JP2019535238A5 - - Google Patents
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- Publication number
- JP2019535238A5 JP2019535238A5 JP2019520060A JP2019520060A JP2019535238A5 JP 2019535238 A5 JP2019535238 A5 JP 2019535238A5 JP 2019520060 A JP2019520060 A JP 2019520060A JP 2019520060 A JP2019520060 A JP 2019520060A JP 2019535238 A5 JP2019535238 A5 JP 2019535238A5
- Authority
- JP
- Japan
- Prior art keywords
- rebaugioside
- udp
- glycosyltransferase
- steviol glycoside
- amino acid
- 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
- 235000019202 steviosides Nutrition 0.000 claims description 46
- 239000004383 Steviol glycoside Substances 0.000 claims description 44
- 235000019411 steviol glycoside Nutrition 0.000 claims description 44
- 229930182488 steviol glycoside Natural products 0.000 claims description 44
- 150000008144 steviol glycosides Chemical class 0.000 claims description 44
- 238000000034 method Methods 0.000 claims description 28
- 239000000203 mixture Substances 0.000 claims description 15
- 239000000047 product Substances 0.000 claims description 14
- 108010043934 Sucrose synthase Proteins 0.000 claims description 11
- 125000003275 alpha amino acid group Chemical group 0.000 claims description 6
- 235000013361 beverage Nutrition 0.000 claims description 6
- 239000012043 crude product Substances 0.000 claims description 5
- 102000006995 beta-Glucosidase Human genes 0.000 claims description 4
- 108010047754 beta-Glucosidase Proteins 0.000 claims description 4
- 239000011541 reaction mixture Substances 0.000 claims description 4
- 108090000790 Enzymes Proteins 0.000 claims description 3
- 102000004190 Enzymes Human genes 0.000 claims description 3
- 101100262416 Stevia rebaudiana UGT76G1 gene Proteins 0.000 claims description 2
- 229930006000 Sucrose Natural products 0.000 claims description 2
- 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 2
- 239000005720 sucrose Substances 0.000 claims description 2
- 238000010276 construction Methods 0.000 claims 3
- 235000003599 food sweetener Nutrition 0.000 claims 3
- 239000003765 sweetening agent Substances 0.000 claims 3
- HSCJRCZFDFQWRP-JZMIEXBBSA-N UDP-alpha-D-glucose Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1OP(O)(=O)OP(O)(=O)OC[C@@H]1[C@@H](O)[C@@H](O)[C@H](N2C(NC(=O)C=C2)=O)O1 HSCJRCZFDFQWRP-JZMIEXBBSA-N 0.000 claims 2
- HSCJRCZFDFQWRP-UHFFFAOYSA-N Uridindiphosphoglukose Natural products OC1C(O)C(O)C(CO)OC1OP(O)(=O)OP(O)(=O)OCC1C(O)C(O)C(N2C(NC(=O)C=C2)=O)O1 HSCJRCZFDFQWRP-UHFFFAOYSA-N 0.000 claims 2
- XCCTYIAWTASOJW-XVFCMESISA-N Uridine-5'-Diphosphate Chemical compound O[C@@H]1[C@H](O)[C@@H](COP(O)(=O)OP(O)(O)=O)O[C@H]1N1C(=O)NC(=O)C=C1 XCCTYIAWTASOJW-XVFCMESISA-N 0.000 claims 2
- 241000235058 Komagataella pastoris Species 0.000 claims 1
- 125000000539 amino acid group Chemical group 0.000 claims 1
- 230000035772 mutation Effects 0.000 claims 1
- 210000004027 cell Anatomy 0.000 description 22
- 235000015173 baked goods and baking mixes Nutrition 0.000 description 4
- 235000015218 chewing gum Nutrition 0.000 description 4
- 229940112822 chewing gum Drugs 0.000 description 4
- 235000009508 confectionery Nutrition 0.000 description 4
- 235000014510 cooky Nutrition 0.000 description 4
- 241000222120 Candida <Saccharomycetales> Species 0.000 description 3
- 241000588722 Escherichia Species 0.000 description 3
- 241000235648 Pichia Species 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 229920001184 polypeptide Polymers 0.000 description 3
- 108090000765 processed proteins & peptides Proteins 0.000 description 3
- 102000004196 processed proteins & peptides Human genes 0.000 description 3
- 239000000758 substrate Substances 0.000 description 3
- 241000894006 Bacteria Species 0.000 description 2
- 241000196324 Embryophyta Species 0.000 description 2
- 241000191025 Rhodobacter Species 0.000 description 2
- 241000607142 Salmonella Species 0.000 description 2
- QFVOYBUQQBFCRH-UHFFFAOYSA-N Steviol Natural products C1CC2(C3)CC(=C)C3(O)CCC2C2(C)C1C(C)(C(O)=O)CCC2 QFVOYBUQQBFCRH-UHFFFAOYSA-N 0.000 description 2
- 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 2
- 229930182470 glycoside Natural products 0.000 description 2
- 150000002338 glycosides Chemical class 0.000 description 2
- QFVOYBUQQBFCRH-VQSWZGCSSA-N steviol Chemical compound C([C@@]1(O)C(=C)C[C@@]2(C1)CC1)C[C@H]2[C@@]2(C)[C@H]1[C@](C)(C(O)=O)CCC2 QFVOYBUQQBFCRH-VQSWZGCSSA-N 0.000 description 2
- 229940032084 steviol Drugs 0.000 description 2
- 229940013618 stevioside Drugs 0.000 description 2
- 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 2
- 241000589291 Acinetobacter Species 0.000 description 1
- 108010009534 Arabidopsis sucrose synthase-1 Proteins 0.000 description 1
- 101000630755 Arabidopsis thaliana Sucrose synthase 1 Proteins 0.000 description 1
- 241000193830 Bacillus <bacterium> Species 0.000 description 1
- 241000588923 Citrobacter Species 0.000 description 1
- 241000193403 Clostridium Species 0.000 description 1
- 241000193401 Clostridium acetobutylicum Species 0.000 description 1
- 241000186216 Corynebacterium Species 0.000 description 1
- 241000195493 Cryptophyta Species 0.000 description 1
- 241000235035 Debaryomyces Species 0.000 description 1
- 241000588724 Escherichia coli Species 0.000 description 1
- 108700023372 Glycosyltransferases Proteins 0.000 description 1
- 102000051366 Glycosyltransferases Human genes 0.000 description 1
- 241000235649 Kluyveromyces Species 0.000 description 1
- 241000589344 Methylomonas Species 0.000 description 1
- 241000589354 Methylosinus Species 0.000 description 1
- 241001467578 Microbacterium Species 0.000 description 1
- 241000235395 Mucor Species 0.000 description 1
- 108091028043 Nucleic acid sequence Proteins 0.000 description 1
- 241000520272 Pantoea Species 0.000 description 1
- 241000589516 Pseudomonas Species 0.000 description 1
- RLLCWNUIHGPAJY-RYBZXKSASA-N Rebaudioside E Natural products O=C(O[C@H]1[C@H](O[C@H]2[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O2)[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](O)[C@H](CO)O5)(C4)CC3)CC2)CCC1 RLLCWNUIHGPAJY-RYBZXKSASA-N 0.000 description 1
- 241000316848 Rhodococcus <scale insect> Species 0.000 description 1
- 240000004808 Saccharomyces cerevisiae Species 0.000 description 1
- 101100048059 Stevia rebaudiana UGT85C2 gene Proteins 0.000 description 1
- 241000187747 Streptomyces Species 0.000 description 1
- 241000219977 Vigna Species 0.000 description 1
- 230000001580 bacterial effect Effects 0.000 description 1
- 230000003570 biosynthesizing effect Effects 0.000 description 1
- 230000001851 biosynthetic effect Effects 0.000 description 1
- 230000006696 biosynthetic metabolic pathway Effects 0.000 description 1
- 238000004440 column chromatography Methods 0.000 description 1
- 238000012258 culturing Methods 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 238000004128 high performance liquid chromatography Methods 0.000 description 1
- 230000000813 microbial effect Effects 0.000 description 1
- 230000000144 pharmacologic effect Effects 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- RLLCWNUIHGPAJY-SFUUMPFESA-N rebaudioside E 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]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 RLLCWNUIHGPAJY-SFUUMPFESA-N 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000005292 vacuum distillation Methods 0.000 description 1
- 210000005253 yeast cell Anatomy 0.000 description 1
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2022105729A JP2022153385A (ja) | 2016-10-14 | 2022-06-30 | ステビオール配糖体の生合成製造およびそのためのプロセス |
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201662408179P | 2016-10-14 | 2016-10-14 | |
| US62/408,179 | 2016-10-14 | ||
| US201762555809P | 2017-09-08 | 2017-09-08 | |
| US62/555,809 | 2017-09-08 | ||
| PCT/US2017/056457 WO2018071744A1 (en) | 2016-10-14 | 2017-10-13 | Biosynthetic production of steviol glycosides and processes therefore |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2022105729A Division JP2022153385A (ja) | 2016-10-14 | 2022-06-30 | ステビオール配糖体の生合成製造およびそのためのプロセス |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2019535238A JP2019535238A (ja) | 2019-12-12 |
| JP2019535238A5 true JP2019535238A5 (enExample) | 2020-11-26 |
| JP7177048B2 JP7177048B2 (ja) | 2022-11-22 |
Family
ID=61906334
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2019520060A Active JP7177048B2 (ja) | 2016-10-14 | 2017-10-13 | ステビオール配糖体の生合成製造およびそのためのプロセス |
| JP2022105729A Pending JP2022153385A (ja) | 2016-10-14 | 2022-06-30 | ステビオール配糖体の生合成製造およびそのためのプロセス |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2022105729A Pending JP2022153385A (ja) | 2016-10-14 | 2022-06-30 | ステビオール配糖体の生合成製造およびそのためのプロセス |
Country Status (13)
| Country | Link |
|---|---|
| US (4) | US11098315B2 (enExample) |
| EP (1) | EP3525598B1 (enExample) |
| JP (2) | JP7177048B2 (enExample) |
| KR (1) | KR102540615B1 (enExample) |
| CN (1) | CN110191643B (enExample) |
| AU (1) | AU2017341798B2 (enExample) |
| BR (1) | BR112019007504B1 (enExample) |
| CA (1) | CA3039105C (enExample) |
| ES (1) | ES2964976T3 (enExample) |
| HU (1) | HUE064754T2 (enExample) |
| MX (1) | MX2019004368A (enExample) |
| RU (1) | RU2019114181A (enExample) |
| WO (1) | WO2018071744A1 (enExample) |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU2015327940B2 (en) * | 2014-10-03 | 2020-04-16 | Conagen Inc. | Non-caloric sweeteners and methods for synthesizing |
| BR112019007504B1 (pt) | 2016-10-14 | 2023-05-09 | Conagen Inc | Método de preparação de uma composição de glicosídeo de esteviol |
| CA3041123A1 (en) * | 2016-10-20 | 2018-04-26 | The Coca-Cola Company | Diterpene glycosides isolated from stevia, compositions and methods |
| MX2019005570A (es) * | 2016-11-14 | 2019-10-15 | Purecircle Usa Inc | Moleculas derivadas de estevia, metodos para obtener dichas moleculas y uso de las mismas. |
| JP7194111B2 (ja) | 2017-03-06 | 2022-12-21 | コナゲン インコーポレイテッド | ステビオール配糖体レバウジオシドd4のレバウジオシドeからの生合成製造 |
| EP3644758A4 (en) * | 2017-06-30 | 2021-03-31 | Conagen Inc. | Hydrolysis of steviol glycosides by beta-glucosidase |
| CN111868252B (zh) | 2018-03-12 | 2025-06-03 | 科纳根公司 | 甜菊糖苷莱苞迪苷j和莱苞迪苷n的生物合成生产 |
| MX2020009625A (es) * | 2018-03-16 | 2021-02-16 | Purecircle Usa Inc | Glucosidos de esteviol de alta pureza. |
| JP7432533B2 (ja) * | 2018-03-16 | 2024-02-16 | ピュアサークル ユーエスエー インコーポレイテッド | 高純度ステビオール配糖体 |
| CN115867147A (zh) * | 2020-05-07 | 2023-03-28 | 可口可乐公司 | 具有增强风味的包含莱鲍迪苷am和莱鲍迪苷m的饮料 |
| WO2021252814A1 (en) * | 2020-06-11 | 2021-12-16 | Corn Products Development, Inc. | Production and uses of oligosaccharides and steviol glycosides |
| WO2024068511A1 (en) * | 2022-09-28 | 2024-04-04 | Société des Produits Nestlé S.A. | Diterpenoid derivatives as inhibitors of sglt2 |
Family Cites Families (24)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8916138B2 (en) * | 2009-10-15 | 2014-12-23 | Purecircle Sdn Bhd | High-purity rebaudioside D and low-calorie tooth paste composition containing the same |
| US8507022B2 (en) * | 2009-10-15 | 2013-08-13 | Purecircle Sdn Bhd | High-purity rebaudioside D and low-calorie carbonated lemon-flavored beverage containing the same |
| JP6262653B2 (ja) | 2011-08-08 | 2018-01-17 | エヴォルヴァ エスアー.Evolva Sa. | ステビオール配糖体の組換え生産 |
| WO2013026151A1 (en) * | 2011-08-19 | 2013-02-28 | Justbio Inc. | Improved stevia rebaudiana extract and formulation, and uses thereof |
| US9752174B2 (en) * | 2013-05-28 | 2017-09-05 | Purecircle Sdn Bhd | High-purity steviol glycosides |
| EP2852296B1 (en) * | 2012-05-22 | 2021-12-15 | PureCircle SDN BHD | Process for producing a high-purity steviol glycoside |
| KR20150115002A (ko) * | 2013-02-06 | 2015-10-13 | 에볼바 에스아 | 레바우디오시드 d 및 레바우디오시드 m의 개선된 생산 방법 |
| AU2014281353B2 (en) | 2013-06-19 | 2017-06-29 | Conagen, Inc. | Rebaudioside E and food products sweetened with rebaudioside E |
| 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 |
| JP6530760B2 (ja) | 2013-11-01 | 2019-06-12 | コナゲン インコーポレーテッド | ステビオール配糖体の組換え製造 |
| US9522929B2 (en) | 2014-05-05 | 2016-12-20 | Conagen Inc. | Non-caloric sweetener |
| EP2957182A1 (en) | 2014-06-18 | 2015-12-23 | Technische Hochschule Mittelhessen | Improved natural sweetener compositions |
| CN113549664B (zh) * | 2014-09-19 | 2025-10-28 | 谱赛科有限责任公司 | 高纯度甜菊醇糖苷 |
| AU2015327940B2 (en) | 2014-10-03 | 2020-04-16 | Conagen Inc. | Non-caloric sweeteners and methods for synthesizing |
| CN107109453A (zh) * | 2014-11-05 | 2017-08-29 | 马努斯生物合成股份有限公司 | 甜菊醇糖苷的微生物产生 |
| US10058112B2 (en) | 2014-11-21 | 2018-08-28 | Eco Sweeteners Llc | Sweetener composition including enzymatically processed stevia and method of manufacturing |
| EP4148137A1 (en) | 2015-01-30 | 2023-03-15 | Evolva SA | Production of steviol glycosides in recombinant hosts |
| SG11201804542YA (en) * | 2015-11-30 | 2018-06-28 | Cargill Inc | Steviol glycoside compositions for oral ingestion or use |
| WO2017198681A1 (en) * | 2016-05-16 | 2017-11-23 | Evolva Sa | Production of steviol glycosides in recombinant hosts |
| SG11201811273RA (en) * | 2016-06-17 | 2019-01-30 | Cargill Inc | Steviol glycoside compositions for oral ingestion or use |
| BR112019007504B1 (pt) | 2016-10-14 | 2023-05-09 | Conagen Inc | Método de preparação de uma composição de glicosídeo de esteviol |
| JP7194111B2 (ja) | 2017-03-06 | 2022-12-21 | コナゲン インコーポレイテッド | ステビオール配糖体レバウジオシドd4のレバウジオシドeからの生合成製造 |
| EP3644758A4 (en) | 2017-06-30 | 2021-03-31 | Conagen Inc. | Hydrolysis of steviol glycosides by beta-glucosidase |
| US20220042060A1 (en) | 2017-09-08 | 2022-02-10 | Conagen Inc. | Biosynthesis production of steviol glycosides and processes therefore |
-
2017
- 2017-10-13 BR BR112019007504-6A patent/BR112019007504B1/pt active IP Right Grant
- 2017-10-13 ES ES17861012T patent/ES2964976T3/es active Active
- 2017-10-13 AU AU2017341798A patent/AU2017341798B2/en active Active
- 2017-10-13 CA CA3039105A patent/CA3039105C/en active Active
- 2017-10-13 WO PCT/US2017/056457 patent/WO2018071744A1/en not_active Ceased
- 2017-10-13 JP JP2019520060A patent/JP7177048B2/ja active Active
- 2017-10-13 MX MX2019004368A patent/MX2019004368A/es unknown
- 2017-10-13 RU RU2019114181A patent/RU2019114181A/ru unknown
- 2017-10-13 HU HUE17861012A patent/HUE064754T2/hu unknown
- 2017-10-13 EP EP17861012.7A patent/EP3525598B1/en active Active
- 2017-10-13 KR KR1020197013306A patent/KR102540615B1/ko active Active
- 2017-10-13 CN CN201780077754.9A patent/CN110191643B/zh active Active
-
2018
- 2018-08-30 US US16/117,652 patent/US11098315B2/en active Active
-
2019
- 2019-04-12 US US16/382,280 patent/US10724062B2/en active Active
-
2020
- 2020-06-18 US US16/904,797 patent/US11680281B2/en active Active
-
2022
- 2022-06-30 JP JP2022105729A patent/JP2022153385A/ja active Pending
-
2023
- 2023-04-19 US US18/302,932 patent/US20240229094A9/en not_active Abandoned
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