JP2016005467A - 糖蜜からベタインを回収する方法 - Google Patents
糖蜜からベタインを回収する方法 Download PDFInfo
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- JP2016005467A JP2016005467A JP2015151438A JP2015151438A JP2016005467A JP 2016005467 A JP2016005467 A JP 2016005467A JP 2015151438 A JP2015151438 A JP 2015151438A JP 2015151438 A JP2015151438 A JP 2015151438A JP 2016005467 A JP2016005467 A JP 2016005467A
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- Prior art keywords
- molasses
- fructan
- betaine
- enzyme
- separation
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 235000013379 molasses Nutrition 0.000 title claims abstract description 88
- KWIUHFFTVRNATP-UHFFFAOYSA-N Betaine Natural products C[N+](C)(C)CC([O-])=O KWIUHFFTVRNATP-UHFFFAOYSA-N 0.000 title claims abstract description 76
- 229960003237 betaine Drugs 0.000 title claims abstract description 42
- 238000000034 method Methods 0.000 title claims abstract description 41
- KWIUHFFTVRNATP-UHFFFAOYSA-O N,N,N-trimethylglycinium Chemical compound C[N+](C)(C)CC(O)=O KWIUHFFTVRNATP-UHFFFAOYSA-O 0.000 title claims abstract 7
- 230000008569 process Effects 0.000 title abstract description 11
- 238000011084 recovery Methods 0.000 title abstract description 6
- 229920002670 Fructan Polymers 0.000 claims abstract description 38
- 108090000790 Enzymes Proteins 0.000 claims abstract description 36
- 102000004190 Enzymes Human genes 0.000 claims abstract description 36
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- 108010042889 Inulosucrase Proteins 0.000 claims abstract description 10
- 239000003729 cation exchange resin Substances 0.000 claims abstract description 10
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 claims abstract description 9
- 230000009471 action Effects 0.000 claims abstract description 6
- 238000004587 chromatography analysis Methods 0.000 claims abstract description 3
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 claims description 25
- 229930006000 Sucrose Natural products 0.000 claims description 25
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- FTSSQIKWUOOEGC-RULYVFMPSA-N fructooligosaccharide Chemical compound OC[C@H]1O[C@@](CO)(OC[C@@]2(OC[C@@]3(OC[C@@]4(OC[C@@]5(OC[C@@]6(OC[C@@]7(OC[C@@]8(OC[C@@]9(OC[C@@]%10(OC[C@@]%11(O[C@H]%12O[C@H](CO)[C@@H](O)[C@H](O)[C@H]%12O)O[C@H](CO)[C@@H](O)[C@@H]%11O)O[C@H](CO)[C@@H](O)[C@@H]%10O)O[C@H](CO)[C@@H](O)[C@@H]9O)O[C@H](CO)[C@@H](O)[C@@H]8O)O[C@H](CO)[C@@H](O)[C@@H]7O)O[C@H](CO)[C@@H](O)[C@@H]6O)O[C@H](CO)[C@@H](O)[C@@H]5O)O[C@H](CO)[C@@H](O)[C@@H]4O)O[C@H](CO)[C@@H](O)[C@@H]3O)O[C@H](CO)[C@@H](O)[C@@H]2O)[C@@H](O)[C@@H]1O FTSSQIKWUOOEGC-RULYVFMPSA-N 0.000 claims description 4
- 229940107187 fructooligosaccharide Drugs 0.000 claims description 4
- 239000000203 mixture Substances 0.000 claims description 4
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 3
- 238000005342 ion exchange Methods 0.000 claims description 3
- 229910052708 sodium Inorganic materials 0.000 claims description 3
- 239000011734 sodium Substances 0.000 claims description 3
- RFSUNEUAIZKAJO-ARQDHWQXSA-N Fructose Chemical class OC[C@H]1O[C@](O)(CO)[C@@H](O)[C@@H]1O RFSUNEUAIZKAJO-ARQDHWQXSA-N 0.000 description 28
- 241000219310 Beta vulgaris subsp. vulgaris Species 0.000 description 15
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- 229940029339 inulin Drugs 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
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- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- ZFTFOHBYVDOAMH-XNOIKFDKSA-N (2r,3s,4s,5r)-5-[[(2r,3s,4s,5r)-5-[[(2r,3s,4s,5r)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4-dihydroxy-2-(hydroxymethyl)oxolan-2-yl]oxymethyl]-2-(hydroxymethyl)oxolane-2,3,4-triol Chemical class O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)OC[C@@H]1[C@@H](O)[C@H](O)[C@](CO)(OC[C@@H]2[C@H]([C@H](O)[C@@](O)(CO)O2)O)O1 ZFTFOHBYVDOAMH-XNOIKFDKSA-N 0.000 description 3
- YJGAQZSJEQXYGO-JTIPTFDKSA-N (3S,4R,5R)-1-[(3S,4S,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]-1,3,4,5,6-pentahydroxyhexan-2-one Chemical compound OCC1([C@@H](O)[C@H](O)[C@H](O1)CO)C(O)C(=O)[C@@H](O)[C@H](O)[C@H](O)CO YJGAQZSJEQXYGO-JTIPTFDKSA-N 0.000 description 3
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- 230000009849 deactivation Effects 0.000 description 3
- 239000003480 eluent Substances 0.000 description 3
- 235000011073 invertase Nutrition 0.000 description 3
- 238000006116 polymerization reaction Methods 0.000 description 3
- 235000016068 Berberis vulgaris Nutrition 0.000 description 2
- 241000335053 Beta vulgaris Species 0.000 description 2
- 229930091371 Fructose Natural products 0.000 description 2
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- 108010093096 Immobilized Enzymes Proteins 0.000 description 2
- 108010036940 Levansucrase Proteins 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 description 2
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- AIHDCSAXVMAMJH-GFBKWZILSA-N levan Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)OC[C@@H]1[C@@H](O)[C@H](O)[C@](CO)(CO[C@@H]2[C@H]([C@H](O)[C@@](O)(CO)O2)O)O1 AIHDCSAXVMAMJH-GFBKWZILSA-N 0.000 description 2
- -1 potassium Chemical class 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
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- 241000228212 Aspergillus Species 0.000 description 1
- 241000228195 Aspergillus ficuum Species 0.000 description 1
- 241000894006 Bacteria Species 0.000 description 1
- 230000005526 G1 to G0 transition Effects 0.000 description 1
- 102000004877 Insulin Human genes 0.000 description 1
- 108090001061 Insulin Proteins 0.000 description 1
- 241000124008 Mammalia Species 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- LYPFDBRUNKHDGX-SOGSVHMOSA-N N1C2=CC=C1\C(=C1\C=CC(=N1)\C(=C1\C=C/C(/N1)=C(/C1=N/C(/CC1)=C2/C1=CC(O)=CC=C1)C1=CC(O)=CC=C1)\C1=CC(O)=CC=C1)C1=CC(O)=CC=C1 Chemical compound N1C2=CC=C1\C(=C1\C=CC(=N1)\C(=C1\C=C/C(/N1)=C(/C1=N/C(/CC1)=C2/C1=CC(O)=CC=C1)C1=CC(O)=CC=C1)\C1=CC(O)=CC=C1)C1=CC(O)=CC=C1 LYPFDBRUNKHDGX-SOGSVHMOSA-N 0.000 description 1
- 108010059820 Polygalacturonase Proteins 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 150000001413 amino acids Chemical class 0.000 description 1
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- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
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- 229960002197 temoporfin Drugs 0.000 description 1
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- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P13/00—Preparation of nitrogen-containing organic compounds
- C12P13/04—Alpha- or beta- amino acids
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- C12P13/00—Preparation of nitrogen-containing organic compounds
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- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23K—FODDER
- A23K10/00—Animal feeding-stuffs
- A23K10/30—Animal feeding-stuffs from material of plant origin, e.g. roots, seeds or hay; from material of fungal origin, e.g. mushrooms
- A23K10/33—Animal feeding-stuffs from material of plant origin, e.g. roots, seeds or hay; from material of fungal origin, e.g. mushrooms from molasses
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23K—FODDER
- A23K20/00—Accessory food factors for animal feeding-stuffs
- A23K20/10—Organic substances
- A23K20/163—Sugars; Polysaccharides
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L29/00—Foods or foodstuffs containing additives; Preparation or treatment thereof
- A23L29/30—Foods or foodstuffs containing additives; Preparation or treatment thereof containing carbohydrate syrups; containing sugars; containing sugar alcohols, e.g. xylitol; containing starch hydrolysates, e.g. dextrin
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- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L33/00—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
- A23L33/20—Reducing nutritive value; Dietetic products with reduced nutritive value
- A23L33/21—Addition of substantially indigestible substances, e.g. dietary fibres
- A23L33/22—Comminuted fibrous parts of plants, e.g. bagasse or pulp
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- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C227/38—Separation; Purification; Stabilisation; Use of additives
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- C12Y302/01—Glycosidases, i.e. enzymes hydrolysing O- and S-glycosyl compounds (3.2.1)
- C12Y302/01007—Inulinase (3.2.1.7)
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- 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
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Abstract
【解決手段】糖蜜が、エンドイヌリナーゼ活性および/またはフルクトシルトランスフェラーゼ活性を有する酵素の作用に付されて、フルクタン含有糖蜜(フルクタン糖蜜)を生成する変換ステップ、フルクタン糖蜜がナトリウム型カチオン交換樹脂を使用した擬似移動床式(SMB)クロマトグラフィーシステムに付され、それによってベタイン含有画分を得る分離ステップを含む、糖蜜からベタインを回収する。
【選択図】なし
Description
−糖蜜がフルクタン生成酵素の作用に付されて、フルクタン含有糖蜜(フルクタン糖蜜)を生成する変換ステップ、および
−前記フルクタン糖蜜はクロマトグラフィーによる分離に付され、それによってベタイン含有画分を得る分離ステップ
を含むという点において達成される。
−糖蜜が、エンドイヌリナーゼ活性および/またはフルクトシルトランスフェラーゼ活性を有する酵素の作用に付されて、フラクトオリゴ糖含有糖蜜(FOS糖蜜)を生成する変換ステップ、
−FOS糖蜜がクロマトグラフィーによる分離に付され、それによってベタイン含有画分を得る分離ステップ
に関する。
(例1)
表1についての説明
−時間=試料注入後の時間(分)
−数値は濃度である(g/kg)。
−画分「残余」は、表中に具体的に特定されたもの(これらは、フルクトース、グルコース、スクロース、FOS、およびベタインである)以外のすべての乾燥物質の成分を含有する。画分「残余」に含有される化合物の例は塩である。
Claims (6)
- −糖蜜がフルクタン生成酵素の作用に付されて、フルクタン含有糖蜜(フルクタン糖蜜)を生成する変換ステップと、
−前記フルクタン糖蜜はクロマトグラフィーによる分離に付され、それによってベタイン含有画分を得る分離ステップを含み、
−前記分離ステップが、イオン交換クロマトグラフィーによって行われ、
−前記イオン交換クロマトグラフィーによる分離においてカチオン交換樹脂が使用され、および
−前記分離ステップに先立って、糖蜜またはフルクタン糖蜜がイオン交換ステップに付され、それによってカチオン交換樹脂の型のカチオンとは異なる、糖蜜またはフルクタン糖蜜中のカチオンの量が、少なくとも50%低減される、糖蜜からベタインを回収する方法。 - フルクタン生成酵素が、エンドイヌリナーゼ活性を有する酵素、フルクトシルトランスフェラーゼ活性を有する酵素、およびその混合物からなる群から選択される、請求項1に記載の方法。
- カチオン交換樹脂がナトリウム型である、請求項1に記載の方法。
- −糖蜜が、エンドイヌリナーゼ活性および/またはフルクトシルトランスフェラーゼ活性を有する酵素の作用に付されて、フラクトオリゴ糖含有糖蜜(FOS糖蜜)を生成する変換ステップ、
−前記FOS糖蜜はクロマトグラフィーによる分離に付され、それによってベタイン含有画分を得る分離ステップ
を含む、請求項1から3までのいずれかに記載の方法。 - 変換ステップが、糖蜜中の少なくとも10重量%のスクロースが変換されるように実行される、請求項1から4までのいずれかに記載の方法。
- 分離ステップが、擬似移動床式(SMB)クロマトグラフィーシステムで実行される、請求項1から5までのいずれかに記載の方法。
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EPEP10005025 | 2010-05-12 | ||
EP10005025A EP2386649A1 (en) | 2010-05-12 | 2010-05-12 | Process for the recovery of betaine from molasses |
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JP2013509472A Division JP2013526268A (ja) | 2010-05-12 | 2011-05-12 | 糖蜜からベタインを回収する方法 |
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JP2015151438A Active JP6161169B2 (ja) | 2010-05-12 | 2015-07-31 | 糖蜜からベタインを回収する方法 |
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US (1) | US10246729B2 (ja) |
EP (2) | EP2386649A1 (ja) |
JP (2) | JP2013526268A (ja) |
KR (1) | KR101761442B1 (ja) |
CN (1) | CN102884198B (ja) |
BR (1) | BR112012028517B1 (ja) |
CA (1) | CA2796984C (ja) |
CL (1) | CL2012003133A1 (ja) |
EA (1) | EA027961B1 (ja) |
ES (1) | ES2938064T3 (ja) |
MX (1) | MX344159B (ja) |
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Publication number | Priority date | Publication date | Assignee | Title |
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EP2386649A1 (en) | 2010-05-12 | 2011-11-16 | Tiense Suikerraffinaderij N.V. | Process for the recovery of betaine from molasses |
ES2685330T3 (es) | 2011-11-15 | 2018-10-08 | Tiense Suikerraffinaderij N.V. | Proceso para la recuperación de betaína a partir de melaza |
JP6438130B2 (ja) * | 2014-06-26 | 2018-12-12 | テイエンセ スイケラフイナデリユ ナムローゼ フェンノートシャップ | ベタイン組成物、グルコース組成物、およびそれらの使用 |
KR101964115B1 (ko) * | 2015-12-14 | 2019-04-01 | 서울대학교산학협력단 | 올리고당 고함유 당밀의 제조 방법, 이에 의하여 제조된 올리고당 고함유 당밀 및 이의 용도 |
RU2727661C1 (ru) * | 2016-12-27 | 2020-07-22 | Хиллс Пет Нутришн, Инк. | Кормовые композиции для домашних животных и связанные с ними способы |
CN107266327A (zh) * | 2017-06-25 | 2017-10-20 | 宜兴市天石饲料有限公司 | 一种天然甜菜碱的分离纯化方法 |
EP3927180A1 (en) * | 2019-02-19 | 2021-12-29 | DSM IP Assets B.V. | Method for reducing fructan in a food product with aid of invertase (ec 3.2.1.26) |
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JPH03209354A (ja) * | 1988-06-09 | 1991-09-12 | Cultor Ltd | 糖蜜からベタインを回収する方法 |
JP2005530850A (ja) * | 2002-06-26 | 2005-10-13 | フィンフィーズ フィンランド オイ | ベタインの回収方法 |
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GB2433518A (en) | 2005-12-21 | 2007-06-27 | Danisco | Process for the recovery of sucrose and non-sucrose materials |
CN100537774C (zh) * | 2006-11-28 | 2009-09-09 | 江门量子高科生物股份有限公司 | 一种以糖蜜为原料制备低聚果糖的方法 |
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EP2386649A1 (en) | 2010-05-12 | 2011-11-16 | Tiense Suikerraffinaderij N.V. | Process for the recovery of betaine from molasses |
ES2685330T3 (es) | 2011-11-15 | 2018-10-08 | Tiense Suikerraffinaderij N.V. | Proceso para la recuperación de betaína a partir de melaza |
-
2010
- 2010-05-12 EP EP10005025A patent/EP2386649A1/en not_active Withdrawn
-
2011
- 2011-05-12 KR KR1020127029400A patent/KR101761442B1/ko active IP Right Grant
- 2011-05-12 US US13/695,258 patent/US10246729B2/en active Active
- 2011-05-12 JP JP2013509472A patent/JP2013526268A/ja active Pending
- 2011-05-12 EA EA201291224A patent/EA027961B1/ru not_active IP Right Cessation
- 2011-05-12 CN CN201180023203.7A patent/CN102884198B/zh active Active
- 2011-05-12 EP EP11730896.5A patent/EP2569440B1/en active Active
- 2011-05-12 MX MX2012013094A patent/MX344159B/es active IP Right Grant
- 2011-05-12 CA CA2796984A patent/CA2796984C/en active Active
- 2011-05-12 BR BR112012028517-3A patent/BR112012028517B1/pt active IP Right Grant
- 2011-05-12 WO PCT/EP2011/002357 patent/WO2011141175A1/en active Application Filing
- 2011-05-12 ES ES11730896T patent/ES2938064T3/es active Active
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2012
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JPH03209354A (ja) * | 1988-06-09 | 1991-09-12 | Cultor Ltd | 糖蜜からベタインを回収する方法 |
JP2005530850A (ja) * | 2002-06-26 | 2005-10-13 | フィンフィーズ フィンランド オイ | ベタインの回収方法 |
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Also Published As
Publication number | Publication date |
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CN102884198B (zh) | 2015-04-29 |
EA027961B1 (ru) | 2017-09-29 |
EP2569440B1 (en) | 2022-11-16 |
MX344159B (es) | 2016-12-06 |
ES2938064T3 (es) | 2023-04-04 |
BR112012028517B1 (pt) | 2020-10-27 |
BR112012028517A2 (pt) | 2015-11-24 |
EP2386649A1 (en) | 2011-11-16 |
US20130071519A1 (en) | 2013-03-21 |
CL2012003133A1 (es) | 2013-01-04 |
US10246729B2 (en) | 2019-04-02 |
EA201291224A1 (ru) | 2013-04-30 |
EP2569440A1 (en) | 2013-03-20 |
KR101761442B1 (ko) | 2017-07-25 |
CN102884198A (zh) | 2013-01-16 |
CA2796984C (en) | 2019-10-01 |
JP2013526268A (ja) | 2013-06-24 |
KR20130070596A (ko) | 2013-06-27 |
MX2012013094A (es) | 2013-01-18 |
CA2796984A1 (en) | 2011-11-17 |
WO2011141175A1 (en) | 2011-11-17 |
JP6161169B2 (ja) | 2017-07-12 |
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