CN101880469A - Method for preparing water-soluble monascus yellow pigment - Google Patents
Method for preparing water-soluble monascus yellow pigment Download PDFInfo
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Abstract
The invention provides a method for preparing a water-soluble monascus yellow pigment. Alcohol-soluble monascus red pigment generated by monascus metabolism is used as a raw material. The method comprises the following steps of: carrying out sulfonation reaction; and centrifuging or filtering, precipitating and washing, carrying out alkaline hydrolysis, neutralizing, drying and crushing to prepare the water-soluble monascus yellow pigment. Compared with the conventional method, the method for preparing the water-soluble yellow pigment has the advantages of readily available reaction raw materials, low price, simple process, easy separation of products, mild reaction conditions, recycling use of excess sulfuric acid and environmental protection.
Description
Technical field
The present invention relates to a kind of preparation method of water-soluble monascus yellow pigment.
Background technology
Monascorubin is to be raw material with grain, by the Monascus anka Nakazawa et sato culturing process, and the meta-bolites that obtains.Its basic raw material abundance can satisfy the scale operation needs.
Known monascorubin is a class alcohol dissolubility pigment, and its main component is rubropunctatin and monascorubin, and its molecular structure is:
Wherein, rubropunctatin: R=C
7H
15, monascorubin: R=C
5H
11This composition takes on a red color, and is insoluble in water.
Japanese Patent (7344880) discloses a kind of patent application of water-soluble monascus pigment, utilize monascorubin and rubropunctatin and water soluble protein, polypeptide and amino acid effect, formation has the mixture of water dispersible, and its preparation process complexity might be introduced excessive impurity.
UOP has applied for the patent of " water colo(u)r that is obtained by monascorubin and rubropunctatin is as food colorant " in China, publication number CN1058519A, monascorubin and rubropunctatin are disclosed by reacting with band primary amine functional group organism, can change into highly purified water-soluble red pigments, subsequently cyclocarbonyl is reduced into hydroxyl, can transforms into highly purified yellow water-soluble substances.This water colo(u)r adopts sodium borohydride as reductive agent in preparation process, the production cost height, and may introduce objectionable impurities.
Chinese invention patent ZL96122279.4 discloses the preparation method of a kind of water-soluble red pigment of red rice and yellow pigment, orange red tryptophol soluble red pigment monascorubin and rubropunctatin by the monascus generation, by alkaline hydrolysis the lactone bond in its molecule is opened, generate carboxylate salt, change into water-soluble red colouring matter; By with contain oxysulfide reaction, cyclocarbonyl is reduced into carboxyl, change into water-soluble yellow pigment.
Summary of the invention
In order to increase the affinity of monascorubin, the purposes of developing monascorubin the invention provides that a kind of cost is low, the preparation method of the simple water-soluble monascus yellow pigment of technology.
For solving the problems of the technologies described above, the present invention implements according to following technical scheme:
1. raw material: the pure soluble red rice red haematochrome that produces with the Monascus anka Nakazawa et sato metabolism is a raw material, and its main component is rubropunctatin and monascorubin, and its molecular structure is:
Wherein, rubropunctatin: R=C
7H
15, monascorubin: R=C
5H
11
2. sulfonation: will carry out sulfonation reaction in the soluble red rice red haematochrome adding of the above-mentioned alcohol sulphonating agent, the mol ratio of soluble red rice red haematochrome of alcohol and sulphonating agent is 1:2～1:10, temperature of reaction is controlled at 15 ℃～90 ℃, reaction times is 0.5h～12h, and used sulphonating agent comprises one or more the mixture in sulfuric acid, sulphur trioxide, oleum, the chlorsulfonic acid;
3. precipitate, wash: sulfonation adds reaction solution in the entry after finishing, and stirs, and leaves standstill 0.5h～3.0h, and through centrifugal or filtration, collecting precipitation is washed with water to pH4～pH5, through centrifugal or filtration, sloughs free water content again, obtains throw out;
4. alkaline hydrolysis: in the throw out that 3. step obtains, add the alkaline hydrolysis agent and carry out alkaline hydrolysis, the mol ratio of pigment dry-matter and alkaline hydrolysis agent is 1:1.2～1:10 in the throw out, temperature of reaction is controlled at 20 ℃～90 ℃, reaction times is 0.5h～12h, and used alkaline hydrolysis agent comprises one or more the mixture in sodium hydroxide, yellow soda ash, sodium bicarbonate, potassium hydroxide, the salt of wormwood;
5. neutralization: after alkaline hydrolysis finished, to pH4.0～pH6.0, used edible acid comprised one or more the mixture in hydrochloric acid, citric acid, acetic acid, lactic acid, tartrate, the oxysuccinic acid with the edible acid solution regulator solution of 1mol/L～6mol/L;
6. dry, pulverizing: the solution that 5. step is obtained dewaters, dry and pulverizing, and the dried powder that obtains is prepared water-soluble monascus yellow pigment.
By chemically modified, in the monascorubin molecule, introduce sulfonic group (OSO
2H), increase its wetting ability, change chromophoric conjugated system simultaneously, make its maximum absorption wavelength generation violet shift, obtain water-soluble monascus yellow pigment.
The water-soluble monascus yellow pigment of the inventive method preparation, soluble in water, 30% following ethanolic soln and 50% following acetone solvent; Possess good thermostability, under 0 ℃～120 ℃ environment pigment is not had influence; Pigment is at pH〉have satisfactory stability in 3 scopes, Oxidizing and Reducing Agents does not have detrimentally affect to pigment, dextrose plus saccharose solution is to not influence of pigment, and the use of various common foodstuff additive does not influence the quality of this pigment substantially, and stable to metal ion.
The water-soluble monascus yellow pigment of the inventive method preparation can be used for the painted of textile industry, plastic cement industry and press; Can be used as food colorant and be used for the painted of industry processing such as grain, meat product, fishery products, can be used for assembled alcoholic drinks, soda pop, fruit juice (flavor) type beverage, jam, candy, cake etc.; The processing that can be used for industries such as pharmaceuticals and makeup is painted.
Compare with traditional method, adopt the water-soluble yellow pigment of method preparation of the present invention, have the following advantages: reaction raw materials is easy to get, relative low price.Technology is simple, and product is easily separated, the reaction conditions gentleness.Excessive sulfuric acid can reach environmental protection by recycling.
Embodiment
The present invention will be further described below in conjunction with embodiment.
Embodiment 1
Take by weighing the soluble red rice red haematochrome powder of 1.0g alcohol, add the vitriol oil of 10ml, after stirring, in 15 ℃ of following synthesis under normal pressure 4 hours, reaction added suitable quantity of water after finishing in reaction solution, stir, leave standstill 0.5h, centrifugal, collecting precipitation, precipitation is washed with water to pH4～pH5, through centrifugal, slough free water content again, obtain throw out; Throw out adds 0.25g sodium hydroxide and carries out alkaline hydrolysis, 20 ℃ of temperature of reaction, and the reaction times is 1h; After alkaline hydrolysis finishes, use 1mol/L hydrochloric acid soln regulator solution to pH4.0～pH6.0; Concentrate, dry and pulverize, the dried powder that obtains is prepared water-soluble monascus yellow pigment.
Embodiment 2
Take by weighing the soluble red rice red haematochrome powder of 1.0g alcohol, add the oleum of 5ml, after stirring, in 25 ℃ of following synthesis under normal pressure 2 hours, reaction added suitable quantity of water after finishing in reaction solution, stir, leave standstill 1h, centrifugal, collecting precipitation, precipitation is washed with water to pH4～pH5, through centrifugal, slough free water content again, obtain throw out; Throw out adds 0.30g yellow soda ash and carries out alkaline hydrolysis, 30 ℃ of temperature of reaction, and the reaction times is 3h; After alkaline hydrolysis finishes, use 2mol/L citric acid solution regulator solution to pH4.0～pH6.0; Concentrate, dry and pulverize, the dried powder that obtains is prepared water-soluble monascus yellow pigment.
Embodiment 3
Take by weighing the soluble red rice red haematochrome powder of 1.0g alcohol, add the chlorsulfonic acid of 10ml, after stirring, in 30 ℃ of following synthesis under normal pressure 0.5 hour, reaction added suitable quantity of water after finishing in reaction solution, stir, leave standstill 2h, centrifugal, collecting precipitation, precipitation is washed with water to pH4～pH5, through centrifugal, slough free water content again, obtain throw out; Throw out adds the 0.50g sodium bicarbonate and carries out alkaline hydrolysis, 40 ℃ of temperature of reaction, and the reaction times is 3h; After alkaline hydrolysis finishes, use 2mol/L acetum regulator solution to pH4.0～pH6.0; Concentrate, dry and pulverize, the dried powder that obtains is prepared water-soluble monascus yellow pigment.
Embodiment 4
Take by weighing the soluble red rice red red powder of 2.0g alcohol, add the 15ml vitriol oil, after stirring, in 45 ℃ of following synthesis under normal pressure 0.5 hour, reaction added suitable quantity of water after finishing in reaction solution, stir, leave standstill 3h, centrifugal, collecting precipitation, precipitation is washed with water to pH4～pH5, through centrifugal, slough free water content again, obtain throw out; Throw out adds 0.45g sodium hydroxide and carries out alkaline hydrolysis, 50 ℃ of temperature of reaction, and the reaction times is 5h; After alkaline hydrolysis finishes, use 3mol/L lactic acid solution regulator solution to pH4.0～pH6.0; Concentrate, dry and pulverize, the dried powder that obtains is prepared water-soluble monascus yellow pigment.
Embodiment 5
Take by weighing the soluble red rice red haematochrome powder of 2.0g alcohol, add the 20ml vitriol oil, after stirring, in 90 ℃ of following synthesis under normal pressure 1.5 hours, reaction added suitable quantity of water after finishing in reaction solution, stir, leave standstill 2.5h, centrifugal, collecting precipitation, precipitation is washed with water to pH4～pH5, through centrifugal, slough free water content again, obtain throw out; Throw out adds 0.6g potassium hydroxide and carries out alkaline hydrolysis, 60 ℃ of temperature of reaction, and the reaction times is 7h; After alkaline hydrolysis finishes, use 4mol/L tartaric acid solution regulator solution to pH4.0～pH6.0; Concentrate, dry and pulverize, the dried powder that obtains is prepared water-soluble monascus yellow pigment.
Embodiment 6
Take by weighing the soluble red rice red haematochrome powder of 2.0g alcohol, add the 10ml oleum, after stirring, in 40 ℃ of following synthesis under normal pressure 45 minutes, reaction added suitable quantity of water after finishing in reaction solution, stir, leave standstill 2h, centrifugal, collecting precipitation, precipitation is washed with water to pH4～pH5, through centrifugal, slough free water content again, obtain throw out; Throw out adds 0.75g salt of wormwood and carries out alkaline hydrolysis, 60 ℃ of temperature of reaction, and the reaction times is 8h; After alkaline hydrolysis finishes, use 4mol/L malic acid solution regulator solution to pH4.0～pH6.0; Concentrate, dry and pulverize, the dried powder that obtains is prepared water-soluble monascus yellow pigment.
Embodiment 7
Take by weighing the soluble red rice red haematochrome paste thing of 1.5g alcohol, add the 12ml chlorsulfonic acid, after stirring, in 80 ℃ of following synthesis under normal pressure 50 minutes, reaction added suitable quantity of water after finishing in reaction solution, stir, leave standstill 1.5h, centrifugal, collecting precipitation, precipitation is washed with water to pH4～pH5, through centrifugal, slough free water content again, obtain throw out; Throw out adds 0.2g sodium hydroxide and 0.2g salt of wormwood carries out alkaline hydrolysis, 70 ℃ of temperature of reaction, and the reaction times is 10h; After alkaline hydrolysis finishes, use 6mol/L lactic acid solution regulator solution to pH4.0～pH6.0; Concentrate, dry and pulverize, the dried powder that obtains is prepared water-soluble monascus yellow pigment.
Embodiment 8
Take by weighing the soluble red rice red haematochrome powder of 3.0g alcohol, add the 35ml vitriol oil, after stirring, reacted 5 hours down in 35 ℃ of normal pressures, reaction adds suitable quantity of water after finishing in reaction solution, stir, leave standstill 1.5h, centrifugal, collecting precipitation, precipitation is washed with water to pH4～pH5, through centrifugal, slough free water content again, obtain throw out; Throw out adds 0.3g potassium hydroxide and the 1.0g sodium bicarbonate carries out alkaline hydrolysis, 80 ℃ of temperature of reaction, and the reaction times is 12h; After alkaline hydrolysis finishes, use 3mol/L hydrochloric acid soln regulator solution to pH4.0～pH6.0; Concentrate, dry and pulverize, the dried powder that obtains is prepared water-soluble monascus yellow pigment.
Embodiment 9
Take by weighing the soluble red rice red haematochrome powder of 3.0g alcohol, add the 15ml oleum, after stirring, in 45 ℃ of following synthesis under normal pressure 8 hours, reflection added suitable quantity of water after finishing in reaction solution, stir, leave standstill 1h, centrifugal, collecting precipitation, precipitation is washed with water to pH4～pH5, through centrifugal, slough free water content again, obtain throw out; Throw out adds 0.65g sodium hydroxide and carries out alkaline hydrolysis, 90 ℃ of temperature of reaction, and the reaction times is 2h; After alkaline hydrolysis finishes, use 4mol/L citric acid solution regulator solution to pH4.0～pH6.0; Concentrate, dry and pulverize, the dried powder that obtains is prepared water-soluble monascus yellow pigment.
Embodiment 10
Take by weighing 1.0g water-soluble red pigment of red rice powder, add the vitriol oil of 10ml, after stirring, in 70 ℃ of following synthesis under normal pressure 10 hours, reaction added suitable quantity of water after finishing in reaction solution, stir, leave standstill 1h, centrifugal, collecting precipitation, precipitation is washed with water to pH4～pH5, through centrifugal, slough free water content again, obtain throw out; Throw out adds 0.25g sodium hydroxide and carries out alkaline hydrolysis, 40 ℃ of temperature of reaction, and the reaction times is 1.5h; After alkaline hydrolysis finishes, use 3mol/L acetum regulator solution to pH4.0～pH6.0; Concentrate, dry and pulverize, the dried powder that obtains is prepared water-soluble monascus yellow pigment.
Embodiment 11
Take by weighing 1.0g water-soluble red pigment of red rice powder, add the oleum of 5ml, after stirring, in 25 ℃ of following synthesis under normal pressure 12 hours, reaction added suitable quantity of water after finishing in reaction solution, stir, leave standstill 0.5h, centrifugal, collecting precipitation, precipitation is washed with water to pH4～pH5, through centrifugal, slough free water content again, obtain throw out; Throw out adds 0.25g sodium hydroxide and carries out alkaline hydrolysis, 35 ℃ of temperature of reaction, and the reaction times is 5h; After alkaline hydrolysis finishes, use 2mol/L tartaric acid solution regulator solution to pH4.0～pH6.0; Concentrate, dry and pulverize, the dried powder that obtains is prepared water-soluble monascus yellow pigment.
Embodiment 12
Take by weighing 2.0g water-soluble red pigment of red rice powder, add the 20ml vitriol oil, after stirring, in 25 ℃ of following synthesis under normal pressure 2.5 hours, reaction added suitable quantity of water after finishing in reaction solution, stir, leave standstill 0.5h, centrifugal, collecting precipitation, precipitation is washed with water to pH4～pH5, through centrifugal, slough free water content again, obtain throw out; Throw out adds 0.5g sodium hydroxide and carries out alkaline hydrolysis, 25 ℃ of temperature of reaction, and the reaction times is 3h; After alkaline hydrolysis finishes, use 5mol/L lactic acid solution regulator solution to pH4.0～pH6.0; Concentrate, dry and pulverize, the dried powder that obtains is prepared water-soluble monascus yellow pigment.
Embodiment 13
Take by weighing 3.0g water-soluble red pigment of red rice powder, add the 15ml oleum, after stirring, in 45 ℃ of following synthesis under normal pressure 1 hour, reflection added suitable quantity of water after finishing in reaction solution, stir, leave standstill 2h, centrifugal, collecting precipitation, precipitation is washed with water to pH4～pH5, through centrifugal, slough free water content again, obtain throw out; Throw out adds 0.65g sodium hydroxide and carries out alkaline hydrolysis, 20 ℃ of temperature of reaction, and the reaction times is 6h; After alkaline hydrolysis finishes, use 2mol/L malic acid solution regulator solution to pH4.0～pH6.0; Concentrate, dry and pulverize, the dried powder that obtains is prepared water-soluble monascus yellow pigment.
Adopt the water-soluble monascus yellow pigment of the inventive method preparation, its maximum absorption wavelength is 425nm, look valency E
425nm 1% 1cmBe higher than 100, the yield of final product can reach more than 90%.
?
Claims (5)
1. the preparation method of a water-soluble monascus yellow pigment, it is characterized in that: the pure soluble red rice red haematochrome that produces with the Monascus anka Nakazawa et sato metabolism is a raw material, by sulfonation reaction, through centrifugal or filtration, washing of precipitate, alkaline hydrolysis, neutralization, drying, pulverizing promptly make water-soluble monascus yellow pigment.
2. the preparation method of water-soluble monascus yellow pigment according to claim 1 is characterized in that, the concrete steps of described method are as follows:
1. raw material: the pure soluble red rice red haematochrome that produces with the Monascus anka Nakazawa et sato metabolism is a raw material, and its main component is rubropunctatin and monascorubin, and its molecular structure is:
Wherein, rubropunctatin: R=C
7H
15, monascorubin: R=C
5H
11
2. sulfonation: will carry out sulfonation reaction in the soluble red rice red haematochrome adding of the above-mentioned alcohol sulphonating agent, the mol ratio of pure soluble red rice red haematochrome and sulphonating agent is 1:1.2～1:10, and temperature of reaction is controlled at 15 ℃～90 ℃, and the reaction times is 0.5h～12h;
3. precipitate, wash: sulfonation adds reaction solution in the entry after finishing, and stirs, and leaves standstill 0.5h～3.0h, through centrifugal or filtration, and collecting precipitation, precipitation is washed with water to pH4～pH5, through centrifugal or filtration, sloughs free water content again, obtains throw out;
4. alkaline hydrolysis: add the alkaline hydrolysis agent and carry out alkaline hydrolysis in the throw out that 3. step obtains, the mol ratio of pigment dry-matter and alkaline hydrolysis agent is 1:2～1:10 in the throw out, and temperature of reaction is controlled at 20 ℃～90 ℃, and the reaction times is 0.5h～12h;
5. neutralization: after alkaline hydrolysis finished, the edible acid solution regulator solution of using 1mol/L～6mol/L was to pH4.0～pH6.0;
6. dry, pulverizing: the solution that 5. step is obtained dewaters, dry and pulverizing, and the dried powder that obtains is prepared water-soluble monascus yellow pigment.
3. the preparation method of water-soluble monascus yellow pigment according to claim 2 is characterized in that: the 2. described sulphonating agent of step comprises one or more the mixture in sulfuric acid, sulphur trioxide, oleum, the chlorsulfonic acid.
4. the preparation method of water-soluble monascus yellow pigment according to claim 2 is characterized in that: the 4. described alkaline hydrolysis agent of step comprises one or more the mixture in sodium hydroxide, yellow soda ash, sodium bicarbonate, potassium hydroxide, the salt of wormwood.
5. the preparation method of water-soluble monascus yellow pigment according to claim 2 is characterized in that: the 5. used edible acid of step comprises one or more the mixture in hydrochloric acid, citric acid, acetic acid, lactic acid, tartrate, the oxysuccinic acid.
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Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102321381A (en) * | 2011-05-28 | 2012-01-18 | 福建农林大学 | A kind of preparation method of water-soluble acidproof monascorubin |
| CN103013161A (en) * | 2011-09-28 | 2013-04-03 | 北大方正集团有限公司 | Method for extracting water-soluble haematochrome from lovastatin crystallization mother liquor |
| CN103013166A (en) * | 2012-12-18 | 2013-04-03 | 山东中惠食品有限公司 | Method for preparing high-quality low-citrinin water-soluble monascus red pigment |
| CN103013165A (en) * | 2012-12-18 | 2013-04-03 | 山东中惠食品有限公司 | Method for preparing monascus red pigment by utilizing immobilized enzymes |
| CN103074640A (en) * | 2013-01-24 | 2013-05-01 | 福建农林大学 | Method for synthesizing monascus yellow pigment through direct electroreduction of monascus red pigment |
| CN103360403A (en) * | 2012-04-02 | 2013-10-23 | 财团法人食品工业发展研究所 | Compound with cytotoxicity, composition, preparation method and application thereof |
| CN105647232A (en) * | 2016-03-25 | 2016-06-08 | 广东科隆生物科技有限公司 | Preparation method of monascus yellow pigment |
| CN105884791A (en) * | 2016-04-27 | 2016-08-24 | 广东天益生物科技有限公司 | Method for desalinating monascus yellow pigment reaction liquid by adopting electrodialysis method |
| CN109021615A (en) * | 2018-09-12 | 2018-12-18 | 乐象永续科技（杭州）有限公司 | Preparation method, color lake and the application in color lake |
| WO2020052656A1 (en) * | 2018-09-12 | 2020-03-19 | 乐象永续科技（杭州）有限公司 | Lake pigment preparation method, lake pigment and application thereof |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1058519A (en) * | 1990-08-03 | 1992-02-12 | 美国环球油品公司 | The water colo(u)r that is obtained by monascorubin and rubropunctatin is as food colorant |
| CN1231840A (en) * | 1998-04-16 | 1999-10-20 | 冯昀 | Method for preparing bean sprout milk |
| CN1952018A (en) * | 2005-10-20 | 2007-04-25 | 福建农林大学 | Acid-soluble red rice red pigment and acid-soluble red rice yellow pigment and its preparation method |
| CN1951930A (en) * | 2005-10-20 | 2007-04-25 | 福建农林大学 | Fatsoluble red rice red pigment and fatsoluble red rice yellow pigment and its preparation method |
| CN1951929A (en) * | 2005-10-20 | 2007-04-25 | 福建农林大学 | Oil-soluble red rice red pigment and oil-soluble red rice yellow pigment and its preparation method |
-
2010
- 2010-07-15 CN CN 201010227483 patent/CN101880469B/en not_active Expired - Fee Related
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1058519A (en) * | 1990-08-03 | 1992-02-12 | 美国环球油品公司 | The water colo(u)r that is obtained by monascorubin and rubropunctatin is as food colorant |
| CN1231840A (en) * | 1998-04-16 | 1999-10-20 | 冯昀 | Method for preparing bean sprout milk |
| CN1952018A (en) * | 2005-10-20 | 2007-04-25 | 福建农林大学 | Acid-soluble red rice red pigment and acid-soluble red rice yellow pigment and its preparation method |
| CN1951930A (en) * | 2005-10-20 | 2007-04-25 | 福建农林大学 | Fatsoluble red rice red pigment and fatsoluble red rice yellow pigment and its preparation method |
| CN1951929A (en) * | 2005-10-20 | 2007-04-25 | 福建农林大学 | Oil-soluble red rice red pigment and oil-soluble red rice yellow pigment and its preparation method |
Non-Patent Citations (2)
| Title |
|---|
| 崔莉: "红曲色素提取及其黄色组分制备与检测技术研究", 《中国优秀硕士学位论文全文数据库 工程科技Ⅰ辑》, no. 2, 15 February 2009 (2009-02-15), pages 9 - 20 * |
| 林燕: "水溶性红曲红色素的分离纯化及其脂溶性衍生物的制备", 《中国优秀硕士学位论文全文数据库 工程科技Ⅰ辑》, no. 11, 15 November 2008 (2008-11-15), pages 11 - 16 * |
Cited By (17)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN102321381A (en) * | 2011-05-28 | 2012-01-18 | 福建农林大学 | A kind of preparation method of water-soluble acidproof monascorubin |
| CN103013161A (en) * | 2011-09-28 | 2013-04-03 | 北大方正集团有限公司 | Method for extracting water-soluble haematochrome from lovastatin crystallization mother liquor |
| CN103013161B (en) * | 2011-09-28 | 2014-06-04 | 北大方正集团有限公司 | Method for extracting water-soluble haematochrome from lovastatin crystallization mother liquor |
| CN103360403B (en) * | 2012-04-02 | 2016-04-13 | 财团法人食品工业发展研究所 | Compound with cytotoxicity, composition, preparation method and application thereof |
| CN103360403A (en) * | 2012-04-02 | 2013-10-23 | 财团法人食品工业发展研究所 | Compound with cytotoxicity, composition, preparation method and application thereof |
| CN103013166A (en) * | 2012-12-18 | 2013-04-03 | 山东中惠食品有限公司 | Method for preparing high-quality low-citrinin water-soluble monascus red pigment |
| CN103013165A (en) * | 2012-12-18 | 2013-04-03 | 山东中惠食品有限公司 | Method for preparing monascus red pigment by utilizing immobilized enzymes |
| CN103013165B (en) * | 2012-12-18 | 2014-05-28 | 山东中惠食品有限公司 | Method for preparing monascus red pigment by utilizing immobilized enzymes |
| CN103013166B (en) * | 2012-12-18 | 2014-07-30 | 山东中惠食品有限公司 | Method for preparing high-quality low-citrinin water-soluble monascus red pigment |
| CN103074640A (en) * | 2013-01-24 | 2013-05-01 | 福建农林大学 | Method for synthesizing monascus yellow pigment through direct electroreduction of monascus red pigment |
| CN103074640B (en) * | 2013-01-24 | 2015-04-29 | 福建农林大学 | Method for synthesizing monascus yellow pigment through direct electroreduction of monascus red pigment |
| CN105647232A (en) * | 2016-03-25 | 2016-06-08 | 广东科隆生物科技有限公司 | Preparation method of monascus yellow pigment |
| CN105647232B (en) * | 2016-03-25 | 2017-03-22 | 广东科隆生物科技有限公司 | Preparation method of Monascus yellow pigment |
| CN105884791A (en) * | 2016-04-27 | 2016-08-24 | 广东天益生物科技有限公司 | Method for desalinating monascus yellow pigment reaction liquid by adopting electrodialysis method |
| CN105884791B (en) * | 2016-04-27 | 2018-05-01 | 广东天益生物科技有限公司 | A kind of electroosmose process is used for the desalination process of monascus yellow pigment reaction solution |
| CN109021615A (en) * | 2018-09-12 | 2018-12-18 | 乐象永续科技（杭州）有限公司 | Preparation method, color lake and the application in color lake |
| WO2020052656A1 (en) * | 2018-09-12 | 2020-03-19 | 乐象永续科技（杭州）有限公司 | Lake pigment preparation method, lake pigment and application thereof |
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