Powder composition and method for producing liquid composition

A composition with monosodium fumarate and solubilizers like L-arginine enhances solubility and effectiveness in suppressing sulfur-containing compounds and thiamine odor, addressing solubility and efficacy issues in conventional fumaric acid use.

JP2026023632APending Publication Date: 2026-02-13FUSO CHEM
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Patent Information

Application Number
JP2024125677
Authority / Receiving Office
JP · JP
Patent Type
Applications
Current Assignee / Owner
Filing Date
2024-08-01
Publication Date
2026-02-13

AI Technical Summary

Technical Problem

Conventional compositions face limitations in adding fumaric acid and its salts due to low solubility, affecting their effectiveness as acidulants and pH adjusters, and they fail to adequately suppress sulfur-containing compound production and thiamine odor in foods.

Method used

A powder or liquid composition containing monosodium fumarate and a solubilizer, with a pH of 3.6 to 5.7, to enhance solubility and effectiveness in inhibiting sulfur-containing compound production and thiamine odor, using L-arginine, carbonates, or phosphates as solubilizers.

Benefits of technology

The composition significantly improves solubility and efficacy in suppressing sulfur-containing compound production and thiamine odor in foods, while also being effective in deodorizing hydrogen sulfide and mercaptans in wastewater treatment applications.

✦ Generated by Eureka AI based on patent content.

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Abstract

To provide a powder composition or a liquid composition capable of improving solubility of fumaric acid or fumarate in an application in which fumaric acid or fumarate is used, and a method for producing the same.SOLUTION: A powder composition comprising Monosodium Fumarate and a solubilizing agent, wherein the powder composition has a pH of 3.6 to 5.7 when dissolved in water.SELECTED DRAWING: None
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Description

[Technical Field]

[0001] The present invention relates to a method for producing a powder composition and a liquid composition. [Background technology]

[0002] Unpleasant odors can be generated when meat, seafood, high-protein foods such as soybeans, processed eggs, and cruciferous vegetables are cooked. Furthermore, when these foods are packed into packages and subjected to thermal treatments such as retort and boiling, or high-temperature sterilization, in order to extend their shelf life, the generation of a similar unpleasant odor, known as retort odor, and discoloration caused by reactions with the odorous components can impair the flavor and appearance of the food as a whole.

[0003] In response to this problem, Non-Patent Documents 1 and 2 state that adding fumarate to canned seafood suppresses the generation of hydrogen sulfide during heat sterilization and also prevents the blackening of the can interior due to sulfurization. They disclose a technology in which fumarate binds with free or protein-forming cysteine ​​and other sulfur compounds to form heat-stable C-S bonds, thereby suppressing the generation of hydrogen sulfide.

[0004] Furthermore, unpleasant odors caused by volatile sulfur-containing compounds in foods include the vitamin odor (thiamine odor) derived from the decomposition products of vitamin B1, which results in an undesirable flavor in the final food product for nutritionally functional foods containing vitamin B1 and processed foods such as pork that are rich in vitamin B1.

[0005] Therefore, Patent Document 1 discloses a technology for suppressing thiamine odor by incorporating fumaric acid and its salts to suppress the production of substances that cause thiamine odor, convert the substances that cause thiamine odor into other substances that do not produce thiamine odor, or mask the thiamine odor.

[0006] However, when fumaric acid and its salts are added to food, there is a limit to the amount that can be added due to their low solubility.

[0007] On the other hand, although it is possible to increase the amount of dissolved hydrogen sulfide by neutralizing it when used in combination with alkaline ingredients, the production of hydrogen sulfide as a sulfur compound from protein food ingredients is promoted in the neutral to alkaline range (Non-Patent Document 3), and therefore a sufficient masking effect cannot be obtained. [Prior art documents] [Patent documents]

[0008] [Patent Document 1] Japanese Patent Publication No. 2022-040725 [Non-patent literature]

[0009] [Non-Patent Document 1] Inhibitory effect of fumaric acid on hydrogen sulfide generation by heating sulfur-containing compounds and its mechanism, Research Report, Toyo Food Junior College, Toyo Food Research Institute, 20, 45-54 (1994) [Non-patent document 2] Inhibitory mechanism of fumarate on hydrogen sulfide production by heating cysteine ​​and safety of the product, Research Report, Toyo Food Junior College, Toyo Food Research Institute, 20, 35-44 (1994) [Non-patent document 3] Biochemistry of SH and SS, Organic Synthetic Chemistry, Vol. 35, No. 5, 332-342 (1977) Summary of the Invention [Problem to be solved by the invention]

[0010] As described above, conventional compositions have had the problem that it is not possible to add the maximum amount of fumaric acid and its salts while avoiding excessive influence on the flavor of the final food product.

[0011] Furthermore, although fumaric acid or its salts are expected to be effective as an acidulant, a pH adjuster (including for sterilization purposes), and the like, their low solubility in water makes them difficult to use for these purposes.

[0012] An object of the present invention is to provide a powder or liquid composition that can improve the solubility of fumaric acid or a fumarate in applications where fumaric acid or a fumarate is used, and a method for producing the same. [Means for solving the problem]

[0013] The above problems are solved by the present invention described below. That is, the present invention (1) provides a powder composition containing monosodium fumarate and a solubilizer, and having a pH of 3.6 to 5.7 when dissolved in water.

[0014] The present invention (2) also provides a powder composition comprising monosodium fumarate and a solubilizer, wherein the content of the solubilizer is 15.0 to 85.0 parts by mass per 100.0 parts by mass of the monosodium fumarate.

[0015] The present invention (3) also provides the powder composition according to (1) or (2), wherein the solubilizer is L-arginine.

[0016] The present invention (4) also provides a method for producing a liquid composition, which comprises adding and mixing monosodium fumarate and a solubilizing agent with water to obtain a liquid composition having a pH of 3.6 to 5.7.

[0017] The present invention (5) also provides a method for producing a liquid composition, which comprises adding and mixing fumaric acid, sodium carbonate and / or sodium bicarbonate, and a solubilizing agent with water to obtain a liquid composition having a pH of 3.6 to 5.7.

[0018] The present invention (6) also provides a method for producing the liquid composition according to (4) or (5), wherein the solubilizing agent is L-arginine. [Effects of the Invention]

[0019] According to the present invention, it is possible to provide a powder or liquid composition that can improve the solubility of fumaric acid or a fumarate in applications where fumaric acid or a fumarate is used, and a method for producing the same. DETAILED DESCRIPTION OF THE INVENTION

[0020] The present invention is a powder or liquid composition that uses monosodium fumarate as an active ingredient. In applications where fumaric acid or a fumarate salt is used as an active ingredient, it is required to improve the solubility of monosodium fumarate. Therefore, an object of the present invention is to provide a powder composition or liquid composition that can improve the solubility of monosodium fumarate for such applications. Furthermore, when fumaric acid or a fumarate salt is used as an active ingredient in a food additive, an excellent effect of inhibiting the production of sulfur-containing compounds and the thiamine odor is required. Therefore, an object of the present invention is to provide a powder composition or liquid composition that has an excellent effect of inhibiting the production and evaporation of sulfur-containing compounds and the thiamine odor when used as a food additive.

[0021] The powder composition of the first embodiment of the present invention is a powder composition that contains monosodium fumarate and a solubilizer, and has a pH of 3.6 to 5.7 when dissolved in water.

[0022] A powder composition according to a second embodiment of the present invention comprises monosodium fumarate and a solubilizer, and is characterized in that the content of the solubilizer is 15.0 to 85.0 parts by mass per 100.0 parts by mass of the monosodium fumarate.

[0023] The powder composition of the first aspect of the present invention and the powder composition of the second aspect of the present invention are powdery mixtures containing at least monosodium fumarate and a solubilizing agent.

[0024] The powder composition of the first embodiment of the present invention and the powder composition of the second embodiment of the present invention contain monosodium fumarate. Both monosodium fumarate and fumaric acid have the effects of inhibiting the production and volatilization of sulfur-containing compounds and suppressing thiamine odor. However, monosodium fumarate is more soluble in water than fumaric acid and is more easily dissolved by a solubilizer. Therefore, the powder composition of the first embodiment of the present invention and the powder composition of the second embodiment of the present invention contain monosodium fumarate, a component that inhibits the production and volatilization of sulfur-containing compounds and suppresses thiamine odor, together with a solubilizer, which makes it more soluble in water than fumaric acid, thereby enhancing the effects of inhibiting the production and volatilization of sulfur-containing compounds and suppressing thiamine odor. Therefore, the powder composition of the first embodiment of the present invention and the powder composition of the second embodiment of the present invention exhibit excellent effects of inhibiting the production and volatilization of sulfur-containing compounds and suppressing thiamine odor when used as a food additive.

[0025] In addition to being used as food additives, monosodium fumarate and fumaric acid may also be used as active ingredients to deodorize hydrogen sulfide and mercaptans generated from wastewater and sludge at sewage treatment plants, sewage treatment plants, garbage disposal plants, dust treatment plants, various industrial wastewater treatment plants, and civil engineering work sites. However, since fumaric acid has low solubility in water, it is presumed that a high level of effectiveness cannot be expected. Furthermore, although monosodium fumarate has a higher solubility in water than fumaric acid, the amount of dissolution may not be sufficient to achieve the desired effect. In contrast, the powder composition of the first embodiment of the present invention and the powder composition of the second embodiment of the present invention contain monosodium fumarate, which is more soluble than fumaric acid, and further the solubility of monosodium fumarate is increased by a solubilizer. Therefore, in applications other than as a food additive, the powder composition of the first embodiment of the present invention and the powder composition of the second embodiment of the present invention can effectively exhibit the effect of adding monosodium fumarate in deodorizing hydrogen sulfide and mercaptans generated from wastewater and sludge at sewage treatment plants, sewage treatment plants, garbage disposal plants, treatment plants for dust and the like, various industrial wastewater treatment plants, civil engineering work sites, etc.

[0026] The powder composition of the first embodiment of the present invention and the powder composition of the second embodiment of the present invention contain a solubilizer. The solubilizer in the powder composition of the first embodiment of the present invention and the powder composition of the second embodiment of the present invention refers to a solubilizer that contributes to improving the solubility of the fumarate salt in water and, when the powder composition is dissolved in water, can adjust the pH of the resulting aqueous solution to a range of 3.6 to 5.7, preferably 3.6 to 4.8. Examples of solubilizers for the powder composition of the first embodiment of the present invention and the powder composition of the second embodiment of the present invention include L-arginine, carbonates, phosphates, and L-histidine. In the powder composition of the first embodiment of the present invention and the powder composition of the second embodiment of the present invention, L-arginine is preferred as the solubilizer because it increases the solubility of monosodium fumarate and, when the powder composition is dissolved in water, can easily adjust the pH of the resulting aqueous solution to 3.6 to 5.7, preferably 3.6 to 4.8.

[0027] Furthermore, when the powder composition of the first embodiment of the present invention and the powder composition of the second embodiment of the present invention are used as food additives, the inclusion of L-arginine, carbonate, phosphate, and L-histidine as solubilizers enhances the effects of inhibiting the production and volatilization of sulfur-containing compounds and the thiamine odor.

[0028] The powder composition of the first embodiment of the present invention is a powder composition that has a pH of 3.6 to 5.7, preferably 3.6 to 4.8, when dissolved in water. When the powder composition of the first embodiment of the present invention has a pH in the above range when dissolved in water, for example, when the powder composition is added to food, the generation of hydrogen sulfide and the like can be reduced, and the generation of unpleasant odors can be suppressed. Furthermore, in applications where the effect of monosodium fumarate is enhanced at a pH in the above range, the effect is enhanced.

[0029] When 5.0 g of the powder composition of the first embodiment of the present invention is dissolved in 100.0 g of water, the aqueous solution preferably has a pH of 3.6 to 5.7, more preferably 3.6 to 4.8.

[0030] In the powder composition of the second embodiment of the present invention, the content of the solubilizer is 15.0 to 85.0 parts by mass, preferably 15.0 to 83.5 parts by mass, more preferably 15.0 to 80.0 parts by mass, more preferably 15.0 to 60.0 parts by mass, and more preferably 15.0 to 40.0 parts by mass, relative to 100.0 parts by mass of monosodium fumarate. By containing the solubilizer in the above ratio relative to monosodium fumarate, the powder composition of the second embodiment of the present invention is likely to have a pH of 3.6 to 5.7, preferably 3.6 to 4.8, when the powder composition of the second embodiment of the present invention is dissolved in water and used as a food additive. Therefore, by containing the solubilizer in the above ratio relative to monosodium fumarate, the powder composition of the second embodiment of the present invention increases the amount of dissolution of monosodium fumarate, suppresses the generation and volatilization of hydrogen sulfide, and suppresses the generation of unpleasant odors, such as the vitamin odor, derived from degradation products of vitamin B1. When the powder composition of the second embodiment of the present invention is dissolved in water and used as a food additive, using L-arginine as a solubilizer and setting the content of the solubilizer to 15.0 to 85.0 parts by mass, preferably 15.0 to 83.5 parts by mass, more preferably 15.0 to 80.0 parts by mass, more preferably 15.0 to 60.0 parts by mass, and more preferably 15.0 to 40.0 parts by mass per 100.0 parts by mass of monosodium fumarate, makes it easier to adjust the pH to 3.6 to 5.7, preferably 3.6 to 4.8, thereby increasing the amount of monosodium fumarate that is dissolved, suppressing the generation and volatilization of hydrogen sulfide, and enhancing the effect of suppressing the generation of unpleasant odors such as the vitamin odor derived from decomposition products of vitamin B1. Furthermore, by containing the solubilizer in the above-mentioned ratio relative to monosodium fumarate, the powder composition of the second embodiment of the present invention is more effective in applications where the effect of monosodium fumarate is enhanced at a pH of 3.6 to 5.7, preferably 3.6 to 4.8.

[0031] When 5.0 g of the powder composition of the second embodiment of the present invention is dissolved in 100.0 g of water, the aqueous solution preferably has a pH of 3.6 to 5.7, more preferably 3.6 to 4.8.

[0032] The powder composition of the first embodiment of the present invention and the powder composition of the second embodiment of the present invention may contain sodium carbonate and / or sodium hydrogen carbonate in such a range that the pH of the aqueous solution obtained when the powder composition is dissolved in water is 3.6 to 5.7.

[0033] The powder composition of the first embodiment of the present invention and the powder composition of the second embodiment of the present invention may contain, in addition to monosodium fumarate and a solubilizer, an acidulant / pH adjuster such as citric acid or a salt thereof, a seasoning such as monosodium L-glutamate, a sweetener, etc., as necessary.

[0034] The powder composition of the first embodiment of the present invention and the powder composition of the second embodiment of the present invention are suitable for producing the liquid composition of the first embodiment of the present invention and the liquid composition of the second embodiment of the present invention, which will be described later.

[0035] The liquid composition of the first embodiment of the present invention is a liquid composition characterized by containing monosodium fumarate, a solubilizing agent, and water, and having a pH of 3.6 to 5.7.

[0036] A second embodiment of the liquid composition of the present invention comprises monosodium fumarate, a solubilizing agent, and water, wherein the content of the solubilizing agent is 15.0 to 85.0 parts by mass per 100.0 parts by mass of the monosodium fumarate, and the liquid composition has a pH of 3.6 to 5.7.

[0037] The liquid composition of the first embodiment of the present invention and the liquid composition of the second embodiment of the present invention are liquid compositions containing at least monosodium fumarate, a solubilizing agent, and water. That is, the liquid composition of the first embodiment of the present invention and the liquid composition of the second embodiment of the present invention are aqueous solutions containing at least monosodium fumarate and a solubilizing agent.

[0038] The liquid composition of the first embodiment of the present invention and the liquid composition of the second embodiment of the present invention contain monosodium fumarate. The liquid composition of the first embodiment of the present invention and the liquid composition of the second embodiment of the present invention contain monosodium fumarate, which has a higher solubility in water than fumaric acid, and the monosodium fumarate is more easily dissolved by a solubilizer, so that the content of monosodium fumarate, which is a component that inhibits the production and volatilization of sulfur-containing compounds and suppresses thiamine odor, can be increased. Therefore, the liquid composition of the first embodiment of the present invention and the liquid composition of the second embodiment of the present invention can enhance the effects of inhibiting the production and volatilization of sulfur-containing compounds and suppressing thiamine odor, and therefore exhibit excellent effects of inhibiting the production and volatilization of sulfur-containing compounds and suppressing thiamine odor when used as a food additive.

[0039] In addition to being used as food additives, fumaric acid and monosodium fumarate may also be applicable as active ingredients for deodorizing hydrogen sulfide and mercaptans generated from wastewater and sludge at sewage treatment plants, sewage treatment plants, garbage disposal plants, dust and other treatment plants, various industrial wastewater treatment plants, civil engineering work sites, etc. Therefore, the liquid composition of the first aspect of the present invention and the liquid composition of the second aspect of the present invention contain monosodium fumarate, which is more soluble than fumaric acid, and further, the solubility of monosodium fumarate is increased with a solubilizer, so that the liquid composition of the first aspect of the present invention and the liquid composition of the second aspect of the present invention can effectively exert the effects of adding monosodium fumarate in deodorizing hydrogen sulfide and mercaptans generated from wastewater and sludge at sewage treatment plants, sewage treatment plants, garbage disposal plants, dust and other treatment plants, various industrial wastewater treatment plants, civil engineering work sites, etc., as applications other than food additives.

[0040] The liquid composition of the first embodiment of the present invention and the liquid composition of the second embodiment of the present invention contain a solubilizer. The solubilizer in the powder composition of the first embodiment of the present invention and the powder composition of the second embodiment of the present invention refers to a solubilizer that contributes to improving the solubility of the fumarate in water and adjusts the pH of the liquid composition to a range of 3.6 to 5.7, preferably 3.6 to 4.8. Examples of solubilizers for the liquid composition of the first embodiment of the present invention and the liquid composition of the second embodiment of the present invention include L-arginine, carbonates, phosphates, and L-histidine. In the liquid composition of the first embodiment of the present invention and the liquid composition of the second embodiment of the present invention, L-arginine is preferred as the solubilizer, as it increases the solubility of monosodium fumarate and facilitates the adjustment of the pH of the liquid composition to 3.6 to 5.7, preferably 3.6 to 4.8.

[0041] Furthermore, when the liquid composition of the first embodiment of the present invention and the liquid composition of the second embodiment of the present invention are used as food additives, the inclusion of L-arginine, carbonate, phosphate, and L-histidine as solubilizers enhances the effects of inhibiting the production and volatilization of sulfur-containing compounds and the thiamine odor.

[0042] The liquid composition of the first embodiment of the present invention has a pH of 3.6 to 5.7, preferably 3.6 to 4.8. When the liquid composition of the first embodiment of the present invention has a pH within the above range, for example, when used as a food additive, the generation and volatilization of hydrogen sulfide and the like can be reduced, and the generation of unpleasant odors can be suppressed. Furthermore, in applications where the effects of monosodium fumarate are enhanced at a pH within the above range, the effects are enhanced.

[0043] In the liquid composition of the second embodiment of the present invention, the content of the solubilizer is 15.0 to 85.0 parts by mass, preferably 15.0 to 83.5 parts by mass, more preferably 15.0 to 80.0 parts by mass, more preferably 15.0 to 60.0 parts by mass, and more preferably 15.0 to 40.0 parts by mass, per 100.0 parts by mass of monosodium fumarate. By incorporating the solubilizer in the above ratio relative to monosodium fumarate, the liquid composition of the second embodiment of the present invention is likely to have a pH of, for example, 3.6 to 5.7, preferably 3.6 to 4.8. Therefore, by incorporating the solubilizer in the above ratio relative to monosodium fumarate, the liquid composition of the second embodiment of the present invention increases the amount of monosodium fumarate dissolved, suppresses the generation and volatilization of hydrogen sulfide, and suppresses the generation of unpleasant odors, such as the vitamin odor, derived from decomposition products of vitamin B1. When the liquid composition of the second embodiment of the present invention is used as a food additive, L-arginine is used as a solubilizer, and the content of the solubilizer is 15.0 to 85.0 parts by weight, preferably 15.0 to 83.5 parts by weight, more preferably 15.0 to 80.0 parts by weight, more preferably 15.0 to 60.0 parts by weight, or more preferably 15.0 to 40.0 parts by weight, per 100.0 parts by weight of monosodium fumarate. By maintaining a pH of 3.6 to 5.7, preferably 3.6 to 4.8, the dissolution amount of monosodium fumarate is increased, the generation and volatilization of hydrogen sulfide are suppressed, and the generation of unpleasant odors, such as the vitamin odor derived from degradation products of vitamin B1, is enhanced. Furthermore, by containing the solubilizer in the above ratio relative to monosodium fumarate, the liquid composition of the second embodiment of the present invention is more effective in applications where the effects of monosodium fumarate are enhanced at a pH of 3.6 to 5.7, preferably 3.6 to 4.8.

[0044] The liquid composition of the first embodiment of the present invention and the liquid composition of the second embodiment of the present invention may contain, in addition to monosodium fumarate and a solubilizing agent, an acidulant / pH adjuster such as citric acid or a salt thereof, a seasoning such as monosodium L-glutamate, a sweetener, etc., as necessary.

[0045] In the liquid composition of the first aspect of the present invention and the liquid composition of the second aspect of the present invention, the concentration of monosodium fumarate in the liquid composition is appropriately selected depending on the intended use.

[0046] The powder composition and liquid composition of the present invention are used, for example, as food additives and can be added to foods. The powder composition and liquid composition of the present invention can be added to foods to suppress unpleasant odors, such as sulfur-containing compounds such as hydrogen sulfide and the vitamin odor derived from the degradation products of vitamin B1. Foods to which the powder composition and liquid composition of the present invention can be added include, for example, high-protein foods such as meat, seafood, and soybeans, processed eggs, cooked vegetables such as cruciferous vegetables, and nutritionally fortified foods containing vitamin B1. In addition to being used as food additives, the powder composition and liquid composition of the present invention can also effectively exert the effects of monosodium fumarate in deodorizing hydrogen sulfide and mercaptans generated from wastewater and sludge at sewage treatment plants, sewage treatment plants, garbage disposal plants, dust treatment plants, various industrial wastewater treatment plants, and civil engineering work sites.

[0047] The first embodiment of the method for producing a liquid composition of the present invention is characterized by adding and mixing monosodium fumarate and a solubilizing agent with water to obtain a liquid composition having a pH of 3.6 to 5.7.

[0048] The solubilizer used in the method for producing a liquid composition of the first aspect of the present invention is used to improve the solubility of fumarate in water. The solubilizer used in the method for producing a liquid composition of the first aspect of the present invention refers to a solubilizer that contributes to improving the solubility of fumarate in water and adjusts the pH of the liquid composition to a range of 3.6 to 5.7, preferably 3.6 to 4.8. Examples of solubilizers used in the method for producing a liquid composition of the first aspect of the present invention include L-arginine, carbonates, phosphates, and L-histidine. Furthermore, L-arginine is preferred as the solubilizer used in the method for producing a liquid composition of the first aspect of the present invention, as it increases the solubility of monosodium fumarate and makes it easier for the liquid composition to have a pH of 3.6 to 4.8.

[0049] Furthermore, when the liquid composition obtained by carrying out the method for producing a liquid composition according to the first aspect of the present invention is used as a food additive, by using L-arginine, carbonate, phosphate, or L-histidine as a solubilizer, a liquid composition having high effects of inhibiting the production and volatilization of sulfur-containing compounds and suppressing the thiamine odor can be obtained.

[0050] In the method for producing a liquid composition of the first aspect of the present invention, at least monosodium fumarate and a solubilizer are added to and mixed with water. In the method for producing a liquid composition of the first aspect of the present invention, at least monosodium fumarate and a solubilizer are added to and mixed with water, thereby dissolving the monosodium fumarate and the solubilizer in water. In the method for producing a liquid composition of the first aspect of the present invention, the pH of the resulting liquid composition is 3.6 to 5.7, preferably 3.6 to 4.8. There are no particular limitations on the method for adjusting the pH of the liquid composition to 3.6 to 5.7, preferably 3.6 to 4.8, and this can be achieved by appropriately selecting the amount of monosodium fumarate added, the amount of solubilizer added, the ratio of solubilizer to monosodium fumarate added, etc.

[0051] In the method for producing the liquid composition of the first embodiment of the present invention, sodium carbonate and / or sodium hydrogen carbonate can be added and mixed so that the pH of the liquid composition is in the range of 3.6 to 5.7, preferably 3.6 to 4.8.

[0052] In the method for producing the liquid composition of the first embodiment of the present invention, in addition to monosodium fumarate and a solubilizing agent, acidulants and pH adjusters such as citric acid and salts thereof, seasonings such as monosodium L-glutamate, sweeteners, etc. may be added as needed.

[0053] In the method for producing a liquid composition according to the first aspect of the present invention, the amount of solubilizer added is 15.0 to 85.0 parts by mass, preferably 15.0 to 83.5 parts by mass, more preferably 15.0 to 80.0 parts by mass, more preferably 15.0 to 60.0 parts by mass, and more preferably 15.0 to 40.0 parts by mass, relative to 100.0 parts by mass of monosodium fumarate. In the method for producing a liquid composition according to the first aspect of the present invention, adding the solubilizer to monosodium fumarate in the above-mentioned ratio facilitates, for example, a pH of 3.6 to 5.7, preferably 3.6 to 4.8. Therefore, in the method for producing a liquid composition according to the first aspect of the present invention, adding the solubilizer to monosodium fumarate in the above-mentioned ratio increases the amount of monosodium fumarate dissolved, suppresses the generation of hydrogen sulfide, and can provide a liquid composition that suppresses the generation of unpleasant odors, such as the vitamin odor derived from degradation products of vitamin B1. When the liquid composition obtained by the method for producing a liquid composition according to the first aspect of the present invention is used as a food additive, L-arginine is used as the solubilizer, the amount of the solubilizer added is 15.0 to 85.0 parts by mass, preferably 15.0 to 83.5 parts by mass, more preferably 15.0 to 80.0 parts by mass, more preferably 15.0 to 60.0 parts by mass, more preferably 15.0 to 40.0 parts by mass, per 100.0 parts by mass of monosodium fumarate, and the pH is 3.6 to 5.7, preferably 3.6 to 4.8, thereby increasing the amount of monosodium fumarate dissolved, suppressing the generation of hydrogen sulfide, and enhancing the effects of suppressing the generation of unpleasant odors such as the vitamin odor derived from decomposition products of vitamin B1. Furthermore, in the method for producing the liquid composition of the first aspect of the present invention, by adding a solubilizer to monosodium fumarate in the above-mentioned ratio, a liquid composition can be obtained in which the effect of adding monosodium fumarate is enhanced at a pH of 3.6 to 5.7, preferably 3.6 to 4.8.

[0054] In the method for producing the liquid composition of the first embodiment of the present invention, the ratio of the amount of monosodium fumarate to water to be added is appropriately selected depending on the intended use.

[0055] In the method for producing the liquid composition of the first embodiment of the present invention, the method for adding and mixing monosodium fumarate and the solubilizer is not particularly limited, and may be, for example, (1) A method of adding monosodium fumarate powder and a solubilizer powder to water; (2) A method in which an aqueous solution of monosodium fumarate and an aqueous solution of a solubilizing agent are prepared in advance and then mixed; (3) A method in which an aqueous solution of monosodium fumarate and an aqueous solution of a solubilizing agent are prepared in advance and then added to water; (4) A method in which an aqueous solution of monosodium fumarate and an aqueous solution of a solubilizer are prepared in advance, and then the aqueous solution of monosodium fumarate and the aqueous solution of a solubilizer are added to an object to which the liquid composition is to be used, thereby mixing the powder of monosodium fumarate and the solubilizer in the presence of the object to which the liquid composition is to be used; Examples include:

[0056] The second embodiment of the method for producing a liquid composition of the present invention is characterized by adding and mixing fumaric acid, sodium carbonate and / or sodium bicarbonate, and a solubilizing agent with water to obtain a liquid composition having a pH of 3.6 to 5.7.

[0057] The sodium bicarbonate and sodium carbonate used in the method for producing the liquid composition of the second aspect of the present invention may be anhydrous, monohydrate, or decahydrate.

[0058] In the second embodiment of the method for producing a liquid composition of the present invention, fumaric acid and sodium carbonate and / or sodium hydrogencarbonate are added to water, mixed, and dissolved to produce monosodium fumarate in water.

[0059] The solubilizer used in the method for producing a liquid composition of the second aspect of the present invention is used to improve the solubility of fumarate in water. The solubilizer used in the method for producing a liquid composition of the second aspect of the present invention refers to a solubilizer that contributes to improving the solubility of fumarate in water and adjusts the pH of the liquid composition to a range of 3.6 to 5.7, preferably 3.6 to 4.8. Examples of solubilizers used in the method for producing a liquid composition of the second aspect of the present invention include L-arginine, carbonates, phosphates, and L-histidine. Furthermore, L-arginine is preferred as the solubilizer used in the method for producing a liquid composition of the second aspect of the present invention, as it increases the solubility of monosodium fumarate and makes it easier to adjust the pH of the liquid composition to 3.6 to 4.8.

[0060] Furthermore, when the liquid composition obtained by carrying out the second form of the method for producing a liquid composition of the present invention is used as a food additive, by using L-arginine, carbonate, phosphate, or L-histidine as a solubilizer, a liquid composition having high effects of inhibiting the production and volatilization of sulfur-containing compounds and suppressing the thiamine odor can be obtained.

[0061] In a second embodiment of the method for producing a liquid composition of the present invention, at least fumaric acid, sodium carbonate and / or sodium bicarbonate, and a solubilizer are added to and mixed with water. In the second embodiment of the method for producing a liquid composition of the present invention, fumaric acid, sodium carbonate and / or sodium bicarbonate, and the solubilizer are added to and mixed with water, thereby dissolving the fumaric acid, sodium carbonate and / or sodium bicarbonate, and solubilizer in water. In the second embodiment of the method for producing a liquid composition of the present invention, the pH of the resulting liquid composition is 3.6 to 5.7, preferably 3.6 to 4.8. The method for adjusting the pH of the liquid composition to 3.6 to 5.7, preferably 3.6 to 4.8, is not particularly limited, and can be achieved by appropriately selecting the amount of fumaric acid, the amount of sodium carbonate and / or sodium bicarbonate, the amount of solubilizer, the ratio of sodium carbonate and / or sodium bicarbonate to fumaric acid, the ratio of solubilizer to fumaric acid, etc.

[0062] In the method for producing the liquid composition of the second embodiment of the present invention, in addition to fumaric acid, sodium carbonate and / or sodium bicarbonate, and a solubilizer, acidulants / pH adjusters such as citric acid and salts thereof, seasonings such as monosodium L-glutamate, sweeteners, etc. may be added as needed.

[0063] In the method for producing a liquid composition according to the second embodiment of the present invention, the amount of sodium carbonate added is 22.9 to 45.7 parts by mass, and preferably 41.1 to 45.7 parts by mass, calculated as anhydrous, per 100.0 parts by mass of fumaric acid. On the other hand, the amount of sodium bicarbonate added is 36.2 to 72.4 parts by mass, and preferably 65.2 to 72.4 parts by mass, per 100.0 parts by mass of fumaric acid. In the method for producing a liquid composition according to the second embodiment of the present invention, by adding sodium carbonate and / or sodium bicarbonate to fumaric acid in the above-mentioned ratio, it becomes easier to obtain monosodium fumarate in which one of the two carboxyl groups of fumaric acid is in the form of a sodium salt. On the other hand, if the amount of sodium carbonate and / or sodium bicarbonate added relative to fumaric acid is less than the above range, monosodium fumarate will not be produced sufficiently, and undissolved fumaric acid will remain in the liquid. If the amount exceeds the above range, the pH of the liquid composition will become too high, thereby impairing the effects of inhibiting the production and volatilization of sulfur-containing compounds and the thiamine odor suppression.

[0064] In the method for producing the powder composition of the second embodiment of the present invention, the ratio of the amount of fumaric acid to the amount of water to be mixed is appropriately selected depending on the intended use.

[0065] In the method for producing a liquid composition according to the second aspect of the present invention, the amount of solubilizer added is 12.6 to 71.5 parts by mass, preferably 12.6 to 70.2 parts by mass, more preferably 12.6 to 67.3 parts by mass, more preferably 12.6 to 50.4 parts by mass, and more preferably 12.6 to 33.6 parts by mass, per 100.0 parts by mass of fumaric acid. In the method for producing a liquid composition according to the second aspect of the present invention, adding the solubilizer to fumaric acid in the above-mentioned ratio facilitates, for example, the pH of the resulting liquid composition to be 3.6 to 5.7, preferably 3.6 to 4.8. Therefore, by using the solubilizer in the above-mentioned ratio to fumaric acid in the method for producing a liquid composition according to the second aspect of the present invention, the amount of monosodium fumarate dissolved in the liquid composition produced by the reaction of fumaric acid with sodium carbonate is increased, thereby suppressing the generation and volatilization of hydrogen sulfide and the generation of unpleasant odors, such as the vitamin odor, derived from degradation products of vitamin B1. When the liquid composition obtained by the method for producing a liquid composition according to the second embodiment of the present invention is used as a food additive, L-arginine is used as the solubilizer, and the amount of the solubilizer added is 12.6 to 71.5 parts by mass, preferably 12.6 to 70.2 parts by mass, more preferably 12.6 to 67.3 parts by mass, more preferably 12.6 to 50.4 parts by mass, more preferably 12.6 to 33.6 parts by mass, per 100.0 parts by mass of fumaric acid, and the pH is 3.6 to 5.7, preferably 3.6 to 4.8, thereby increasing the amount of monosodium fumarate dissolved, suppressing the generation and volatilization of hydrogen sulfide, and enhancing the effects of suppressing the generation of unpleasant odors such as the vitamin odor derived from decomposition products of vitamin B1. Furthermore, in the method for producing the liquid composition of the second embodiment of the present invention, by using the solubilizer in the above-mentioned ratio relative to monosodium fumarate, a liquid composition that is highly effective in applications where the effect of monosodium fumarate is enhanced at a pH of 3.6 to 5.7, preferably 3.6 to 4.8, can be obtained.

[0066] In the method for producing the liquid composition of the second embodiment of the present invention, the order in which fumaric acid, sodium carbonate, and the solubilizer are added to water is not particularly limited, and may be, for example, (1) Fumaric acid, sodium carbonate and / or sodium bicarbonate, and a solubilizer may be added to water in this order. (2) Fumaric acid, a solubilizer, and sodium carbonate and / or sodium bicarbonate may be added to water in this order; (3) A solubilizer, fumaric acid, sodium carbonate and / or sodium bicarbonate may be added to water in this order; (4) A solubilizer, sodium carbonate and / or sodium bicarbonate, and fumaric acid may be added to water in this order. (5) Sodium carbonate and / or sodium bicarbonate, fumaric acid, and a solubilizer may be added to water in this order. (6) Sodium carbonate and / or sodium bicarbonate, a solubilizer, and fumaric acid may be added to water in this order. (7) A mixture of fumaric acid, sodium carbonate and / or sodium bicarbonate, and a solubilizing agent may be added to water; (8) Fumaric acid, sodium carbonate and / or sodium bicarbonate, and a solubilizing agent may be added to water simultaneously.

[0067] In the present invention, in applications where fumaric acid or a fumarate salt is used, the solubility of the fumarate salt can be improved by using it in the form of monosodium fumarate and by using a solubilizing agent, thereby allowing the effects of the fumarate salt to be effectively exhibited. Furthermore, when the liquid composition of the present invention is used as a food additive, the solubility of the fumarate salt is improved by using it in the form of monosodium fumarate and by using a solubilizer. Furthermore, by setting the pH of the liquid composition to 3.6 to 5.7, preferably 3.6 to 4.8, it is possible to effectively reduce unpleasant flavors while avoiding excessive effects on the flavor and physical properties of the final food. Furthermore, when the liquid composition of the present invention is used as a food additive, the use of L-arginine, carbonates, phosphates, L-histidine, etc. as a solubilizer to increase the solubility of monosodium fumarate makes it easier to adjust the pH of the liquid composition to 3.6 to 5.7, preferably 3.6 to 4.8, thereby increasing the effect of effectively reducing unpleasant flavors while avoiding excessive effects on the flavor and physical properties of the final food.

[0068] The present invention will be specifically described below with reference to examples, but the present invention is not limited to the examples shown below. [Example]

[0069] Test Example 1: Examples 1 to 5, Comparative Examples 1 to 6 The following test was carried out to find out which solubilizers contribute to increasing the solubility of fumarate in water. The combinations of monosodium fumarate, sodium carbonate, or solubilizer (L-arginine) shown in Table 1 were added to 100.0 g of deionized water and mixed for 5 minutes at 300 rpm using a magnetic stirrer. After 5 minutes, the presence or absence of insoluble residue was confirmed, and the pH of the aqueous solution was measured. Regarding solubility, if insoluble residue was observed, it was marked "X," and if the solution was completely dissolved, it was marked "O." The results are shown in Table 1. In Table 1, the numbers in parentheses in the columns for monosodium fumarate, sodium carbonate, and L-arginine indicate the amount of sodium carbonate or L-arginine added in parts by mass when the amount of monosodium fumarate added is 100.0 parts by mass.

[0070] [Table 1]

[0071] The results of Test Example 1 above confirmed that the dissolution amount of monosodium fumarate increased when used in combination with a solubilizing raw material. In particular, in Examples 1 to 5, in which the solubilizing raw material was L-arginine, there was no foaming reaction due to neutralization during dissolution, nor a significant increase in pH, and an increase in the dissolution amount and an improvement in dissolution rate were achieved.

[0072] Test Example 2: Examples 6 to 9, Control and Comparative Examples 7 to 13 The following test was conducted to investigate the improvement of unpleasant flavors caused by retort pouch odors by using fumarate in combination with sodium carbonate or a solubilizer (L-arginine). Aqueous solutions were prepared using the combinations of monosodium fumarate or fumaric acid shown in Table 2 and various weight amounts of sodium carbonate or various weight amounts of solubilizer (L-arginine), and the pH of the solutions was measured. Deionized water was used as a control. In Comparative Example 8, insoluble residue was confirmed at the time of preparation of the aqueous solution, and the pH of the supernatant was measured. In addition, a buffer solution of citric acid (anhydrous) and trisodium citrate was prepared (Comparative Example 9), and the pH was measured in the same manner. In Table 2, the numbers in parentheses in the columns for monosodium fumarate, sodium carbonate, and L-arginine indicate the amount of sodium carbonate or L-arginine added in parts by mass when the amount of monosodium fumarate added is 100.0 parts by mass.

[0073] After thawing 50.0 to 70.0 g of frozen sockeye salmon fillets, they were steamed in a steam convection oven at 80°C for 15 minutes, and then 30 parts by mass of each of the aqueous solutions prepared based on Table 2 was added to 100 parts by mass of the steamed sockeye salmon fillets. The mixture was then sealed in a retort aluminum pouch and subjected to a retort heat treatment for 5 minutes at approximately 126°C. If there was insoluble residue in the solution, 30 parts by mass of the resulting suspension was added and the same treatment was carried out. The resulting processed product was allowed to cool while still sealed in the retort aluminum pouch, then placed in a 500 mL plastic bottle and held at 25°C for 30 minutes. The hydrogen sulfide concentration in the gas phase was then measured using a gas detector tube. The resulting processed product was evaluated for unpleasant odors, such as retort odor and fishy odor, when eaten, according to the following criteria. The results are shown in Table 3. <Evaluation criteria for unpleasant odors> 3. Compared to the control, unpleasant odors are significantly reduced. 2. Compared to the control, unpleasant odors are reduced. 1. Compared to the control, the unpleasant odor is slightly reduced. 0: Same unpleasant odor as the control -1 Slightly stronger unpleasant odor than the control -2 Stronger unpleasant odor than the control

[0074] Test Example 3: Examples 6, 8, and 9, Control, and Comparative Examples 7 and 12 The following test was conducted to investigate the effect of combined use of monosodium fumarate and L-arginine on improving unpleasant flavor (vitamin B1 odor). Aqueous solutions containing the combinations of monosodium fumarate and various weight amounts of solubilizing agent (L-arginine) shown in Table 2 were prepared, and deionized water was used as a control. To 10.0 g of the aqueous solution, 10.0 μL of an aqueous solution containing 0.1 parts by mass of bis-2-methyl-3-furyl disulfide (BMFDS) as a model substance for vitamin B1 odor was added and mixed, and the mixture was sealed in a glass vial. After the mixture was kept in a water bath at 60°C for 10 minutes, an SPME fiber collector was inserted into the gas phase and the volatile components were adsorbed for 5 minutes. The adsorbed components were then analyzed using GC. The peak area of ​​BMFDS was calculated as the amount of BMFDS volatilized, and expressed as a percentage of the control. The results are shown in Table 3. In Table 3, "-" indicates that Test Example 3 was not performed.

[0075] [Table 2]

[0076] [Table 3]

[0077] The results of Test Example 2 above confirmed that the amount of hydrogen sulfide volatilized, which causes an unpleasant flavor, was reduced when monosodium fumarate was added and the pH of the aqueous solution was within the range of 3.6 to 4.8. In particular, in Examples 6 and 7, the unpleasant odor was significantly suppressed compared to the control, and it was confirmed that the effect of improving the unpleasant flavor was effectively enhanced compared to when monosodium fumarate was added alone (Comparative Example 8). It was also found that when too much monosodium fumarate was added alone, the effect of improving the unpleasant flavor became unnoticeable (Comparative Example 8).

[0078] The results of Test Example 3 above confirmed that when 100.0 parts by mass of monosodium fumarate is combined with 40.0 parts by mass or less of L-arginine, the amount of monosodium fumarate dissolved is increased, and the effect of improving the unpleasant flavor of vitamin B1 odor is enhanced. On the other hand, when no L-arginine was added, or when 100.0 parts by mass of L-arginine was added to 100.0 parts by mass of monosodium fumarate, no effect of improving the unpleasant flavor of vitamin B1 odor was observed.

Claims

1. A powder composition comprising monosodium fumarate and a solubilizing agent, the powder composition having a pH of 3.6 to 5.7 when dissolved in water.

2. A powder composition comprising monosodium fumarate and a solubilizing agent, wherein the content of the solubilizing agent is 15.0 to 85.0 parts by mass per 100.0 parts by mass of the monosodium fumarate.

3. 3. The powder composition according to claim 1, wherein the solubilizing agent is L-arginine.

4. A method for producing a liquid composition, comprising adding and mixing monosodium fumarate and a solubilizing agent with water to obtain a liquid composition having a pH of 3.6 to 5.

7.

5. A method for producing a liquid composition, comprising adding and mixing fumaric acid, sodium carbonate and / or sodium bicarbonate, and a solubilizing agent with water to obtain a liquid composition having a pH of 3.6 to 5.

7.

6. 6. The method for producing a liquid composition according to claim 4, wherein the solubilizing agent is L-arginine.

Citation Information

Patent Citations

  • Thiamine odor inhibitor, liquid composition, and method for inhibiting occurrence of thiamine odor

    JP2022040725A