KR20120125524A - 용해도가 향상된 테르펜 글리코사이드(들) - Google Patents
용해도가 향상된 테르펜 글리코사이드(들) Download PDFInfo
- Publication number
- KR20120125524A KR20120125524A KR1020127023543A KR20127023543A KR20120125524A KR 20120125524 A KR20120125524 A KR 20120125524A KR 1020127023543 A KR1020127023543 A KR 1020127023543A KR 20127023543 A KR20127023543 A KR 20127023543A KR 20120125524 A KR20120125524 A KR 20120125524A
- Authority
- KR
- South Korea
- Prior art keywords
- glucopyranosyl
- cyclodextrin
- inclusion complex
- oxy
- cow
- 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.)
- Ceased
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- -1 terpene glycosides Chemical class 0.000 title claims abstract description 223
- 235000007586 terpenes Nutrition 0.000 title claims abstract description 91
- 229930182470 glycoside Natural products 0.000 title claims abstract description 90
- 229920000858 Cyclodextrin Polymers 0.000 claims abstract description 153
- 239000000203 mixture Substances 0.000 claims abstract description 92
- 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 claims abstract description 67
- 238000000034 method Methods 0.000 claims abstract description 24
- 235000013361 beverage Nutrition 0.000 claims abstract description 19
- 235000019640 taste Nutrition 0.000 claims abstract description 12
- 230000001965 increasing effect Effects 0.000 claims abstract description 6
- RPYRMTHVSUWHSV-CUZJHZIBSA-N rebaudioside D 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]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 RPYRMTHVSUWHSV-CUZJHZIBSA-N 0.000 claims description 84
- 239000002253 acid Substances 0.000 claims description 77
- GDSRMADSINPKSL-HSEONFRVSA-N gamma-cyclodextrin Chemical compound OC[C@H]([C@H]([C@@H]([C@H]1O)O)O[C@H]2O[C@@H]([C@@H](O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O3)[C@H](O)[C@H]2O)CO)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@@H]3O[C@@H]1CO GDSRMADSINPKSL-HSEONFRVSA-N 0.000 claims description 63
- 229940080345 gamma-cyclodextrin Drugs 0.000 claims description 61
- 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 claims description 44
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- 229940035893 uracil Drugs 0.000 description 1
- 229940045136 urea Drugs 0.000 description 1
- 229960004295 valine Drugs 0.000 description 1
- 235000014393 valine Nutrition 0.000 description 1
- 239000004474 valine Substances 0.000 description 1
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Images
Classifications
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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 OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
- A23L2/00—Non-alcoholic beverages; Dry compositions or concentrates therefor; Preparation or treatment thereof
- A23L2/52—Adding ingredients
- A23L2/56—Flavouring or bittering agents
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
- A23L27/00—Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
- A23L27/70—Fixation, conservation, or encapsulation of flavouring agents
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
- A23L2/00—Non-alcoholic beverages; Dry compositions or concentrates therefor; Preparation or treatment thereof
- A23L2/52—Adding ingredients
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
- A23L2/00—Non-alcoholic beverages; Dry compositions or concentrates therefor; Preparation or treatment thereof
- A23L2/52—Adding ingredients
- A23L2/60—Sweeteners
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
- A23L27/00—Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
- A23L27/30—Artificial sweetening agents
- A23L27/33—Artificial sweetening agents containing sugars or derivatives
- A23L27/36—Terpene glycosides
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
- A23L27/00—Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
- A23L27/84—Flavour masking or reducing agents
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Polymers & Plastics (AREA)
- Nutrition Science (AREA)
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Food Science & Technology (AREA)
- Health & Medical Sciences (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Non-Alcoholic Beverages (AREA)
- Medicinal Preparation (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- General Preparation And Processing Of Foods (AREA)
- Jellies, Jams, And Syrups (AREA)
- Seasonings (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
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| US30220610P | 2010-02-08 | 2010-02-08 | |
| US61/302,206 | 2010-02-08 | ||
| PCT/US2011/024036 WO2011097620A1 (en) | 2010-02-08 | 2011-02-08 | Solubility enhanced terpene glycoside(s) |
Publications (1)
| Publication Number | Publication Date |
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| KR20120125524A true KR20120125524A (ko) | 2012-11-15 |
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| US (1) | US20110195161A1 (https=) |
| EP (1) | EP2533651A1 (https=) |
| JP (2) | JP2013530677A (https=) |
| KR (1) | KR20120125524A (https=) |
| CN (1) | CN103079411A (https=) |
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| BR (1) | BR112012020316A2 (https=) |
| CA (1) | CA2789102A1 (https=) |
| IL (1) | IL221256A0 (https=) |
| MX (1) | MX342797B (https=) |
| MY (1) | MY161487A (https=) |
| RU (1) | RU2586161C9 (https=) |
| WO (1) | WO2011097620A1 (https=) |
| ZA (1) | ZA201205923B (https=) |
Families Citing this family (24)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8551507B2 (en) * | 2009-06-24 | 2013-10-08 | Board Of Supervisors Of Louisiana State University And Agricultural And Mechanical College | Terpene glycosides and their combinations as solubilizing agents |
| US9578895B2 (en) | 2010-08-23 | 2017-02-28 | Epc (Beijing) Natural Products Co., Ltd. | Rebaudioside A and stevioside compositions |
| US9795156B2 (en) | 2011-03-17 | 2017-10-24 | E.P.C (Beijing) Plant Pharmaceutical Technology Co., Ltd | Rebaudioside B and derivatives |
| US20140171520A1 (en) | 2011-09-07 | 2014-06-19 | Avetik Markosyan | Highly soluble stevia sweetener |
| WO2013036768A1 (en) * | 2011-09-09 | 2013-03-14 | The Coca-Cola Company | Improved sweetener blend compositions |
| EP4124245A1 (en) * | 2011-12-19 | 2023-02-01 | The Coca-Cola Company | Beverage comprising rebaudioside x |
| US10292412B2 (en) | 2012-02-15 | 2019-05-21 | Kraft Foods Global Brands Llc | High solubility natural sweetener compositions |
| US9060537B2 (en) | 2012-03-26 | 2015-06-23 | Pepsico, Inc. | Method for enhancing rebaudioside D solubility in water |
| US9752174B2 (en) * | 2013-05-28 | 2017-09-05 | Purecircle Sdn Bhd | High-purity steviol glycosides |
| US20140171519A1 (en) | 2012-12-19 | 2014-06-19 | Indra Prakash | Compositions and methods for improving rebaudioside x solubility |
| HK1222515A1 (zh) | 2012-12-19 | 2017-07-07 | 可口可乐公司 | 用於提高莱鲍迪苷x溶解度的组合物和方法 |
| US9522929B2 (en) | 2014-05-05 | 2016-12-20 | Conagen Inc. | Non-caloric sweetener |
| US10264811B2 (en) | 2014-05-19 | 2019-04-23 | Epc Natural Products Co., Ltd. | Stevia sweetener with improved solubility |
| US10357052B2 (en) | 2014-06-16 | 2019-07-23 | Sweet Green Fields USA LLC | Rebaudioside A and stevioside with improved solubilities |
| US10485256B2 (en) * | 2014-06-20 | 2019-11-26 | Sweet Green Fields International Co., Limited | Stevia sweetener with improved solubility with a cyclodextrin |
| KR102569053B1 (ko) | 2015-04-14 | 2023-08-21 | 코나겐 인크. | 조작된 전체 세포 촉매를 사용한 비칼로리 감미료의 제조 |
| CN108777992A (zh) | 2016-01-07 | 2018-11-09 | 谱赛科美国股份有限公司 | 高溶解性甜菊醇糖苷 |
| EP3691468A4 (en) | 2017-10-06 | 2021-10-20 | Cargill, Incorporated | EASILY SOLUBLE STEVIOL GLYCOSIDE COMPOSITIONS |
| CN111601516A (zh) * | 2018-02-26 | 2020-08-28 | 弗门尼舍有限公司 | 包含糖基化萜烯糖苷、萜烯糖苷和环糊精的组合物 |
| EP4342305A3 (en) * | 2018-04-30 | 2024-07-24 | The Coca-Cola Company | Methods for improving the solubility of steviol glycoside mixtures, and uses |
| JP6814182B2 (ja) * | 2018-09-10 | 2021-01-13 | アナリティコン ディスカバリー ゲーエムベーハー | 甘味料または甘味増強剤として使用される新規なトリペルテングリコシド |
| WO2020210118A1 (en) | 2019-04-06 | 2020-10-15 | Cargill, Incorporated | Sensory modifiers |
| US10941084B1 (en) * | 2020-05-23 | 2021-03-09 | King Saud University | Fertilizers derived from date syrup |
| EP4018838B1 (de) * | 2020-12-23 | 2024-05-22 | Red Bull GmbH | Anlage zur herstellung eines wässrigen lebensmittels, verwendung eines ft-nir-spektrometers in einer anlage zur herstellung eines wässrigen lebensmittels, mischvorrichtung für eine anlage zur herstellung eines wässrigen lebensmittels sowie verfahren zur herstellung von wässrigen lebensmitteln |
Family Cites Families (24)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5642560A (en) * | 1979-09-17 | 1981-04-20 | Maruzen Kasei Kk | Preparation of water-soluble solid material of sweetener |
| JPS5762297A (en) * | 1980-10-01 | 1982-04-15 | Mitsubishi Yuka Yakuhin Kk | Digitalis cardiac glycoside-cyclodextrin inclusion compound |
| DE3270055D1 (en) * | 1981-01-23 | 1986-04-30 | Wellcome Found | Chemical complex |
| JPS6098957A (ja) * | 1983-11-02 | 1985-06-01 | Sanraku Inc | 新規なステビオサイド類甘味料及びその製造法 |
| JPS60188035A (ja) * | 1984-03-08 | 1985-09-25 | Riken Vitamin Co Ltd | ステビオサイドの呈味改善法 |
| JPH0687760B2 (ja) * | 1987-06-24 | 1994-11-09 | 大日本製糖株式会社 | ギムネマ・シルベスタ抽出物の苦味低減方法 |
| JPH01120263A (ja) * | 1987-11-05 | 1989-05-12 | Meiji Seito Kk | ギムネマシルベスタ抽出物を含有する糖組成物並びにその製法 |
| DE4204315A1 (de) * | 1992-02-13 | 1993-08-19 | Consortium Elektrochem Ind | Cyclodextringlycoside und verfahren zu ihrer herstellung |
| JPH0775536A (ja) * | 1993-06-17 | 1995-03-20 | Oomiya Yakugyo Kk | ケルセチン配糖体を含有する清涼飲料水 |
| CN1077416C (zh) * | 1996-09-24 | 2002-01-09 | 邓绍林 | 速溶甜茶粉及其制取方法 |
| AU6150499A (en) * | 1998-09-17 | 2000-04-03 | Nutrasweet Company, The | The use of cyclodextrin to stabilize n-(n- (3,3-dimethylbutyl) -1-alpha- aspartyl) -l-phenylalanine 1-methyl ester |
| JP2003012703A (ja) * | 2001-07-04 | 2003-01-15 | Nippon Shokuhin Kako Co Ltd | 無水環境下での包接複合体の製造方法 |
| JP4344334B2 (ja) * | 2005-03-04 | 2009-10-14 | 佐藤製薬株式会社 | ステビア由来甘味物質を含有する甘味料 |
| US7851000B2 (en) * | 2005-05-23 | 2010-12-14 | Cadbury Adams Usa Llc | Taste potentiator compositions and edible confectionery and chewing gum products containing same |
| CN101312660B (zh) * | 2005-11-23 | 2013-07-17 | 可口可乐公司 | 供体重管理之高效甜味剂以及经彼甜化的组成物 |
| RU2437573C2 (ru) * | 2005-11-23 | 2011-12-27 | Дзе Кока-Кола Компани | Композиция интенсивного подсластителя с кальцием и подслащенные ею композиции |
| JP4306697B2 (ja) | 2006-06-16 | 2009-08-05 | ソニー株式会社 | 二次電池 |
| US8791253B2 (en) | 2006-06-19 | 2014-07-29 | The Coca-Cola Company | Rebaudioside A composition and method for purifying rebaudioside A |
| JP5675340B2 (ja) | 2007-04-18 | 2015-02-25 | プロビオドルグ エージー | 新規阻害剤 |
| US20080292765A1 (en) | 2007-05-22 | 2008-11-27 | The Coca-Cola Company | Sweetness Enhancers, Sweetness Enhanced Sweetener Compositions, Methods for Their Formulation, and Uses |
| US20080292775A1 (en) * | 2007-05-22 | 2008-11-27 | The Coca-Cola Company | Delivery Systems for Natural High-Potency Sweetener Compositions, Methods for Their Formulation, and Uses |
| US20090012146A1 (en) | 2007-07-02 | 2009-01-08 | Giridhar Reddy Buggana | Solubility-enhanced pharmaceutical compositions comprising zafirlukast |
| RU2376886C2 (ru) * | 2007-10-08 | 2009-12-27 | Юлия Викторовна Казанцева | Подслащивающее средство |
| KR101531202B1 (ko) * | 2007-11-12 | 2015-06-24 | 산에이겐 에후.에후. 아이. 가부시키가이샤 | 스테비아 추출물의 감미질 개선 |
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2011
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- 2011-02-08 CN CN2011800086134A patent/CN103079411A/zh active Pending
- 2011-02-08 BR BRBR112012020316-9A patent/BR112012020316A2/pt not_active Application Discontinuation
- 2011-02-08 AU AU2011213602A patent/AU2011213602B2/en active Active
- 2011-02-08 CA CA2789102A patent/CA2789102A1/en not_active Abandoned
- 2011-02-08 US US13/022,727 patent/US20110195161A1/en not_active Abandoned
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- 2011-02-08 KR KR1020127023543A patent/KR20120125524A/ko not_active Ceased
- 2011-02-08 RU RU2012137253/13A patent/RU2586161C9/ru active
- 2011-02-08 WO PCT/US2011/024036 patent/WO2011097620A1/en not_active Ceased
- 2011-02-08 EP EP11704154A patent/EP2533651A1/en not_active Withdrawn
- 2011-02-08 JP JP2012552150A patent/JP2013530677A/ja active Pending
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2012
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- 2012-08-06 ZA ZA2012/05923A patent/ZA201205923B/en unknown
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2015
- 2015-11-20 JP JP2015227170A patent/JP2016073295A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| WO2011097620A1 (en) | 2011-08-11 |
| JP2013530677A (ja) | 2013-08-01 |
| US20110195161A1 (en) | 2011-08-11 |
| ZA201205923B (en) | 2015-08-26 |
| CA2789102A1 (en) | 2011-08-11 |
| AU2011213602B2 (en) | 2016-06-23 |
| JP2016073295A (ja) | 2016-05-12 |
| IL221256A0 (en) | 2012-10-31 |
| MY161487A (en) | 2017-04-14 |
| RU2012137253A (ru) | 2014-03-20 |
| CN103079411A (zh) | 2013-05-01 |
| BR112012020316A2 (pt) | 2015-09-01 |
| RU2586161C2 (ru) | 2016-06-10 |
| EP2533651A1 (en) | 2012-12-19 |
| RU2586161C9 (ru) | 2016-10-27 |
| MX2012009166A (es) | 2012-08-23 |
| AU2011213602A1 (en) | 2012-09-20 |
| MX342797B (es) | 2016-10-13 |
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