JP2001169742A - Water-soluble soybean hypocotyl processed food and method for producing the same - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain an inexpensive water-soluble soybean hypocotyl processed food having excellent solubility in an aqueous solution and hard to cause precipitation, and to provide a method for producing the processed food. SOLUTION: This method for producing a water-soluble soybean hypocotyl processed food comprises the following process: subjecting soybean hypocotyl to extraction using an aqueous solvent, and cooling the resultant extract liquid in the form of an aqueous solution to <=17 deg.C to eliminate insolubles. The water- soluble soybean hypocotyl is obtained is the course of this method.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

TECHNICAL FIELD The present invention relates to a water-soluble processed soybean hypocotyl extracted from soybean hypocotyl and a method for producing the same.

[0002]

2. Description of the Related Art Soybeans contain isoflavones such as daidzein, genistein and glycitein. In particular, daidzein and genistein are known to have physiological effects such as estrogen action (Murphy PA, Food Technol., 36, 60, 1982), tyrosine kinase inhibitory action, angiogenesis inhibitory action, antioxidant action, etc. From the viewpoint of the world (Barnes S. e
t.al., Nutr. Cancer, 21, 113, 1994). On the other hand, isoflavone is contained in soybean in a large amount in the hypocotyl part which becomes germ and radicle during germination (Kudou S.et.al., Agric.Bi
ol. Chem., 55, 2227, 1991) has a disadvantage that it has a unique bitterness and astringent taste and is difficult to use in foods. The present inventors previously conducted a soybean hypocotyl by heat-treating and extracting it with an aqueous solvent, thereby giving a good flavor, good preservation of good flavor, high water solubility, and an inexpensive processed soybean hypocotyl. I applied for it. (Japanese Patent Application No. 11-118161). However, the processed soybean hypocotyl obtained by the present method is liable to form drips with the passage of time in an aqueous solution, and particularly tends to precipitate in an acidic aqueous solution. On the other hand, as a method for obtaining a water-soluble soybean isoflavone compound, for example, the methods described in JP-A-09-309902 and JP-A-10-298175 are mentioned. Since the extract is included in cyclodextrin, there is a problem that the cost is high.

[0003]

An object of the present invention is to provide an inexpensive water-soluble soybean hypocotyl processed product which is excellent in solubility in an aqueous solution, hardly causes precipitation and is inexpensive.

[0004]

Means for Solving the Problems The present inventors have made intensive studies on the above-mentioned problems, and as a result, after extracting soybean hypocotyls with an aqueous solvent, remove insoluble substances at a low temperature in an aqueous solution. Precipitation hardly occurs in the aqueous solution due to, and it is difficult to precipitate in the acidic aqueous solution by removing the insoluble matter at low temperature acid. The inventors have found that isoflavones can be efficiently recovered while maintaining solubility by removing insolubles under acidic conditions, and completed the present invention. That is, the present invention comprises a step of extracting a soybean hypocotyl with an aqueous solvent, and a step of cooling the extract to 17 ° C. or lower in an aqueous solution to remove insolubles, the water-soluble soybean embryo comprising: This is a method of manufacturing a shaft processed product. Further, before cooling the extract to 17 ° C. or lower under an aqueous solution, it is preferable to adjust the pH of the extract to 5.0 or lower. Prior to cooling, it is more preferable to adjust the pH of the extract at 30 ° C. to 80 ° C. to 5.0 or less, and to remove insolubles once more.

[0005]

DESCRIPTION OF THE PREFERRED EMBODIMENTS The method for extracting soybean hypocotyls with an aqueous solvent in the present invention can be exemplified by the method described in Japanese Patent Application No. 11-118161. That is, the soybean hypocotyl can be heat-treated to a specific degree as needed. Here, the heat treatment is not particularly limited as long as it is a heating method that reduces the bitterness and astringency unique to soybean hypocotyls.
Examples of the heating method include dry heat heating, wet heat heating, and the like.
In any case, a known heating method may be used. The heating degree in the dry heat heating can be defined by the water content of the soybean hypocotyl, and is 1 to 9.5% by weight, preferably 3 to 9% by weight.
It is good to perform a heat treatment so that In addition, in the wet heat heating, any method may be used in which heating is performed in the presence of an appropriate amount of water so that isoflavones are not eluted.
A method of heating after the water-containing treatment can also be used. Next, extraction is performed using an aqueous solvent, and the extraction temperature is preferably 80 ° C. or higher. At this time, in order to remove components other than isoflavone preferentially, it is possible to wash with an aqueous solvent at a lower temperature than the extraction before the extraction. Preferred washing temperatures are between 4 ° C and 8
At 0 ° C., about 5 to 240 minutes is suitable. Although a washing temperature of 4 ° C. or less is not impossible, it is not preferable because the cost for cooling increases and the practicability is low. The preferred extraction temperature is from 80 ° C to 100 ° C, suitably from about 5 minutes to 60 minutes. Increasing the extraction temperature or stirring level can also shorten the extraction time. Water or aqueous alcohol can be used as the aqueous solvent at the time of extraction. However, when aqueous alcohol is used, the alcohol must be removed before removing insolubles. This is because the product precipitates in an aqueous solution even if insoluble matter is removed in a system containing an organic solvent. The extract thus obtained is at 17 ° C.
Thereafter, the mixture is preferably cooled to 10 ° C. to 0 ° C., and then maintained for preferably 10 minutes or more, more preferably 30 minutes or more, and insoluble substances are removed by centrifugation, filtration, etc. Precipitation hardly occurs. At this time, the extract is previously adjusted to pH 5.0 or lower, preferably p
When the pH is adjusted to not more than 4.0, more preferably not more than 3.5, the solubility is improved even in an acidic aqueous solution, and precipitation hardly occurs. That is, when the extract is cooled to 17 ° C. or lower, preferably from 10 ° C. to 0 ° C., and the insoluble matter is removed, the solubility is improved in an aqueous solution having a pH of 5.5 to about 7 and precipitation hardly occurs. However, precipitation occurs in an aqueous solution having a pH of 5.5 or less. However, if the extract is adjusted to pH 5.0 or less, preferably pH 4.0 or less, and more preferably pH 3.5 or less, the solubility is improved in an aqueous solution having a pH of about 7 from the adjusted pH, and precipitation occurs. It becomes difficult. Further, the extract is previously prepared at 30 ° C. to 80 ° C., preferably at 40 ° C. to 80 ° C.
When the pH is adjusted to 5.0 or less, preferably pH 4.0 or less, more preferably pH 3.5 or less, and once the insoluble matter is removed, precipitation hardly occurs while maintaining the solubility, and the isoflavone can be efficiently recovered. The acid for adjusting the pH may be any inorganic or organic acid that is usually used in foods, and includes hydrochloric acid, citric acid, acetic acid, phosphoric acid, ascorbic acid, malic acid and the like. The isoflavone in the present invention indicates the total amount converted to glycosides by quantifying a total of 12 types of glycosides of daidzin, genistin, glycitin, malonyl glycosides, acetyl glycosides, and aglycones. Quantification of isoflavone was performed as follows.
A sample corresponding to 1 to 10 mg of soy isoflavone was accurately weighed, and 70% (v / v) ethanol was added to the sample.
5 mL was added. After extraction with stirring at room temperature for 30 minutes, centrifugation was performed to obtain an extract. The residue was subjected to the same extraction operation twice more. A total of three extracts were made up to 100 mL with 70% (v / v) ethanol and filtered through a 0.45 μm PVDF filter to obtain a test solution. Six kinds of standard products, that is, daidzin, genistin, glycitin, daidzein, genistein, and glycitein (Wako Pure Chemical Industries, Ltd.) were used. 50 mg of various soy isoflavones
A solution obtained by adding 80% (v / v) methanol and dissolving sufficiently so as to obtain L was used as a standard solution, and the concentration was calculated from the following molar extinction coefficient. Daijin ε = 29000, λ = 25
4 nm, genistin ε = 41700, λ = 254 nm,
Daidzein ε = 26000, λ = 250 nm, Genistein ε = 37300, λ = 254 nm (L. Coward et.a.
I., J. Agric Food Chem., 41, 1961-1967, 1993) In addition, glycitin and glycitein used the molar absorption coefficients of genistin and genistein, respectively. Analyze the test solution and standard solution under the following HPLC conditions, quantify the various isoflavone concentrations from each peak area,
The total amount converted to glycosides was calculated. At this time, a calibration curve of each glycoside was used for each malonyl glycoside and each acetyl glycoside.

HPLC conditions Column: YMC-Pack ODS-AM-303 (4.6 × 250 mm) Mobile phase: Liquid A Acetonitrile: water: acetic acid = 15: 85: 0.1 (v / v / v) Liquid B acetonitrile : Water: acetic acid = 35: 65: 0.1 (v / v / v) Solution A → Solution B Linear concentration gradient (50 min) Flow rate: 1.0 mL / min Temperature: 25 ° C Detection: UV 254 nm Injection volume : 10 μL

[0007] The water-soluble soybean hypocotyl extract obtained by the above steps is neutralized and concentrated, if necessary, and then sterilized by heating and used as it is, or freeze-dried, vacuum-dried,
Use after drying by spray drying. The processed water-soluble soybean hypocotyl thus obtained can be used as various food and drink materials because it is excellent in solubility in an aqueous solution, hardly causes precipitation and is inexpensive. Food and drink materials can be applied to, for example, neutral drinks, acidic drinks, dairy products, desserts, seasonings, and the like, but are not particularly limited.

[0008]

EXAMPLES Examples and examples will be described below, but the technical idea of the present invention is not limited to these examples.

Experimental Example 1 Examination of Insolubles Removal Conditions The soybean hypocotyl was subjected to dry heat treatment with hot air at 140 ° C. for 20 minutes using a gas roaster. To 800 g of the soybean hypocotyl subjected to the dry heat treatment, 4 L of water at 20 ° C. was added and immersed for 2 hours, followed by filtration to remove soluble components other than isoflavone preferentially. Next, 4 L of various extraction solvents were added to the residue,
After being heated and extracted at a temperature near the boiling point for 20 minutes, it was filtered to obtain an extract. Further, for the residue, the same operation was performed again to mix the extract. Thereafter, the organic solvent was removed from the extract as needed, cooled to the temperature shown in Table 1, and kept for 30 minutes. Then, centrifugation (6000G, 20 minutes)
To remove insolubles and dried. The obtained powder was mixed with water (p) so that the isoflavone concentration became 10 mg / 100 mL.
H at about 6.5) and stored at 5 ° C for 48 hours.
The presence or absence of precipitation was observed.

Table 1 Examination of insoluble matter removal conditions −−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−− Extracting solvent Deethanolation Temperature Precipitation -----------------------------Water-40 ° C Water-water-20 Water-water-15 Water- 10 No Water-0 No 20% Ethanol No 15 Yes 20% Ethanol Yes 15 No 40% Ethanol No 15 Yes 40% Ethanol Yes 15 No 70% Ethanol No 15 Yes 70% Ethanol Yes 15 No -------------------- −−−−−−−−−−−−−−−−−−−−−−−−−−−−

[0011] Table 1 shows that, after the heat-treated soybean hypocotyl is extracted with an aqueous solvent, if the insoluble matter is removed at 15 ° C or lower in an aqueous solution, precipitation in the aqueous solution is less likely to occur.

Experimental Example 2 To 800 g of the soybean hypocotyl obtained in Experimental Example 1 which had been subjected to the dry heat treatment, 4 L of water at 20 ° C. was added and immersed for 2 hours. did. Then, 4 L of hot water was added to the residue, and 9
After heat extraction at 8 ° C. for 20 minutes, the mixture was filtered to obtain an extract. Further, for the residue, the same operation was performed again to mix the extract. Then, the mixture was cooled to 25 ° C. and treated with hydrochloric acid.
After adjusting to the pH shown in the above, each temperature was cooled and maintained for 30 minutes. Next, insolubles were removed by centrifugation (6000 G, 20 minutes), neutralized with sodium hydroxide, and lyophilized. The obtained powder was subjected to an isoflavone concentration of 10 m.
g / 100 mL and dissolved in water with citric acid or sodium bicarbonate to pH 6.8, 6.0, 5.0,
It was adjusted to 4.0 and 3.5. Thereafter, after storing at 5 ° C. for 48 hours, the presence or absence of a precipitate was observed. Table 2 shows the results of Experimental Example 2.

Table 2 −−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−− Presence or absence of precipitation pH temperature −−−−−− −−−−−−−−−−−−−−−−−−−− (° C.) pH pH pH pH pH 6.8 6.0 5.0 4.0 3.5 −−−−−−− −−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−− 6.5−15 No No Yes Yes Yes (Unadjusted) 5.0 15 No No No Yes Yes 4.0 15 No No No No No 3.5 15 No No No No No 3.5 10 No No No No No 3.50 No No No No No---------------- −−−−−−−−−−−−−−−−−−−−−−−−−−

According to Table 2, after the heat-treated soybean hypocotyl was extracted with an aqueous solvent, the pH was adjusted to 5.0 or less in an aqueous solution.
After adjusting the pH to preferably 4 or less, more preferably 3.5 or less, and removing insolubles at 15 ° C. or less, it was shown that no precipitation occurs even in an acidic aqueous solution.

Experimental Example 3 4 L of water at 20 ° C. was added to 800 g of the soybean hypocotyl which had been subjected to the dry heat treatment obtained in Experimental Example 1 and immersed for 2 hours. did. Then, 4 L of hot water was added to the residue, and 9
After heat extraction at 8 ° C. for 20 minutes, the mixture was filtered to obtain an extract. Further, for the residue, the same operation was performed again to mix the extract. Thereafter, the mixture was cooled to the temperature shown in Table 3, adjusted to pH 3.5 with hydrochloric acid, and kept for 30 minutes. Next, insolubles were removed by centrifugation (6000 G, 20 minutes). Then, after further cooling to 10 ° C., the mixture was kept for 30 minutes, centrifuged (6000 G, 20 minutes) to remove insolubles, neutralized with sodium hydroxide, and freeze-dried. The obtained powder was subjected to an isoflavone concentration of 10 mg / 10
0 mL and dissolved in water, and pH 6.8, 6.0, 5.0, 4.0 with citric acid or sodium hydrogen carbonate.
Adjusted to 3.5. Thereafter, after storing at 5 ° C. for 48 hours, the presence or absence of a precipitate was observed.

Table 2 shows the results of Experimental Example 3. (Table 3)------------------------------Primary cooling Secondary cooling pH Temperature Temperature Lavone--------------(° C) (° C) Content pH pH pH pH pH% dry 6.8 6.0 5.0 4.0 3.5- −−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−− 3.5 No separation 10 2.8 None None None None None 3 3.5 30 10 3.5 None None None None None 3.5 40 10 4.3 None None None None 3.5 50 10 4.3 None None None None 3.5 60 10 4.3 None None None None 3.5 70 10 4.3 None None None None None 3.5 80 10 4.3 None None None None None ---------------------- −−−−−−−−−−−−−−−

According to Table 3, after the heat-treated soybean hypocotyl was extracted with an aqueous solvent, the extract was heated from 30 ° C. to 80 ° C. in an aqueous solution.
C., preferably between 40 ° C. and 80 ° C., below pH 5.0, preferably below pH 4, more preferably below pH 3.5.
If the insolubles are removed once after the following adjustment, no precipitation occurs while maintaining the solubility. It was shown that isoflavones can be efficiently recovered.

Example 1 A soybean hypocotyl was dried and heated with hot air at 140 ° C. for 20 minutes using a gas roaster. 80 kg of soybean hypocotyl treated with dry heat and 400 kg of water at 20 ° C
g and immersed for 2 hours, followed by filtration to remove soluble components other than isoflavones preferentially. Next, 400 kg of hot water was added to the residue, and the mixture was heated and extracted at 98 ° C. for 20 minutes, and then filtered to obtain about 400 kg of an extract. Further, for the residue, the same operation was performed again to obtain about 400 kg of an extract. Both extracts were mixed, cooled to 10 ° C., and held for 30 minutes. Next, insoluble materials were removed by a continuous centrifugal separator, and the obtained solution was concentrated under reduced pressure, and then spray-dried to obtain 10 kg of a processed water-soluble soybean hypocotyl. The isoflavone content of this product was 4.5% dry.

Example 2 400 kg of water at 20 ° C. was added to 80 kg of the soybean hypocotyl which was subjected to the dry heat treatment obtained in Experimental Example 1 and immersed for 2 hours, followed by filtration to remove soluble components other than isoflavone preferentially. did. Then, the residue is heated with hot water 400k
g, and extracted by heating at 98 ° C. for 20 minutes, followed by filtration to obtain about 400 kg of an extract. Further, for the residue, the same operation was performed again to obtain about 400 kg of an extract. Both extracts were mixed, cooled to 25 ° C., adjusted to pH 3.5 with hydrochloric acid, cooled to 10 ° C., and kept for 30 minutes. afterwards,
Insoluble matter was removed by a continuous centrifugal separator, neutralized with sodium hydroxide, concentrated under reduced pressure, and spray-dried to obtain 8 kg of a processed water-soluble soybean hypocotyl. The isoflavone content of this product was 2.8% dry.

EXAMPLE 3 400 kg of water at 20 ° C. was added to 80 kg of the soybean hypocotyl obtained in Experimental Example 1 which had been subjected to the dry heat treatment, immersed for 2 hours, and then filtered to remove soluble components other than isoflavone preferentially. did. Then, the residue is heated with hot water 400k
g, and extracted by heating at 98 ° C. for 20 minutes, followed by filtration to obtain about 400 kg of an extract. Further, for the residue, the same operation was performed again to obtain about 400 kg of an extract. Both extracts were mixed, cooled to 50 ° C., adjusted to pH 3.5 with hydrochloric acid, and then insolubles were removed by a continuous centrifuge. Then, after further cooling to 10 ° C., insolubles were removed by a continuous centrifugal separator, neutralized with sodium hydroxide, concentrated under reduced pressure, and spray-dried to obtain 8 kg of a water-soluble soybean hypocotyl processed product.
I got The isoflavone content of this product was 4.3% dry.

[0021]

According to the present invention, it is possible to provide a water-soluble soybean hypocotyl processed product which is excellent in solubility in an aqueous solution, hardly causes precipitation and is inexpensive, and a method for producing the same. This can contribute to public health.

 ────────────────────────────────────────────────── ─── Continuing on the front page (72) Inventor, Masao Hashimoto 1 Sumiyoshi-cho, Izumisano-shi, Osaka Fuji Oil Co., Ltd. Hannam Plant F-term (reference) 4B018 LB07 LB08 LB09 LB10 MD42 ME06 ME08 4B020 LB24 LC08 LG02 LP03 LP13 LP19

Claims (5)

[Claims] 1. A water-soluble soybean hypocotyl, comprising the steps of: extracting a soybean hypocotyl with an aqueous solvent; and cooling the extract to 17 ° C. or lower in an aqueous solution to remove insolubles. Manufacturing method of processed products. 2. The method according to claim 1, wherein the pH of the extract is adjusted to 5.0 or less before cooling the extract to 17 ° C. or lower in an aqueous solution. 3. The extract is cooled between 30 ° C. and 80 ° C. before cooling the extract to 17 ° C. or lower in an aqueous solution.
2. The method according to claim 1, wherein the pH is adjusted to 5.0 or less, and the insolubles are once removed. 4. A processed water-soluble soybean hypocotyl obtained by the production method according to any one of claims 1 to 3. 5. The processed water-soluble soybean hypocotyl according to claim 4, wherein the dry weight of isoflavone is 2% or more.