Glucosinolate-containing plant powder and method for producing glucosinolate-containing plant powder

Abstract

To provide glucosinolate-containing plant powder having a high glucosinolate content.SOLUTION: A method for producing glucosinolate-containing plant powder comprises at least the steps of heating, drying and crushing. The material heated in the heating step is a glucosinolate-containing plant, and the heating is performed by water vapor or superheated steam. Preferably, the glucosinolate-containing plant is cruciferous vegetables. Preferably, the glucoraphanin content of the glucosinolate-containing plant is 1.0 mg or more per 1 g of the glucosinolate-containing plant.SELECTED DRAWING: Figure 1

Description

[Technical field]

[0001] The present invention relates to glucosinolate-containing plant powders and methods for their production. [Background technology]

[0002] In recent years, with the rise of health consciousness, people are paying attention to the nutritional and functional components of food and beverages. Among the various foods and drinks available, green juice drinks are one that allow you to easily consume the nutrients of vegetables. Generally, green juice is made from green plants such as young barley leaves and kale. In order to process these ingredients into a form suitable for consumption, Various studies have been conducted so far.

[0003] On the other hand, one of the functional ingredients derived from food that has attracted attention is glucosinolate (hereinafter referred to as " GSLs are also called "GSLs." Plants contain GSLs, for example broccoli. These are cruciferous vegetables such as garlic, cabbage, and radish. Ingestion of GSLs has been shown to reduce the risk of cancer and liver damage. It is known that ingested GSLs can prevent and improve various diseases. The ITC is then converted into an ITC derivative, which acts as an active ingredient to provide the above-mentioned preventive and therapeutic effects. Various studies have been conducted on glucosinolates to develop them into materials. has been done.

[0004] Patent Document 1 describes a food product and an extract containing a cruciferous plant, and Food products containing sprouts are obtained by germinating the seeds of flowering plants and cultivating them for a certain period of time.

[0005] Patent Document 2 describes a plant powder that is dried at a certain temperature for a certain period of time. The natural plant material is obtained by drying and crushing. [Prior art documents] [Patent documents]

[0006] [Patent Document 1] Special Publication No. 2000-502245 [Patent Document 2] Special Publication No. 2013-544092 Summary of the Invention [Problem to be solved by the invention]

[0007] The object of the present invention is to provide a glucosinolate-containing plant flour having a high glucosinolate content. The purpose of the present invention is to provide a powder containing glucosinolates, which are inherent in conventional green plant powders such as green juice. The glucosinolate content is reduced during processing. In the formulation, by using excipients to improve dispersibility, the content per unit is The glucosinolate-containing plant powder required for consumption is The aim is to increase the rate content. [Means for solving the problem]

[0008] In order to solve the above problems, the present inventors have conducted extensive research and discovered glucosinolates. The relationship between the glucosinolate content of plant powders and the processing steps. Glucosinolates contained in ester-containing plants are generally synthesized by the myrosinase enzyme endogenous to the plant. Myrosinase is affected by the bacteria and is reduced by processing. However, depending on the method and timing of deactivation, the amount of glucose in the final product may vary. The glucosinolate content is changed. Furthermore, it improves the dispersibility of glucosinolate-containing plant powders. The use of common excipients for this purpose increases dispersibility, but the dispersibility of glucosinolate-containing plant powders is poor. The glucosinolate content of the lactic acid bacteria is reduced. From this perspective, the present invention is defined as follows: This is the case.

[0009] The method for producing a glucosinolate-containing plant powder comprises at least heating, The heating process involves drying and grinding. The glucosinolate-containing plant material is heated by the device. The heating is carried out with steam or superheated steam. The plant is preferably a cruciferous vegetable. The coraphanin content is 1.0 mg or more per gram of the glucosinolate-containing plant. It is preferable that

[0010] The drying and crushing process is carried out by a person or a machine. The glucosinolate-containing plant is dried simultaneously with or prior to the grinding. The drying method preferably includes at least heat drying. The particle size of the ground glucosinolate-containing plant dry material is d10 of 25 μm or less. It is preferable that d50 is 50 μm or less and d90 is 130 μm or less. Furthermore, the particle size of the glucosinolate-containing plant powder after granulation is d10 of 30 μm. or more, d50 is 60μm or more, and d90 is 100μm or more. preferable.

[0011] The manufacturing method further comprises a granulation step in which the mixture is granulated by a person or a machine. The glucosinolate-containing plant dry matter is dried and ground. The binder used in the present invention is water or a glucosinolate-containing liquid composition. The granulation method is preferably fluidized bed granulation.

[0012] One aspect of the present invention is a glucosinolate-containing plant powder, The plant powder contains at least glucoraphanin. The glucoraphanin content of the glucosinolate-containing plant powder is determined by the amount of the glucoraphanin contained in the glucosinolate-containing plant powder. It is preferable that the amount of glucosinolate is 5 mg or more per 1 g of powder. The myrosinase activity in the product powder is preferably less than 1 unit / g. The glucosinolate-containing plant powder is substantially free of sulforaphane.

[0013] The particle size of the glucosinolate-containing plant powder is d10 of 30 μm or more and d50 It is preferable that the diameter is 60 μm or more and the d90 is 100 μm or more. When glucosinolate-containing plant powder is dispersed in water, the particle size d10 is 25 μm or less. It is preferable that d50 is 50 μm or less and d90 is 130 μm or less. It is nice.

[0014] The color tone of the glucosinolate-containing plant powder has an L value of 15 or more and 25 or less; It is preferable that the a value is -5.5 or more and -3 or less, and the b value is 9 or more and 12 or less. I wish.

[0015] The glucosinolate-containing plant powder preferably does not contain an excipient. The glucosinolate-containing plant powder preferably has a bulk density of 0.3 or more.

[0016] Another aspect of the present invention is a glucosinolate-containing plant powder composition, The present invention contains at least the glucosinolate-containing plant powder and the myrosinase-containing It is an organic composition. Effect of the Invention

[0017] The present invention makes it possible to grow glucosinolate-containing plants with high glucosinolate content. It is also possible to improve the dispersibility in water and make it into a form suitable for consumption. It becomes. [Brief description of the drawings]

[0018] [Figure 1] Flowchart of the method for producing glucosinolate-containing plant powder DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS

[0019] <Glucosinolate-containing plant powder> The glucosinolate-containing plant powder according to the embodiment of the present invention is at least glucosinolate. It is a powder containing nolate-containing plants as raw materials. More specific forms will be described later.

[0020] The glucosinolate-containing plant according to the present invention is a plant that contains glucosinolate. In particular, from the viewpoint of containing a large amount of glucosinolate, The glucosinolate-containing plant is preferably a vegetable belonging to the Brassicaceae family. Alternatively, the glucosinolate content in the glucosinolate-containing plant according to the present invention is The amount is 1.0 mg or more per 1 g of the glucosinolate-containing plant. The glucosinolate-containing plant is preferably a green plant. As long as it is green, it is fine. The green color of plants is generally composed of chlorophyll. The glucosinolate-containing plant powder according to the present invention is characterized in that it has a chlorophyll content of 100% from the viewpoint of color. It is preferable that the compound contains ru.

[0021] In addition, the glucosinolate-containing plant dried and ground product according to the embodiment of the present invention is It is obtained by drying and grinding plants containing norate as raw materials. is made by drying and then grinding glucosinolate-containing plants, Plants are cut, dried, and then crushed. Glucosinolate-containing plants are dried and crushed at the same time. glucosinolate-containing plants are crushed and then dried, etc. It is made from a rate-containing plant that has been dried and turned into a powder form.

[0022] In addition, the glucosinolate-containing plant powder according to the embodiment of the present invention is specifically The glucosinolate-containing dry pulverized product and the glucosinolate-containing dry pulverized product are produced. Granulated products, as well as products that have been treated in this way and mixed with other powder compositions, etc. , which contains at least a powder of a glucosinolate-containing plant. .

[0023] The glucosinolate-containing plant powder according to the present invention is made from a glucosinolate-containing plant. It is not composed only of glucosinolates extracted with a solvent. By using the components in glucosinolate-containing plants without fractionation, This can increase the utilization efficiency of glucosinolates in the diet, while at the same time reducing the amount of dietary fiber that is insoluble in solvents. Various nutrients, such as fiber, can be consumed at the same time as eating and drinking.

[0024] <Conceptual configuration of a method for producing glucosinolate-containing plant powder> This method for producing glucosinolate-containing plant powder (hereinafter sometimes referred to as "this method") Conceptually, the steps include at least heating, drying and pulverization, and granulation. Figure 1 shows the flow of this manufacturing process. This process consists of washing (S10), Heating (S20), cutting (S30), drying (S40), crushing (S50), granulation (S60), (S70) and sterilization and filling. However, the above steps and the sequence of steps are not limited to these. Instead, steps can be added and the order of steps can be changed as appropriate.

[0025] <Cleaning (S10)> The purpose of washing glucosinolate-containing plants is to remove foreign matter or reduce the number of bacteria. Examples of glucosinolate-containing substances include mud, soil, sand, etc. that adhere to glucosinolate-containing plants. The method for washing the plant containing the fermentation product is not particularly limited, but is preferably a method for washing the plant containing the fermentation product by immersing the plant in water or sterilized water. The method of contacting the liquid is not particularly limited, but examples thereof include immersion, spraying, and the like. The number of times that the glucosinolate-containing plant is washed may be one or more than two times. The cleaning solution to be used is not particularly limited, but examples thereof include water, hypochlorous acid, hypochlorite, hypochlorite, and the like. Calcium hydroxide, sodium hydroxide, potassium hydroxide, calcined calcium, hydrochloric acid, acetic acid, peracetic acid, These include enoic acid, fumaric acid, and ozone. Considering the effect of residual substances on the flavor of the final product, The cleaning solution is preferably water. The temperature of the cleaning solution is preferably 25° C. or less. stomach.

[0026] <Heating (S20)> The purpose of heating glucosinolate-containing plants is to sterilize them and to activate the enzymes inherent in the plants, especially The aim is to inactivate myrosinase. Myrosinase, which is endogenous to the plant, is activated by cutting and crushing. When plant cells are destroyed, they are released and activated, and break down glucosinolates. The decomposed glucosinolates become isothiocyanates and glycosides. Although nates have various functionalities as described below, they are highly volatile and therefore have low stability. Therefore, in food and beverages, it is preferable to maintain it in the highly stable glucosinolate state. I wish.

[0027] The heating method is one of the following: dry heat, steam cooking, and superheated steam cooking. In particular, steaming with water vapor and steaming with superheated steam are preferable. It is preferable to heat the glucosinolate-containing plant by immersion in hot water. In this method, glucosinolates in glucosinolate-containing plants are In addition, steaming with steam or superheated steam is not recommended. This allows for good thermal efficiency and a short heating time for plants containing glucosinolates. This can suppress the oxidation and enzyme reactions of the ingredients in the product, improving the flavor and color of the final product. This may be preferable.

[0028] The goal of heating is to inactivate myrosinase in glucosinolate-containing plants. As an example, the enzyme deactivation temperature of myrosinase is about 70 to 80° C. Considering that the core temperature of glucosinolate-containing plants reaches 90°C, The activity of myrosinase increases at temperatures between 50 and 70 degrees Celsius, so when heated, How quickly the plant passes through the temperature range and reaches a temperature that inactivates myrosinase is important. From this perspective, steaming with water vapor or superheated steam is recommended. The device used for heating is not particularly limited as long as it is a known device.

[0029] <Disconnection (S30)> The purpose of cutting glucosinolate-containing plants is to reduce volume and improve drying efficiency. The timing of the cleavage is not particularly limited, but in order to avoid activation of myrosinase by cleavage, If the cleavage is carried out before drying, the glucosinolates The specific surface area of ​​the plant containing the glucosinolate increases, improving the drying efficiency. In order to prevent the outflow of the resin, it is preferable to cut the resin after drying. Examples include slicers, micro graders, dice cutters, comitrollers, and The size of the glucosinolate-containing plant after cutting is not particularly limited. The thickness is preferably 0.5 mm to 5 cm, more preferably 0.5 mm to 10 mm, and even more preferably 0.5 mm to 5 cm. The thickness is preferably 0.5 to 5 mm.

[0030] <Dry grinding> In the embodiment of the present invention, the dry grinding refers to drying and grinding an object. The drying may be performed simultaneously with the grinding, before the grinding, or after the grinding. .

[0031] <Drying (S40)> The purpose of drying glucosinolate-containing plants is to reduce volume and weight and to improve storage stability. The moisture content is removed by drying, reducing the volume and weight, and making it easier to handle. In addition, the removal of moisture reduces water activity, suppressing bacterial growth. At the same time, glucosinolate-containing plants Changes in the ingredients inside are suppressed, and the stability of nutrients, etc. is increased.

[0032] From the viewpoint of the above purpose, the drying is preferably carried out after heating. When drying is performed before heating, the glucosinolate-containing plant is preferably When cells are destroyed, myrosinase can become activated.

[0033] The drying method is not particularly limited. Examples of the drying method include hot air drying, cold air drying, freeze drying, and The drying can be carried out by one or a combination of two or more of the above methods. In order to increase the bulk density of the glucosinolate-containing plant powder, at least hot air drying is performed. By increasing the bulk density of the glucosinolate-containing plant powder, it is possible to improve the mixing efficiency with water. When the glucosinolates are added to the water, they settle easily in the water, improving dispersibility. From the viewpoint of improving the flavor and taste, freeze-drying is preferably performed.

[0034] The degree of drying is not particularly limited, but from the viewpoint of the above-mentioned purpose, the moisture content is preferably 8.0% by weight or less. It is preferable that the water content is about 5.0% by weight or less. More preferably, the water content is 5.0% by weight or less. .

[0035] <Crushing (S50)> The purpose of crushing glucosinolate-containing plants is to reduce the volume and improve dispersibility in water. From the viewpoint of this purpose, the timing of the grinding is preferably after heating. It is preferable to carry out the grinding before heating, or even after drying, or simultaneously with drying. Myrosinase in plants containing glucosinolates is activated, and glucosinolates are broken down. Also, if crushing is done before drying, it will become liquid or puree-like, but drying it will not This results in a solid mass which then requires further grinding.

[0036] The method of pulverization is not particularly limited, but may be a pin mill, a cutter mill, a jet mill, or an oleoresin mill. This can be done by one or a combination of two or more of the following methods: grinding mill, crushing mill, ball mill, etc. The pulverization may be carried out in one stage or in two or more stages.

[0037] The degree of pulverization is not particularly limited, but from the viewpoint of the above purpose, the particle diameter d10 is preferably 25 μm. It is preferable that d50 is 50 μm or less and d90 is 130 μm or less. The volume mean diameter (MV) is preferably about 60 μm or less. More preferably, the particle diameter is d10 is 5 μm or more and less than 20 μm, d50 is 20 μm or more and less than 50 μm, d90 is 50 μm or more The volume mean diameter (MV) is about 20 μm to 50 μm. If the particle size after grinding is large, the glucosinolate-containing plant may be easily crushed. The solids do not disperse in water, but float on the surface or sink in the water.

[0038] <Granulation (S60)> The purpose of granulating the glucosinolate-containing plant powder is to improve the flowability of the powder and to improve the water dispersibility. From the viewpoint of this purpose, the timing of granulation is after grinding. The smaller the particle size of the plant powder containing corn, the lower the flowability of the powder. In addition, when the particle size of the glucosinolate-containing plant powder becomes smaller, the water absorption rate becomes poor. When mixed with other ingredients, it tends to form lumps and is difficult to disperse. Granulating with the agent improves dispersibility. By grinding the material to reduce the particle size and then granulating it, the particle size is reduced when mixed with water. In addition, the granulated lumps break down in water, reducing the particle size. It also improves dispersibility and makes it less likely to settle.

[0039] The granulation method is not particularly limited, and examples thereof include stirring granulation, dry granulation, extrusion granulation, and fluidized bed granulation. From the viewpoint of improving dispersibility in water (disintegration of particles when mixed with water), the granulation method is as follows: The fluidized bed granulation method is preferable. By performing the fluidized bed granulation method, the fine powder particles are bonded to each other. The strength of the powder is relatively weak, the powder disintegrates easily, and the powder disperses well in water. Known granulation conditions can be used. Granulation is performed under conditions that achieve the desired particle size and moisture content. There is no particular limitation as long as it is possible to

[0040] The binder used in granulation is not particularly limited, and may be any of known excipients, water, plant juices, and extracts. The glucosinolate content of the glucosinolate-containing plant powder after granulation is From the viewpoint of increasing the amount of the binder, the binder is preferably water or a glucosinolate-containing liquid. It is nice.

[0041] <Sterilization and filling (S70)> In addition to the above, the present method suitably adopts sterilization and filling. The sterilization method is a known method. For example, sterilization using superheated steam is possible. Sterilization methods include continuous and batch sterilization. Sterilization conditions are subject to various standards (company standards, industry standards, etc.). Filling The method may be a known method. Here, the container is sealed. The container into which the powder is filled (packed) may be any known container, for example, an aluminum packaging bag. be.

[0042] <Cruciferous vegetables> Cruciferous vegetables are vegetables whose scientific classification is the Brassicaceae family. Examples of cruciferous vegetables include cabbage, broccoli, kale, petit vert, and ruff Brassica, watercress, komatsuna, bok choy, radish sprouts, cauliflower, These include Chinese cabbage, turnip, takana, and kohlrabi. The part of the Brassica vegetable (flowers, leaves, stems, etc.) may be used in whole or in part, Sprouts and seeds can also be used. The glucosinolate-containing plant powder used in this study is: One or more of these cruciferous vegetables are selected from the group consisting of those with high glucosinolate content. , preferably kale or raphanobrassica.

[0043] <Glucosinolate> Glucosinolates are derivatives of glucose and amino acids, as shown in the structural formula 1. Glucosinolates are a group of organic compounds that contain sulfur and nitrogen. Examples of the glucoraphanin include, but are not limited to, glucoraphanin (sulforaphane glucosinolate). (also called glyceryl), sinigrin, glucoerucin, glucobrassicin, glucoraphene glucosinolate, glucoraphasatin, phenethyl glucosinolate, etc. Among these glucosinolates, one of them is preferably glucoraphanin. Alternatively, a plurality of types may be used.

[0044] [ka]

[0045] In the glucosinolate-containing plant powder according to the present invention, the glucosinolate content is preferably Preferably, the amount is 5 mg or more per 1 g of glucosinolate-containing plant powder, and more preferably is 7 mg or more per 1 g of glucosinolate-containing plant powder. In glucosinolate-containing plant powders, glucoraphanin (hereinafter also referred to as "GR" The content of is preferably 5 mg or more per 1 g of glucosinolate-containing plant powder. More preferably, the glucosinolate content is 7 mg or more per gram of glucosinolate-containing plant powder. The upper limit of the glucosinolate content in the glucosinolate-containing plant powder is not particularly limited. , preferably 30 mg per gram of glucosinolate-containing plant powder.

[0046] <Myrosinase> Myrosinase is an enzyme that converts isothiocyanate glycosides (such as sinigrin) into By hydrolyzing the glycosidic bond and removing the sulfate group, isothiazole is produced from glucosinolate. In the glucosinolate-containing plant powder according to the present invention, myloin is The enzyme activity is preferably less than 1 unit / g, and further, the myrosinase activity is preferably less than 1 unit / g. It is more preferable that the myrosinase activity is not present. This means that the myrosinase activity is 0 unit / g in the measurement of

[0047] <Myrosinase activity> Myrosinase activity is the enzyme activity that converts glucosinolates to isothiocyanates ( Myrosinase activity (unit / g) is the ratio of myrosinase to its substrate, glucose. The glucosinolate content or isothiocyanate content was measured at regular intervals. The amount is measured and calculated based on the change.

[0048] The glucosinolate and isothiocyanate contents can be measured by methods known to those skilled in the art. For example, HPLC (High Performance Liquid Chromatography) can be used. A specific method for measuring glucosinolates is the method of Fahey et al. al., Proc. Natl. Acad. Sci. USA, 94, 10367-10372, 1997) or the like. The ITC measurement method is the method of Han et al. (Han et al., Int. J. Mol. Sci., 12, The activity (unit / g) of myrosinase can be determined according to the method described in the above. The substrate GSL is reacted with the enzyme, and the GSL content or ITC content is measured at regular intervals. It is calculated based on the change in

[0049] The GSL content and ITC content can be measured by methods well known to those skilled in the art. For example, HPLC (High Performance Liquid Chromatography) method can be used to identify specific GSLs. The measurement method was the method of Fahey et al. (Fahey et al., Proc. Natl. Acad. Sci. USA , 94, 10367-10372, 1997), and the ITC measurement method is This is carried out according to the method of Han et al. (Han et al., Int. J. Mol. Sci., 12, 1854-1861, 2011) Myrosinase activity refers to the enzyme activity (potency) that converts GSL to ITC. Myrosinase activity (unit / g) is the amount of myrosinase reacting with the substrate GSL. The GSL or ITC content is measured at regular intervals and calculated based on the changes.

[0050] The GSL content and ITC content can be measured by methods well known to those skilled in the art. For example, HPLC (High Performance Liquid Chromatography) method can be used to identify specific GSLs. The measurement method was the method of Fahey et al. (Fahey et al., Proc. Natl. Acad. Sci. USA , 94, 10367-10372, 1997), and the ITC measurement method is This is carried out according to the method of Han et al. (Han et al., Int. J. Mol. Sci., 12, 1854-1861, 2011) can

[0051] Myrosinase activity (unit / g) is the amount of glucosinolate produced by the reaction of myrosinase. It can be evaluated by measuring the content of isothiocyanate converted from the following. It can be calculated using the formula:

[0052]

number

[0053] <Isothiocyanate> Isothiocyanate is a general term for substances with the structure shown in Chemical Formula 2. Isothiocyanates are useful components from a functional standpoint, but they are also volatile. It is unstable due to its nature and may disappear over time. It is preferable that the isothiocyanate is converted to isothiocyanate in the body. Of these, the highly stable glucosinolate state is considered to be preferable.

[0054] Here, sulforaphane is a type of isothiocyanate, and glucoraphanin is It is a substance that is produced when it is hydrolyzed by myrosinase. It is preferred that the vitamin C-containing plant powder is substantially free of sulforaphane. "Substantially free of sulforaphane" refers to the glucosinolate-containing plant of the present invention. In powder form, the sulforaphane content is less than 0.1 mg / 100 g. In the glucosinolate-containing plant powder according to the present invention, the sulforaphane content is low. This means that the reaction caused by myrosinase during the processing of glucosinolate-containing plants It can be understood that this is one result that shows that there is little

[0055] [ka]

[0056] <Other ingredients> The glucosinolate-containing plant powder according to the present invention is in addition to the glucosinolate-containing plant powder. In particular, vegetable powder other than cruciferous vegetables may be included. , food additives, etc. Preferably, it is a myrosinase-containing composition.

[0057] A myrosinase-containing composition is a composition that contains at least myrosinase. By including a myrosinase-containing composition, myrosinase is released into the bloodstream during consumption. Hydrolysis of glucosinolates produces isothiocyanates, which act as isothiocyanates in vivo. The efficiency of utilizing ocyanate is improved. The myrosinase-containing composition is in a dried form. For example, it is preferable that the plant powder containing glucosinolates is in a powder form. When present, the myrosinase reacts with the glucosinolate in the glucosinolate-containing plant powder. The myrosinase-containing composition is, for example, mustard. Examples include dried and crushed rapeseed seeds.

[0058] Examples of food additives include sweeteners, acidulants, nucleic acids, spice extracts, colorants, and pH adjusters. , antioxidants, preservatives, emulsifiers, nutritional supplements, thickeners, excipients, etc. In this regard, the flavor and taste of the green powder and the glucosinolate-containing plant powder composition according to the present invention, From the standpoint of glucosinolate content, it is preferable to refrain from using food additives as much as possible.

[0059] <Particle size> The particle size is the measured value of the long diameter of the particle. In the obtained particle size distribution, when the cumulative frequency was calculated with the total volume of the particle group taken as 100%, The particle size where the cumulative frequency reaches a%. In other words, the cumulative 10% particle size (d10) is the cumulative The particle size at which the cumulative frequency is 10%. The cumulative 50% particle size (d50) is The particle size at the 50% point is called the cumulative 90% diameter (d90). The particle size at the point where the volume average diameter is reached is called the mean volume diameter. Hereinafter, this is also referred to as "MV" (average diameter) which is the particle size of a particle group weighted by the volume. The particle size is measured by a laser diffraction / scattering particle size distribution measuring device. .

[0060] The particle size of the glucosinolate-containing plant powder of the present invention is not particularly limited, but is preferably Or, the particle size of the ground glucosinolate-containing plant is d10 or less than 25 μm, d50 or less than 25 μm. The volume average diameter (MV) is 60 μm or less, and the d90 is 130 μm or less. More preferably, the particle diameter d10 is 5 μm or more and 20 μm or less. less than 50μm, d50 is 20μm or more and less than 50μm, d90 is 50μm or more and 100μm or less It is more preferable that the volume average diameter (MV) is about 20 μm or more and 50 μm or less. In addition, the particle size of the glucosinolate-containing plant powder after granulation is preferably d10 of 30 μm or less. m or more, d50 is 60 μm or more, and d90 is 100 μm or more. The volume average diameter (MV) is preferably 60 μm or more. is less than 60μm, d50 is less than 100μm, and d90 is 200μm or more. In addition, the volume average diameter (MV) is more preferably 70 μm or more and 100 μm or less. By reducing the particle size, the properties become smoother and it becomes easier to apply to various products. The method for reducing the particle size may be a known method, but specifically, a grinding machine and Examples of the methods include pulverization using a microprocessor, pulverization using a microprocessor, and fractionation using a sieve.

[0061] <color tone> In the embodiment of the present invention, the color tone represents the characteristics of the color, and includes brightness, hue, and In the present embodiment, the color tone is generally expressed by L *a*b* (L star, A star, B star) color system. Index of L*a*b* color system The measurement methods for color tone are lightness (L value), chromaticity (hue and saturation) (a value, b value). The measurement method may be a known method. Measurement equipment is commercially available. An example of a measurement method is a color difference meter SP The camera is an ECTROPHOTOMETER CM-5 (manufactured by Konica Minolta).

[0062] The a value indicates the chromaticity of green, and the lower this value, the closer to green the color is. The enzymes contained in the rate-containing plants are crushed, juiced, etc. without being inactivated by heating. If oxidation is accelerated by applying excessive heat, the color will turn brown and the brightness will decrease. (L value) decreases, or the green chromaticity decreases (i.e., the a value increases).

[0063] The color tone of the glucosinolate-containing plant powder of the present invention is not particularly limited, but may be selected from the above-mentioned viewpoints. From this viewpoint, it is preferable that the L value is 15 or more and 25 or less, and the a value is -5.5 or more and -3 or less. Lower, the b value is 9 or more and 12 or less, and the a / b value is -0.7 or more and -0.3 or less.

[0064] <Bulk density> Bulk density is the volume of a powder packed in a container of a certain volume in a certain way, including the voids between the particles. The weight of the powder is expressed in g / ml. The bulk density of the form is loose bulk density. The measuring instrument is a known bulk density measuring instrument. can be used.

[0065] The bulk density of the glucosinolate-containing plant powder according to the present invention after granulation is not particularly limited. It is preferable that the bulk density is 0.3 or more and 1.0 or less. If the bulk density is low, the powder mixed with water may become In this case, the powder floats on the water surface, making it difficult for it to sink in the water, and its dispersibility in water decreases. The bulk density can be increased by granulation or by at least heat drying. In addition, by having the bulk density within the above range, the packing ability into a container is improved.

[0066] <Dispersibility> The dispersibility according to the embodiment of the present invention refers to the dispersibility of the glucosinolate-containing plant powder according to the present invention. indicates dispersibility in water. Dispersion is the state in which the dispersed phase is suspended in the dispersion medium. High dispersibility means that the dispersed phase is less likely to settle and is stable in the state of being suspended in the dispersion medium. Low dispersibility means that the dispersed phase is difficult to diffuse in the dispersion medium, and therefore This indicates that the particles are prone to settling and have low stability when suspended in the dispersion medium. In the dispersion, the dispersed phase is a solid and the dispersion medium is a liquid. The dispersed phase is a glucosinolate-containing plant powder, and the dispersion medium is a water-soluble substance, particularly water. From this viewpoint, in order to improve dispersibility, it is effective to reduce the particle size of the dispersed phase. However, the smaller the particle size of the glucosinolate-containing plant powder according to the present invention, the more easily it can be mixed with water. It was found that the mixture tends to form lumps when mixed with water, and the dispersibility is reduced. By granulating the cosinolate-containing plant powder, the particle size becomes large before mixing with water. This increases the bulk density of the glucosinolate-containing plant powder, making it less likely to clump together. When mixed with water, the granulated powder disintegrates, and the glucosinolate-containing plant extract is absorbed in water. The particle size of the powder is reduced, improving dispersibility.

[0067] From this viewpoint, the particle size of the glucosinolate-containing plant powder after granulation is as described above. In addition, it is preferable that the particle size after mixing with water is d10 of 25 μm or less and d50 of 5 0 μm or less, d90 is 130 μm or less, and the volume mean diameter (MV) is approximately 60 μm or less. More preferably, the particle size d10 is 5 μm or more and less than 20 μm, and the particle size d50 is 2 0 μm or more and less than 50 μm, and d90 is 50 μm or more and 100 μm or less. It is more preferable that the diameter (MV) is about 20 μm or more and 50 μm or less. In order to increase the disintegrability of the glucosinolate-containing plant powder, the granulation method used for granulation is flow granulation. Fluid bed granulation is preferred, and the binder is water or a glucosinolate-containing liquid composition. is preferred. EXAMPLES

[0068] [Test to confirm the time it takes to pass the enzyme activity temperature range depending on the heating method] <Comparative Example 1> Cut the stem of Rafano Brassica (Kärish) into Φ10mm x 20mm pieces and place the hot water in the center. The stems of this Rafano Brassica were placed in a dry heat treatment device (steam convection oven). The sample was heated at 150°C using a Fujimak Co., Ltd. The time it took to pass through the temperature range of 100°C to 70°C was measured. The measurement was carried out three times, and the average of the three values ​​was calculated. Calculated.

[0069] <Example 1> Cut the stem of Rafano Brassica (Kärish) into Φ10mm x 20mm pieces and place the hot water in the center. The stems of this Raphano Brassica were placed in a steam heat treatment device (steam convection oven). The specimen was heated at 100°C using a heating system manufactured by Fujimak Co., Ltd., and the temperature at the center of the specimen was The time it took to pass through the temperature range of 50℃ to 70℃ was measured. The measurement was carried out three times, and the average of the three values ​​was calculated. The average value was calculated.

[0070] <Example 2> Cut the stem of Rafano Brassica (Kärish) into Φ10mm x 20mm pieces and place the hot water in the center. The stems of this Raphano Brassica were placed in a superheated steam heating device (steam conditioner). The samples were heated at 150°C using a vection oven (manufactured by Fujimak Co., Ltd.) and the temperature at the center was The time it took for the sample to pass through the temperature range of 50℃ to 70℃ was measured. The measurements were carried out three times, and the values ​​for all three were recorded. The average value was calculated.

[0071] <Results, discussion> When the stems of Raphanobrassica were heated by each heating method, the temperature range was 50℃ to 70℃. The shortest time was observed when the food was heated with superheated steam, followed by the food heated with steam. The longest time it took to pass through the 50℃ to 70℃ temperature range was for the dry They had been heat-treated (Table 1).

[0072] From the above results, the most efficient heating method is heating with superheated steam and By using these heating methods, In the case of cruciferous vegetables, myrosinase activity was suppressed in a short time, and glucosinolates It is believed that the decomposition of the cellulose acetate can be suppressed.

[0073] [Table 1]

[0074] [Test using water-binder granulation] <Comparative Example 2> Rafano brassica was heated at 70℃ and 180℃ in a steam convection oven (Fujimak Co., Ltd.). After drying for 10 minutes, the samples were first crushed using a pin mill (manufactured by Nara Machinery Works) for comparison. This is example 2.

[0075] <Comparative Example 3> Rafano brassica was heated at 70℃ and 180℃ in a steam convection oven (Fujimak Co., Ltd.). After drying for 10 minutes, the mixture was crushed using a pin mill (manufactured by Nara Machinery Works) and then crushed using a jet mill. The resultant product was subjected to secondary pulverization using a mill (Seishin Enterprise Co., Ltd.) as Comparative Example 3.

[0076] <Example 3> Rafano brassica was heated at 70℃ and 180℃ in a steam convection oven (Fujimak Co., Ltd.). After drying for 10 minutes, the mixture was crushed using a pin mill and then crushed using a jet mill. The mixture was mixed with Fibersol 2 (Matsutani Chemical Co., Ltd.), a type of indigestible dextrin, as an excipient. 5% by weight of cellulose and 2% by weight of water were added, and the mixture was stirred and granulated for 1 minute using a mixer. The mixture was passed through a sieve with 500 μm openings and dried at 50° C. for 1 hour to obtain Example 3.

[0077] <Example 4> The Rafano Brassica was dried at 70°C for 180 minutes using steam convection. After processing, the mixture was first crushed using a cutter mill, and then secondarily crushed using a jet mill. The mixture was granulated in a fluidized bed granulator using the binder to obtain the particle size shown in Table 2. This was designated as Example 4.

[0078] <Particle size measurement> Particle size measurements were performed using a Microtrac MT3300EX (Microtrac Bell Corporation). The measurement was performed using a ethanol-based solvent (manufactured by Epson Corporation). For the measurement of particle size after dispersion in water, water was used.

[0079] <Dispersibility evaluation> The dispersibility of each powder sample in water was evaluated. 3.0 g of the powder sample was added to 100 ml of water. The degree of dispersion was confirmed. The dispersibility was evaluated as follows. A: Easily dispersible and unlikely to precipitate in water B: Easily dispersible, but prone to precipitation in water C: Disperses when thoroughly stirred D: Tends to clump and is difficult to disperse E: Does not disperse even after thorough stirring The degree of dispersibility is rated in order from A to E, with A being the most dispersible and E being the least dispersible. This represents the following.

[0080] <Result> The results are shown in Table 2. The powder after granulation (Example 3) was compared with the powder before granulation (Comparative Example 3). It was confirmed that the dispersibility was improved compared to that of the non-mixed sample. It was found that the particle size was not sufficiently small in water by simply measuring the particle size. After leaving it for a short time, the water and solid parts separated, resulting in an inhomogeneous state. It was confirmed that by applying heat, these particles were separated and the powder returned to its original particle size. This shows that the powder and excipients of the sample in Example 3 do not come off when mixed with water alone. It was found that the granulation method was fluidized bed granulation and water was used as a binder. Therefore, the particle size is large before granulation, but when mixed with water, the particle size becomes smaller in water. From the above, it was possible to produce a green powder with high dispersibility (Example 4). It was found that for the above reasons, it is important to carry out fine pulverization and granulation of the particles. In particular, It is effective to carry out the granulation method by fluidized bed granulation, and to use water as a binder. This makes it possible to produce a glucosinolate-containing plant powder with a high glucosinolate content. I found out that...

[0081] [Table 2]

[0082] [Confirmation of glucosinolate residual rate, myrosinase activity, and sulforaphane content] <Example 5> 100 kg of Rafano Brassica was washed with water and then soaked at 100℃ for 5 minutes (product temperature reached 90℃). The material was heated by steam heating under the conditions above, and then cooled to below 70°C by blowing cold air. Then, it was cut into pieces of about 2.0cm x 1.5cm using a slicer. After semi-drying by hot air drying at 65℃ for 40 minutes, freeze-dry at 60℃ to 70℃. The mixture was dried at ℃ for 24 hours to obtain dried Raphanobrassica.

[0083] <Measurement of glucoraphanin content> The glucoraphanin content was measured by HPLC under the following conditions. Equipment: ACQUITY UPLC H-Class system (Waters) Column: ACQUITY CSH C18 (Φ2.1×100mm, 1.7μm) (Wa (Manufactured by ters) Column temperature: 30℃ Sample injection volume: 10 μL Mobile phase A: ultrapure water: trifluoroacetic acid = 99.95:0.05 (v:v) Mobile phase B: methanol:trifluoroacetic acid = 99.95:0.05 (v:v) Gradient: 5 min. Maintain 0% mobile phase B Linear gradient from 0 to 10% mobile phase B in 10 minutes Linear gradient from 10% to 100% mobile phase B in 5 min Maintain 100% mobile phase B for 5 minutes Linear gradient from 100% to 0% mobile phase B in 2 minutes Maintain 0% mobile phase B for 5 minutes Flow rate: 0.1mL / min Detection wavelength: 235 nm The glucoraphanin content in the samples was determined by HPLC analysis. The concentration was calculated from the amount of sample used for extraction. UPLC H- Class system (Waters) Column: ACQUITY CSH C18 (Φ2.1×100mm, 1.7μm) (Wa (Manufactured by ters) Column temperature: 30℃ Sample injection volume: 10 μL Mobile phase A: ultrapure water: trifluoroacetic acid = 99.95:0.05 (v:v) Mobile phase B: methanol:trifluoroacetic acid = 99.95:0.05 (v:v) Gradient: 5 min. Maintain 0% mobile phase B Linear gradient from 0 to 10% mobile phase B in 10 minutes Linear gradient from 10% to 100% mobile phase B in 5 min Maintain 100% mobile phase B for 5 minutes Linear gradient from 100% to 0% mobile phase B in 2 minutes Maintain 0% mobile phase B for 5 minutes Flow rate: 0.1mL / min Detection wavelength: 235 nm The GR content was calculated by comparing the GR concentration in the samples obtained by HPLC analysis with the sample used for extraction. The amount of pull was calculated.

[0084] <Measurement of moisture content and solid content> The moisture content and solid content were measured by the normal pressure heating and drying method. Heat treatment was performed at 5℃ for 4 hours, and the weight loss before and after heating was compared to that before heating. The moisture content was calculated from the ratio of the sample weight to the sample weight after heating. The solid amount was measured from the ratio of the weight of the target sample before heating to the weight of the target sample before heating.

[0085] <Glucoraphanin (GR) yield> The yield of glucoraphanin was calculated according to the following formula. GR yield (%) = 100 × (solid amount of fresh vegetables) × (GR concentration in dried vegetables) / ( (Solid amount of dried vegetables) x (GR concentration in fresh vegetables)

[0086] <Measurement of sulforaphane (hereinafter also referred to as "SFN") content> The SFN content was measured by HPLC under the following conditions. Equipment: ACQUITY UPLC H-Class system (Waters) Column: ACQUITY BEH C18 (Φ2.1×50mm, 1.7μm) (Wat ers Co., Ltd.) Column temperature: 35℃ Sample injection volume: 10 μL Mobile phase: ultrapure water:acetonitrile = 80:20 (v:v) Flow rate: 0.2mL / min Detection wavelength: 202 nm The sulforaphane content was compared with the SFN concentration in the samples obtained by HPLC analysis. The SFN content was calculated from the amount of sample provided. The SFN content was measured by HPLC under the following conditions: went. Equipment: ACQUITY UPLC H-Class system (Waters) Column: ACQUITY BEH C18 (Φ2.1 × 50 mm, 1.7 μm) (Wa (Manufactured by ters) Column temperature: 35℃ Sample injection volume: 10 μL Mobile phase: ultrapure water:acetonitrile = 80:20 (v:v) Flow rate: 0.2mL / min Detection wavelength: 202 nm The SFN content was determined by HPLC analysis of the SFN concentration in the samples and the extraction Calculated from the sample amount.

[0087] <Measurement of myrosinase activity> Myrosinase activity (unit / g) is the amount of GR converted by the reaction of myrosinase. The SFN content was evaluated by measuring the SFN content. I put it out.

[0088] The myrosinase reaction of dried Raphanobrassica was carried out as follows. GR content 2.0 100 ml of 33 mM phosphate buffer (pH 7.0) adjusted to 10 mg / ml was placed in a three-well flask with a stopper. The mixture was placed in a square flask and kept at 37°C in a water bath. Add the mixture to the GR solution adjusted to 100%. Mix well and react with myrosinase in a water bath at 37°C. The reaction was started. 100 μL of the reaction solution was taken 10 minutes, 20 minutes, and 30 minutes after the start of the reaction. Each reaction was collected, mixed with 20 μL of 20% trifluoroacetic acid solution, and stored on ice. After the reaction solution was completely collected, 0.4 mL of ethyl acetate was added and mixed thoroughly. Centrifuge (1000×g, 4℃, 5 min), and 200 μL of the collected supernatant is transferred to a centrifugal concentrator (40 250 μL of ultrapure water was added, and the dried product was sonicated. The supernatant was collected after centrifugation and used as an HPLC sample for measuring the SFN content. It was decided.

[0089] <Color Tone Measurement> The analytical instruments and conditions for measuring the color tone are as follows. Each sample is a 30 mm dedicated The mixture was placed in a petri dish and measurements were carried out. (Analytical equipment) Spectrophotometer CM-5 type (Konica Minolta) (Measurement conditions) Regular reflection treatment: SCE Measurement method: Reflectance measurement Measurement diameter: 30mm Light source: D65 Field of view: 10° Color system: L*a*b*

[0090] <Result> By using a manufacturing method in which Raphanobrassica is treated with steam heating, The yield of glucoraphanin obtained by the process was increased to about 90% (Table 3). The color of the dried Brassica is shown in Table 4. In addition, there was no myrosinase activity and no sulfora. The presence of phan could not be confirmed. And the glucoraphanin concentration was 1.01. From fresh Raphanobrassica with glucoraphanin concentration of 7mg / g or more Brassica dry matter was obtained.

[0091] [Table 3]

[0092] [Table 4] [Industrial Applicability]

[0093] An area in which the present invention is useful is the production and sale of glucosinolate-containing plant powders.

Claims

1. A method for producing a glucosinolate-containing plant powder, comprising at least the following steps: Heating: Here, the glucosinolate-containing plant is heated, and the heating is carried out by steam or superheated steam; Dry grinding: in which it is the heated glucosinolate-containing plant that is dried and ground; Granulation: in which it is the dry ground glucosinolate-containing plant that is granulated and the binder used in the granulation is water or a glucosinolate-containing liquid composition; The glucosinolate content in the glucosinolate-containing plant powder thus obtained is 5 mg or more per gram of the glucosinolate-containing plant powder.

2. 2. The method of claim 1, wherein the glucosinolate-containing plant is It is a cruciferous vegetable.

3. The method of claim 1 or 2, The drying method is at least heat drying.

4. 4. The method according to claim 1, wherein the granulation method is fluidized bed granulation.

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