JP2016102134A5 - - Google Patents
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- Publication number
- JP2016102134A5 JP2016102134A5 JP2016031877A JP2016031877A JP2016102134A5 JP 2016102134 A5 JP2016102134 A5 JP 2016102134A5 JP 2016031877 A JP2016031877 A JP 2016031877A JP 2016031877 A JP2016031877 A JP 2016031877A JP 2016102134 A5 JP2016102134 A5 JP 2016102134A5
- Authority
- JP
- Japan
- Prior art keywords
- steviol glycoside
- manufacturing
- glycoside
- sweetener
- molecular weight
- 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
- 239000004383 Steviol glycoside Substances 0.000 claims description 26
- 235000019411 steviol glycoside Nutrition 0.000 claims description 26
- 229930182488 steviol glycoside Natural products 0.000 claims description 26
- 150000008144 steviol glycosides Chemical class 0.000 claims description 26
- 235000019202 steviosides Nutrition 0.000 claims description 26
- 238000004519 manufacturing process Methods 0.000 claims description 9
- 235000013305 food Nutrition 0.000 claims description 5
- 235000003599 food sweetener Nutrition 0.000 claims description 5
- 238000000034 method Methods 0.000 claims description 5
- 239000003765 sweetening agent Substances 0.000 claims description 5
- 230000014759 maintenance of location Effects 0.000 claims description 2
- GSGVXNMGMKBGQU-PHESRWQRSA-N rebaudioside M Chemical compound C[C@@]12CCC[C@](C)([C@H]1CC[C@@]13CC(=C)[C@@](C1)(CC[C@@H]23)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H]1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)C(=O)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H]1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O GSGVXNMGMKBGQU-PHESRWQRSA-N 0.000 claims description 2
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims 6
- 244000228451 Stevia rebaudiana Species 0.000 claims 3
- 235000006092 Stevia rebaudiana Nutrition 0.000 claims 3
- 238000000862 absorption spectrum Methods 0.000 claims 2
- 235000013361 beverage Nutrition 0.000 claims 2
- 235000014171 carbonated beverage Nutrition 0.000 claims 2
- 238000001514 detection method Methods 0.000 claims 2
- 238000004811 liquid chromatography Methods 0.000 claims 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 2
- 229930182470 glycoside Natural products 0.000 description 11
- 150000002338 glycosides Chemical class 0.000 description 11
- 238000004128 high performance liquid chromatography Methods 0.000 description 7
- 229930188195 rebaudioside Natural products 0.000 description 7
- 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 description 5
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 3
- 241000544066 Stevia Species 0.000 description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 3
- 239000001512 FEMA 4601 Substances 0.000 description 2
- -1 L-rhamnopyranosyl Chemical group 0.000 description 2
- 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 description 2
- 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 description 2
- 239000008103 glucose Substances 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 235000019203 rebaudioside A Nutrition 0.000 description 2
- 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 description 2
- 235000007516 Chrysanthemum Nutrition 0.000 description 1
- 240000005250 Chrysanthemum indicum Species 0.000 description 1
- 125000003535 D-glucopyranosyl group Chemical group [H]OC([H])([H])[C@@]1([H])OC([H])(*)[C@]([H])(O[H])[C@@]([H])(O[H])[C@]1([H])O[H] 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- 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 1
- HINSNOJRHFIMKB-DJDMUFINSA-N [(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl] (1R,4S,5R,9S,10R,13S)-13-[(2S,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-3,4-bis[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]oxan-2-yl]oxy-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylate Chemical compound [H][C@@]1(O[C@@H]2[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]2OC(=O)[C@]2(C)CCC[C@@]3(C)[C@]4([H])CC[C@@]5(C[C@]4(CC5=C)CC[C@]23[H])O[C@]2([H])O[C@H](CO)[C@@H](O)[C@H](O[C@]3([H])O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@H]2O[C@]2([H])O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O HINSNOJRHFIMKB-DJDMUFINSA-N 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 150000001720 carbohydrates Chemical class 0.000 description 1
- 238000012790 confirmation Methods 0.000 description 1
- 238000010828 elution Methods 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2008258617 | 2008-10-03 | ||
| JP2008258617 | 2008-10-03 |
Related Parent Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2014069874A Division JP2014207899A (ja) | 2008-10-03 | 2014-03-28 | 新規ステビオール配糖体 |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2017087206A Division JP6307649B2 (ja) | 2008-10-03 | 2017-04-26 | 新規ステビオール配糖体 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2016102134A JP2016102134A (ja) | 2016-06-02 |
| JP2016102134A5 true JP2016102134A5 (cg-RX-API-DMAC7.html) | 2016-09-15 |
| JP6159993B2 JP6159993B2 (ja) | 2017-07-12 |
Family
ID=42073659
Family Applications (8)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2011514909A Active JP5604426B2 (ja) | 2008-10-03 | 2009-10-02 | 新規ステビオール配糖体 |
| JP2014069874A Withdrawn JP2014207899A (ja) | 2008-10-03 | 2014-03-28 | 新規ステビオール配糖体 |
| JP2016031877A Active JP6159993B2 (ja) | 2008-10-03 | 2016-02-23 | 新規ステビオール配糖体 |
| JP2017087206A Active JP6307649B2 (ja) | 2008-10-03 | 2017-04-26 | 新規ステビオール配糖体 |
| JP2018044249A Pending JP2018118983A (ja) | 2008-10-03 | 2018-03-12 | 新規ステビオール配糖体 |
| JP2020036954A Pending JP2020100665A (ja) | 2008-10-03 | 2020-03-04 | 新規ステビオール配糖体 |
| JP2022187411A Pending JP2023010973A (ja) | 2008-10-03 | 2022-11-24 | 新規ステビオール配糖体 |
| JP2025067421A Pending JP2025096594A (ja) | 2008-10-03 | 2025-04-16 | 新規ステビオール配糖体 |
Family Applications Before (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2011514909A Active JP5604426B2 (ja) | 2008-10-03 | 2009-10-02 | 新規ステビオール配糖体 |
| JP2014069874A Withdrawn JP2014207899A (ja) | 2008-10-03 | 2014-03-28 | 新規ステビオール配糖体 |
Family Applications After (5)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2017087206A Active JP6307649B2 (ja) | 2008-10-03 | 2017-04-26 | 新規ステビオール配糖体 |
| JP2018044249A Pending JP2018118983A (ja) | 2008-10-03 | 2018-03-12 | 新規ステビオール配糖体 |
| JP2020036954A Pending JP2020100665A (ja) | 2008-10-03 | 2020-03-04 | 新規ステビオール配糖体 |
| JP2022187411A Pending JP2023010973A (ja) | 2008-10-03 | 2022-11-24 | 新規ステビオール配糖体 |
| JP2025067421A Pending JP2025096594A (ja) | 2008-10-03 | 2025-04-16 | 新規ステビオール配糖体 |
Country Status (10)
| Country | Link |
|---|---|
| US (6) | US8703225B2 (cg-RX-API-DMAC7.html) |
| EP (2) | EP2350110B1 (cg-RX-API-DMAC7.html) |
| JP (8) | JP5604426B2 (cg-RX-API-DMAC7.html) |
| KR (5) | KR102061165B1 (cg-RX-API-DMAC7.html) |
| CN (4) | CN116102603A (cg-RX-API-DMAC7.html) |
| ES (2) | ES2592377T3 (cg-RX-API-DMAC7.html) |
| MY (3) | MY175438A (cg-RX-API-DMAC7.html) |
| PL (1) | PL2350110T3 (cg-RX-API-DMAC7.html) |
| PT (1) | PT2350110T (cg-RX-API-DMAC7.html) |
| WO (1) | WO2010038911A1 (cg-RX-API-DMAC7.html) |
Families Citing this family (119)
| Publication number | Priority date | Publication date | Assignee | Title |
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| US9107436B2 (en) | 2011-02-17 | 2015-08-18 | Purecircle Sdn Bhd | Glucosylated steviol glycoside as a flavor modifier |
| US9386797B2 (en) * | 2011-02-17 | 2016-07-12 | Purecircle Sdn Bhd | Glucosyl stevia composition |
| ES2592377T3 (es) | 2008-10-03 | 2016-11-29 | Morita Kagaku Kogyo Co., Ltd. | Nuevos glucósidos de esteviol |
| PL2498625T3 (pl) | 2009-11-12 | 2019-07-31 | Purecircle Usa Inc. | Granulacja słodzika stewia |
| US10696706B2 (en) | 2010-03-12 | 2020-06-30 | Purecircle Usa Inc. | Methods of preparing steviol glycosides and uses of the same |
| US20150344512A1 (en) | 2011-12-19 | 2015-12-03 | Purecircle Usa Inc. | Methods of purifying steviol glycosides and uses of the same |
| NZ604915A (en) | 2010-06-02 | 2014-10-31 | Evolva Nutrition Inc | Recombinant production of steviol glycosides |
| US9510611B2 (en) | 2010-12-13 | 2016-12-06 | Purecircle Sdn Bhd | Stevia composition to improve sweetness and flavor profile |
| JP6010552B2 (ja) | 2011-01-28 | 2016-10-19 | テート アンド ライル イングリーディエンツ アメリカズ エルエルシー | レバウディオサイドｂを含有するステビアブレンド |
| US8962698B2 (en) | 2011-01-28 | 2015-02-24 | Tate & Lyle Ingredients Americas Llc | Rebaudioside-mogroside V blends |
| US11690391B2 (en) | 2011-02-17 | 2023-07-04 | Purecircle Sdn Bhd | Glucosylated steviol glycoside as a flavor modifier |
| US9771434B2 (en) | 2011-06-23 | 2017-09-26 | Purecircle Sdn Bhd | Products from stevia rebaudiana |
| SG10201606567TA (en) | 2011-08-08 | 2016-10-28 | Evolva Sa | Recombinant production of steviol glycosides |
| ES3032342T3 (en) | 2011-09-06 | 2025-07-17 | Pepsico Inc | Rebaudioside d sweeteners and food products sweetened with rebaudioside d |
| BR112014004581B1 (pt) | 2011-09-07 | 2020-03-17 | Purecircle Usa Inc. | Adoçante de stevia alta solubilidade, método de produção, pó, composições de adoçante e de sabor, ingrediente alimentar, alimento, bebida e produto cosmético ou farmacêutico do referido adoçante |
| EP3345490B1 (en) * | 2011-12-19 | 2023-11-08 | The Coca-Cola Company | Beverage comprising rebaudioside x |
| FR2984743B1 (fr) * | 2011-12-23 | 2014-08-22 | Oreal | Utilisation cosmetique du steviol, d'un derive glycoside du steviol, ou un de leurs isomeres pour stimuler, restaurer ou reguler le metabolisme des cellules de la peau et des semi-muqueuses. |
| CN110358795B (zh) * | 2012-05-22 | 2024-12-03 | 谱赛科有限责任公司 | 高纯度的甜菊醇糖苷 |
| US9752174B2 (en) | 2013-05-28 | 2017-09-05 | Purecircle Sdn Bhd | High-purity steviol glycosides |
| GB201217700D0 (en) | 2012-08-01 | 2012-11-14 | Tate & Lyle Ingredients | Sweetener compositions containing rebaudioside B |
| EP3653636A1 (en) * | 2012-12-19 | 2020-05-20 | The Coca-Cola Company | Compositions and methods for improving rebaudioside x solubility |
| US20140171519A1 (en) | 2012-12-19 | 2014-06-19 | Indra Prakash | Compositions and methods for improving rebaudioside x solubility |
| CN105051195B (zh) * | 2013-02-06 | 2019-09-06 | 埃沃尔瓦公司 | 用于提高莱鲍迪苷d和莱鲍迪苷m之产生的方法 |
| CN105189771B (zh) * | 2013-02-11 | 2019-11-05 | 埃沃尔瓦公司 | 在重组宿主中有效产生甜菊醇糖苷 |
| US9717267B2 (en) | 2013-03-14 | 2017-08-01 | The Coca-Cola Company | Beverages containing rare sugars |
| US20140272068A1 (en) | 2013-03-14 | 2014-09-18 | Indra Prakash | Beverages containing rare sugars |
| CN105283464B (zh) * | 2013-03-15 | 2018-02-13 | 可口可乐公司 | 甜菊醇糖苷、其组合物以及其纯化 |
| US20140342044A1 (en) | 2013-05-14 | 2014-11-20 | Pepsico, Inc. | Compositions and Comestibles |
| US20140342043A1 (en) * | 2013-05-14 | 2014-11-20 | Pepsico, Inc. | Rebaudioside Sweetener Compositions and Food Products Sweetened with Same |
| DK3714699T3 (da) | 2013-06-07 | 2025-01-20 | Purecircle Usa Inc | Stevia-ekstrakt indeholdende udvalgte steviolglycosider som aroma-, salt- og sødmeprofilmodifikator |
| US10952458B2 (en) | 2013-06-07 | 2021-03-23 | Purecircle Usa Inc | Stevia extract containing selected steviol glycosides as flavor, salty and sweetness profile modifier |
| US10905146B2 (en) * | 2013-07-12 | 2021-02-02 | The Coca-Cola Company | Compositions for improving rebaudioside M solubility |
| US10039834B2 (en) * | 2013-07-12 | 2018-08-07 | The Coca-Cola Company | Compositions and methods using rebaudioside X to provide sweetness enhancement |
| CN105658081A (zh) * | 2013-07-31 | 2016-06-08 | 帝斯曼知识产权资产管理有限公司 | 甜菊糖苷 |
| CN103397064B (zh) * | 2013-08-14 | 2015-04-15 | 苏州汉酶生物技术有限公司 | 一种酶法制备瑞鲍迪甙m的方法 |
| MY183009A (en) * | 2013-08-15 | 2021-02-05 | Cargill Inc | Sweetener and sweetened compositions incorporating rebaudoside n |
| CN103570777A (zh) * | 2013-11-01 | 2014-02-12 | 湖南科源生物制品有限公司 | 一种甜菊糖甙ra的提取精制方法 |
| BR112016018855B1 (pt) * | 2014-02-18 | 2021-08-31 | Mcneil Nutritionals, Llc | Processo para produção de uma combinação glicosídeos de esteviol |
| US20180020709A1 (en) * | 2014-04-16 | 2018-01-25 | Purecircle Usa Inc. | Rebaudioside m biosynthetic production and recovery methods |
| US11185096B2 (en) | 2014-05-06 | 2021-11-30 | Dr Pepper/Seven Up, Inc. | Sweet taste improving compositions including naringenin and steviol glycosides |
| US10231474B2 (en) | 2014-05-06 | 2019-03-19 | Dr Pepper/Seven Up, Inc. | Sweet taste improving compositions including naringenin |
| EP3142500B1 (en) * | 2014-05-13 | 2020-02-12 | Cargill, Incorporated | Highly soluble steviol glycosides |
| US10264811B2 (en) * | 2014-05-19 | 2019-04-23 | Epc Natural Products Co., Ltd. | Stevia sweetener with improved solubility |
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| PL3183349T3 (pl) * | 2014-08-19 | 2021-05-04 | Purecircle Sdn Bhd | Sposób przygotowania Rebaudiozydu I |
| WO2017035524A1 (en) * | 2015-08-27 | 2017-03-02 | Purecircle Usa Inc. | Stevia extracts |
| CN105850709B (zh) * | 2015-01-23 | 2018-08-21 | 谱赛科美国公司 | 甜叶菊新品种817096谱星5号及高rd含量甜菊糖苷的制备 |
| US20160058053A1 (en) * | 2014-09-02 | 2016-03-03 | Purecircle Sdn Bhd | Stevia extracts |
| CN114794444A (zh) | 2014-09-02 | 2022-07-29 | 谱赛科美国股份有限公司 | 富含莱鲍迪苷d、e、n和/或o的甜菊提取物及其制备方法 |
| MY191735A (en) | 2014-09-09 | 2022-07-13 | Evolva Sa | Production of steviol glycosides in recombinant hosts |
| BR112017005656A2 (pt) | 2014-09-19 | 2018-07-31 | Purecircle Sdn Bhd | glicosídeos de esteviol de alta pureza |
| WO2016049531A1 (en) | 2014-09-26 | 2016-03-31 | Purecircle Usa Inc. | Single nucleotide polymorphism (snp) markers for stevia |
| EP3677122A1 (en) * | 2014-09-30 | 2020-07-08 | Suntory Holdings Limited | Carbonated beverage, syrup used for preparing carbonated beverage, method for manufacturing carbonated beverage, and method for suppressing foaming in carbonated beverage |
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| WO2016141152A1 (en) | 2015-03-03 | 2016-09-09 | Heartland Consumer Products, Llc | Rebaudioside-d containing sweetener compositions |
| CN107404919B (zh) * | 2015-03-11 | 2021-09-24 | 守田化学工业株式会社 | 甜味剂组合物及含有该组合物的食品 |
| CN115851470B (zh) | 2015-03-16 | 2025-09-02 | 帝斯曼知识产权资产管理有限公司 | Udp-糖基转移酶 |
| WO2016156616A1 (en) | 2015-04-03 | 2016-10-06 | Dsm Ip Assets B.V. | Steviol glycosides |
| JP6845159B2 (ja) * | 2015-05-20 | 2021-03-17 | カーギル インコーポレイテッド | グリコシド組成物 |
| AU2016307066A1 (en) | 2015-08-07 | 2018-02-08 | Evolva Sa | Production of steviol glycosides in recombinant hosts |
| CA3000719C (en) * | 2015-10-02 | 2024-02-27 | The Coca-Cola Company | Steviol glycoside sweeteners with improved flavor profiles |
| PL3367816T3 (pl) | 2015-10-26 | 2024-05-06 | Purecircle Usa Inc. | Kompozycje glikozydów stewiolowych |
| JP6998884B2 (ja) * | 2015-11-30 | 2022-01-18 | カーギル インコーポレイテッド | 経口摂取または経口使用のためのステビオール配糖体組成物 |
| WO2017106577A1 (en) | 2015-12-15 | 2017-06-22 | Purecircle Usa Inc. | Steviol glycoside compositions |
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