JP2007181421A - Fish and shellfish extract highly containing imidazole dipeptide, food and drink containing imidazole dipeptide, and method for producing the fish and shellfish extract highly containing imidazole dipeptide - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide a method for producing fish and shellfish extract highly containing imidazole dipeptide comprising fish and shellfish as raw material, containing a small amount of arsenic while highly containing the imidazole dipeptide, having low salt content, and less in discoloration. <P>SOLUTION: The fish and shellfish extract highly containing imidazole dipeptide is obtained through the following process: subjecting extract extracted from fish and shellfish to desalting treatment, passing the obtained desalted treated liquid through slightly acidic ion exchange resin followed by washing the slightly acidic ion exchange resin with water; and eluting the adsorbed substance of the slightly acidic ion exchange resin where the content of the imidazole dipeptide accounts for 5-80 mass% on a solid basis, and the content of an arsenic compound accounts for ≤150 ppm in a mass ratio based on 1 of the imidazole dipeptide. <P>COPYRIGHT: (C)2007,JPO&INPIT

Description

  The present invention relates to a imidazole dipeptides-rich seafood extract, a food-and-drink product containing the same, and a method for producing a imidazole dipeptides-rich seafood extract that can be widely used in cosmetics, foods and drinks, and the like.

  The imidazole dipeptide is a peptide in which an amino acid is bound to histidine or a histidine derivative, and representative examples include anserine (β-alanyl-1-methylhistidine), carnosine (β-alanylhistidine), and valenine (β-alanyl- 3-methylhistidine) is known. Since imidazole dipeptide has a taste enhancing effect, its use in the field of seasonings has been studied. Recently, anti-fatigue effects and antioxidant properties have been found, and functional food materials Also attracting attention.

  Many imidazole dipeptides are present in high-speed migratory fish such as tuna and skipjack, and muscles such as cows, pigs and chickens. Therefore, imidazole dipeptides are abundant in extracts derived from these.

  So far, various methods for purifying imidazole dipeptides have been studied. For example, Patent Document 1 listed below discloses proteins and / or fats from extracts obtained from seafood, poultry, livestock or whale meat. A pretreatment step for removing, and a membrane treatment step for separating and purifying imidazole dipeptides using the treatment liquid obtained in the pretreatment step in combination with two or more reverse osmosis membranes having different salt rejection rates. A method for producing an imidazole dipeptide-containing composition is disclosed.

  Further, in Patent Document 2 below, L-carnitine, histidine-related peptide, and taurine are obtained by electrodialyzing livestock meat processing waste liquid and its concentrate, which is a meat extract, at a pH of neutral to acidic conditions. A method for producing an abundant livestock meat extract is disclosed.

Furthermore, in Patent Document 3 below, the mother liquor from which L-histidine is recovered from bonito soup is desalted and then passed through a weakly acidic ion exchange resin (H ⁺ type) to separate and elute the adsorbed components with aqueous ammonia. A method for separating and purifying dipeptides from bonito soup is disclosed.
JP 2003-092996 A JP 2001-046021 A Japanese Patent Publication No. 6-093827

  As described above, the extracts obtained from seafood contain abundant imidazole dipeptides and abundant resources, but more arsenic compounds than extracts such as livestock meat. include.

  Arsenic compounds contained in fish and shellfish such as bonito and tuna are known to have a low toxicity organic state, and more than 90% of them are known to be arsenobetaine. However, in general, arsenic compounds are not good as a product image because they have a strong toxic inorganic impression. Furthermore, since the standard of arsenic content in foods and the like does not distinguish between organic and inorganic forms, arsenic remains in high imidazole dipeptide-containing compositions made from extracts obtained from seafood. In some cases, the formulation is subject to various limitations.

  Therefore, when an extract obtained from seafood is used as a raw material, an arsenic compound is required to be separated and removed. However, arsenobetaine, the main component of arsenic compounds contained in seafood, has a molecular weight close to that of imidazole dipeptides and has both positive and negative charges, so in the extraction / purification process of arsenobetaine and imidazole dipeptide. The behavior is very similar. Therefore, the methods disclosed in Patent Documents 1 and 2 cannot separate arsenobetaine and imidazole dipeptides, and arsenic compounds are also concentrated in the purification process of imidazole dipeptides.

  Further, even with the method disclosed in Patent Document 3, it is not possible to efficiently separate arsenobetaine and imidazole dipeptides. Further, in Patent Document 3, it is adsorbed on a weak acidic ion exchange resin. Although the adsorbed substances such as imidazole dipeptides are eluted using aqueous ammonia, the eluate is browned in this elution step. Therefore, it has a big influence in the mixing | blending to foodstuffs, cosmetics, etc., a use is limited or a commercial value will be reduced.

  In addition, although a method for separating and purifying imidazole dipeptide from fish and shellfish extracts has been reported, it has not been industrially available due to the method and chemicals used.

  Therefore, an object of the present invention is to use fish and shellfish-derived extracts that are abundant as resources, using fish and shellfish as a raw material, with a high content of imidazole dipeptides and a low arsenic content. An object of the present invention is to provide a seafood extract containing a high content of imidazole dipeptides which is salty and has little discoloration, and a food and drink containing the same. Another object of the present invention is to produce a seafood extract containing a high content of imidazole dipeptides with a low salinity content and low discoloration, using seafood as a raw material and having a high content of imidazole dipeptides and a low arsenic content. It is to provide a method.

  In achieving the above object, the imidazole dipeptides-rich seafood extract of the present invention is a imidazole dipeptides-rich seafood extract obtained by extraction from seafood, and the content of imidazole dipeptides per solid content 5 to 80% by mass, and the content of arsenic is 150 ppm or less when the imidazole dipeptides are defined as 1 by mass ratio.

  Since the imidazole dipeptide-rich seafood extract of the present invention is derived from seafood, it has a very low content of arsenic and can be used in a wide range of fields.

  Moreover, it is preferable that the light absorption value of wavelength 420nm when setting it as aqueous solution whose content of imidazole dipeptides is 1.0 mass% is 0.5 or less. According to this, since there is little brown coloring, it can be used for a wide range of foods and drinks without reducing the commercial value.

  In addition, the salt content is preferably 0.8 or less when the imidazole dipeptides are 1 in terms of mass ratio. According to this, it can be suitably used particularly for a low-salt food and drink.

  The seafood is preferably at least one selected from bonito, tuna, salmon, whale, eel, and shark. Furthermore, the imidazole dipeptides are preferably one or more selected from anserine, carnosine, and valenin.

  And the food-drinks of this invention contain the said imidazole dipeptides high content seafood extract, The content of imidazole dipeptides is 0.1% or more, The content of arsenic is 0.15 ppm or less, It is characterized by the above-mentioned. .

  On the other hand, in the method for producing a seafood extract containing a high content of imidazole dipeptides of the present invention, the extract extracted from seafood is desalted, and the obtained desalted solution is passed through a weakly acidic ion exchange resin. Thereafter, the weak acid ion exchange resin is washed with water, and then the adsorbed substance of the weak acid ion exchange resin is eluted with hydrochloric acid and / or saline, so that the content of imidazole dipeptides per solid content is 5 to 80% by mass. And an imidazole dipeptides-rich seafood extract having an arsenic content of 150 ppm or less when the mass ratio of imidazole dipeptides is 1.

  Although seafood contains abundant imidazole dipeptides, it contains more arsenic compounds than extracts such as livestock meat. According to the present invention, the extract extracted from the seafood is passed through the weakly acidic ion exchange resin, and the weakly acidic ion exchange resin adsorbed with the imidazole dipeptide is washed with water to extract from the seafood. Arsenic compounds can be separated and removed from the extracted extracts. This is presumably because the adsorption power of arsenic compounds on weakly acidic ion exchange resins is weaker than that of imidazole dipeptides. And the discoloration of an eluate can be suppressed by eluting the adsorption substance containing imidazole dipeptides using hydrochloric acid from the weakly acidic ion exchange resin which performed water washing.

  In the present invention, (1) the eluate obtained by eluting the adsorbed substance of the weakly acidic ion exchange resin with hydrochloric acid is adjusted to pH 2 to 5.5, and then the activated carbon decolorization is performed, whereby the content of imidazole dipeptides is 1. (2) An eluate obtained by eluting the weakly acidic ion-exchange resin adsorbent with the hydrochloric acid is adjusted so that the absorbance value at a wavelength of 420 nm when the aqueous solution is 0.0% by mass is 0.5 or less. Or by desalting using a reverse osmosis membrane having a salt rejection of 80 to 98%, so that the salt content is 0.8 or less when the imidazole dipeptides are 1 in terms of mass ratio, (3) The eluate obtained by eluting the adsorbed substance of the weakly acidic ion exchange resin with hydrochloric acid was adjusted to pH 2 to 5.5, then decolorized with activated carbon, and then a reverse osmosis membrane having a salt rejection of 80 to 98% was used. To desalinate When the aqueous solution has an imidazole dipeptide content of 1.0% by mass, the absorbance value at a wavelength of 420 nm is 0.5 or less, and the salt content is 0.8 or less when the imidazole dipeptides is 1 by mass ratio. It is preferable that

  Further, as the extracts, it is preferable to use a fish extract obtained by extracting from one or more fish and shellfish selected from skipjack, tuna, salmon, whale, eel, and shark. Since these fish and shellfish contain a large amount of imidazole dipeptides, they can be made into a fish and shellfish extract containing imidazole dipeptides with a high content of imidazole dipeptides.

  Moreover, it is preferable to perform the said water washing | cleaning by the liquid flow volume of 2-20 RV. According to this, an arsenic compound can be removed efficiently, and it can be set as the seafood extract containing imidazole dipeptides with very little arsenic content.

  Moreover, it is preferable to desalinate extracts extracted from seafood using a reverse osmosis membrane having a salt rejection of 60 to 80%. Since the reverse osmosis membrane having the salt rejection rate can efficiently separate the imidazole dipeptides and the salt, the imidazole dipeptides-containing seafood extract having a low salt content can be obtained.

  And it is preferable to perform a spray-drying process further to make a powdery imidazole dipeptide-rich seafood extract.

  The seafood extract with a high content of imidazole dipeptides of the present invention is derived from seafood and has a very low content of arsenic, and can be used in a wide range of fields such as foods and drinks and cosmetics.

  The imidazole dipeptide-rich seafood extract of the present invention is an extract obtained by separating and purifying imidazole dipeptides from extracts obtained by extraction from seafood, and the content of imidazole dipeptides per solid content 5 to 80% by mass, and the arsenic content is 150 ppm or less when the imidazole dipeptides are defined as 1 in terms of mass ratio.

  The fish and shellfish used as the raw material for the imidazole dipeptide-rich seafood extract of the present invention is not particularly limited as long as it contains imidazole dipeptides, and examples thereof include skipjack, tuna, salmon, whale, eel, and shark. Bonito and tuna, which are abundant as resources, are particularly preferred.

  In the imidazole dipeptides-rich seafood extract of the present invention, the absorbance value at a wavelength of 420 nm when the imidazole dipeptides content is 1.0% by mass is preferably 0.5 or less. .3 or less is more preferable. If the said light absorption value is 0.5 or less, there will be little influence on the color tone at the time of mix | blending with cosmetics and food-drinks.

  In addition, in the seafood extract with a high content of imidazole dipeptides of the present invention, the salt content is preferably 0.8 or less, more preferably 0.2 or less, when the imidazole dipeptides are 1 by mass ratio.

  Next, the manufacturing method of the imidazole dipeptides high seafood extract of this invention is demonstrated.

  The method for producing a seafood extract containing a high content of imidazole dipeptides according to the present invention includes a desalination treatment step for desalting an extract extracted from seafood, and a salt treatment solution obtained in the desalination treatment step is weakly acidic. An adsorption process for passing the liquid through the ion exchange resin, a washing process for washing the weakly acidic ion exchange resin after the adsorption process with water, and a weak acidic ion exchange resin after the washing process by passing hydrochloric acid and / or saline to weaken it. The elution process mainly elutes the adsorbed substance adsorbed on the acidic ion exchange resin.

  As the extracts, extracts extracted from the above-described fish and shellfish by water extraction, hot water extraction, alcohol extraction, supercritical extraction, or the like are used. In addition, as said extract, you may use what is marketed.

  Since the above-mentioned extracts have a high salt concentration, it is necessary to desalinate the extracts in order to reduce the salt content, and it is preferable to desalinate the salt concentration to be 1% by mass or less. Examples of the desalting treatment of extracts include an electrodialysis method using an ion exchange membrane, a method using a reverse osmosis membrane, and the like.

  In the desalting treatment by electrodialysis, the ion exchange membrane is not particularly limited. For example, trade names “Neoceptor CL-25T, CM-1 to 2, AM-1 to 3” (manufactured by Tokuyama Soda Co., Ltd.), products The name “Selemion CMV / AMV” (manufactured by Asahi Glass Co., Ltd.) and the like.

  In the desalination treatment using a reverse osmosis membrane, examples of the reverse osmosis membrane include a reverse osmosis membrane of a so-called loose RO membrane having a salt rejection of 60 to 80%. 7250 "(manufactured by Nitto Denko Corporation), trade name" SU-610 "(manufactured by Toray Industries, Inc.) and the like. By passing the extract diluted so that Brix is 1 to 20% through a membrane separation apparatus equipped with a reverse osmosis membrane having the above-mentioned salt rejection rate, the imidazole dipeptides are converted into a membrane by performing desalting treatment. Without permeation, only the salt content permeates and can be efficiently desalted from extracts. In addition, since the imidazole dipeptides permeate | transmit a membrane when the salt rejection rate is lower than the above, the recovery rate of imidazole dipeptides decreases, and when higher than the above, the desalting efficiency tends to decrease.

Next, the extracts after the desalting treatment (hereinafter referred to as “desalting solution”) are replaced with weakly acidic ion exchange resins (hereinafter referred to as “weakly acidic ion exchange resins”) substituted with H ⁺ type. The imidazole dipeptides are adsorbed. When a strongly acidic ion exchange resin is used to adsorb the imidazole dipeptides, neutral / acidic amino acids other than imidazole dipeptides and peptides are adsorbed to the ion exchange resin, so the content of imidazole dipeptides is increased. Furthermore, since the amount of adsorbed components increases, the throughput of the imidazole dipeptide-containing extract with respect to the amount of resin decreases. And since an arsenic compound also adsorb | sucks strongly, isolation | separation of imidazole dipeptides and an arsenic compound becomes difficult, and the objective of this invention cannot be achieved. By using a weakly acidic ion exchange resin, the content of imidazole dipeptides can be increased, and further, the arsenic content can be reduced or the arsenic compound can be removed.

  In the present invention, the weakly acidic ion exchange resin is an ion exchange resin having a weakly acidic functional group such as a carboxyl group, and the strong acidic ion exchange resin is an ion exchange resin having a strongly acidic functional group such as a sulfo group. is there.

  The weakly acidic ion exchange resin in the present invention is not particularly limited, and commercially available products can be widely used. For example, trade name “Amberlite IRC76” (manufactured by Organo), trade name “Diaion WK-40”. (Manufactured by Mitsubishi Chemical Corporation), trade name “Duolite C476” (manufactured by Sumika Chemtex Co., Ltd.) and the like.

  Since the concentration and load amount of the desalting treatment liquid to the weakly acidic ion exchange resin vary depending on the raw material and the extract manufacturing method, the salt concentration, and the ion exchange resin used, the adsorption capacity range of the ion exchange resin used. May be appropriately determined. Moreover, it does not restrict | limit especially about the flow rate, It determines suitably according to the property of the said desalting process liquid to flow through, and resin to be used, for example, it is made to flow at a flow rate of 0.5-8SV. In addition, SV represents the quantity with respect to the resin amount of the solution passed through the column per unit time, and the flow rate when the same amount of the solution is passed in 1 hour is 1 SV.

  After passing the desalting solution through the weakly acidic ion exchange resin, water is passed through the weakly acidic ion exchange resin to elute non-adsorbing components and weakly adsorbing components, that is, weakly acidic ion exchange. Wash the resin with water.

  It is preferable to perform the said water washing | cleaning by the liquid flow volume of 2-20RV, More preferably, it is 4-10RV. In addition, RV represents the amount of resin, and let the liquid flow amount at the time of flowing the solution of the same amount as the resin amount be 1 RV.

  The adsorptive power of the arsenic compound to the weakly acidic ion exchange resin is weaker than that of imidazole dipeptides and can be eluted even in water washing. Separation of imidazole dipeptides and arsenic compounds becomes possible. When the amount of liquid flow is larger than the above, there is a possibility that the imidazole dipeptides may be eluted together with the arsenic compound by washing with water, and the recovery rate of imidazole dipeptides tends to be inferior. The arsenic compound cannot be sufficiently separated and eluted, and the imidazole dipeptides tend to be insufficiently purified.

  Moreover, the flow rate of water in the water washing is not particularly limited, and is appropriately determined according to the resin to be used. For example, it is preferable that the liquid flow at a flow rate of 0.5 to 8 SV.

  After washing the weak acid ion exchange resin with water, hydrochloric acid and / or saline is passed through the weak acid ion exchange resin to elute the adsorbed substance adsorbed on the weak acid ion exchange resin.

  In elution of the adsorbed substance from the weakly acidic ion exchange resin, there are no particular restrictions on the concentration and amount of hydrochloric acid and saline solution that can be used to elute imidazole dipeptides, and it varies depending on the ion exchange resin used. Although there is no particular limitation, for example, it is preferable to elute 1 to 2 N hydrochloric acid with a flow rate of 2 to 4 RV or to elute 1 to 2 mol / l of saline with a flow rate of 2 to 8 RV. In addition, when eluting with hydrochloric acid and saline in combination, the above hydrochloric acid and saline are continuously passed, or the total amount of hydrochloric acid and salt is 1 to 2 mol / l of 2 to 6 RV. It is preferable to elute with.

  Here, in the washing step, when water washing is insufficient, an arsenic compound is mixed in the elution fraction. However, since arsenic compounds are easier to elute from weakly acidic ion exchange resins than imidazole dipeptides, hydrochloric acid and / or saline solution was passed through weakly acidic ion exchange resins and then collected at a flow rate of less than 2 RV. The elution fraction may contain an arsenic compound, but after passing hydrochloric acid and / or saline through a weakly acidic ion exchange resin, the elution fraction after the flow rate of 2 RV or more is used. By collecting the arsenic compound, the arsenic compound and the imidazole compound can be separated. In addition, when a sufficient amount of water is passed in the washing step, the arsenic compound is almost completely removed in the same step, so the arsenic compound is mixed even if the total amount of the elution fraction is recovered. There is nothing.

  By treating the extracts obtained by extraction from seafood as described above, the content of imidazole dipeptides per solid content is 5 to 80% by mass, and the content of arsenic compounds is imidazole dipeptides. It is possible to obtain a seafood extract containing a high content of imidazole dipeptides, which is 150 ppm or less based on 1. The content of imidazole dipeptides per solid content is more preferably 10 to 80% by mass, and particularly preferably 20 to 80%. Further, the content of the arsenic compound is more preferably 15 ppm or less, particularly preferably 1.5 ppm or less, assuming that imidazole dipeptides are 1 by mass ratio.

  In the present invention, the elution fraction obtained in the elution step is preferably decolorized using activated carbon or desalted (secondary desalting), and further after activated carbon decolorization. A desalting treatment is particularly preferred.

  In the decolorization treatment with activated carbon, it is preferable to adjust the pH of the eluate to 2.5 to 5.5 using hydrochloric acid or sodium salt such as caustic soda or soda ash for the elution fraction. When the pH is out of the above range, the decoloring effect by activated carbon tends to be insufficient.

  The decolorization treatment method using activated carbon is not particularly limited, and a batch method in which activated carbon is directly added to the elution fraction (hereinafter referred to as “elution fraction neutralization solution”) whose pH has been adjusted, or activated carbon in advance. Examples include a column system in which the elution fraction neutralization solution is passed through a packed column.

  In the present invention, the elution fraction obtained in the elution step is subjected to activated carbon decoloring treatment in this way, and the absorbance value at a wavelength of 420 nm when an aqueous solution containing 1.0% by mass of imidazole dipeptides is set to 0. 5 or less is preferable, and 0.3 or less is more preferable.

  In the desalting treatment (hereinafter referred to as “secondary desalting treatment”), the elution fraction was adjusted to pH 3.5 to 7.0 using hydrochloric acid or sodium salt such as caustic soda or soda ash. It is preferable to carry out later. In the secondary desalting treatment, desalting is preferably performed using a reverse osmosis membrane having a salt rejection of 80 to 98%. As such a reverse osmosis membrane, for example, trade name “NTR-729” (Nitto Denko) Etc.). By passing the neutralization solution adjusted so that Brix is 1 to 20% through a membrane separation apparatus equipped with a reverse osmosis membrane having the salt rejection rate, imidazole dipeptides can be converted into membranes Only the salt content permeates without permeating, and the desalted fraction can be efficiently desalted from the neutralized solution. In addition, when desalting is performed using an electrodialysis method or a reverse osmosis membrane having a salt rejection rate of 60 to 80%, before the ion exchange resin treatment, only the salt content is permeated without permeating the imidazole dipeptides. Although the desalting treatment can be carried out efficiently, the reason is not clear after the ion exchange resin treatment, but the imidazole dipeptides permeate the membrane together with the salt content, and the recovery rate of the imidazole dipeptides is significantly reduced. In addition, in the elution step of the weak acid ion exchange resin, when sulfuric acid, nitric acid, organic acids and their salts are used, or in the subsequent pH adjustment step, other than sodium salts such as organic acids, calcium salts, magnesium salts, etc. When used, a reverse osmosis membrane with a salt rejection of 80-98% has low permeability to the membrane, making desalting difficult. In the elution step of the weak acid ion exchange resin, using hydrochloric acid and / or saline, and further adjusting the pH using hydrochloric acid, caustic soda, soda ash, etc. By using a reverse osmosis membrane having a salt rejection of 80 to 98%, only sodium chloride permeates the membrane, so that imidazole dipeptides can be recovered in high yield while efficiently removing the salt.

  In the present invention, the elution fraction obtained in the elution step is subjected to secondary desalting treatment in this way, and the salt content may be 0.8 or less when the imidazole dipeptides are set to 1 by mass ratio. Preferably, 0.4 or less is more preferable, and 0.2 or less is particularly preferable.

  In the present invention, the elution fraction obtained in the elution step is subjected to decolorization treatment or desalting treatment (secondary desalting treatment) using activated carbon, if necessary, and then spray drying treatment. It is preferable to carry out and to make a powder form. By making it into powder form, it can be made suitable for long-term storage.

  As spray-drying treatment conditions, it is usually performed at 120 to 200 ° C. in and 50 to 120 ° C. out. In the present invention, excipients such as starch, dextrin, lactose and trehalose may be added to the treatment solution. As a result, the powder can be more easily dried by a spray drying method, and efficient production becomes possible.

  The imidazole dipeptides-rich seafood extract of the present invention contains imidazole dipeptides at a high concentration, has few impurities such as arsenic compounds and salt, and has a thin color, so that it can be widely used as a food, drink or cosmetic product. It is.

  When blended in foods and drinks, the imidazole dipeptides are high so that the imidazole dipeptides are 0.1% or more and the arsenic content is 0.15 ppm or less with respect to supplements and general foods and drinks described later. It is preferable to mix the containing seafood extract.

  There are no particular limitations on the form of the supplement, and examples include liquids, powders, tablets, pills, fine granules, granules, capsules, jellies, chewables, and pastes.

  In addition, as general food and drink, (1) soft drink, carbonated drink, fruit drink, vegetable juice, lactic acid bacteria drink, milk drink, soy milk, mineral water, tea-based drink, coffee drink, sports drink, alcoholic drink, jelly Beverages such as beverages, (2) Tomato puree, canned mushrooms, dried vegetables, processed vegetables such as pickles, (3) Fruit processed products such as dried fruit, jam, fruit puree, canned fruits, (4) curry powder, Spices such as wasabi, ginger, spice blend, seasoning powder, (5) noodles (including raw noodles, dried noodles) such as pasta, udon, soba, ramen, macaroni, (6) bread, confectionery bread, cooking bread, donuts, etc. Bread, (7) Alpha rice, oatmeal, rice cake, batter flour, etc. (8) Baked confectionery, biscuits, rice confectionery, candy, chocolate, chewing , Snacks, frozen confectionery, candied confectionery, Japanese confectionery, Western confectionery, half confectionery, pudding, ice cream confectionery, etc. 10) Honey, royal jelly processed food, (11) meat products such as ham, sausage, bacon, (12) dairy products such as yogurt, pudding, condensed milk, cheese, fermented milk, butter, ice cream, (13) processed egg products , (14) Processed fish such as dried fish, salmon, chikuwa, fish sausage, processed seaweed such as dried seaweed, kelp, and boiled fish, processed fish eggs such as octopus, numbiko, salmon roe, and (15) dashi stock, soy sauce , Vinegar, mirin, consomme base, Chinese base, concentrated soup stock, dressing, mayonnaise, ketchup, miso, etc., salad oil, sesame oil, linoleic oil, dia Cooking oils and fats such as luglycerol, benibana oil, (16) cooking, semi-cooked foods such as soup (including powder and liquid), side dishes, retort foods, chilled foods, semi-cooked foods (for example, raw rice , And crab balls).

  Moreover, when mix | blending and using for cosmetics, it can be used with various forms, such as a lotion, a milky lotion, a cream, a gel, a pack agent.

  Hereinafter, the present invention will be specifically described with reference to examples. The content of imidazole dipeptides was analyzed using an automatic amino acid analyzer (manufactured by Hitachi, Ltd.). The salt content was analyzed by the Mohr method, and the arsenic compound content was analyzed by the atomic absorption spectrophotometry. The arsenic compound content is shown in terms of arsenic trioxide.

Example 1
Tuna extract prepared according to a conventional method (Brix 63%, imidazole dipeptide 2.3% [anserine 2.1% + carnosine 0.2%], salt content 11% [salt content 4.8 relative to imidazole dipeptide 1], arsenic 100 kg of water was added to 20 kg of the compound 13 ppm (containing 565 ppm of arsenic with respect to imidazole dipeptide 1) and diluted.

  Using this diluted solution, a membrane separator (trade name “RUW-5A”, manufactured by Nitto Denko Corporation) equipped with a reverse osmosis membrane (trade name “NTR-7250”, manufactured by Nitto Denko Corporation) having a salt rejection rate of 60% is used. And desalted. Specifically, the diluted solution was charged into a concentration tank, circulated through, and 60 L of water was added when the amount in the concentration tank reached 60 L, followed by further concentration. The same hydration operation was performed four times in total, and desalted tuna extract (Brix 15.8%, imidazole dipeptide 0.77% [anserine 0.7% + carnosine 0.07%], salinity 0.1% [imidazole dipeptide 1 56 kg of salt).

Next, the total amount of the above desalted tuna extract was 30 L / column in a column packed with 25 L of weakly acidic ion exchange resin (trade name “Diaion WK-40”, manufactured by Mitsubishi Chemical Corporation) previously substituted with H ⁺ type. Next, 60 L of deionized water was passed at a similar flow rate.

  Next, 75 L of 1N hydrochloric acid was passed at the same flow rate, and the eluate was collected to obtain 75 L of a hydrochloric acid elution fraction (containing 0.4% of anserine and 0.04% of carnosine). In the hydrochloric acid elution fraction, 12 ppm of arsenic compound (9 ppm as arsenic) was detected with respect to imidazole dipeptide 1, which was reduced to about 1/50 of the raw material.

  Next, soda ash was added to the hydrochloric acid-eluting fraction to adjust to pH 4.2. Decolorization was performed by adding 100 g of activated carbon (trade name “Takecol 50WR” manufactured by Takeda Kirin Foods Co., Ltd.) to the neutralized solution eluted with hydrochloric acid.

  Next, a membrane separation apparatus (trade name “RUW-5A”) equipped with a reverse osmosis membrane (trade name “NTR-729”, manufactured by Nitto Denko Co., Ltd.) having a salt rejection rate of 93% is applied to the decolorizing solution containing imidazole dipeptides. The product was desalted using Nitto Denko Corporation. Specifically, the diluted solution was put into a concentration tank, circulated through, and 15 L of water was added when the amount of liquid in the concentration tank reached 15 L, followed by further concentration. The same hydration operation was performed a total of 7 times, and the imidazole dipeptide-rich seafood extract (Brix 7.0%, imidazole dipeptide 1.76% [anserine 1.6% + carnosine 0.16%], salt content 0.1% 14 kg (containing a salt content of 0.05 with respect to imidazole dipeptide 1) was obtained.

  Finally, 1.2 kg of dextrin is added to the imidazole dipeptides-rich seafood extract and spray-dried, and the powdered imidazoledipeptides-rich seafood extract (containing 10.5% anserine and 1.1% carnosine) ) 1.9 kg was obtained.

  This powdery seafood extract with a high content of imidazole dipeptides contained 1.6 ppm of arsenic compounds (1.2 ppm as arsenic and 10 ppm with respect to imidazole dipeptide 1). Moreover, when the salt content was calculated | required as an ignition residue (600 degreeC, 8 hours), it was 0.2% (the salt content is 0.02 with respect to the imidazole dipeptide 1). Furthermore, this powdery imidazole dipeptide-rich fish and shellfish extract was made into an aqueous solution having a content of imidazole dipeptides of 1.0% by mass, and the absorbance value with respect to light having a wavelength of 420 nm was measured to be 0.295.

(Example 2)
Manufactured under the same conditions as in Example 1 except that the amount of deionized water passed through the weakly acidic ion exchange resin was 150 L, and the imidazole dipeptides-rich seafood extract (anserine 11.0%, carnosine 1 1.9 kg (including 1%). No arsenic compound was detected from this high-imidazole dipeptide-containing seafood extract (detection limit: 0.2 ppm (0.15 ppm as arsenic)). Moreover, when the salt content was calculated | required as an ignition residue (600 degreeC, 8 hours), it was 0.2% (the salt content is 0.02 with respect to the imidazole dipeptide 1). Furthermore, when this imidazole dipeptide-rich fish and shellfish extract was made into an aqueous solution having a content of imidazole dipeptides of 1.0% by mass, an absorbance value with respect to light having a wavelength of 420 nm was measured, it was 0.290.

(Example 3)
In desalting after the weakly acidic ion exchange resin treatment, the production was performed under the same conditions as in Example 1 except that a reverse osmosis membrane (trade name “NTR-7250”, manufactured by Nitto Denko Corporation) with a salt rejection of 60% was used. This was carried out to obtain 1.8 kg of a seafood extract containing a high content of imidazole dipeptides (containing 5.0% anserine and 0.5% carnosine). This imidazole dipeptide-rich seafood extract contained 1.4 ppm of arsenic compound (1.1 ppm as arsenic, 25 ppm arsenic with respect to imidazole dipeptide 1). Moreover, when the salt content was calculated | required as an ignition residue (600 degreeC, 8 hours), it was 0.1% (the salt content is 0.02 with respect to the imidazole dipeptide 1). Furthermore, when this imidazole dipeptide-rich fish and shellfish extract was made into an aqueous solution having a content of imidazole dipeptides of 1.0% by mass, the absorbance value with respect to light having a wavelength of 420 nm was measured and found to be 0.300. In this example, the recovery rate of imidazole dipeptides in desalting after the treatment with the weakly acidic ion exchange resin was about one-half that of Example 1.

Example 4
The hydrochloric acid elution fraction neutralized solution after the weak acidic ion exchange resin treatment was produced under the same conditions as in Example 1 except that the pH was adjusted to 6.7, and the imidazole dipeptides-rich seafood extract (Anserine 10 1.9 kg) (including 4% and carnosine 1.0%). This seafood extract with a high content of imidazole dipeptides contained 1.6 ppm of arsenic compound (1.2 ppm as arsenic, 11 ppm with respect to imidazole dipeptide 1). Moreover, when the salt content was calculated | required as an ignition residue (600 degreeC, 8 hours), it was 0.2% (the salt content is 0.02 with respect to the imidazole dipeptide 1). Furthermore, when this imidazole dipeptide-rich fish and shellfish extract was made into an aqueous solution with an imidazole dipeptide content of 1.0% by mass, the absorbance value with respect to light having a wavelength of 420 nm was measured to be 0.621. In this example, since the pH at the time of decolorization was high, the color was not sufficiently decolored, and the color tone of the seafood extract containing a high content of imidazole dipeptides became dark.

(Comparative Example 1)
Manufactured under the same conditions as in Example 1 except that the amount of deionized water passed through the weakly acidic ion-exchange resin was 40 L, and a seafood extract containing a high content of imidazole dipeptides (Anserine 10.0%, Carnosine 1 1.9 kg) (including 0.0%). This imidazole dipeptide-rich seafood extract contained 22 ppm of arsenic compounds (17 ppm as arsenic, 200 ppm arsenic with respect to imidazole dipeptide 1). Moreover, when the salt content was calculated | required as an ignition residue (600 degreeC, 8 hours), it was 0.2% (the salt content is 0.02 with respect to the imidazole dipeptide 1). Furthermore, when this imidazole dipeptides-rich seafood extract was made into an aqueous solution having a content of imidazole dipeptides of 1.0% by mass, an absorbance value with respect to light having a wavelength of 420 nm was measured, it was 0.305. In this example, since the amount of deionized water passing through the weakly acidic ion exchange resin was small, the arsenic compound was not sufficiently removed.

  The seafood extract with a high content of imidazole dipeptides of the present invention can be suitably used for food and drink, cosmetics and the like as an alternative to livestock-derived products.

Claims (14)

  An imidazole dipeptide-rich seafood extract obtained by extraction from seafood, wherein the content of imidazole dipeptides per solid content is 5 to 80% by mass, and the content of arsenic is imidazole by mass ratio A seafood extract containing a high content of imidazole dipeptides, characterized in that the concentration is 150 ppm or less, assuming that the dipeptides are 1.   The seafood extract with a high content of imidazole dipeptides according to claim 1, wherein the absorbance value at a wavelength of 420 nm when an aqueous solution containing 1.0% by mass of imidazole dipeptides is 0.5 or less.   The high-content imidazole dipeptides seafood extract according to claim 1 or 2, wherein the salt content is 0.8 or less when the imidazole dipeptides are 1 by mass ratio.   4. The imidazole dipeptide-rich seafood extract according to claim 1, wherein the seafood is at least one selected from skipjack, tuna, salmon, whale, eel, and shark.   The imidazole dipeptides-rich seafood extract according to any one of claims 1 to 4, wherein the imidazole dipeptides are one or more selected from anserine, carnosine, and valenin.   It contains the imidazole dipeptides-rich seafood extract according to any one of claims 1 to 5, wherein the content of imidazole dipeptides is 0.1% or more and the content of arsenic is 0.15 ppm or less. Characteristic food and drink.   Extracts extracted from fish and shellfish are desalted, and the obtained desalted solution is passed through a weakly acidic ion exchange resin, and then the weakly acidic ion exchange resin is washed with water, and then hydrochloric acid and / or The weakly acidic ion exchange resin adsorbed substance is eluted with a saline solution, the content of imidazole dipeptides per solid content is 5 to 80% by mass, and the content of arsenic is 1 by mass ratio. A method for producing a seafood extract with a high content of imidazole dipeptides, wherein the seafood extract has a high content of imidazole dipeptides of 150 ppm or less.   The eluate obtained by eluting the adsorbed substance of the weakly acidic ion exchange resin with hydrochloric acid and / or saline is adjusted to pH 2 to 5.5, and then the activated carbon decolorization is performed, whereby the content of imidazole dipeptides is 1.0. The method for producing a seafood extract with a high content of imidazole dipeptides according to claim 7, wherein the absorbance value at a wavelength of 420 nm when the aqueous solution is mass% is 0.5 or less.   The eluate obtained by eluting the adsorbed substance of the weakly acidic ion exchange resin with the hydrochloric acid and / or saline is desalted using a reverse osmosis membrane having a salt rejection of 80 to 98%, so that the salt content is The method for producing a seafood extract with a high content of imidazole dipeptides according to claim 7, wherein the mass ratio is set to 0.8 or less when the imidazole dipeptides are set to 1.   The eluate obtained by eluting the adsorbed substance of the weakly acidic ion exchange resin with the hydrochloric acid and / or saline was adjusted to pH 2 to 5.5, then decolorized with activated carbon, and then with a salt rejection of 80 to 98%. By carrying out desalting using a reverse osmosis membrane, the absorbance value at a wavelength of 420 nm when an aqueous solution having an imidazole dipeptide content of 1.0 mass% is 0.5 or less, and the salt content is imidazole by mass ratio. The method for producing a seafood extract with a high content of imidazole dipeptides according to claim 7, wherein the dipeptides are adjusted to 0.8 or less when the number is 1.   The imidazole according to any one of claims 7 to 10, wherein a seafood extract obtained by extracting from one or more seafood selected from skipjack, tuna, salmon, whale, eel, and shark is used as the extract. A method for producing a seafood extract containing a high amount of dipeptides.   The method for producing a seafood extract with a high content of imidazole dipeptides according to any one of claims 7 to 11, wherein the water washing is carried out with a flow rate of 2 to 20 RV.   An extract extracted from seafood is desalted using a reverse osmosis membrane having a salt rejection of 60 to 80%. The imidazole dipeptides-rich seafood extract according to any one of claims 7 to 12 is used. Production method.   Furthermore, spray-drying process is performed and it is set as the powdery imidazole dipeptide high content seafood extract, The manufacturing method of the imidazole dipeptide high content seafood extract as described in any one of Claims 7-13.