WO2002012257A1 - Procede de production de tagatose cristallin - Google Patents
Procede de production de tagatose cristallin Download PDFInfo
- Publication number
- WO2002012257A1 WO2002012257A1 PCT/JP2001/006789 JP0106789W WO0212257A1 WO 2002012257 A1 WO2002012257 A1 WO 2002012257A1 JP 0106789 W JP0106789 W JP 0106789W WO 0212257 A1 WO0212257 A1 WO 0212257A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- tagatose
- crystal
- solution
- producing
- crystals
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C13—SUGAR INDUSTRY
- C13B—PRODUCTION OF SUCROSE; APPARATUS SPECIALLY ADAPTED THEREFOR
- C13B30/00—Crystallisation; Crystallising apparatus; Separating crystals from mother liquors ; Evaporating or boiling sugar juice
- C13B30/04—Separating crystals from mother liquor
- C13B30/06—Separating crystals from mother liquor by centrifugal force
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H1/00—Processes for the preparation of sugar derivatives
- C07H1/06—Separation; Purification
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H3/00—Compounds containing only hydrogen atoms and saccharide radicals having only carbon, hydrogen, and oxygen atoms
- C07H3/02—Monosaccharides
-
- C—CHEMISTRY; METALLURGY
- C13—SUGAR INDUSTRY
- C13B—PRODUCTION OF SUCROSE; APPARATUS SPECIALLY ADAPTED THEREFOR
- C13B30/00—Crystallisation; Crystallising apparatus; Separating crystals from mother liquors ; Evaporating or boiling sugar juice
- C13B30/04—Separating crystals from mother liquor
- C13B30/12—Recycling mother liquor or wash liquors
-
- C—CHEMISTRY; METALLURGY
- C13—SUGAR INDUSTRY
- C13K—SACCHARIDES OBTAINED FROM NATURAL SOURCES OR BY HYDROLYSIS OF NATURALLY OCCURRING DISACCHARIDES, OLIGOSACCHARIDES OR POLYSACCHARIDES
- C13K13/00—Sugars not otherwise provided for in this class
Definitions
- the present invention relates to a method for obtaining crystalline tagatose from a tagatose solution containing no organic solvent.
- Tagatose is a carbohydrate obtained by isomerizing galactose, but its abundance is low in the natural world, and its physical properties are mostly known except for some properties such as sweetness, taste, and energy. Absent. Tagatose has a sweetness of about 90% of sugar, and its taste is similar to fructose, giving it a very refreshing and sharp sweetness. Its energy content is estimated to be 1.5 kca 1 / g, and it can be used as a low-calorie sweetener.
- Japanese Patent Laid-Open Publication No. 5-504256 describes a method for obtaining crystal tagatose by adding seeds of tagatose crystals to a tagatose-containing syrup containing ethanol.
- an object of the present invention is to provide a method for obtaining crystalline tagatose from an aqueous system without using an organic solvent.
- the method for producing crystalline tagatose according to the present invention comprises the steps of: adding a tagatose seed to a solution containing tagatose having a purity of 70% or more per solid content and a solid concentration of 60 to 98% by mass; It is characterized by adding crystals and crystallizing tagatose while stirring and cooling while maintaining the supersaturation of tagatose at 1.25 or less.
- the solution containing tagatose is a solution containing no organic solvent. Further, it is preferable to add a part of the mashed crystal to the mother liquor to produce semi-continuously or continuously crystalline tagatose. Furthermore, it is preferable to obtain the crystal tagatose by centrifuging or filtering the crystal tagatose generated from the Macekit and drying the crystal tagatose.
- tagatose seed crystals are added to a solution containing tagatose having a tagatose purity of 70% or more per solid content and a solid content concentration of 60 to 98% by mass, and adding a tagatose seed crystal to the solution.
- a solution containing tagatose having a tagatose purity of 70% or more per solid content and a solid content concentration of 60 to 98% by mass By stirring and cooling while maintaining the supersaturation degree at 1.25 or less, crystal tagatose can be obtained without using an organic solvent.
- a solution containing tagatose having a tagatose purity of 70% or more per solid content and a solid concentration of 60 to 98% by mass (hereinafter simply referred to as tagatose) A solution is used.
- a solution containing tagatose having a tagatose purity of 90% or more per solid content and a solid content concentration of 65 to 95% by mass is more preferable. If the tagatose purity per solid content is less than 70%, tagatose crystals cannot be precipitated. On the other hand, if the solid concentration is less than 60% by mass, the temperature must be kept at 20 ° C.
- Such a tagatose solution can be obtained by a known method, and its preparation method is not particularly limited.
- a method of producing tagatose by isomerizing galactose with a soluble alkali metal salt or alkaline earth salt Japanese Patent Application Laid-Open No. 5-504,256
- L-arabinose isomerase Using enzyme Specifically, it can be prepared by a method of isomerizing galatatoses to produce tagatose (US Patent No. 8211969).
- the tagatose solution is preferably desalted with an ion-exchange resin or the like, but may contain salts, pigments, and the like within a range that does not affect the crystallization of tagatose.
- tagatose solution as described above in a container, and keep the temperature of the solution at 30 to 80 ° C.
- 0.006 to 80% by mass of a seed crystal (crystal tagatose, Macekit described below, etc.) is added, and stirring is performed until the temperature of the solution finally reaches 0 to 50 ° C.
- a seed crystal crystal tagatose, Macekit described below, etc.
- the degree of supersaturation is 1.25 or less, no particular problem occurs in the production of crystals, but if the degree of supersaturation is higher than this, it becomes very difficult to separate crystals by depositing pseudo crystals. . In the present invention, it is more preferable to maintain the degree of supersaturation at 1.05 or less in order to uniformly and largely precipitate crystals.
- the degree of supersaturation during the crystallization operation can be determined by sampling the maxet, centrifuging it at the temperature of the maxet, and measuring the tagatose concentration of the supernatant.
- the crystal tagatose can be separated by, for example, centrifuging or filtering the solution (Macekit) after the crystallization operation. Further, it is preferable that the separated crystal tagatose is further washed with a small amount of water and dried. In this way, crystal tagatose having a purity of 85% or more can be obtained.
- the above mace kit can also be used as a seed crystal.
- new vivid of the tagatose solution by adding Masekitto 5-8 0 weight 0/0 of the solution, by carrying out the crystallization operation of the above 1), semi-continuously or continuously crystals Tagato scan Manufacturing can be performed.
- the structure of the crystal can is not particularly limited, and examples thereof include a crystal can used for producing crystal glucose, crystal fructose, and the like.
- the present invention will be described specifically with reference to Examples, but the present invention is not limited to the following Examples.
- the reaction solution was centrifuged to collect the filtrate and the precipitate separately. Then, the precipitate was washed with deionized water and then centrifuged again, and the collected solid was mixed with the filtrate.
- the mixed solution was passed through an ion-exchange resin (manufactured by Organo), deionized, and concentrated to obtain 2082.5 g of a tagatose solution having a tagatose purity of 82% and a solid content of 86.0% by mass. .
- Example 1 340.5 g of the tagatose solution obtained in Example 1 was placed in a separaple flask, and the same crystallization operation as in Example 1 was performed. After completion of the crystallization operation, 50 g of the macatto kit was left in the Separaburg flask, 210.2 g of the tagatose solution obtained in Example 1 was added, and the mixture was stirred for 15 minutes in a 70 ° C water bath, and then 2.5 ° C. The temperature of the water bath was lowered at the rate of CZ time, and when the temperature of the solution reached 20 ° C, the temperature was maintained for 5 hours.
- the obtained kite kit was centrifuged, and the crystals were washed with a small amount of water and then dried to obtain 205.8 g of crystal tagatose having a purity of 91%.
- Example 2 360.5 g of the tagatose solution obtained in Example 1 was placed in a separable flask having a volume of 1,000 Oml, and the temperature of the solution was adjusted to 68 ° C while stirring in a 70 ° C water bath. Add 0.02 g of crystalline tagatose seeds to this solution and allow the first 5 hours 0.5 ° C / hour, next 5 hours 1 ° C / hour, next 5 hours 1.5 ° CZ time, next 5 hours 2 ° C / hour, next 10 hours 2. The temperature of the water bath was lowered at a rate of 5 ° C / hour. When the temperature of the solution reached 20 ° C, the temperature was kept at 5:00.
- Example 3 The filtrate filtered off by centrifugation in Example 3 had a tagatose purity of 56% .
- the solution was concentrated to a solid concentration of 84.8%, and crystallization was attempted in the same manner as in Example 3. The seed crystal dissolved, and no crystal was precipitated.
- the tagatose purity per solid content is 70% or more, and the solid content concentration is 60 to 98 mass.
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Biotechnology (AREA)
- Crystallography & Structural Chemistry (AREA)
- Genetics & Genomics (AREA)
- Molecular Biology (AREA)
- Sustainable Development (AREA)
- Saccharide Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Enzymes And Modification Thereof (AREA)
Description
Claims
Priority Applications (6)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
BR0113035-8A BR0113035A (pt) | 2000-08-08 | 2001-08-07 | Método para produção de cristais de tagatose |
AU2001289303A AU2001289303A1 (en) | 2000-08-08 | 2001-08-07 | Process for producing crystalline tagatose |
EP01956805A EP1310504A4 (en) | 2000-08-08 | 2001-08-07 | PROCESS FOR PRODUCING CRYSTALLINE TAGATOSIS |
US10/344,151 US7101432B2 (en) | 2000-08-08 | 2001-08-07 | Process for producing crystalline tagatose |
NZ524398A NZ524398A (en) | 2000-08-08 | 2001-08-07 | Process for producing crystalline tagatose |
CA002418966A CA2418966C (en) | 2000-08-08 | 2001-08-07 | Method for producing tagatose crystals |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2000-239793 | 2000-08-08 | ||
JP2000239793A JP4712166B2 (ja) | 2000-08-08 | 2000-08-08 | 結晶タガトースの製造方法 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO2002012257A1 true WO2002012257A1 (fr) | 2002-02-14 |
Family
ID=18731270
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/JP2001/006789 WO2002012257A1 (fr) | 2000-08-08 | 2001-08-07 | Procede de production de tagatose cristallin |
Country Status (8)
Country | Link |
---|---|
US (1) | US7101432B2 (ja) |
EP (1) | EP1310504A4 (ja) |
JP (1) | JP4712166B2 (ja) |
AU (1) | AU2001289303A1 (ja) |
BR (1) | BR0113035A (ja) |
CA (1) | CA2418966C (ja) |
NZ (1) | NZ524398A (ja) |
WO (1) | WO2002012257A1 (ja) |
Families Citing this family (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP4499526B2 (ja) | 2004-10-19 | 2010-07-07 | 富士通株式会社 | 携帯電話端末間のデータ伝送路確立システム |
US8802843B2 (en) | 2012-05-22 | 2014-08-12 | Orochem Technologies, Inc. | Tagatose production using simulated moving bed separation |
US9163050B2 (en) | 2012-08-06 | 2015-10-20 | Orochem Technologies, Inc. | Mannose production from palm kernel meal using simulated moving bed separation |
CN102876752A (zh) * | 2012-09-07 | 2013-01-16 | 山东绿健生物技术有限公司 | 一种结晶塔格糖的生产方法 |
US9150938B2 (en) * | 2013-06-12 | 2015-10-06 | Orochem Technologies, Inc. | Tagatose production from deproteinized whey and purification by continuous chromatography |
DE102018131131A1 (de) | 2018-12-06 | 2020-06-10 | Bma Braunschweigische Maschinenbauanstalt Ag | Kontinuierliches Verfahren zur Gewinnung eines kristallinen Monosaccharides |
CN116789718A (zh) * | 2022-03-18 | 2023-09-22 | 中国科学院天津工业生物技术研究所 | 高纯度结晶d-塔格糖,包含其的组合物,以及制备方法和用途 |
Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1992012263A1 (en) * | 1989-07-19 | 1992-07-23 | Biospherics Incorporated | Process for manufacturing tagatose |
EP0532173A2 (en) * | 1991-08-09 | 1993-03-17 | Morinaga Milk Industry Co., Ltd. | Crystalline lactulose trihydrate and a method for its manufacture |
JPH05308984A (ja) * | 1992-05-08 | 1993-11-22 | Hayashibara Biochem Lab Inc | L−タガトースの製造方法 |
JPH06145186A (ja) * | 1992-11-05 | 1994-05-24 | Nippon Shokuhin Kako Co Ltd | α,α−トレハロースの製造法 |
EP0609801A1 (en) * | 1993-02-02 | 1994-08-10 | Ajinomoto Co., Inc. | Method of isolation and purification of trehalose |
JPH0892273A (ja) * | 1994-09-22 | 1996-04-09 | Hokuren Federation Of Agricult Coop:The | キシロシルフラクトシド結晶及びその製造方法 |
Family Cites Families (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CA2077257C (en) * | 1989-07-19 | 2002-02-19 | James R. Beadle | Process for manufacturing tagatose |
DE4111971C1 (ja) * | 1991-04-12 | 1992-03-12 | Wolf-Dieter Dr. 7803 Gundelfingen De Fessner | |
US6057135A (en) * | 1992-01-16 | 2000-05-02 | Kraft Foods, Inc. | Process for manufacturing D-tagatose |
JPH08154696A (ja) * | 1994-10-05 | 1996-06-18 | Hayashibara Biochem Lab Inc | L−ケトヘキソースの製造方法 |
US6991923B2 (en) * | 2001-07-16 | 2006-01-31 | Arla Foods Amba | Process for manufacturing of tagatose |
-
2000
- 2000-08-08 JP JP2000239793A patent/JP4712166B2/ja not_active Expired - Lifetime
-
2001
- 2001-08-07 WO PCT/JP2001/006789 patent/WO2002012257A1/ja not_active Application Discontinuation
- 2001-08-07 NZ NZ524398A patent/NZ524398A/en not_active IP Right Cessation
- 2001-08-07 AU AU2001289303A patent/AU2001289303A1/en not_active Abandoned
- 2001-08-07 EP EP01956805A patent/EP1310504A4/en not_active Withdrawn
- 2001-08-07 US US10/344,151 patent/US7101432B2/en not_active Expired - Fee Related
- 2001-08-07 BR BR0113035-8A patent/BR0113035A/pt not_active Application Discontinuation
- 2001-08-07 CA CA002418966A patent/CA2418966C/en not_active Expired - Fee Related
Patent Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1992012263A1 (en) * | 1989-07-19 | 1992-07-23 | Biospherics Incorporated | Process for manufacturing tagatose |
EP0532173A2 (en) * | 1991-08-09 | 1993-03-17 | Morinaga Milk Industry Co., Ltd. | Crystalline lactulose trihydrate and a method for its manufacture |
JPH05308984A (ja) * | 1992-05-08 | 1993-11-22 | Hayashibara Biochem Lab Inc | L−タガトースの製造方法 |
JPH06145186A (ja) * | 1992-11-05 | 1994-05-24 | Nippon Shokuhin Kako Co Ltd | α,α−トレハロースの製造法 |
EP0609801A1 (en) * | 1993-02-02 | 1994-08-10 | Ajinomoto Co., Inc. | Method of isolation and purification of trehalose |
JPH0892273A (ja) * | 1994-09-22 | 1996-04-09 | Hokuren Federation Of Agricult Coop:The | キシロシルフラクトシド結晶及びその製造方法 |
Also Published As
Publication number | Publication date |
---|---|
CA2418966C (en) | 2009-11-03 |
JP2002053588A (ja) | 2002-02-19 |
US20050188912A1 (en) | 2005-09-01 |
JP4712166B2 (ja) | 2011-06-29 |
BR0113035A (pt) | 2003-07-15 |
US7101432B2 (en) | 2006-09-05 |
NZ524398A (en) | 2004-08-27 |
AU2001289303A1 (en) | 2002-02-18 |
EP1310504A4 (en) | 2004-02-25 |
EP1310504A1 (en) | 2003-05-14 |
CA2418966A1 (en) | 2003-02-07 |
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