CN101941997B - 莱鲍迪甙a的提取方法 - Google Patents
莱鲍迪甙a的提取方法 Download PDFInfo
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- CN101941997B CN101941997B CN2010105041531A CN201010504153A CN101941997B CN 101941997 B CN101941997 B CN 101941997B CN 2010105041531 A CN2010105041531 A CN 2010105041531A CN 201010504153 A CN201010504153 A CN 201010504153A CN 101941997 B CN101941997 B CN 101941997B
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- CN
- China
- Prior art keywords
- water
- rebaudioside
- mixed solvent
- content rebaudioside
- extracting
- 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.)
- Expired - Fee Related
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- 238000000605 extraction Methods 0.000 title claims abstract description 42
- 244000228451 Stevia rebaudiana Species 0.000 title claims abstract description 15
- 235000006092 Stevia rebaudiana Nutrition 0.000 title abstract description 12
- HELXLJCILKEWJH-NCGAPWICSA-N rebaudioside A Chemical compound O([C@H]1[C@H](O)[C@@H](CO)O[C@H]([C@@H]1O[C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)O[C@]12C(=C)C[C@@]3(C1)CC[C@@H]1[C@@](C)(CCC[C@]1([C@@H]3CC2)C)C(=O)O[C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O HELXLJCILKEWJH-NCGAPWICSA-N 0.000 claims abstract description 105
- 239000001512 FEMA 4601 Substances 0.000 claims abstract description 65
- HELXLJCILKEWJH-SEAGSNCFSA-N Rebaudioside A Natural products O=C(O[C@H]1[C@@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1)[C@@]1(C)[C@@H]2[C@](C)([C@H]3[C@@]4(CC(=C)[C@@](O[C@H]5[C@H](O[C@H]6[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O6)[C@@H](O[C@H]6[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O6)[C@H](O)[C@@H](CO)O5)(C4)CC3)CC2)CCC1 HELXLJCILKEWJH-SEAGSNCFSA-N 0.000 claims abstract description 65
- HELXLJCILKEWJH-UHFFFAOYSA-N entered according to Sigma 01432 Natural products C1CC2C3(C)CCCC(C)(C(=O)OC4C(C(O)C(O)C(CO)O4)O)C3CCC2(C2)CC(=C)C21OC(C1OC2C(C(O)C(O)C(CO)O2)O)OC(CO)C(O)C1OC1OC(CO)C(O)C(O)C1O HELXLJCILKEWJH-UHFFFAOYSA-N 0.000 claims abstract description 65
- 235000019203 rebaudioside A Nutrition 0.000 claims abstract description 65
- 238000000034 method Methods 0.000 claims abstract description 51
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 50
- 239000012046 mixed solvent Substances 0.000 claims abstract description 39
- 239000011347 resin Substances 0.000 claims abstract description 36
- 229920005989 resin Polymers 0.000 claims abstract description 36
- 239000002994 raw material Substances 0.000 claims abstract description 27
- 239000000284 extract Substances 0.000 claims abstract description 16
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- 230000008014 freezing Effects 0.000 claims abstract description 16
- 239000000706 filtrate Substances 0.000 claims abstract description 14
- 238000003756 stirring Methods 0.000 claims abstract description 9
- 239000013078 crystal Substances 0.000 claims abstract description 8
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 141
- 235000009508 confectionery Nutrition 0.000 claims description 45
- 241000544066 Stevia Species 0.000 claims description 40
- 238000010521 absorption reaction Methods 0.000 claims description 20
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- 230000008025 crystallization Effects 0.000 claims description 17
- 238000000108 ultra-filtration Methods 0.000 claims description 17
- 238000010828 elution Methods 0.000 claims description 11
- 238000001953 recrystallisation Methods 0.000 claims description 10
- 239000006185 dispersion Substances 0.000 claims description 2
- 239000012528 membrane Substances 0.000 claims description 2
- 239000000047 product Substances 0.000 abstract description 13
- 238000001035 drying Methods 0.000 abstract description 5
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- 239000012043 crude product Substances 0.000 abstract description 2
- 235000013305 food Nutrition 0.000 abstract description 2
- GBMDVOWEEQVZKZ-UHFFFAOYSA-N methanol;hydrate Chemical compound O.OC GBMDVOWEEQVZKZ-UHFFFAOYSA-N 0.000 abstract 3
- 230000002411 adverse Effects 0.000 abstract 1
- 239000003480 eluent Substances 0.000 abstract 1
- 235000019202 steviosides Nutrition 0.000 description 37
- 230000000694 effects Effects 0.000 description 16
- 239000007788 liquid Substances 0.000 description 15
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 13
- UEDUENGHJMELGK-HYDKPPNVSA-N Stevioside Chemical compound O([C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1O[C@]12C(=C)C[C@@]3(C1)CC[C@@H]1[C@@](C)(CCC[C@]1([C@@H]3CC2)C)C(=O)O[C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O UEDUENGHJMELGK-HYDKPPNVSA-N 0.000 description 11
- 229940013618 stevioside Drugs 0.000 description 11
- OHHNJQXIOPOJSC-UHFFFAOYSA-N stevioside Natural products CC1(CCCC2(C)C3(C)CCC4(CC3(CCC12C)CC4=C)OC5OC(CO)C(O)C(O)C5OC6OC(CO)C(O)C(O)C6O)C(=O)OC7OC(CO)C(O)C(O)C7O OHHNJQXIOPOJSC-UHFFFAOYSA-N 0.000 description 11
- 238000005516 engineering process Methods 0.000 description 10
- 239000002904 solvent Substances 0.000 description 10
- 238000004128 high performance liquid chromatography Methods 0.000 description 9
- GIPHUOWOTCAJSR-UHFFFAOYSA-N Rebaudioside A. Natural products C1CC2C3(C)CCCC(C)(C(=O)OC4C(C(O)C(O)C(CO)O4)O)C3CCC2(C2)CC(=C)C21OC1OC(CO)C(O)C(O)C1OC(C1O)OC(CO)C(O)C1OC1OC(CO)C(O)C(O)C1O GIPHUOWOTCAJSR-UHFFFAOYSA-N 0.000 description 7
- 239000003795 chemical substances by application Substances 0.000 description 6
- 229930182478 glucoside Natural products 0.000 description 5
- 150000008131 glucosides Chemical class 0.000 description 5
- 239000000203 mixture Substances 0.000 description 5
- 238000000746 purification Methods 0.000 description 5
- 229930188195 rebaudioside Natural products 0.000 description 5
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 4
- 229930182470 glycoside Natural products 0.000 description 4
- 150000002338 glycosides Chemical class 0.000 description 4
- QSRAJVGDWKFOGU-WBXIDTKBSA-N rebaudioside c Chemical compound O[C@@H]1[C@H](O)[C@@H](O)[C@H](C)O[C@H]1O[C@@H]1[C@@H](O[C@H]2[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O2)O)[C@H](O)[C@@H](CO)O[C@H]1O[C@]1(CC[C@H]2[C@@]3(C)[C@@H]([C@](CCC3)(C)C(=O)O[C@H]3[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O3)O)CC3)C(=C)C[C@]23C1 QSRAJVGDWKFOGU-WBXIDTKBSA-N 0.000 description 4
- 238000007670 refining Methods 0.000 description 4
- 238000000926 separation method Methods 0.000 description 4
- 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 description 3
- 239000003463 adsorbent Substances 0.000 description 3
- 239000003456 ion exchange resin Substances 0.000 description 3
- 229920003303 ion-exchange polymer Polymers 0.000 description 3
- 238000010926 purge Methods 0.000 description 3
- 238000010992 reflux Methods 0.000 description 3
- 238000001179 sorption measurement Methods 0.000 description 3
- 235000019605 sweet taste sensations Nutrition 0.000 description 3
- 229920000858 Cyclodextrin Polymers 0.000 description 2
- 102000004190 Enzymes Human genes 0.000 description 2
- 108090000790 Enzymes Proteins 0.000 description 2
- 239000001776 FEMA 4720 Substances 0.000 description 2
- ILRCGYURZSFMEG-UHFFFAOYSA-N Salidroside Natural products OC1C(O)C(O)C(CO)OC1OCCC1=CC=C(O)C=C1 ILRCGYURZSFMEG-UHFFFAOYSA-N 0.000 description 2
- 229910000278 bentonite Inorganic materials 0.000 description 2
- 239000000440 bentonite Substances 0.000 description 2
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 2
- 238000010612 desalination reaction Methods 0.000 description 2
- 238000011156 evaluation Methods 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 150000002191 fatty alcohols Chemical class 0.000 description 2
- 239000012535 impurity Substances 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 230000000869 mutational effect Effects 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- ILRCGYURZSFMEG-RQICVUQASA-N salidroside Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)OC1OCCC1=CC=C(O)C=C1 ILRCGYURZSFMEG-RQICVUQASA-N 0.000 description 2
- HFHDHCJBZVLPGP-UHFFFAOYSA-N schardinger α-dextrin Chemical compound O1C(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(O)C2O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC2C(O)C(O)C1OC2CO HFHDHCJBZVLPGP-UHFFFAOYSA-N 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 238000000638 solvent extraction Methods 0.000 description 2
- 238000005303 weighing Methods 0.000 description 2
- 206010013786 Dry skin Diseases 0.000 description 1
- 229930186291 Dulcoside Natural products 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- 241000006383 Salimicrobium halophilum Species 0.000 description 1
- 229930006000 Sucrose Natural products 0.000 description 1
- 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 description 1
- 241000203775 Thermoactinomyces Species 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 238000005251 capillar electrophoresis Methods 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 239000000084 colloidal system Substances 0.000 description 1
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- 238000004185 countercurrent chromatography Methods 0.000 description 1
- 230000002950 deficient Effects 0.000 description 1
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- 230000009144 enzymatic modification Effects 0.000 description 1
- 239000000796 flavoring agent Substances 0.000 description 1
- 235000019634 flavors Nutrition 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 238000007654 immersion Methods 0.000 description 1
- 238000000622 liquid--liquid extraction Methods 0.000 description 1
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- 231100000572 poisoning Toxicity 0.000 description 1
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- 239000012453 solvate Substances 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 238000000194 supercritical-fluid extraction Methods 0.000 description 1
- 230000009466 transformation Effects 0.000 description 1
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Abstract
Description
Claims (7)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN2010105041531A CN101941997B (zh) | 2006-12-15 | 2006-12-15 | 莱鲍迪甙a的提取方法 |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
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CN2010105041531A CN101941997B (zh) | 2006-12-15 | 2006-12-15 | 莱鲍迪甙a的提取方法 |
Related Parent Applications (1)
Application Number | Title | Priority Date | Filing Date |
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CN2006100225072A Division CN101200480B (zh) | 2006-12-15 | 2006-12-15 | 莱鲍迪甙a的提取方法 |
Publications (2)
Publication Number | Publication Date |
---|---|
CN101941997A CN101941997A (zh) | 2011-01-12 |
CN101941997B true CN101941997B (zh) | 2012-02-22 |
Family
ID=43434224
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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CN2010105041531A Expired - Fee Related CN101941997B (zh) | 2006-12-15 | 2006-12-15 | 莱鲍迪甙a的提取方法 |
Country Status (1)
Country | Link |
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CN (1) | CN101941997B (zh) |
Families Citing this family (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN102199178A (zh) * | 2011-04-10 | 2011-09-28 | 胡玮 | 莱鲍迪糖苷ra的提取工艺 |
CN103570778B (zh) * | 2013-11-04 | 2017-07-28 | 西北大学 | 一种高纯度莱鲍迪甙a的制备方法 |
CA3033243A1 (en) * | 2016-08-09 | 2018-02-15 | Dsm Ip Assets B.V. | Crystallization of steviol glycosides |
CN107383126A (zh) * | 2017-06-23 | 2017-11-24 | 史迪威生物科技(苏州)有限公司 | 一种莱鲍迪甙动态微波逆流提取生产工艺 |
CN109717445B (zh) * | 2019-01-30 | 2022-10-18 | 湖南绿蔓生物科技股份有限公司 | 甜味组合物及其制备方法和应用 |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN1132840C (zh) * | 2001-10-24 | 2003-12-31 | 青岛创升生物科技有限公司 | 甜菊糖甙的精制方法 |
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- 2006-12-15 CN CN2010105041531A patent/CN101941997B/zh not_active Expired - Fee Related
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
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CN1132840C (zh) * | 2001-10-24 | 2003-12-31 | 青岛创升生物科技有限公司 | 甜菊糖甙的精制方法 |
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CN101941997A (zh) | 2011-01-12 |
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Legal Events
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C06 | Publication | ||
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C14 | Grant of patent or utility model | ||
GR01 | Patent grant | ||
ASS | Succession or assignment of patent right |
Owner name: CHENGDU WAGOTT NATURAL PRODUCTS CO., LTD. Free format text: FORMER OWNER: HUAGAO PHARMACEUTICAL CO., LTD., CHENGDU Effective date: 20121231 |
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C41 | Transfer of patent application or patent right or utility model | ||
TR01 | Transfer of patent right |
Effective date of registration: 20121231 Address after: 610041, Sichuan Chengdu Shuangliu County Economic Development Zone, Southwest Airlines Industrial Development Zone Four Patentee after: Chengdu Huagaorui Sweet Technology Co., Ltd. Address before: 610041, A building, Tianhe incubator Park, Tianfu Road, hi tech Zone, Sichuan, Chengdu, 5 Patentee before: Huagao Pharmaceutical Co., Ltd., Chengdu |
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EE01 | Entry into force of recordation of patent licensing contract |
Application publication date: 20110112 Assignee: Huagao Pharmaceutical Co., Ltd., Chengdu Assignor: Chengdu Huagaorui Sweet Technology Co., Ltd. Contract record no.: 2014510000120 Denomination of invention: Stevia rebaudiana Bertoni extract and extraction method thereof and extraction method of rebaudioside A Granted publication date: 20120222 License type: Exclusive License Record date: 20140815 |
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LICC | Enforcement, change and cancellation of record of contracts on the licence for exploitation of a patent or utility model | ||
EC01 | Cancellation of recordation of patent licensing contract |
Assignee: Huagao Pharmaceutical Co., Ltd., Chengdu Assignor: Chengdu Huagaorui Sweet Technology Co., Ltd. Contract record no.: 2014510000120 Date of cancellation: 20141024 |
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LICC | Enforcement, change and cancellation of record of contracts on the licence for exploitation of a patent or utility model | ||
EE01 | Entry into force of recordation of patent licensing contract |
Application publication date: 20110112 Assignee: Xiamen China Food Technology Co., Ltd. Assignor: Chengdu Huagaorui Sweet Technology Co., Ltd. Contract record no.: 2014510000184 Denomination of invention: Stevia rebaudiana Bertoni extract and extraction method thereof and extraction method of rebaudioside A Granted publication date: 20120222 License type: Exclusive License Record date: 20141128 |
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LICC | Enforcement, change and cancellation of record of contracts on the licence for exploitation of a patent or utility model | ||
CF01 | Termination of patent right due to non-payment of annual fee | ||
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Granted publication date: 20120222 Termination date: 20191215 |