CA3003078A1 - Dextran-poly alpha-1,3-glucan graft copolymers and synthesis methods thereof - Google Patents
Dextran-poly alpha-1,3-glucan graft copolymers and synthesis methods thereof Download PDFInfo
- Publication number
- CA3003078A1 CA3003078A1 CA3003078A CA3003078A CA3003078A1 CA 3003078 A1 CA3003078 A1 CA 3003078A1 CA 3003078 A CA3003078 A CA 3003078A CA 3003078 A CA3003078 A CA 3003078A CA 3003078 A1 CA3003078 A1 CA 3003078A1
- Authority
- CA
- Canada
- Prior art keywords
- dextran
- alpha
- glucan
- graft copolymer
- poly alpha
- 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.)
- Abandoned
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- C08B37/0021—Dextran, i.e. (alpha-1,4)-D-glucan; Derivatives thereof, e.g. Sephadex, i.e. crosslinked dextran
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- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
- A61P17/02—Drugs for dermatological disorders for treating wounds, ulcers, burns, scars, keloids, or the like
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- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L5/00—Compositions of polysaccharides or of their derivatives not provided for in groups C08L1/00 or C08L3/00
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L5/00—Compositions of polysaccharides or of their derivatives not provided for in groups C08L1/00 or C08L3/00
- C08L5/02—Dextran; Derivatives thereof
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- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P19/00—Preparation of compounds containing saccharide radicals
- C12P19/04—Polysaccharides, i.e. compounds containing more than five saccharide radicals attached to each other by glycosidic bonds
- C12P19/08—Dextran
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| PCT/US2016/060579 WO2017079595A1 (en) | 2015-11-05 | 2016-11-04 | Dextran-poly alpha-1,3-glucan graft copolymers and synthesis methods thereof |
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| US11505682B2 (en) | 2016-11-16 | 2022-11-22 | Nutrition & Biosciences USA 4, Inc. | Molded article comprising polysaccharide |
| JP7402045B2 (ja) | 2016-12-16 | 2023-12-20 | ニュートリション・アンド・バイオサイエンシーズ・ユーエスエー・フォー,インコーポレイテッド | 両親媒性多糖誘導体及びそれを含む組成物 |
| CN110291113B (zh) * | 2017-02-16 | 2022-03-04 | 营养与生物科学美国4公司 | 交联的右旋糖酐和交联的右旋糖酐-聚α-1,3-葡聚糖接枝共聚物 |
| AU2018272823B2 (en) | 2017-05-23 | 2024-05-09 | Nutrition & Biosciences USA 4, Inc. | Enzymatic production of alpha-1,3-glucan |
| JP2018198570A (ja) * | 2017-05-29 | 2018-12-20 | 国立大学法人 東京大学 | 櫛形構造のグルカンを含むゲル組成物 |
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| CN111566128B (zh) | 2017-11-10 | 2022-06-21 | 营养与生物科学美国4公司 | 独特形态的多糖 |
| JP2021507955A (ja) * | 2017-12-14 | 2021-02-25 | デュポン・インダストリアル・バイオサイエンシーズ・ユーエスエイ・エルエルシー | α−1,3−グルカングラフトコポリマー |
| EP3740583A1 (en) | 2018-02-23 | 2020-11-25 | Danisco US Inc. | Synthesis of glucan comprising alpha-1,3 glycosidic linkages with phosphorylase enzymes |
| CA3207880A1 (en) | 2018-06-20 | 2019-12-26 | The Procter & Gamble Company | A fabric care or home care product comprising polysaccharide derivatives |
| US20210253977A1 (en) | 2018-06-20 | 2021-08-19 | Dupont Industrial Biosciences Usa, Llc | Polysaccharide derivatives and compositions comprising same |
| 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 |
| WO2020131711A1 (en) | 2018-12-17 | 2020-06-25 | Dupont Industrial Biosciences Usa, Llc | Polysaccharide derivatives and compositions comprising same |
| US20220267745A1 (en) | 2019-07-09 | 2022-08-25 | Nutrition & Biosciences USA 4, Inc. | Engineered alpha-1,3 branching enzymes |
| EP4013241A1 (en) | 2019-08-16 | 2022-06-22 | Nutrition & Biosciences USA 4, Inc. | Flour- and meal-based food products comprising insoluble alpha-1,3-glucan |
| MX2022005441A (es) | 2019-11-06 | 2022-10-10 | Nutrition & Biosciences Usa 4 Inc | Alfa-1,3-glucano altamente cristalino. |
| EP4100446A1 (en) | 2020-02-04 | 2022-12-14 | Nutrition & Biosciences USA 4, Inc. | Aqueous dispersions of insoluble alpha-glucan comprising alpha-1,3 glycosidic linkages |
| 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 |
| WO2021252569A1 (en) | 2020-06-10 | 2021-12-16 | Nutrition & Biosciences USA 4, Inc. | Poly alpha-1,6-glucan derivatives and compositions comprising same |
| WO2022178073A1 (en) | 2021-02-19 | 2022-08-25 | Nutrition & Biosciences USA 4, Inc. | Polysaccharide derivatives for detergent compositions |
| CN117337308A (zh) | 2021-05-04 | 2024-01-02 | 营养与生物科学美国4公司 | 包含氧化的不溶性α-葡聚糖的组合物 |
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| EP4604740A1 (en) | 2022-10-17 | 2025-08-27 | International N&H Denmark ApS | Method for improving flavor in plant-based food stuff |
| EP4611720A1 (en) | 2022-11-02 | 2025-09-10 | Nutrition & Biosciences USA 4, Inc. | Compositions comprising xanthan gum and crystalline alpha-1,3-glucan |
| WO2024112740A1 (en) | 2022-11-23 | 2024-05-30 | Nutrition & Biosciences USA 4, Inc. | Hygienic treatment of surfaces with compositions comprising hydrophobically modified alpha-glucan derivative |
| WO2024129953A1 (en) | 2022-12-16 | 2024-06-20 | Nutrition & Biosciences USA 4, Inc. | Esterification of alpha-glucan comprising alpha-1,6 glycosidic linkages |
| CN120677237A (zh) | 2023-02-01 | 2025-09-19 | 丹尼斯科美国公司 | 枯草杆菌蛋白酶变体和使用方法 |
| US20240263162A1 (en) | 2023-02-01 | 2024-08-08 | The Procter & Gamble Company | Detergent compositions containing enzymes |
| AU2024242918A1 (en) | 2023-03-29 | 2025-09-18 | Danisco Us Inc. | Methods for modifying texture in foodstuff via preferably in situ produced alpha-glucan |
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| WO2025006691A2 (en) | 2023-06-30 | 2025-01-02 | Nutrition & Biosciences USA 4, Inc. | Porous alpha-1,3-glucan compositions |
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| WO2025072419A1 (en) | 2023-09-29 | 2025-04-03 | Nutrition & Biosciences Usa 1, Llc | Crosslinked alpha-glucan derivatives |
| WO2025072417A1 (en) | 2023-09-29 | 2025-04-03 | Nutrition & Biosciences USA 4, Inc. | Polysaccharide derivatives |
| WO2025117349A1 (en) | 2023-11-28 | 2025-06-05 | Nutrition & Biosciences USA 4, Inc. | Esterification of alpha-glucan comprising alpha-1,6 glycosidic linkages |
| WO2025198996A1 (en) | 2024-03-19 | 2025-09-25 | Danisco Us Inc. | Method for improving flavor in foodstuff |
| WO2025199079A1 (en) | 2024-03-20 | 2025-09-25 | Nutrition & Biosciences USA 4, Inc. | Esterification of alpha-glucan comprising alpha-1,6 glycosidic linkages |
Family Cites Families (25)
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| US5952205A (en) | 1998-02-06 | 1999-09-14 | Neose Technologies, Inc. | Process for processing sucrose into glucose and fructose |
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| EP1679374A1 (en) | 2005-01-10 | 2006-07-12 | Bayer CropScience GmbH | Transformed plant expressing a mutansucrase and synthesizing a modified starch |
| BRPI0715985A2 (pt) | 2006-10-18 | 2013-08-06 | Toray Industries | polÍmero com base em poliacrilonitrila, mÉtodo de produÇço de polÍmero com base em polacrilonitrila, soluÇço de polÍmero com base em poliacrilonitrila, mÉtodo de produÇço de uma fibra precursora de fibra de caborno, mÉtodo de produÇço de fibra de caborno e fibra de caborno |
| US8324375B2 (en) * | 2007-04-26 | 2012-12-04 | Hayashibara Co., Ltd. | Branched α-glucan, α-glucosyltransferase which forms the glucan, their preparation and uses |
| US20090046274A1 (en) | 2007-08-16 | 2009-02-19 | Mchugh Mark A | Light Scattering Methods and Systems Using Supercritical Fluid Solvents to Measure Polymer Molecular Weight and Molecular Weight Distribution |
| FR2937974B1 (fr) | 2008-10-30 | 2013-01-11 | Univ Bordeaux 1 | Copolymeres a blocs a base de polysaccharide et de polypeptide, les vesicules constituees de ces copolymeres et leur utilisation |
| WO2010129839A1 (en) | 2009-05-07 | 2010-11-11 | Tate & Lyle Ingredients France SAS | Compositions and methods for making alpha-(1,2)-branched alpha-(1,6) oligodextrans |
| US8642757B2 (en) | 2011-09-09 | 2014-02-04 | E I Du Pont De Nemours And Company | High titer production of highly linear poly (α 1,3 glucan) |
| 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) |
| US8828689B2 (en) | 2011-12-19 | 2014-09-09 | E I Du Pont De Nemours And Company | Increased poly (α 1, 3 glucan) yield using boric acid |
| 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 |
| CN102634033B (zh) | 2012-03-21 | 2015-12-16 | 东北师范大学 | 葡聚糖基两亲性嵌段共聚物制备方法 |
| AU2013323686B2 (en) | 2012-09-25 | 2016-09-29 | Nutrition & Biosciences USA 4, Inc. | Glucosyltransferase enzymes for production of glucan polymers |
| FR3007038B1 (fr) * | 2013-06-17 | 2016-02-26 | Agronomique Inst Nat Rech | Polypeptide ayant la capacite de former des branchements d'unites glucosyle en alpha-1,3 sur un accepteur |
| US9644190B2 (en) * | 2014-02-06 | 2017-05-09 | The United States Of America, As Represented By The Secretary Of Agriculture | Modified glucansucrase and related methods |
| US9926541B2 (en) | 2014-02-14 | 2018-03-27 | E I Du Pont De Nemours And Company | Glucosyltransferase enzymes for production of glucan polymers |
| WO2015123323A1 (en) | 2014-02-14 | 2015-08-20 | E. I. Du Pont De Nemours And Company | Poly-alpha-1,3-1,6-glucans for viscosity modification |
| AU2015342990B2 (en) | 2014-11-05 | 2019-08-29 | Nutrition & Biosciences USA 4, Inc. | Enzymatically polymerized gelling dextrans |
| EP3237455B1 (en) | 2014-12-22 | 2020-03-04 | DuPont Industrial Biosciences USA, LLC | Polysaccharide compositions for absorbing aqueous liquid |
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| CN108350093B (zh) | 2021-01-29 |
| EP3371228B1 (en) | 2022-08-31 |
| BR112018007982A2 (pt) | 2018-10-30 |
| US11104747B2 (en) | 2021-08-31 |
| AU2016348441A1 (en) | 2018-04-26 |
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| JP2018532875A (ja) | 2018-11-08 |
| CN108350093A (zh) | 2018-07-31 |
| EP4137207B1 (en) | 2024-07-17 |
| EP3371228A1 (en) | 2018-09-12 |
| US20220144973A1 (en) | 2022-05-12 |
| WO2017079595A1 (en) | 2017-05-11 |
| AU2016348441B2 (en) | 2020-10-22 |
| EP4137207A1 (en) | 2023-02-22 |
| US20200165360A1 (en) | 2020-05-28 |
| JP7104628B2 (ja) | 2022-07-21 |
| ES2930637T3 (es) | 2022-12-20 |
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