JP2019503710A5 - - Google Patents
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- Publication number
- JP2019503710A5 JP2019503710A5 JP2018549422A JP2018549422A JP2019503710A5 JP 2019503710 A5 JP2019503710 A5 JP 2019503710A5 JP 2018549422 A JP2018549422 A JP 2018549422A JP 2018549422 A JP2018549422 A JP 2018549422A JP 2019503710 A5 JP2019503710 A5 JP 2019503710A5
- Authority
- JP
- Japan
- Prior art keywords
- aqueous composition
- fructose
- soluble
- dry weight
- weight basis
- 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
- 239000000203 mixture Substances 0.000 claims description 20
- 229930091371 Fructose Natural products 0.000 claims description 14
- 239000005715 Fructose Substances 0.000 claims description 14
- RFSUNEUAIZKAJO-ARQDHWQXSA-N Fructose Chemical compound OC[C@H]1O[C@](O)(CO)[C@@H](O)[C@@H]1O RFSUNEUAIZKAJO-ARQDHWQXSA-N 0.000 claims description 14
- 238000000034 method Methods 0.000 claims description 11
- 229920001542 oligosaccharide Polymers 0.000 claims description 10
- 150000002482 oligosaccharides Chemical class 0.000 claims description 10
- 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 claims description 7
- 239000008103 glucose Substances 0.000 claims description 7
- 229920005640 poly alpha-1,3-glucan Polymers 0.000 claims description 5
- 229930006000 Sucrose Natural products 0.000 claims description 4
- 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 4
- 239000005720 sucrose Substances 0.000 claims description 4
- 102000000340 Glucosyltransferases Human genes 0.000 claims description 3
- 108010055629 Glucosyltransferases Proteins 0.000 claims description 3
- 238000006116 polymerization reaction Methods 0.000 claims description 3
- 235000019728 animal nutrition Nutrition 0.000 claims description 2
- 235000013361 beverage Nutrition 0.000 claims description 2
- 235000013305 food Nutrition 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 2
- 150000002016 disaccharides Chemical class 0.000 description 9
- 229920002670 Fructan Polymers 0.000 description 5
- 235000021433 fructose syrup Nutrition 0.000 description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 235000012907 honey Nutrition 0.000 description 3
- 238000001228 spectrum Methods 0.000 description 3
- DXALOGXSFLZLLN-WTZPKTTFSA-N (3s,4s,5r)-1,3,4,6-tetrahydroxy-5-[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhexan-2-one Chemical compound OCC(=O)[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O DXALOGXSFLZLLN-WTZPKTTFSA-N 0.000 description 2
- SVBWNHOBPFJIRU-UHFFFAOYSA-N 1-O-alpha-D-Glucopyranosyl-D-fructose Natural products OC1C(O)C(O)C(CO)OC1OCC1(O)C(O)C(O)C(O)CO1 SVBWNHOBPFJIRU-UHFFFAOYSA-N 0.000 description 2
- PVXPPJIGRGXGCY-TZLCEDOOSA-N 6-O-alpha-D-glucopyranosyl-D-fructofuranose Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1OC[C@@H]1[C@@H](O)[C@H](O)C(O)(CO)O1 PVXPPJIGRGXGCY-TZLCEDOOSA-N 0.000 description 2
- 101500000959 Bacillus anthracis Protective antigen PA-20 Proteins 0.000 description 2
- -1 DP2 fructans Chemical class 0.000 description 2
- AYRXSINWFIIFAE-SCLMCMATSA-N Isomaltose Natural products OC[C@H]1O[C@H](OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C=O)[C@@H](O)[C@@H](O)[C@@H]1O AYRXSINWFIIFAE-SCLMCMATSA-N 0.000 description 2
- JPFGFRMPGVDDGE-UHFFFAOYSA-N Leucrose Natural products OC1C(O)C(O)C(CO)OC1OC1C(O)C(O)C(O)(CO)OC1 JPFGFRMPGVDDGE-UHFFFAOYSA-N 0.000 description 2
- NBGXQZRRLOGAJF-UHFFFAOYSA-N Maltulose Natural products OC1C(O)C(O)C(CO)OC1OC1C(O)C(O)(CO)OCC1O NBGXQZRRLOGAJF-UHFFFAOYSA-N 0.000 description 2
- 241000219823 Medicago Species 0.000 description 2
- 235000017587 Medicago sativa ssp. sativa Nutrition 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
- 235000003599 food sweetener Nutrition 0.000 description 2
- 235000019534 high fructose corn syrup Nutrition 0.000 description 2
- DLRVVLDZNNYCBX-RTPHMHGBSA-N isomaltose Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1OC[C@@H]1[C@@H](O)[C@H](O)[C@@H](O)C(O)O1 DLRVVLDZNNYCBX-RTPHMHGBSA-N 0.000 description 2
- 230000014759 maintenance of location Effects 0.000 description 2
- JCQLYHFGKNRPGE-HFZVAGMNSA-N maltulose Chemical compound OC[C@H]1O[C@](O)(CO)[C@@H](O)[C@@H]1O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 JCQLYHFGKNRPGE-HFZVAGMNSA-N 0.000 description 2
- 150000002772 monosaccharides Chemical class 0.000 description 2
- 235000000346 sugar Nutrition 0.000 description 2
- 150000008163 sugars Chemical class 0.000 description 2
- 239000003765 sweetening agent Substances 0.000 description 2
- NMXLJRHBJVMYPD-IPFGBZKGSA-N trehalulose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@]1(O)CO[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 NMXLJRHBJVMYPD-IPFGBZKGSA-N 0.000 description 2
- 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 1
- QIGJYVCQYDKYDW-UHFFFAOYSA-N 3-O-alpha-D-mannopyranosyl-D-mannopyranose Natural products OC1C(O)C(O)C(CO)OC1OC1C(O)C(CO)OC(O)C1O QIGJYVCQYDKYDW-UHFFFAOYSA-N 0.000 description 1
- 229920001503 Glucan Polymers 0.000 description 1
- 108010028144 alpha-Glucosidases Proteins 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 230000007071 enzymatic hydrolysis Effects 0.000 description 1
- 238000006047 enzymatic hydrolysis reaction Methods 0.000 description 1
- 238000002290 gas chromatography-mass spectrometry Methods 0.000 description 1
- 238000004895 liquid chromatography mass spectrometry Methods 0.000 description 1
- 238000001819 mass spectrum Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000001728 nano-filtration Methods 0.000 description 1
- QIGJYVCQYDKYDW-NSYYTRPSSA-N nigerose Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1O[C@H]1[C@H](O)[C@@H](CO)OC(O)[C@@H]1O QIGJYVCQYDKYDW-NSYYTRPSSA-N 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US14/967,659 US10266861B2 (en) | 2015-12-14 | 2015-12-14 | Production and composition of fructose syrup |
| US14/967,659 | 2015-12-14 | ||
| PCT/US2016/066517 WO2017106262A1 (en) | 2015-12-14 | 2016-12-14 | Production and composition of fructose syrup |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2019503710A JP2019503710A (ja) | 2019-02-14 |
| JP2019503710A5 true JP2019503710A5 (enExample) | 2020-01-09 |
| JP6993347B2 JP6993347B2 (ja) | 2022-02-04 |
Family
ID=57714688
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2018549422A Active JP6993347B2 (ja) | 2015-12-14 | 2016-12-14 | フルクトースシロップの製造及び組成物 |
Country Status (8)
| Country | Link |
|---|---|
| US (2) | US10266861B2 (enExample) |
| EP (1) | EP3390651B1 (enExample) |
| JP (1) | JP6993347B2 (enExample) |
| CN (1) | CN108463557A (enExample) |
| AU (1) | AU2016371897B2 (enExample) |
| BR (1) | BR112018011801A2 (enExample) |
| CA (1) | CA3006987A1 (enExample) |
| WO (1) | WO2017106262A1 (enExample) |
Families Citing this family (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP6825913B2 (ja) | 2014-04-30 | 2021-02-03 | マトケ・ホールディングス・リミテッド | 抗菌組成物 |
| BR112019020201A2 (pt) | 2017-05-23 | 2020-06-30 | E. I. Du Pont De Nemours And Company | método de produção de alfa-1,3-glucano e composições |
| US10865393B2 (en) | 2017-09-13 | 2020-12-15 | Dupont Industrial Biosciences Usa, Llc | Engineered glucosyltransferases |
| WO2019055373A1 (en) * | 2017-09-13 | 2019-03-21 | E. I. Du Pont De Nemours And Company | Engineered glucosyltransferases |
| EP3694891B1 (en) | 2017-10-13 | 2022-08-24 | Nutrition & Biosciences USA 4, Inc. | Flowable bulk granular polysaccharide |
| GB201716986D0 (en) | 2017-10-16 | 2017-11-29 | Matoke Holdings Ltd | Antimicrobial compositions |
| WO2019094357A2 (en) | 2017-11-10 | 2019-05-16 | E. I. Du Pont De Nemours And Company | Unique morphological polysaccharide |
| CN108094772A (zh) * | 2017-12-08 | 2018-06-01 | 桂林莱茵生物科技股份有限公司 | 一种罗汉果果汁及其制备方法 |
| WO2019118674A1 (en) | 2017-12-14 | 2019-06-20 | E. I. Du Pont De Nemours And Company | Alpha-1,3-glucan graft copolymers |
| JP7431172B2 (ja) | 2018-04-23 | 2024-02-14 | ダニスコ・ユーエス・インク | ホスホリラーゼ酵素を用いたβ－１，３グリコシド結合を含むグルカンの合成 |
| WO2020009893A1 (en) * | 2018-07-05 | 2020-01-09 | Dupont Nutrition Biosciences Aps | Use of glucosyl transferase to provide improved texture in fermented milk based products |
| CN113574074B (zh) | 2018-10-25 | 2023-03-21 | 营养与生物科学美国第四公司 | α-1,3-葡聚糖接枝共聚物 |
| CN116134054A (zh) | 2020-06-04 | 2023-05-16 | 营养与生物科学美国4公司 | 右旋糖酐-α-葡聚糖接枝共聚物及其衍生物 |
| WO2025165579A1 (en) | 2024-02-01 | 2025-08-07 | International Flavors & Fragrances, Inc. | Process for producing products with amino acid and taste retention |
Family Cites Families (37)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5186143A (en) * | 1975-01-21 | 1976-07-28 | Tokai Togyo Kk | Katono seizohoho |
| US4206285A (en) * | 1977-12-27 | 1980-06-03 | Novo Industri A/S | Saccharification of enriched fructose content syrups |
| US4335207A (en) | 1980-06-03 | 1982-06-15 | Cpc International Inc. | Process for the production of high fructose syrups and ethanol |
| PH19835A (en) | 1983-09-27 | 1986-07-16 | Univ Queensland | Conversion of sucrose to fructose and ethanol |
| DE3446380C1 (de) | 1984-12-19 | 1986-05-22 | Pfeifer & Langen, 5000 Köln | Suessungsmittel,Verfahren zur Herstellung und Verwendung desselben |
| US4634472A (en) | 1985-08-23 | 1987-01-06 | A. E. Staley Manufacturing Company | Enrichment of fructose syrups |
| US4713333A (en) | 1985-09-23 | 1987-12-15 | Miles Laboratories, Inc. | Immobilization of biocatalysts on granular diatomaceous earth |
| FI883076A7 (fi) | 1987-10-29 | 1989-04-30 | Soc Gen Pour Les Techniques | Valmistusmenetelmä, jossa yhdistetään hyvin fruktoosipitoisia oligosidejä ja glukonihappoa käymisen avulla. |
| US4927757A (en) | 1988-07-29 | 1990-05-22 | Idaho Research Foundation, Inc. | Production of substantially pure fructose |
| DE69433398T2 (de) | 1993-09-01 | 2004-06-09 | Genencor International, Inc., Palo Alto | Verfahren zur Herstellung von immobilisierten Enzymkonjugaten und so erhaltene immobilisierte Enzymkonjugate |
| PT759993E (pt) | 1994-05-18 | 2007-08-10 | Bayer Bioscience Gmbh | ''sequências de dna que codificam para enzimas capazes de facilitar a síntese de alfa-1,4-glucanos lineares em plantas, fungos e microrganismos'' |
| US5952205A (en) | 1998-02-06 | 1999-09-14 | Neose Technologies, Inc. | Process for processing sucrose into glucose and fructose |
| US7186431B1 (en) * | 1998-08-27 | 2007-03-06 | Barnard Stewart Silver | Sweetening compositions and foodstuffs comprised thereof |
| EP1165867B1 (en) | 1999-01-25 | 2004-04-14 | E.I. Du Pont De Nemours And Company | Polysaccharide fibers |
| US20030031772A1 (en) * | 2001-03-28 | 2003-02-13 | Zehner Lee R. | Mixtures of fructose and lactose as a low-calorie bulk sweetener with reduced glyemic index |
| WO2002097107A1 (en) | 2001-05-28 | 2002-12-05 | Ezaki Glico Co., Ltd. | Production method and preparation method of glucans |
| BR0103406A (pt) | 2001-08-15 | 2004-05-04 | Getec Guanabara Quimica Ind S | Processo de produção de frutose cristalina de elevada pureza utilizando xarope com baixo teor de frutose originária de sacarose, e produto obtido |
| US20060188627A1 (en) * | 2003-07-23 | 2006-08-24 | Brouns Fredericus Johannes P H | Isomaltulose or trehalose containing comestibles for sustained carbohydrate energy release and increased fat oxidation |
| BRPI0608080B1 (pt) | 2005-02-15 | 2017-11-21 | Cargill Incorporated | Processes for manufacture of syrup and food or drink, syrup and composition of food or drink |
| FR2912036B1 (fr) | 2007-02-01 | 2009-10-02 | Nutritis | Sirops de sucres de fruits a haute teneur en fructose,et procede de preparation. |
| WO2008136331A1 (ja) * | 2007-04-26 | 2008-11-13 | Kabushiki Kaisha Hayashibara Seibutsu Kagaku Kenkyujo | 分岐α－グルカン及びこれを生成するα－グルコシル転移酵素とそれらの製造方法並びに用途 |
| SG188119A1 (en) | 2007-06-08 | 2013-03-28 | Givaudan Sa | Consumables |
| US20100303975A1 (en) | 2009-05-27 | 2010-12-02 | Bunch Michael D | Honey Replacement Syrup |
| EP2292803B1 (en) | 2009-07-07 | 2013-02-13 | DuPont Nutrition Biosciences ApS | Separation process |
| RU2719036C2 (ru) | 2009-12-28 | 2020-04-16 | Дзе Кока-Кола Компани | Усилители сладости, их композиции и способы применения |
| US9080195B2 (en) * | 2011-09-09 | 2015-07-14 | E I Du Pont De Nemours And Company | High titer production of poly (α 1,3 glucan) |
| WO2013083623A1 (en) | 2011-12-07 | 2013-06-13 | Dupont Nutrition Biosciences Aps | Nanofiltration process with pre - treatment to enhance solute flux |
| US8962282B2 (en) | 2011-12-19 | 2015-02-24 | E I Du Pont De Nemours And Company | Increased poly (alpha 1,3 glucan) yield using tetraborate |
| WO2013096502A1 (en) | 2011-12-19 | 2013-06-27 | E. I. Du Pont De Nemours And Company | INCREASED POLY (α 1, 3 GLUCAN) YIELD USING BORIC ACID |
| KR20150058478A (ko) | 2012-09-25 | 2015-05-28 | 이 아이 듀폰 디 네모아 앤드 캄파니 | 글루칸 중합체의 생성을 위한 글루코실트랜스퍼라제 효소 |
| GB201303698D0 (en) | 2012-10-26 | 2013-04-17 | Tate & Lyle Ingredients | Sweetener syrups |
| JO3155B1 (ar) | 2013-02-19 | 2017-09-20 | Senomyx Inc | معدِّل نكهة حلوة |
| US20170006902A1 (en) | 2014-02-13 | 2017-01-12 | Danisco Us Inc. | Strategy for sucrose reduction and generation of insoluble fiber in juices |
| CN106068327A (zh) | 2014-02-27 | 2016-11-02 | 纳幕尔杜邦公司 | 使用α‑葡糖苷酶来酶水解二糖和低聚糖 |
| US9982284B2 (en) | 2014-02-27 | 2018-05-29 | E I Du Pont De Nemours And Company | Enzymatic hydrolysis of disaccharides and oligosaccharides using alpha-glucosidase enzymes |
| CN103980382B (zh) * | 2014-05-28 | 2016-04-13 | 南京工业大学 | 一种低聚果糖的纯化方法 |
| CN106661559A (zh) * | 2014-05-29 | 2017-05-10 | 纳幕尔杜邦公司 | 可溶性葡聚糖纤维的酶促合成 |
-
2015
- 2015-12-14 US US14/967,659 patent/US10266861B2/en active Active
-
2016
- 2016-12-14 WO PCT/US2016/066517 patent/WO2017106262A1/en not_active Ceased
- 2016-12-14 EP EP16822332.9A patent/EP3390651B1/en active Active
- 2016-12-14 AU AU2016371897A patent/AU2016371897B2/en active Active
- 2016-12-14 CA CA3006987A patent/CA3006987A1/en not_active Abandoned
- 2016-12-14 JP JP2018549422A patent/JP6993347B2/ja active Active
- 2016-12-14 CN CN201680079025.2A patent/CN108463557A/zh active Pending
- 2016-12-14 BR BR112018011801A patent/BR112018011801A2/pt not_active Application Discontinuation
-
2019
- 2019-02-22 US US16/282,571 patent/US11447805B2/en active Active
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