutyl acetate), ethyl butyrate, ethyl hexanoate, and (iso-)amyl alcohol, and the contents of each of the foregoing compounds is modified by addition or extraction such as to reach the following concentrations: 20 0 0.05-2.00 ppm isoamyl acetate, preferably 0.08-0.85 ppm, more preferably 0.27-0.65 ppm, most preferably 0.31-0.49 ppm; * 0.01-0.10 ppm ethyl butyrate, preferably 0.02-0.05 ppm, more preferably 0.03-0.04 ppm; * 0.01-0.05 ppm ethyl hexanoate preferably 0.015-0.04 ppm, more preferably 25 0.02-0.03 ppm, most preferably 0.023-0.027 ppm; and/or * 5.00-30.00 ppm (iso-)amyl alcohol, preferably 10.00-25.00 ppm, more preferably 12.00-22.00 ppm, most preferably 14-20 ppm. 6 WO 2013/107598 PCT/EP2012/076572 It is preferred that the content of ethyl acetate in the beverage be modified such as to obtain a concentration of ethyl acetate comprised between 8.00 and 28.00, preferably between 13.00 and 22.00, more preferably between 15.00-20.00 ppm. 5 The contents obtained in the beverage prepared in step (a) are preferably measured for the following compounds: phenylethyl acetate, phenyl alcohol, isobutanol, and propanol, and the contents of each of the foregoing compounds may be modified by addition or extraction such as to reach the following concentrations: * 0.005-0.4 ppm phenylethyl acetate, preferably 0.05-0.15 ppm; 10 0 0.85-5.00 ppm phenylehtyl alcohol; * 1.65-5.05 ppm isobutanol; * 3.80-24.00 propanol. Brief description of the Figures 15 For a fuller understanding of the nature of the present invention, reference is made to the following detailed description taken in conjunction with the accompanying drawings in which: Figure 1: shows the main steps of a beer brewing process. Figure 2: shows graphically the contents in a series of NA beers available on the market of 20 (a) ethyl acetate, (b) isoamyl acetate, (c) ethyl butyrate, (d) ethyl hexanoate, (e) amyl alcohol. Figure 3: shows graphically the relative contents of a number of aroma volatile compounds of NA beers according to the present invention compared with an alcoholic lager beer. 25 Figure 4: shows the evolution of ai of a given volatile aroma component as a function of the ethanol content in the NA beer relative to the target alcoholic beer. Figure 5: shows graphically the flavour threshold of flavouring compounds determined in alcoholic beer and in water. 7 WO 2013/107598 PCT/EP2012/076572 Figure 6: compares graphically the concentration profile of the present invention with the concentrations of NA beers disclosed in US61 62360. Figure 7: illustrates two embodiments for the production of NA beer with the claimed flavour profile. 5 Detailed description of the invention The fermented malt based beverage of the present invention has an alcohol content of not more than 1.0 vol.%, preferably not more than 0.7 vol.%, and may even have alcohol contents of not more than 0.1 vol.% or even 0.05 vol.% with a flavour profile which remains 10 very close to normal lager beer. The flavour profile of a beer is a very complex issue dependent on taste and aroma profiles and is usually assessed by a panel of experts marking several dozens of parameters such as sweetness, fruitiness, bitterness, after bitterness, caramel note, worty note, and the like. Although some flavour characteristics may be associated with a specific component, such as bitterness being associated with the 15 presence of hops, the overall flavour profile is beyond a full understanding, as there are a myriad of parameters controlling it: types and contents of the components used, time temperature profiles, pH, etc. Any change in one of said parameters, affects the overall flavour profile of a beer. The present invention focuses on the matching of the aromas profile of NA beers with the one of traditional alcoholic lager beers. 20 A typical brewing process involves the main steps schematically depicted in Figure 1. Malt (21) is mashed in a mash tun (1) to transform starch into sugars. It is possible to add thereto grain grits (22) previously cooked in a cereal cooker (2). When mashing is over, mixture is transferred to lautering where the solid phase is separated from the liquid wort 25 (23), the latter being loaded in a copper (3), sometimes also called kettle. The wort is boiled and hops (24) are added, giving to beer its distinct bitter taste. During this stage, many reactions, such as Maillard reactions, occur, developing various flavours and aroma characteristic of each beer. At the end of the boil, the hopped wort is clarified and cooled 8 WO 2013/107598 PCT/EP2012/076572 down prior to transferring it into a fermentation tank (4) where the fermentable sugars, in presence of yeast (25), will be transformed into alcohol and CO 2 . After fermentation is completed, the liquid is conditioned for several days or even weeks in conditioning tanks (5) until the beer has matured and is ready to be bottled or transferred into kegs (6). 5 The alcohol content in the beer can be decreased either by interrupting the fermentation process, or by ethanol extraction from a fully fermented beer. In the former case, the esters and higher alcohols concentration profiles will differ more from the concentrations profiles of an alcoholic beer than in the latter technique. This is not to say, however, that the 10 flavour profile of a non-alcoholic beer processed by ethanol extraction is closer to the one of an alcoholic lager beer, than a non-alcoholic beer obtained by interruption of the fermentation. Indeed, a non-alcoholic beer is generally characterized by a lower ethanol concentration and higher sugars contents than alcoholic lager beers. Decreasing the ethanol content and increasing sugars contents generally accelerates the release rates of 15 most esters and higher alcohols -herein referred to in combination as 'aroma volatile compounds'- into the foam and headspace above the beer, thus increasing their intensity in the overall flavour profile detected by a consumer. This explains why matching the concentration profiles of the various aroma volatile compounds with the one of typical alcoholic lager beers did not yield the expected flavour profiles. If the intensity of an aroma 20 volatile compound is higher in an NA beer than in an alcoholic lager beer, its concentration should be decreased accordingly to match the aroma profile of said alcoholic lager beer. The release rate of each ester and higher alcohol varies differently as a function of the sugars and ethanol concentrations in beer. Figure 5 illustrates the flavour threshold of a 25 series of flavouring compounds when present in alcoholic beer, and in water. Such results are generated by test panels tasting a number of mixtures with increasing concentration of a given flavouring compound. It can be seen that the flavour threshold of a flavouring compound in water (white columns) can be three orders of magnitude lower than in beer (shaded columns) (note that the scale of the ordinate axis is logarithmic). For example, 30 ethyl butyrate has a flavour threshold of 0.4 ppm in beer, but 0.001 ppm (= 1 ppb) is 9 WO 2013/107598 PCT/EP2012/076572 sufficient to be detected in water. The flavour threshold of a given flavouring compound in any NA beer (of lower ethanol content) is comprised between the values indicated in Figure 5 determined in alcoholic beer and in water, respectively. 5 Figure 3 illustrates graphically an example of concentration profiles of various (a) esters and (b) alcohols in a NA beer according to the present invention (Figure 3, grey columns) relative to the corresponding average concentrations in alcoholic beers measured in a selection of lager beers (Figure 3, white columns set at 100%). The results illustrated in Figure 3 were obtained with a series of tasting sessions by an experts panel following an 10 experimental design. The error bars represent the concentrations standard deviations of the various alcoholic beers taken as references and of the results given by the members of the panel. It can be seen that the concentration profiles of aroma volatile compounds in NA beers have lower values than in alcoholic beers, in order to take account of the higher release rates triggered by the higher amounts of sugars and lower content of ethanol in the 15 former. A concentration reduction factor, ai, can also be estimated for each aroma volatile compound, i, defined as the ratio of the concentration of an aroma volatile compound, i, in NA beer to the concentration thereof in a typical alcoholic beer. The concentration reduction factors, ai, are indicated on top of the grey columns in Figure 3, for each aroma volatile compound. It can be seen that each aroma volatile compound has a different 20 concentration reduction factor, depending on the effect the higher sugars and lower ethanol contents in NA beers has on the magnitude of the release rate variations of each aroma volatile compound. The concentration reduction factors, ai, vary from 22% to 88% for esters (Figure 3(a)) and from 21% to 97% for higher alcohols (Figure 3(b)). It must be noted that the concentration reduction factors, aj, are not universal magnitudes, and their values 25 depend inter a/ia on the ethanol concentration and sugars contents in a given non alcoholic beer. Figure 4 illustrates schematically how various aroma volatile compounds, Ei = Ei, E 2 , E 3 ... can have different values of their concentration reduction factor, ai, depending on the 30 amount of ethanol (EtOH) in the beer. In order to obtain a dimensionless abscissa, the 10 WO 2013/107598 PCT/EP2012/076572 ethanol content in NA beer is normalized with respect to the ethanol content in the target alcoholic beer, EtOHNA / EtOHAlc. The curves Ei, E 2 , E 3 of Figure 4 can be constructed by introducing the values of ai determined for each volatile aroma compound for different values of the relative ethanol content EtOHNA / EtOHAlc. In the Example illustrated in 5 Figure 3, it can be seen that the ethanol ratio, EtOHNA / EtOHAlc= 10% (cf. Figure 3(b)). The white circles illustrate the principle of this exercise for EtOHNA / EtOHAlc = 10% as they were determined in Figure 3. A similar exercise with an experts panel can be repeated for different values of the relative ethanol content, until the shapes of the various curves can be interpolated. All the curves substantially reach the value (1,1) (top right of the 10 graph), because the influence of ethanol content on the release rate of the various volatile aroma compounds seems to be dominant over the influence of other components. These curves are important, as they can be used as master curves giving relevant indications on the amounts of the different volatile aroma compounds needed to produce a NA beer of given ethanol content, which aroma profile matches any alcoholic beer taken as target. 15 The contribution of ethyl acetate is considered to be particularly important in the overall flavour profile of NA beers, since this ester formed from ethanol somehow compensates for the loss of 'alcoholic' aroma or 'warming character' of NA beers attributed to the lower ethanol contents. Furthermore, ethyl acetate is relatively hydrophilic and its release rate is 20 therefore not substantially increased by the lower content of ethanol. It can be seen in the example represented in Figure 3, that this is confirmed by a concentration reduction factor, a = 88% for ethyl acetate. According to the present invention, ethyl acetate should be present in a NA beer in a concentration ranging from 7.00 and 30.00 ppm. 25 Table 1 lists the concentrations of a number of aroma volatile compounds measured on a selection of non-alcoholic beers available on the market, marked as comparative examples (= CEX) and of two concentrations profiles according to the present invention marked as examples (= EX). It is surprising to observe that all the comparative beers on the market comprise relatively small amounts of ethyl acetate, with a maximum of 6.6 ppm in CEX14 30 and with contents below detection threshold in CEX5, 6, and 10. The ethyl acetate 11 WO 2013/107598 PCT/EP2012/076572 concentrations measured in the comparative beers are represented graphically in Figure 2(a). The columns marked in black are out of the scope of the present invention, which is the case of all of CEXI-20 with concentrations below the lower boundary of 7.00 ppm of the present invention indicated with a thick solid line. It is preferred that a NA 5 beer according to the present invention comprises 8.00-28.00 ppm ethyl acetate, preferably 13.00-22.00 ppm, more preferably 15.00-20.00 ppm. Table 1: concentrations of aroma volatile compounds in NA beers according to the present invention (= EX) and measured on a selection of NA beers available on the market (= CEX) ethyl isoamyl ethyl ethyl amyl acetate acetate butyrate hexanoate alcohol EX1 16,900 0,590 0,037 0,030 16,730 EX2 18,130 0,210 0,034 0,021 14,640 CEX1 0,900 0,000 0,000 0,012 6,000 CEX2 1,400 0,000 0,000 0,013 7,000 CEX3 1,200 0,000 0,000 0,012 5,000 CEX4 1,200 0,000 0,000 0,012 5,000 CEX5 0,000 0,000 0,000 0,000 0,000 CEX6 0,000 0,000 0,000 0,000 1,000 CEX7 0,300 0,300 0,000 0,022 4,000 CEX8 3,900 0,500 0,028 0,028 6,000 CEX9 1,600 0,300 0,021 0,024 9,000 CEX10 0,000 0,000 0,000 0,000 2,000 CEX11 0,100 0,000 0,000 0,012 2,000 CEX12 0,100 0,400 0,000 0,178 3,000 CEX13 0,000 0,000 0,000 0,011 1,000 CEX14 6,600 0,800 0,020 0,022 16,000 CEX15 6,100 0,700 0,028 0,024 16,000 CEX16 2,200 0,500 0,027 0,045 18,000 CEX17 0,100 0,300 0,000 0,024 4,000 CEX18 1,100 0,100 0,000 0,012 7,000 CEX19 0,100 0,300 0,026 0,380 9,000 CEX20 6,600 0,600 0,038 0,053 12,000 10 Ethyl butyrate is present in a NA beer according to the present invention in an amount of 0.01 -0.20 ppm, preferably of 0.01-0.10 ppm, more preferably 0.02-0.05 ppm, most preferably 0.028-0.045 ppm, and even 0.03-0.04 ppm. Ethyl butyrate confers an apple 15 flavour to the beverage. Figure 2(c) represents graphically the contents of ethyl butyrate measured in the comparative NA beers CEX-20. It can be seen that many of the 12 WO 2013/107598 PCT/EP2012/076572 comparative NA beers comprise substantially no ethyl butyrate (cf. CEXI -7, 10-13, 17, and 18). Ethyl butyrate is produced by yeast during fermentation and contributes a distinctive positive tropical fruit ester character to beer. Ethyl butyrate is one of a range of butyrate esters found in beer. Such flavours are important in defining the character of several major 5 lager beer brands. For instance a publication reports a panel panel having seen ethyl butyrate in: Alaskan Winter Ale, Hair of the Dog Blue Dot, Stone Levitation, Coors Blue Moon, Deschutes Twilight, Stone Belgian IPA (cf. http://beersensoryscience.wordpress.com/201 1/02/04/esters/). The flavour threshold value of ethyl butyrate determined in beer is 0.4 ppm. In water, however, the threshold 10 value drops to 0.001 ppm (= 1 ppb). In NA beer, the threshold value is comprised between these two values, and is to be determined by a taste panel for a NA beer of given alcohol content. For a very low alcohol contents, it was determined that the threshold vamue of ethyl butyrate was 0.01 ppm. For beers containing 1 vol.% ethanol, ethyl butyrate contributed optimally to the flavour profile with a concentration of 0.2 ppm. 15 Other esters yield a substantial contribution to the overall aroma profile of a beer. In particular, in a preferred embodiment the NA beer of the present invention further comprises 0.05-2.00 ppm isoamyl acetate, preferably 0.08-0.85 ppm, more preferably 0.27-0.65 ppm, most preferably 0.31-0.49 ppm. Isoamyl acetate is actually a mixture of 20 2- and 3-methylbutyl acetates and contributes to a fruity aroma, particularly banana. Figure 2(b) represents graphically the contents of isoamyl acetate measured in the comparative NA beers CEXI -20. Ethyl hexanoate is preferably present in a NA beer according to the present invention in an 25 amount of 0.01 -0.05 ppm, preferably 0.015-0.04 ppm, more preferably 0.02-0.03 ppm, most preferably 0.023-0.027 ppm. Ethyl hexanoate has a red apple flavour. The concentrations of ethyl hexanoate measured in the comparative beers CEXI-20 are represented in Figure 2(d), the black columns indicating the CEX having an ethyl hexanoate concentration out of the 5.00-30.00 ppm range. 30 13 WO 2013/107598 PCT/EP2012/076572 Phenyl ethyl acetate releases a rose like flavour and is preferably present in an amount of 0.005-0.40 ppm, preferably between 0.01-0.190 ppm, more preferably 0.08-0.15 ppm. Higher alcohols also contribute to the aroma profile of a beer, such as (iso-) amyl alcohol 5 which confers an alcoholic (warming character) as well as a fruity flavours to a beer. As well known in the art, (iso)amyl alcohol is defined as the sum of 3-methyl butanol and 2-methyl butanol. It is preferably present in an amount of 5.00-30.00 ppm (iso-)amyl alcohol, preferably 10.00-25.00 ppm, more preferably 12.00-22.00 ppm, most preferably 14 20 ppm. Figure 2(e) illustrates graphically the (iso-) amyl alcohol concentrations measured 10 in the prior art NA beers CEXI -20, wherein the black columns indicate the CEX comprising (iso-) amyl alcohol out of the 5.00-30.00 ppm range. Other higher alcohols contributing to the aroma profile of a beer are: * phenylehtyl alcohol, which gives an alcoholic (warming character) as well as 15 a rose like flavours, and is preferably present in an amount of 0.85-5.00 ppm, preferably of 1 .00-3.20 ppm; * isobutanol, which gives a warming character (alcoholic) Is preferably present in an amount of 1.65-5.05 ppm; * propanol, which gives a warming character (alcoholic) Is preferably present 20 in an amount of 3.80-24.00 ppm. The shaded area defined by the lower and higher concentration boundaries indicated by a thick, continuous lines represented in Figure 6 illustrates graphically the concentration profile of a NA beer according to the present invention (note that the ordinate scale is 25 logarithmic). The data indicated in the graph come from US61623660, disclosing a NA beer "re-flavoured" by contacting one face of a semi permeable membrane with a fully aromated (alcoholic) beer, and the other face with the NA beer to be "re-flavoured". It can be seen that two esthers only are reported, viz., ethyl acetate and isoamyl acetate. It is not clear whether other esthers, such as ethyl butyrate, ethyl hexanoate, phenylethyl acetate, 30 are not present in the NA beer, or if they were not measured. The latter option seems quite 14 WO 2013/107598 PCT/EP2012/076572 unrealistic since said esthers are the most representative flavouring compounds characterizing the flavour profile of a beer. It is pobable that the semi-permeable membrane does not let all the flavouring compounds flow through from the alcoholic beer towards the NA beer, and for some compounds, present in smaller amounts due to their 5 lower threshold values, do not yield sufficient concentration gradient to drive the flow across the membrane. A non-alcoholic beer according to the present invention can be prepared by the following steps: 10 (a) Preparing a malt based beverage having an alcohol content of not more than 1.0 vol.%, preferably not more than 0.7 vol.% by fermenting a malt suspension; (b) Measuring the content of ethyl acetate in the thus obtained beverage; and (c) Adding to or extracting from said beverage ethyl acetate until an ethyl 15 acetate content comprised between 7.00 and 30.00 ppm is obtained. As discussed above, an alcohol content of not more than 1.0 vol.%, preferably not more than 0.7 vol.% in the beverage prepared in step (a) can be obtained by methods known in the art. For instante, the fermentation process can be stopped by e.g., cold fermentation or, 20 alternatively, ethanol can be extracted from a fermented beverage. As Ilustrated in Figure 7(a), volatiles comprised in a normally fermented beer can be extracted by iknown methods, such as vacuum evaporation. Vacuum evaporation extract ethanol (EtOH) but also other flavouring compounds, which absence yields a very dull flavour profile to the thus obtained NA beer, The concentrations of the various flavouring compounds can be 25 measured by standard procedures, and the flavouring components being present in concentrations below the target values can be completed by addition of the corresponding amount of said compound. Flavouring compounds are available on the market and can be used to fashion the desired flavour profile. Alternatively, or in combination therewith, the evaporated volatiles can be condensed, taking care of eliminating ethanol and the 30 condensate can be added to the NA beer in an amount depending on the composition 15 WO 2013/107598 PCT/EP2012/076572 thereof. This solution allows to approach the desired flavour profile with the flavouring compounds present in the condensate, and to fine tune the profile by addition of flavouring compounds from the market. For NA beers obtained by cold fermentation, the flavour profile must be fashioned to the desire profile by addition of individual flavouring 5 compounds, as illustrated in Figure 7(b). The concentrations of other esters and of higher alcohols can also be measured and said esters and higher alcohols be added to or removed from the beverage to reach the concentrations ranges discussed supra. 10 Based on experts panels tasting sessions, it was concluded that non-alcoholic beers according to the present invention have an overall flavour profile closer to the ones typical of alcoholic lager beers, than the comparative NA beers CEXI -20, thanks to a closer match of the aroma profiles between non-alcoholic and alcoholic beers than ever achieved to date, 15 with; in particular; higher amounts of ethyl acetate than traditionally found in NA beers. 16
    权利要求:
    Claims (5)
    [1] 1. Alcohol free or low alcohol fermented malt based beverage having an alcohol content of not more than 1.0 vol.%, preferably not more than 0.7 vol.%, comprising esters and higher alcohol defining a flavouring profile close to a lager beer, characterized in that 5 it comprises (a) 7.00-30.00 ppm ethyl acetate and (b) 0.01 -0.20 ppm ethyl butyrate.
    [2] 2. Beverage according to claim 1, comprising one or more of the following esters: (c) 0.05-2.00 ppm isoamyl acetate; (d) 0.01 -0.05 ppm ethyl hexanoate; 10
    [3] 3. Beverage according to the preceding claim, comprising one or more of the following esters: (a) 8.00-28.00 ppm ethyl acetate, preferably 13.00-22.00 ppm, more preferably
    [4] 15.00-20.00 ppm; 15 (b) 0.01 -0.10 ppm ethyl butyrate, preferably 0.02-0.05 ppm, more preferably 0.028-0.045 ppm, most preferably 0.03-0.04 ppm; (c) 0.08-0.85 ppm isoamyl acetate, preferably 0.27-0.65 ppm, more preferably 0.31-0.49 ppm; (d) 0.015-0.04 ppm ethyl hexanoate, preferably 0.02-0.03 ppm, more preferably 20 0.023-0.027 ppm; And the following higher alcohol: (w) 5.00-30.00 ppm (iso-)amyl alcohol, preferably 10.00-25.00 ppm, more preferably 12.00-22.00 ppm, most preferably 14.00-20.00 ppm, wherein (iso )amyl alcohol is defined as the sum of 3-methyl butanol and 2-methyl butanol, 25 and wherein a higher alcohol is defined as an alcohol having a molecular weight higher than ethanol., 4. Beverage according to claim or 2, further comprising the following ester: 17 WO 2013/107598 PCT/EP2012/076572 (e) 0.005-0.4 ppm phenylethyl acetate, preferably 0.05-0.15 ppm; And one or more of the following higher alcohols: (x) 0.85-5.00 ppm phenylehtyl alcohol; (y) 1.65-5.05 ppm isobutanol; 5 (z) 3.80-24.00 propanol . 5. Method for producing an alcohol free or low alcohol fermented malt based beverage having an alcohol content of not more than 1.0 vol.%, preferably not more than 0.7 vol.%, and having a flavour profile close to lager beers, said method comprising the following 10 steps: (a) Preparing a malt based beverage having an alcohol content of not more than 1.0 vol.%, preferably not more than 0.7 vol.% by fermenting a malt suspension; (b) Measuring the contents of ethyl acetate and ethyl butyrate in the thus obtained beverage; and 15 (c) Adding to or extracting from said beverage: * ethyl acetate until an ethyl acetate content comprised between 7.00 and
    [5] 30.00 ppm is obtained, and * ethyl butyrate until an ethyl butyrate content comprised between 0.01 and 0.20 ppm is obtained. 20 6. Method according to the preceding claim, wherein an alcohol content of not more than 1.0 vol.%, preferably not more than 0.7 vol.% in the beverage prepared in step (a) is obtained by stopping the fermentation process, or by extracting ethanol from a fermented beverage. 25 7. Method according to claim 5 or 6, wherein the contents obtained in the beverage prepared in step (a) are measured for the following compounds: isoamyl acetate, ethyl butyrate, ethyl hexanoate, and (iso-)amyl alcohol, wherein (iso)amyl alcohol is defined as the sum of 3-methyl butanol and 2-methyl butanol, and the contents of each of the 18 WO 2013/107598 PCT/EP2012/076572 foregoing compounds is modified by addition or extraction such as to reach the following concentrations: * 0.05-2.00 ppm isoamyl acetate, preferably 0.08-0.85 ppm, more preferably 0.27-0.65 ppm, most preferably 0.31-0.49 ppm; 5 0 0.01-0.10 ppm ethyl butyrate, preferably 0.02-0.05 ppm, more preferably 0.03 0.04 ppm; * 0.01-0.05 ppm ethyl hexanoate preferably 0.015-0.04 ppm, more preferably 0.02-0.03 ppm, most preferably 0.023-0.027 ppm; and * 5.00-30.00 ppm (iso-)amyl alcohol, preferably 10.40-23.55 ppm, more 10 preferably 12.00-22.00 ppm, most preferably 14.00-20.00 ppm. 8. Method according to any of claims 5 to 7, wherein the content of ethyl acetate in the beverage is modified such as to obtain a concentration of ethyl acetate comprised between 8.00 and 28.00, preferably between 13.20 and 22.00, more preferably between 15 15.00-20.00 ppm. 9. Method according to any of claims 5 to 8, wherein the contents obtained in the beverage prepared in step (a) are measured for the following compounds: phenylethyl acetate, phenyl alcohol, isobutanol, and propanol, and the contents of each of the 20 foregoing compounds is modified by addition or extraction such as to reach the following concentrations: * 0.005-0.4 ppm phenylethyl acetate, preferably 0.05-0.15 ppm; * 0.85-5.00 ppm phenylehtyl alcohol; * 1.65-5.05 ppm isobutanol; 25 0 3.80-24.00 propanol. 10. Method according to any of claims 5 to 9, wherein the malt based beverage is obtained in step (a) by dealcoholisation of alcoholic beer, by evaporation, preferably vacuum evaporation, and wherein part of the vapour phase, excluding ethanol, is 30 condensed, and wherein addition of flavouring compounds of step (c) is achieved by adding 19 WO 2013/107598 PCT/EP2012/076572 at least part of the condensate to the malt based beverage and, optionally by further adding individual flavour compounds. 20
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    同族专利:
    公开号 | 公开日
    AR089523A1|2014-08-27|
    AU2012366839B2|2016-03-03|
    WO2013107598A1|2013-07-25|
    MX360266B|2018-10-26|
    RU2014127698A|2016-03-20|
    CN104220585A|2014-12-17|
    CN104220585B|2016-09-28|
    US20150017280A1|2015-01-15|
    MX2014008547A|2015-03-19|
    CA2860871A1|2013-07-25|
    ES2704824T3|2019-03-20|
    BR112014017340A8|2017-07-04|
    BR112014017340B1|2019-11-26|
    BR112014017340A2|2017-06-13|
    EP2804942A1|2014-11-26|
    EP2615159A1|2013-07-17|
    EP2804942B1|2018-10-31|
    CA2860871C|2019-10-15|
    RU2652892C2|2018-05-03|
    DK2804942T3|2019-02-04|
    UA116878C2|2018-05-25|
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    法律状态:
    2016-06-30| FGA| Letters patent sealed or granted (standard patent)|
    优先权:
    申请号 | 申请日 | 专利标题
    EP12151245.3||2012-01-16||
    EP12151245.3A|EP2615159A1|2012-01-16|2012-01-16|Low alcohol or alcohol free fermented malt based beverage and method for producing it.|
    PCT/EP2012/076572|WO2013107598A1|2012-01-16|2012-12-21|Low alcohol or alcohol free fermented malt based beverage and method for producing it|
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