WO2022070833A1 - Beer-flavored beverage - Google Patents
Beer-flavored beverage Download PDFInfo
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- WO2022070833A1 WO2022070833A1 PCT/JP2021/033261 JP2021033261W WO2022070833A1 WO 2022070833 A1 WO2022070833 A1 WO 2022070833A1 JP 2021033261 W JP2021033261 W JP 2021033261W WO 2022070833 A1 WO2022070833 A1 WO 2022070833A1
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- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12C—BEER; PREPARATION OF BEER BY FERMENTATION; PREPARATION OF MALT FOR MAKING BEER; PREPARATION OF HOPS FOR MAKING BEER
- C12C5/00—Other raw materials for the preparation of beer
- C12C5/02—Additives for beer
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- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12G—WINE; PREPARATION THEREOF; ALCOHOLIC BEVERAGES; PREPARATION OF ALCOHOLIC BEVERAGES NOT PROVIDED FOR IN SUBCLASSES C12C OR C12H
- C12G3/00—Preparation of other alcoholic beverages
- C12G3/04—Preparation of other alcoholic beverages by mixing, e.g. for preparation of liqueurs
- C12G3/06—Preparation of other alcoholic beverages by mixing, e.g. for preparation of liqueurs with flavouring ingredients
Definitions
- the present invention relates to beer-taste beverages, and particularly to low-malt beer-taste beverages.
- a beer-taste beverage is a beverage with a flavor reminiscent of beer, regardless of the presence or absence of a fermentation process.
- Malt is used as the main raw material in beer-taste beverages.
- malt By using malt, a beer-taste beverage rich in umami and sweetness derived from malt is produced.
- beer-taste beverages with low malt usage have been developed against the background of various needs including low price orientation.
- attempts have been made to reproduce the flavor of beer and improve the flavor of the beer-taste beverage itself.
- Proline is one of the components contained in malt.
- Patent Document 1 describes that by increasing the concentration of proline in a beer-taste beverage with a reduced amount of malt used, umami and sweetness, which are elements constituting the richness, are improved.
- Patent Document 2 and Patent Document 3 describe 3-methyl-2-buten-1-thiol as a flavor improving substance for beer-taste beverages.
- 3-Methyl-2-butene-1-thiol is used in Patent Document 2 to impart a fermented feeling to a non-fermented beer-taste beverage.
- 3-methyl-2-butene-1-thiol and dimethyl sulfide are used to impart a richness to a beer-taste beverage having a low malt ratio.
- Non-Patent Document 1 First, the description will be excerpted, and then the description will be given. Page 391, lines 15-13 from bottom, summary "Using GC-MS technology, several compounds with bread-like aroma properties and very low flavor thresholds in light and dark malts. I identified it for the first time. "
- FIG. 11 shows a gas chromatogram of "overheated” beer showing a typical bread-like bad aroma. It is observed that some chromatogram moieties with functional properties are produced that show a retention time almost comparable to that of the characterized proline derivative.
- FIG. 1 shows a gas chromatogram of “overheated” beer, which is FIG. 11 of Non-Patent Document 1, showing a typical bread-like bad aroma.
- the conditions for heat sterilization here are 0.5 to 20 hours at 80 ° C. (page 393, lines 19 to 18 from the bottom). When heated at such a high temperature for a long time, the beer is thermally deteriorated.
- Non-Patent Document 1 in short, (1) a compound having a bread-like aroma such as popcorn is produced when malt is heated, and (2) the above-mentioned aroma deteriorates due to a heat load. It is described that the "off-flavour" felt in the malted beer, that is, the off-flavor, and (3) the analysis result of the off-flavour is shown in the gas chromatogram of FIG.
- FIG. 11 of Non-Patent Document 1 shows 2-acetyl-3,4,5,6-tetrahydropyridine and 2-acetyl-1,4,5,5 as off-flavor analysis results. 6-Tetrahydropyridine and the like are shown.
- Proline is mainly derived from malt, and when the concentration of proline is low, the richness of beer-taste beverages tends to be low.
- 3-Methyl-2-buten-1-thiol contributes to the richness and fermented feeling of beer-taste beverages. Many of these effects are due to the return aroma provided by 3-methyl-2-butene-1-thiol.
- Return incense is the incense that goes out from the mouth to the nose.
- scent that enters directly from the nose is called the top scent.
- the return scent and the top scent can be distinguished as sensuality.
- 3-methyl-2-butene-1-thiol exhibits off-flavour (sunlight odor) as a top scent. Due to this top aroma, there is an upper limit to the amount of 3-methyl-2-butene-1-thiol that can be contained in the beer taste while maintaining the flavor balance.
- the odor of sunlight is particularly problematic in light-colored beers such as Pilsner type, and contributes to impairing lightness.
- An object of the present invention is to provide a beer-taste beverage having an excellent flavor balance, a fortified richness, and a low amount of malt used.
- the present invention relates to 3-methyl-2-butene-1-thiol and 2-acetyl-3,4,5,6-tetrahydropyridine and their tautomers 2-acetyl-1,4,5,6.
- -A beer-taste beverage containing at least one 2-acetyltetrahydropyridine compound selected from the group consisting of tetrahydropyridine.
- the concentration of the 3-methyl-2-butene-1-thiol is 2.0 ng / l or more, and the concentration is 2.0 ng / l or more.
- a beer-taste beverage having a concentration of the 2-acetyltetrahydropyridine compound of 5.0 ⁇ g / l or more is provided.
- it contains proline and the ratio of the concentration ( ⁇ g / l) of the 2-acetyltetrahydropyridine compound to the concentration of proline (mg / l) exceeds 0.02.
- the concentration of the proline is 400 mg / l or less.
- it is a fermented beer-taste beverage produced through an alcoholic fermentation process using yeast.
- the malt ratio is 50 to 100% by weight, and the raw wort extract concentration is 1 to 10% by weight.
- the malt ratio is 1 to 50% by weight, and the raw wort extract concentration is 10 to 20% by weight.
- the malt ratio is 1 to 50% by weight, and the raw wort extract concentration is 1 to 10% by weight.
- the 3-methyl-2-butene-1-thiol is derived from the added fragrance.
- the 2-acetyl-3,4,5,6-tetrahydropyridine is derived from the added fragrance.
- the present invention relates to 3-methyl-2-butene-1-thiol, 2-acetyl-3,4,5,6-tetrahydropyridine and their tautovariates, 2-acetyl-1,4,5,5.
- the beer-taste beverage contains proline and is adjusted so that the ratio of the concentration ( ⁇ g / l) of the 2-acetyltetrahydropyridine compound to the concentration of proline (mg / l) exceeds 0.02. Including the process.
- a beer-taste beverage having an excellent flavor balance, enhanced richness, and a low amount of malt used is provided.
- FIG. 11 of Non-Patent Document 1 is a gas chromatogram of "overheated" beer showing a typical bread-like bad aroma.
- 3-Methyl-2-butene-1-thiol contained in the beer-taste beverage of the present invention is a volatile substance having a thiol group, and is contained in a trace amount in hops and the like. Further, it is known that the amount increases or decreases in the manufacturing process of beer-taste beverages such as boiling. Even a small amount of 3-methyl-2-butene-1-thiol reacts with radicals generated from the allyl side chain of isohumulone, which is a bitter taste component in beer, by irradiation with ultraviolet rays having a wavelength of 350 to 550 nm, and is exposed to sunlight. Produces an odor called odor. However, by containing 3-methyl-2-butene-1-thiol, richness is imparted to beer-taste beverages with a low amount of malt used.
- the above-mentioned 3-methyl-2-butene-1-thiol may be hereinafter referred to as "MBT".
- MBT contained in the beer-taste beverage of the present invention is isolated or extracted from a natural product, chemically synthesized by a food chemistry-acceptable method, derived from a raw material containing MBT, a manufacturing process.
- any of those derived from a raw material containing a precursor to be converted into MBT those commercially available as a fragrance, and those containing MBT as a fragrance may be used.
- the concentration of MBT is 2.0 ng / l or more.
- concentration of MBT is preferably 2.0 to 20.0 ng / l, more preferably 3.0 to 5.0 ng / l.
- concentration of MBT is too high, the sulfur-like top scent is conspicuous and the flavor balance becomes poor.
- the 2-acetyl-3,4,5,6-tetrahydropyridine contained in the beer-taste beverage of the present invention has 2-acetyl-1,4,5,6-tetrahydropyridine as a tautomer. Therefore, when 2-acetyl-3,4,5,6-tetrahydropyridine is added to a beer-taste beverage, the beer-taste beverage generally contains 2-acetyl-3,4,5,6-tetrahydropyridine and 2-acetyl-3,4,5,6-tetrahydropyridine. Both contain acetyl-1,4,5,6-tetrahydropyridine. Their abundance ratio is determined depending on the surrounding pH environment and the like.
- ATHP 2-acetyltetrahydropyridine compound
- ATHP is a compound produced when malt is heated in the process of producing a fermented beer-taste beverage.
- the presence of ATHP suppresses the sulfur-like top aroma of beer-taste beverages and enhances the richness.
- the ATHP contained in the beer-taste beverage of the present invention may be an addition of ATHP commercially available as a flavoring agent.
- the concentration of ATHP is 5.0 ⁇ g / l or more. If the concentration of ATHP is less than 5.0 ⁇ g / l, the sulfur-like top aroma derived from MBT may not be sufficiently suppressed.
- the concentration of ATHP is preferably 5.0 to 50 ⁇ g / l, more preferably 6.0 to 20 ⁇ g / l, and even more preferably 7.0 to 10 ⁇ g / l. Further, if the concentration of ATHP is too high, the astringency becomes conspicuous and the flavor balance becomes poor. In particular, when the concentration exceeds 1 ppm, a heated bread-like off-flavor is obtained as described in Non-Patent Document 1.
- Proline is an amino acid that constitutes a protein. Most of the proline contained in the beer-taste beverage of the present invention is derived from malt.
- the concentration of proline is 500 mg / l or more.
- the beer-taste beverage of the present invention is a beer-taste beverage having a low concentration of proline. Alternatively, it is a beer-taste beverage of 100 mg / l or less.
- the ratio of the ATHP concentration [ ⁇ g / l] to the proline concentration [mg / l] is preferably larger than 0.02.
- the ratio is preferably 0.025 or more, more preferably 0.03 or more, still more preferably 0.04 or more.
- the ratio is preferably 1.5 or less. When the ratio exceeds 1.5, the off-flavour of ATHP becomes conspicuous, and the flavor balance tends to deteriorate.
- the ratio is preferably 1.0 or less, more preferably 0.8 or less, still more preferably 0.5 or less.
- the beer-taste beverage of the present invention may be a beer-taste beverage produced through a fermentation step or a beer-taste beverage produced without a fermentation step.
- the beer-taste beverage of the present invention preferably uses a low amount of malt.
- the combinations of [malt ratio (% by weight) and raw wort extract concentration (% by weight)] are [50 to 100, 1 to 10] and [1 to 50, respectively]. 10 to 20] or [1 to 50, 1 to 10] beer-taste beverages.
- the malt ratio is the ratio of the weight of malt to the weight of the starchy raw material
- the concentration of raw wort extract is derived from wort and sugars, proteins, amino acids, vitamins, minerals, malt and hops contained therein.
- the concentration of the extracted extract which indicates the ratio to the total wort.
- the concentration of raw wort extract can be adjusted by adding water after the filtration step of the beer-taste beverage.
- beer-taste beverage of the present invention include sparkling liquor, low-alcohol sparkling beverage, liqueur and the like. More specific examples of beer-taste beverages include beer-taste beverages produced without a fermentation process, fermented beer-taste beverages having a low malt ratio, fermented beer-taste beverages having a low concentration of raw wort extract, and the like.
- the beer-taste beverage of the present invention is produced by a production process including the following fermentation process and a production process not including the fermentation process.
- ⁇ Manufacturing method of fermented beer taste beverage Prepare crushed malt as a raw material.
- auxiliary raw materials starchy materials such as rice and cornstarch, proteins or protein decomposition products, and the like are prepared.
- the raw material and auxiliary raw material are mixed, warm water is added, and the mixture is heated to saccharify the malt.
- the resulting wort is filtered and additives are added. At this time, the concentration of the raw wort extract was adjusted by adding water.
- the wort is boiled in a boiling kettle. After boiling, the wort is transferred to a settling tank (called a whirlpool or the like) to remove deposits such as hop meal.
- the precipitate After removing the precipitate, it is cooled to an appropriate fermentation temperature by a heat exchanger (plate cooler). After cooling, the wort is inoculated with yeast and fermented with alcohol, and filtered to obtain a fermented beer-taste beverage. MBT and / or ATHP may be added as flavors to the obtained fermented beer-taste beverage to adjust the concentration of each component.
- a starchy raw material such as malt is saccharified to obtain a sugar solution.
- a mixed solution is obtained by mixing a sugar solution with auxiliary raw materials such as sweeteners, flavors, grain extracts, dietary fiber, bitterness agents, pigments, hops, and alcohol if necessary.
- the order in which each raw material is mixed with the sugar solution is not particularly limited.
- a non-fermented beer-taste beverage is obtained by adding carbon dioxide gas to the formulation.
- Carbon dioxide gas can be added by a conventional method.
- the compounding solution obtained in the compounding step and the carbonated water may be mixed, and carbon dioxide gas may be directly added to the compounding solution obtained in the compounding step to dissolve the mixture.
- MBT and / or ATHP may be added as flavors to the obtained non-fermented beer-taste beverage to adjust the concentration of each component.
- the concentration of MBT can be adjusted, for example, by controlling the type or amount of hops used, or the time and temperature in the manufacturing process such as boiling or fermentation.
- the concentration of MBT may be adjusted, for example, by adding MBT itself to the intermediate or final product.
- the concentration of ATHP can be adjusted by, for example, increasing or decreasing the amount of malt used, increasing or decreasing the temperature or time for heating the malt, or the like.
- the concentration of ATHP may be adjusted, for example, by adding ATHP itself to the intermediate or final product.
- the concentration of proline may be adjusted, for example, by adjusting the malt ratio and / or the concentration of the raw wort extract.
- Example 1 In Example 1, the effects of MBT and ATHP on beer-taste beverages having a low malt ratio were investigated.
- ⁇ Reference example 1> [Manufacturing of beer-taste beverages] A crushed malt was prepared as a raw material.
- starchy materials such as rice and cornstarch, proteins or protein decomposition products, and the like were prepared.
- the raw material and the auxiliary raw material were mixed to prepare a starchy raw material having a malt ratio of 100%.
- Warm water was added to the starchy raw material and heated to saccharify the malt.
- the resulting wort was filtered and additives were added. At this time, the concentration of the raw wort extract was adjusted to 12% by weight by adjusting the water content. Then, the wort was boiled in a boiling kettle.
- the wort was transferred to a settling tank (called a whirlpool or the like) to remove precipitates such as hop meal. After removing the precipitate, it was cooled to an appropriate fermentation temperature by a heat exchanger (plate cooler). After cooling, the wort was inoculated with yeast and fermented. After fermentation, filtration was performed to obtain a fermented malt beer-taste beverage.
- a whirlpool or the like
- MBT concentration of MBT was determined by Kishimoto et al. (Kishimoto, T. et al., Odorants comprising hop aroma of beer: hop-derived odorants increased in the beer hopped with aged hops, Proceedings of the 31st E BC Congress, Venice 2007). Used and measured.
- the column was washed with 5 mL of 1% formic acid water, eluted with 5 mL of 2% ammonia-methanol, the eluate was diluted 2-fold with distilled water, and then analyzed by LC / MS / MS.
- LC / MS / MS (5500QTRAP manufactured by AB-SCIEX) was used, and the column was separated using ACQUITY UPLC BEH C18 1.7 ⁇ m, 2.1 ⁇ 100 mm (waters).
- the mobile phase conditions are liquid A: 10 mM ammonium hydrogencarbonate, liquid B: acetonitrile, (B%, t): (10%, 1 min), (50%, 6 min), ATHP transition is 126 ⁇ 84 (collision). Energy: 23V) was analyzed.
- the quantification was performed using a calibration curve prepared by adding a standard product.
- Examples 1-1 and 1-2 By adding ATHP to the beer-taste beverage of Comparative Example 1-2, the ATHP concentration was increased to 5 ⁇ g / l and 10 ⁇ g / l, respectively.
- Examples 1-3 and 1-4> By adding ATHP to the beer-taste beverage of Comparative Example 1-3, the ATHP concentration was increased to 5 ⁇ g / l and 10 ⁇ g / l, respectively.
- Examples 1-5 and 1-6> By adding ATHP to the beer-taste beverage of Comparative Example 1-4, the ATHP concentration was increased to 5 ⁇ g / l and 10 ⁇ g / l, respectively.
- a sensory evaluation of the manufactured beer-taste beverage was performed by a professional evaluator.
- the evaluation items were the top aroma (sunlight odor) and richness of the beverage.
- Three professional beer evaluators tasted each beer-taste beverage and scored it based on the following evaluation criteria. The average value of the sensory scores of the three evaluators was used as the score. In addition, the flavor balance was marked as " ⁇ " when the score was 3 or more in the two items.
- the evaluation results are shown in Table 1.
- the effect of ATHP suppresses the top aroma (sunlight odor) when the concentration of ATHP is 5.0 ⁇ g / l or more, especially 10.0 ⁇ g / l or more, in a beer-taste beverage having a low malt ratio. It is understood that the richness is enhanced and the flavor balance is excellent.
- Example 2 In Example 2, the effects of MBT and ATHP on beer-taste beverages having a low concentration of raw wort extract were investigated.
- Examples 2-1 and 2-2> By adding ATHP to the beer-taste beverage of Comparative Example 2-2, the ATHP concentration was increased to 5 ⁇ g / l and 10 ⁇ g / l, respectively.
- Examples 2-3 and 2-4> By adding ATHP to the beer-taste beverage of Comparative Example 2-3, the ATHP concentration was increased to 5 ⁇ g / l and 10 ⁇ g / l, respectively.
- Examples 2-5 and 2-6> By adding ATHP to the beer-taste beverage of Comparative Example 2-4, the ATHP concentration was increased to 5 ⁇ g / l and 10 ⁇ g / l, respectively.
- the top aroma (sunlight odor) is achieved when the concentration of ATHP is 5.0 ⁇ g / l or more, especially 10.0 ⁇ g / l or more. ) Is suppressed, the richness is enhanced, and it is understood that the flavor balance is excellent.
- Example 3 In Example 3, the effects of MBT and ATHP on beer-taste beverages having a low malt ratio and a low concentration of proline were investigated.
- Examples 3-1 and 3-2> By adding ATHP to the beer-taste beverage of Comparative Example 3-2, the ATHP concentration was increased to 5 ⁇ g / l and 10 ⁇ g / l, respectively.
- Examples 3-3 and 3-4> By adding ATHP to the beer-taste beverage of Comparative Example 3-3, the ATHP concentration was increased to 5 ⁇ g / l and 10 ⁇ g / l, respectively.
- Examples 3-5 and 3-6> By adding ATHP to the beer-taste beverage of Comparative Example 3-4, the ATHP concentration was increased to 5 ⁇ g / l and 10 ⁇ g / l, respectively.
- the top aroma when the ATHP concentration is 5.0 ⁇ g / l or more, especially 10.0 ⁇ g / l or more. It is understood that the odor) is suppressed, the richness is enhanced, and the flavor balance is excellent.
- Example 4 In Example 4, the effects of MBT and ATHP on beer-taste beverages having a low malt ratio and raw wort extract concentration were investigated.
- Examples 4-1 and 4-2> By adding ATHP to the beer-taste beverage of Comparative Example 4-2, the ATHP concentration was increased to 5 ⁇ g / l and 10 ⁇ g / l, respectively.
- Examples 4-3 and 4-4> By adding ATHP to the beer-taste beverage of Comparative Example 4-3, the ATHP concentration was increased to 5 ⁇ g / l and 10 ⁇ g / l, respectively.
- Examples 4-5 and 4-6 By adding ATHP to the beer-taste beverage of Comparative Example 4-4, the ATHP concentration was increased to 5 ⁇ g / l and 10 ⁇ g / l, respectively.
- the top aroma is achieved when the ATHP concentration is 5.0 ⁇ g / l or more, especially 10.0 ⁇ g / l or more. It is understood that (sunlight odor) is suppressed, richness is enhanced, and the flavor balance is excellent.
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Abstract
Description
第391頁、下から第15~13行、要約
「GC-MSの技術を使用して、淡色麦芽及び濃色麦芽中のパンのような芳香特性及び非常に低い風味閾値をする数種類の化合物を初めて同定した。」。 Regarding Non-Patent Document 1, first, the description will be excerpted, and then the description will be given.
Page 391, lines 15-13 from bottom, summary "Using GC-MS technology, several compounds with bread-like aroma properties and very low flavor thresholds in light and dark malts. I identified it for the first time. "
「麦芽を焙燥するか又は麦汁を煮沸する場合、・・・[中略]・・・今までにまだ知られていない焙煎したような、ポップコーンのような、パンのような芳香を有する化合物が生じる。パンのような芳香特性を有する香気物質は、ビールにとって中心的な重要性がある。この香気物質は麦芽中の芳香の主成分であるが、この香気物質は、加熱殺菌された、高温環境で貯蔵した及び劣化したビールにおける悪い芳香の原因となることがある。」 Page 393, lines 6-17, preface "When roasting malt or boiling wort ... [Omitted] ... Popcorn like roasted, unknown until now Bread-like aroma compounds such as. Bread-like aroma properties are of central importance to beer. This aroma substance is the main component of the aroma in malt. However, this aroma substance can cause a bad aroma in heat-sterilized, hot environment-stored and degraded beer. "
「パンのような悪い芳香成分は、特に、ビールに熱負荷をかけるか又はビールを不適切に輸送しかつ貯蔵した場合に検出される。高すぎる温度及び長すぎる作用時間での加熱殺菌の場合に、特に際立った「オフフレーバー」の印象が感じられる。図11は、典型的なパンのような悪い芳香を示す「過剰加熱殺菌された」ビールのガスクロマトグラムを示す。特性決定されたプロリン誘導体とほとんど同等の保持時間を示す、官能特性を有するいくつかのクロマトグラム部分が生じることが認められる。分取GC、キャピラリー-GC-NSD及びキャピラリー-GC-MSを用いて、4種の2-アセチルテトラヒドロピリジンを示準成分として特性決定することができた。」 P. 401, pp. 12-24, characterization of aroma components such as bread in beer "Bread-like aroma components in particular put a heat load on the beer or improperly transport the beer. Detected when stored. A particularly pronounced "off-flavour" impression is felt in the case of heat sterilization at too high a temperature and too long a duration of action. FIG. 11 shows a gas chromatogram of "overheated" beer showing a typical bread-like bad aroma. It is observed that some chromatogram moieties with functional properties are produced that show a retention time almost comparable to that of the characterized proline derivative. Using preparative GC, capillary-GC-NSD and capillary-GC-MS, it was possible to characterize four types of 2-acetyltetrahydropyridines as index components. "
該3-メチル-2-ブテン-1-チオールの濃度が2.0ng/l以上であり、
該2-アセチルテトラヒドロピリジン化合物の濃度が5.0μg/l以上である、ビールテイスト飲料を提供する。 The present invention relates to 3-methyl-2-butene-1-thiol and 2-acetyl-3,4,5,6-tetrahydropyridine and their tautomers 2-acetyl-1,4,5,6. -A beer-taste beverage containing at least one 2-acetyltetrahydropyridine compound selected from the group consisting of tetrahydropyridine.
The concentration of the 3-methyl-2-butene-1-thiol is 2.0 ng / l or more, and the concentration is 2.0 ng / l or more.
A beer-taste beverage having a concentration of the 2-acetyltetrahydropyridine compound of 5.0 μg / l or more is provided.
該3-メチル-2-ブテン-1-チオールの濃度を2.0ng/l以上に調節する工程、及び該2-アセチルテトラヒドロピリジン化合物の濃度を5.0μg/l以上に調節する工程を包含する、ビールテイスト飲料の製造方法を提供する。 Further, the present invention relates to 3-methyl-2-butene-1-thiol, 2-acetyl-3,4,5,6-tetrahydropyridine and their tautovariates, 2-acetyl-1,4,5,5. A method for producing a beer-taste beverage containing at least one 2-acetyltetrahydropyridine compound selected from the group consisting of 6-tetrahydropyridine.
It includes a step of adjusting the concentration of the 3-methyl-2-butene-1-thiol to 2.0 ng / l or more, and a step of adjusting the concentration of the 2-acetyltetrahydropyridine compound to 5.0 μg / l or more. , Provide a method for producing a beer-taste beverage.
本発明のビールテイスト飲料に含まれる3-メチル-2-ブテン-1-チオールは、チオール基を有する揮発性物質であり、ホップなどに微量に含まれる。また、煮沸などのビールテイスト飲料の製造工程において、増減することが知られている。3-メチル-2-ブテン-1-チオールは、微量であっても、波長350~550nmの紫外線の照射により、ビール中の苦味成分であるイソフムロンのアリル側鎖から生じたラジカルと反応し、日光臭と称される臭いを生成する。しかしながら、3-メチル-2-ブテン-1-チオールを含有させることで、麦芽使用量の低いビールテイスト飲料に対してコクが付与される。 <3-Methyl-2-butene-1-thiol>
3-Methyl-2-butene-1-thiol contained in the beer-taste beverage of the present invention is a volatile substance having a thiol group, and is contained in a trace amount in hops and the like. Further, it is known that the amount increases or decreases in the manufacturing process of beer-taste beverages such as boiling. Even a small amount of 3-methyl-2-butene-1-thiol reacts with radicals generated from the allyl side chain of isohumulone, which is a bitter taste component in beer, by irradiation with ultraviolet rays having a wavelength of 350 to 550 nm, and is exposed to sunlight. Produces an odor called odor. However, by containing 3-methyl-2-butene-1-thiol, richness is imparted to beer-taste beverages with a low amount of malt used.
本発明のビールテイスト飲料に含まれる2-アセチル-3,4,5,6-テトラヒドロピリジンは、互変異性体として2-アセチル-1,4,5,6-テトラヒドロピリジンを有する。したがって、2-アセチル-3,4,5,6-テトラヒドロピリジンをビールテイスト飲料に添加した場合、ビールテイスト飲料には、一般に、2-アセチル-3,4,5,6-テトラヒドロピリジン及び2-アセチル-1,4,5,6-テトラヒドロピリジンが両方とも含有される。それらの存在比率は、周囲のpH環境等に依存して決定される。 <2-Acetyltetrahydropyridine compound>
The 2-acetyl-3,4,5,6-tetrahydropyridine contained in the beer-taste beverage of the present invention has 2-acetyl-1,4,5,6-tetrahydropyridine as a tautomer. Therefore, when 2-acetyl-3,4,5,6-tetrahydropyridine is added to a beer-taste beverage, the beer-taste beverage generally contains 2-acetyl-3,4,5,6-tetrahydropyridine and 2-acetyl-3,4,5,6-tetrahydropyridine. Both contain acetyl-1,4,5,6-tetrahydropyridine. Their abundance ratio is determined depending on the surrounding pH environment and the like.
プロリンとは、タンパク質を構成するアミノ酸である。本発明のビールテイスト飲料に含まれるプロリンは、多くが麦芽に由来するものである。 <Proline>
Proline is an amino acid that constitutes a protein. Most of the proline contained in the beer-taste beverage of the present invention is derived from malt.
本発明のビールテイスト飲料は、発酵工程を経て製造されたビールテイスト飲料であっても、発酵工程を経ずに製造されたビールテイスト飲料であってもよい。本発明のビールテイスト飲料は、好ましくは、麦芽使用量が低いものである。麦芽使用量が低いビールテイスト飲料の例には、[麦芽比率(重量%)、原麦汁エキス濃度(重量%)]の組み合わせが、それぞれ[50~100、1~10]、[1~50、10~20]、又は[1~50、1~10]であるビールテイスト飲料が挙げられる。ここで、麦芽比率とは、デンプン質原料の重量に対する麦芽の重量の比率であり、原麦汁エキス濃度とは、麦汁やそれに含まれる糖分、タンパク質、アミノ酸、ビタミン、ミネラル、麦芽とホップから抽出されたエキス濃度のことで、麦汁全体に対する割合を示すものである。また、原麦汁エキス濃度は、ビールテイスト飲料の濾過工程の後に、水を加えることで調整することができる。 <Beer-taste beverage>
The beer-taste beverage of the present invention may be a beer-taste beverage produced through a fermentation step or a beer-taste beverage produced without a fermentation step. The beer-taste beverage of the present invention preferably uses a low amount of malt. In the example of beer-taste beverages with a low amount of malt used, the combinations of [malt ratio (% by weight) and raw wort extract concentration (% by weight)] are [50 to 100, 1 to 10] and [1 to 50, respectively]. 10 to 20] or [1 to 50, 1 to 10] beer-taste beverages. Here, the malt ratio is the ratio of the weight of malt to the weight of the starchy raw material, and the concentration of raw wort extract is derived from wort and sugars, proteins, amino acids, vitamins, minerals, malt and hops contained therein. The concentration of the extracted extract, which indicates the ratio to the total wort. In addition, the concentration of raw wort extract can be adjusted by adding water after the filtration step of the beer-taste beverage.
本発明のビールテイスト飲料は、以下の発酵工程を含む製造工程及び発酵工程を含まない製造工程によって製造される。 <Manufacturing method>
The beer-taste beverage of the present invention is produced by a production process including the following fermentation process and a production process not including the fermentation process.
原料として麦芽の粉砕物を用意する。また、副原料として、米、コーンスターチ等のデンプン質材料、たんぱく質又はたんぱく質分解物、等を用意する。原料と副原料とを混合し、温水を加え、加温し、麦芽を糖化させる。得られた麦汁を濾過し、添加物を添加する。このとき、原麦汁エキスの濃度を加水調整した。次いで、煮沸釜において麦汁を煮沸する。煮沸後、麦汁を沈殿槽(ワールプール等と呼ばれる)に移送し、ホップ粕等の沈殿物を除去する。沈殿物の除去後、熱交換器(プレートクーラー)により、適切な発酵温度にまで冷却する。冷却後、麦汁に酵母を接種してアルコール発酵させ、濾過を行い、発酵ビールテイスト飲料を得る。得られた発酵ビールテイスト飲料に対し、香料としてMBT及び/又ATHPをそれぞれ添加し、各成分の濃度を調整してもよい <Manufacturing method of fermented beer taste beverage>
Prepare crushed malt as a raw material. In addition, as auxiliary raw materials, starchy materials such as rice and cornstarch, proteins or protein decomposition products, and the like are prepared. The raw material and auxiliary raw material are mixed, warm water is added, and the mixture is heated to saccharify the malt. The resulting wort is filtered and additives are added. At this time, the concentration of the raw wort extract was adjusted by adding water. Next, the wort is boiled in a boiling kettle. After boiling, the wort is transferred to a settling tank (called a whirlpool or the like) to remove deposits such as hop meal. After removing the precipitate, it is cooled to an appropriate fermentation temperature by a heat exchanger (plate cooler). After cooling, the wort is inoculated with yeast and fermented with alcohol, and filtered to obtain a fermented beer-taste beverage. MBT and / or ATHP may be added as flavors to the obtained fermented beer-taste beverage to adjust the concentration of each component.
麦芽等のデンプン質原料を糖化して糖溶液を得る。糖溶液と、甘味料、香料、穀物エキス、食物繊維、苦味料、色素、ホップ等の副原料、及び要すればアルコールとを混合して調合液を得る。糖溶液に、各原料を混合する順番は特に限定されるものではない。次いで、調合液に炭酸ガスを添加することで非発酵ビールテイスト飲料を得る。炭酸ガスの添加は、常法により行うことができる。例えば、調合工程により得られた調合液、及び炭酸水を混合してよく、調合工程により得られた調合液に炭酸ガスを直接加えて溶け込ませてもよい。得られた非発酵ビールテイスト飲料に対し、香料としてMBT及び/又ATHPをそれぞれ添加し、各成分の濃度を調整してもよい。 <Manufacturing method of non-fermented beer taste beverage>
A starchy raw material such as malt is saccharified to obtain a sugar solution. A mixed solution is obtained by mixing a sugar solution with auxiliary raw materials such as sweeteners, flavors, grain extracts, dietary fiber, bitterness agents, pigments, hops, and alcohol if necessary. The order in which each raw material is mixed with the sugar solution is not particularly limited. Next, a non-fermented beer-taste beverage is obtained by adding carbon dioxide gas to the formulation. Carbon dioxide gas can be added by a conventional method. For example, the compounding solution obtained in the compounding step and the carbonated water may be mixed, and carbon dioxide gas may be directly added to the compounding solution obtained in the compounding step to dissolve the mixture. MBT and / or ATHP may be added as flavors to the obtained non-fermented beer-taste beverage to adjust the concentration of each component.
実施例1では、麦芽比率が低いビールテイスト飲料における、MBT及びATHPの効果を調べた。 <Example 1>
In Example 1, the effects of MBT and ATHP on beer-taste beverages having a low malt ratio were investigated.
[ビールテイスト飲料の製造]
原料として麦芽の粉砕物を用意した。また、副原料として、米、コーンスターチ等のデンプン質材料、たんぱく質又はたんぱく質分解物、等を用意した。原料と副原料とを混合し、麦芽比率100%のデンプン質原料を調製した。デンプン質原料に温水を加えて、加温し、麦芽を糖化させた。得られた麦汁を濾過し、添加物を添加した。このとき、加水調整により、原麦汁エキスの濃度を12重量%にした。次いで、煮沸釜において麦汁を煮沸した。煮沸後、麦汁を沈殿槽(ワールプール等と呼ばれる)に移送し、ホップ粕等の沈殿物を除去した。沈殿物の除去後、熱交換器(プレートクーラー)により、適切な発酵温度にまで冷却した。冷却後、麦汁に酵母を接種して発酵させた。発酵後、濾過を行い、発酵麦芽ビールテイスト飲料を得た。 <Reference example 1>
[Manufacturing of beer-taste beverages]
A crushed malt was prepared as a raw material. In addition, as auxiliary raw materials, starchy materials such as rice and cornstarch, proteins or protein decomposition products, and the like were prepared. The raw material and the auxiliary raw material were mixed to prepare a starchy raw material having a malt ratio of 100%. Warm water was added to the starchy raw material and heated to saccharify the malt. The resulting wort was filtered and additives were added. At this time, the concentration of the raw wort extract was adjusted to 12% by weight by adjusting the water content. Then, the wort was boiled in a boiling kettle. After boiling, the wort was transferred to a settling tank (called a whirlpool or the like) to remove precipitates such as hop meal. After removing the precipitate, it was cooled to an appropriate fermentation temperature by a heat exchanger (plate cooler). After cooling, the wort was inoculated with yeast and fermented. After fermentation, filtration was performed to obtain a fermented malt beer-taste beverage.
MBTの濃度は、岸本らの方法(Kishimoto, T. et al., Odorants comprising hop aroma of beer: hop-derived odorants increased in the beer hopped with aged hops, Proceedings of the 31st E BC Congress, Venice 2007)を使用して測定した。 [Analysis of MBT]
The concentration of MBT was determined by Kishimoto et al. (Kishimoto, T. et al., Odorants comprising hop aroma of beer: hop-derived odorants increased in the beer hopped with aged hops, Proceedings of the 31st E BC Congress, Venice 2007). Used and measured.
20gのビールテイスト飲料に50μLの内部標準溶液(4μg/mLのATHP安定同位体)及び、200μLのギ酸及び10mLの蒸留水を加え、OASIS MCX 500mg/6ml(Waters)へ負荷した。 [Analysis of ATHP]
To 20 g of beer-taste beverage, 50 μL of an internal standard solution (4 μg / mL ATHP stable isotope), 200 μL of formic acid and 10 mL of distilled water were added and loaded onto OASIS MCX 500 mg / 6 ml (Waters).
ビールテイスト飲料中のプロリンは、(米国)ウォーターズ社製AcquityUPLC分析装置を用いて、アキュタグウルトラ(AccQ-TagUltra)ラベル化法により測定した。検量線は、アミノ酸混合標準液H型(和光純薬社製)を用いて作成した。 [Analysis of proline]
Proline in beer-taste beverages was measured by the AccQ-TagUltra labeling method using an AcquityUPLC analyzer manufactured by Waters, USA. The calibration curve was prepared using an amino acid mixed standard solution H type (manufactured by Wako Pure Chemical Industries, Ltd.).
デンプン質原料の麦芽比率を45%に調節すること以外は参考例1と同様にして、ビールテイスト飲料を得、スペックの分析を行った。MBT濃度は1ng/l、ATHPの濃度は1.5μg/l、プロリンの濃度は200mg/lであった。 <Comparative Example 1-1>
A beer-taste beverage was obtained and the specifications were analyzed in the same manner as in Reference Example 1 except that the malt ratio of the starchy raw material was adjusted to 45%. The MBT concentration was 1 ng / l, the ATHP concentration was 1.5 μg / l, and the proline concentration was 200 mg / l.
比較例1-1のビールテイスト飲料にMBTを添加することでMBT濃度を、それぞれ、2ng/l、3ng/l及び5ng/lに増加させた。 <Comparative Examples 1-2, 1-3 and 1-4>
By adding MBT to the beer-taste beverage of Comparative Example 1-1, the MBT concentration was increased to 2 ng / l, 3 ng / l and 5 ng / l, respectively.
比較例1-2のビールテイスト飲料にATHPを添加することでATHP濃度を、それぞれ、5μg/l及び10μg/lに増加させた。 <Examples 1-1 and 1-2>
By adding ATHP to the beer-taste beverage of Comparative Example 1-2, the ATHP concentration was increased to 5 μg / l and 10 μg / l, respectively.
比較例1-3のビールテイスト飲料にATHPを添加することでATHP濃度を、それぞれ、5μg/l及び10μg/lに増加させた。 <Examples 1-3 and 1-4>
By adding ATHP to the beer-taste beverage of Comparative Example 1-3, the ATHP concentration was increased to 5 μg / l and 10 μg / l, respectively.
比較例1-4のビールテイスト飲料にATHPを添加することでATHP濃度を、それぞれ、5μg/l及び10μg/lに増加させた。 <Examples 1-5 and 1-6>
By adding ATHP to the beer-taste beverage of Comparative Example 1-4, the ATHP concentration was increased to 5 μg / l and 10 μg / l, respectively.
評点
4: とても弱い
3: 弱い
2: 強い
1: とても強い <Evaluation criteria: Top scent (sunlight odor)>
Score 4: Very weak 3: Weak 2: Strong 1: Very strong
評点
4: とても強い
3: 強い
2: 弱い
1: とても弱い <Evaluation criteria: Rich>
Score 4: Very strong 3: Strong 2: Weak 1: Very weak
実施例2では、原麦汁エキス濃度が低いビールテイスト飲料における、MBT及びATHPの効果を調べた。 <Example 2>
In Example 2, the effects of MBT and ATHP on beer-taste beverages having a low concentration of raw wort extract were investigated.
原麦汁エキス濃度を5%に調節すること以外は参考例1と同様にして、ビールテイスト飲料を得、スペックの分析を行った。MBT濃度は1ng/l、ATHPの濃度は2μg/l、プロリンの濃度は200mg/lであった。 <Comparative Example 2-1>
A beer-taste beverage was obtained and the specifications were analyzed in the same manner as in Reference Example 1 except that the concentration of the raw wort extract was adjusted to 5%. The MBT concentration was 1 ng / l, the ATHP concentration was 2 μg / l, and the proline concentration was 200 mg / l.
比較例2-1のビールテイスト飲料にMBTを添加することでMBT濃度を、それぞれ、2ng/l、3ng/l及び5ng/lに増加させた。 <Comparative Examples 2-2, 2-3 and 2-4>
By adding MBT to the beer-taste beverage of Comparative Example 2-1 the MBT concentration was increased to 2 ng / l, 3 ng / l and 5 ng / l, respectively.
比較例2-2のビールテイスト飲料にATHPを添加することでATHP濃度を、それぞれ、5μg/l及び10μg/lに増加させた。 <Examples 2-1 and 2-2>
By adding ATHP to the beer-taste beverage of Comparative Example 2-2, the ATHP concentration was increased to 5 μg / l and 10 μg / l, respectively.
比較例2-3のビールテイスト飲料にATHPを添加することでATHP濃度を、それぞれ、5μg/l及び10μg/lに増加させた。 <Examples 2-3 and 2-4>
By adding ATHP to the beer-taste beverage of Comparative Example 2-3, the ATHP concentration was increased to 5 μg / l and 10 μg / l, respectively.
比較例2-4のビールテイスト飲料にATHPを添加することでATHP濃度を、それぞれ、5μg/l及び10μg/lに増加させた。 <Examples 2-5 and 2-6>
By adding ATHP to the beer-taste beverage of Comparative Example 2-4, the ATHP concentration was increased to 5 μg / l and 10 μg / l, respectively.
実施例3では、麦芽比率及びプロリンの濃度が低いビールテイスト飲料における、MBT及びATHPの効果を調べた。 <Example 3>
In Example 3, the effects of MBT and ATHP on beer-taste beverages having a low malt ratio and a low concentration of proline were investigated.
デンプン質原料の麦芽比率を30%に調節すること以外は参考例1と同様にして、ビールテイスト飲料を得、スペックの分析を行った。MBT濃度は1ng/l、ATHPの濃度は1.5μg/l、プロリンの濃度は120mg/lであった。 <Comparative Example 3-1>
A beer-taste beverage was obtained and the specifications were analyzed in the same manner as in Reference Example 1 except that the malt ratio of the starchy raw material was adjusted to 30%. The MBT concentration was 1 ng / l, the ATHP concentration was 1.5 μg / l, and the proline concentration was 120 mg / l.
比較例3-1のビールテイスト飲料にMBTを添加することでMBT濃度を、それぞれ、2ng/l、3ng/l及び5ng/lに増加させた。 <Comparative Examples 3-2, 3-3 and 3-4>
By adding MBT to the beer-taste beverage of Comparative Example 3-1 the MBT concentration was increased to 2 ng / l, 3 ng / l and 5 ng / l, respectively.
比較例3-2のビールテイスト飲料にATHPを添加することでATHP濃度を、それぞれ、5μg/l及び10μg/lに増加させた。 <Examples 3-1 and 3-2>
By adding ATHP to the beer-taste beverage of Comparative Example 3-2, the ATHP concentration was increased to 5 μg / l and 10 μg / l, respectively.
比較例3-3のビールテイスト飲料にATHPを添加することでATHP濃度を、それぞれ、5μg/l及び10μg/lに増加させた。 <Examples 3-3 and 3-4>
By adding ATHP to the beer-taste beverage of Comparative Example 3-3, the ATHP concentration was increased to 5 μg / l and 10 μg / l, respectively.
比較例3-4のビールテイスト飲料にATHPを添加することでATHP濃度を、それぞれ、5μg/l及び10μg/lに増加させた。 <Examples 3-5 and 3-6>
By adding ATHP to the beer-taste beverage of Comparative Example 3-4, the ATHP concentration was increased to 5 μg / l and 10 μg / l, respectively.
実施例4では、麦芽比率及び原麦汁エキス濃度が低いビールテイスト飲料における、MBT及びATHPの効果を調べた。 <Example 4>
In Example 4, the effects of MBT and ATHP on beer-taste beverages having a low malt ratio and raw wort extract concentration were investigated.
デンプン質原料の麦芽比率、及び原麦汁エキス濃度をそれぞれ6%、及び7%に調節すること以外は参考例1と同様にして、ビールテイスト飲料を得、スペックの分析を行った。MBT濃度は1ng/l、ATHPの濃度は0.4μg/l、プロリンの濃度は20mg/lであった。 <Comparative Example 4-1>
A beer-taste beverage was obtained and the specifications were analyzed in the same manner as in Reference Example 1 except that the malt ratio of the starchy raw material and the concentration of the raw wort extract were adjusted to 6% and 7%, respectively. The MBT concentration was 1 ng / l, the ATHP concentration was 0.4 μg / l, and the proline concentration was 20 mg / l.
比較例4-1のビールテイスト飲料にMBTを添加することでMBT濃度を、それぞれ、2ng/l、3ng/l及び5ng/lに増加させた。 <Comparative Examples 4-2, 4-3 and 4-4>
By adding MBT to the beer-taste beverage of Comparative Example 4-1 the MBT concentration was increased to 2 ng / l, 3 ng / l and 5 ng / l, respectively.
比較例4-2のビールテイスト飲料にATHPを添加することでATHP濃度を、それぞれ、5μg/l及び10μg/lに増加させた。 <Examples 4-1 and 4-2>
By adding ATHP to the beer-taste beverage of Comparative Example 4-2, the ATHP concentration was increased to 5 μg / l and 10 μg / l, respectively.
比較例4-3のビールテイスト飲料にATHPを添加することでATHP濃度を、それぞれ、5μg/l及び10μg/lに増加させた。 <Examples 4-3 and 4-4>
By adding ATHP to the beer-taste beverage of Comparative Example 4-3, the ATHP concentration was increased to 5 μg / l and 10 μg / l, respectively.
比較例4-4のビールテイスト飲料にATHPを添加することでATHP濃度を、それぞれ、5μg/l及び10μg/lに増加させた。 <Examples 4-5 and 4-6>
By adding ATHP to the beer-taste beverage of Comparative Example 4-4, the ATHP concentration was increased to 5 μg / l and 10 μg / l, respectively.
Claims (11)
- 3-メチル-2-ブテン-1-チオール、及び2-アセチル-3,4,5,6-テトラヒドロピリジン及びその互変異性体である2-アセチル-1,4,5,6-テトラヒドロピリジンから成る群から選択される少なくとも一種の2-アセチルテトラヒドロピリジン化合物を含むビールテイスト飲料であって、
該3-メチル-2-ブテン-1-チオールの濃度が2.0ng/l以上であり、
該2-アセチルテトラヒドロピリジン化合物の濃度が5.0μg/l以上である、ビールテイスト飲料。 From 3-methyl-2-butene-1-thiol and 2-acetyl-3,4,5,6-tetrahydropyridine and its tautomer 2-acetyl-1,4,5,6-tetrahydropyridine A beer-taste beverage containing at least one 2-acetyltetrahydropyridine compound selected from the group consisting of
The concentration of the 3-methyl-2-butene-1-thiol is 2.0 ng / l or more, and the concentration is 2.0 ng / l or more.
A beer-taste beverage having a concentration of the 2-acetyltetrahydropyridine compound of 5.0 μg / l or more. - プロリンを含有し、プロリンの濃度(mg/l)に対する2-アセチルテトラヒドロピリジン化合物の濃度(μg/l)の比率が0.02を超えるものである、請求項1に記載のビールテイスト飲料。 The beer-taste beverage according to claim 1, wherein the beer-taste beverage contains proline and the ratio of the concentration (μg / l) of the 2-acetyltetrahydropyridine compound to the concentration of proline (mg / l) exceeds 0.02.
- 前記プロリンの濃度が400mg/l以下である、請求項1又は2に記載のビールテイスト飲料。 The beer-taste beverage according to claim 1 or 2, wherein the concentration of the proline is 400 mg / l or less.
- 酵母によるアルコール発酵工程を経て製造された発酵ビールテイスト飲料である、請求項1~3のいずれか一項に記載のビールテイスト飲料。 The beer-taste beverage according to any one of claims 1 to 3, which is a fermented beer-taste beverage produced through an alcoholic fermentation process using yeast.
- 麦芽比率が50~100重量%であり、原麦汁エキス濃度が1~10重量%である、請求項1~4のいずれか一項に記載のビールテイスト飲料。 The beer-taste beverage according to any one of claims 1 to 4, wherein the malt ratio is 50 to 100% by weight and the raw wort extract concentration is 1 to 10% by weight.
- 麦芽比率が1~50重量%であり、原麦汁エキス濃度が10~20重量%である、請求項1~5のいずれか一項に記載のビールテイスト飲料。 The beer-taste beverage according to any one of claims 1 to 5, wherein the malt ratio is 1 to 50% by weight and the raw wort extract concentration is 10 to 20% by weight.
- 麦芽比率が1~50重量%であり、原麦汁エキス濃度が1~10重量%である、請求項1~6のいずれか一項に記載のビールテイスト飲料。 The beer-taste beverage according to any one of claims 1 to 6, wherein the malt ratio is 1 to 50% by weight and the raw wort extract concentration is 1 to 10% by weight.
- 前記3-メチル-2-ブテン-1-チオールは、添加された香料に由来するものである、請求項1~7のいずれか一項に記載のビールテイスト飲料。 The beer-taste beverage according to any one of claims 1 to 7, wherein the 3-methyl-2-butene-1-thiol is derived from the added flavor.
- 前記2‐アセチル‐3,4,5,6‐テトラヒドロピリジンは、添加された香料に由来するものである、請求項1~8のいずれか一項に記載のビールテイスト飲料。 The beer-taste beverage according to any one of claims 1 to 8, wherein the 2-acetyl-3,4,5,6-tetrahydropyridine is derived from the added flavor.
- 3-メチル-2-ブテン-1-チオール、2-アセチル-3,4,5,6-テトラヒドロピリジン及びその互変異性体である2-アセチル-1,4,5,6-テトラヒドロピリジンから成る群から選択される少なくとも一種の2-アセチルテトラヒドロピリジン化合物を含むビールテイスト飲料の製造方法であって、
該3-メチル-2-ブテン-1-チオールの濃度を2.0ng/l以上に調節する工程、及び該2-アセチルテトラヒドロピリジン化合物の濃度を5.0μg/l以上に調節する工程を包含する、ビールテイスト飲料の製造方法。 It consists of 3-methyl-2-butene-1-thiol, 2-acetyl-3,4,5,6-tetrahydropyridine and its tautomer 2-acetyl-1,4,5,6-tetrahydropyridine. A method for producing a beer-taste beverage containing at least one 2-acetyltetrahydropyridine compound selected from the group.
It includes a step of adjusting the concentration of the 3-methyl-2-butene-1-thiol to 2.0 ng / l or more, and a step of adjusting the concentration of the 2-acetyltetrahydropyridine compound to 5.0 μg / l or more. , How to make beer-taste beverages. - 前記ビールテイスト飲料がプロリンを含有し、プロリンの濃度(mg/l)に対する2-アセチルテトラヒドロピリジン化合物の濃度(μg/l)の比率が0.02を超えるように調節する工程を包含する、請求項10に記載のビールテイスト飲料の製造方法。 A claim comprising the step of adjusting the beer-taste beverage to contain proline so that the ratio of the concentration (μg / l) of the 2-acetyltetrahydropyridine compound to the concentration of proline (mg / l) exceeds 0.02. Item 10. The method for producing a beer-taste beverage according to Item 10.
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WO2013080357A1 (en) * | 2011-12-01 | 2013-06-06 | アサヒビール株式会社 | Unfermented beer-taste beverage and manufacturing method therefor |
JP2018186716A (en) * | 2017-04-28 | 2018-11-29 | アサヒビール株式会社 | Fermented malt beverage |
JP2020103170A (en) * | 2018-12-27 | 2020-07-09 | サントリーホールディングス株式会社 | Beer taste beverage, and method for producing beer taste beverage |
JP2021027828A (en) * | 2019-08-09 | 2021-02-25 | アサヒビール株式会社 | Flavor improving agent for beer-like beverage and beer-like beverage |
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WO2013080357A1 (en) * | 2011-12-01 | 2013-06-06 | アサヒビール株式会社 | Unfermented beer-taste beverage and manufacturing method therefor |
JP2018186716A (en) * | 2017-04-28 | 2018-11-29 | アサヒビール株式会社 | Fermented malt beverage |
JP2020103170A (en) * | 2018-12-27 | 2020-07-09 | サントリーホールディングス株式会社 | Beer taste beverage, and method for producing beer taste beverage |
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