JP7104628B2 - デキストラン-ポリα-1,3-グルカングラフトコポリマーおよびそれらの合成方法 - Google Patents
デキストラン-ポリα-1,3-グルカングラフトコポリマーおよびそれらの合成方法 Download PDFInfo
- Publication number
- JP7104628B2 JP7104628B2 JP2018543063A JP2018543063A JP7104628B2 JP 7104628 B2 JP7104628 B2 JP 7104628B2 JP 2018543063 A JP2018543063 A JP 2018543063A JP 2018543063 A JP2018543063 A JP 2018543063A JP 7104628 B2 JP7104628 B2 JP 7104628B2
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- Prior art keywords
- dextran
- glucan
- poly
- reaction
- graft copolymer
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- 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.)
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B37/00—Preparation of polysaccharides not provided for in groups C08B1/00 - C08B35/00; Derivatives thereof
- C08B37/0006—Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid
- C08B37/0009—Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid alpha-D-Glucans, e.g. polydextrose, alternan, glycogen; (alpha-1,4)(alpha-1,6)-D-Glucans; (alpha-1,3)(alpha-1,4)-D-Glucans, e.g. isolichenan or nigeran; (alpha-1,4)-D-Glucans; (alpha-1,3)-D-Glucans, e.g. pseudonigeran; Derivatives thereof
- C08B37/0021—Dextran, i.e. (alpha-1,4)-D-glucan; Derivatives thereof, e.g. Sephadex, i.e. crosslinked dextran
-
- A—HUMAN NECESSITIES
- 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
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B37/00—Preparation of polysaccharides not provided for in groups C08B1/00 - C08B35/00; Derivatives thereof
- C08B37/0006—Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid
- C08B37/0009—Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid alpha-D-Glucans, e.g. polydextrose, alternan, glycogen; (alpha-1,4)(alpha-1,6)-D-Glucans; (alpha-1,3)(alpha-1,4)-D-Glucans, e.g. isolichenan or nigeran; (alpha-1,4)-D-Glucans; (alpha-1,3)-D-Glucans, e.g. pseudonigeran; Derivatives thereof
-
- 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
-
- 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
-
- 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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- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Medicinal Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Polymers & Plastics (AREA)
- Biochemistry (AREA)
- Materials Engineering (AREA)
- Molecular Biology (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Chemical & Material Sciences (AREA)
- General Engineering & Computer Science (AREA)
- Genetics & Genomics (AREA)
- Microbiology (AREA)
- Biotechnology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Dermatology (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
- Medicinal Preparation (AREA)
- Materials For Medical Uses (AREA)
- Enzymes And Modification Thereof (AREA)
- Peptides Or Proteins (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201562251183P | 2015-11-05 | 2015-11-05 | |
| US62/251,183 | 2015-11-05 | ||
| PCT/US2016/060579 WO2017079595A1 (en) | 2015-11-05 | 2016-11-04 | Dextran-poly alpha-1,3-glucan graft copolymers and synthesis methods thereof |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2018532875A JP2018532875A (ja) | 2018-11-08 |
| JP2018532875A5 JP2018532875A5 (enExample) | 2019-12-05 |
| JP7104628B2 true JP7104628B2 (ja) | 2022-07-21 |
Family
ID=57460599
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2018543063A Active JP7104628B2 (ja) | 2015-11-05 | 2016-11-04 | デキストラン-ポリα-1,3-グルカングラフトコポリマーおよびそれらの合成方法 |
Country Status (9)
| Country | Link |
|---|---|
| US (2) | US11104747B2 (enExample) |
| EP (2) | EP3371228B1 (enExample) |
| JP (1) | JP7104628B2 (enExample) |
| CN (1) | CN108350093B (enExample) |
| AU (1) | AU2016348441B2 (enExample) |
| BR (1) | BR112018007982B1 (enExample) |
| CA (1) | CA3003078A1 (enExample) |
| ES (1) | ES2930637T3 (enExample) |
| WO (1) | WO2017079595A1 (enExample) |
Families Citing this family (50)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2016196022A1 (en) * | 2015-06-01 | 2016-12-08 | E I Du Pont De Nemours And Company | Poly alpha-1,3-glucan fibrids and uses thereof and processes to make poly alpha-1,3-glucan fibrids |
| EP3541850A1 (en) | 2016-11-16 | 2019-09-25 | E. I. du Pont de Nemours and Company | Molded article comprising polysaccharide |
| AU2017376773B2 (en) | 2016-12-16 | 2021-08-19 | Nutrition & Biosciences USA 4, Inc. | Amphiphilic polysaccharide derivatives and compositions comprising same |
| EP3583136B1 (en) | 2017-02-16 | 2022-08-31 | Nutrition & Biosciences USA 4, Inc. | Crosslinked dextran and crosslinked dextran-poly alpha-1,3-glucan graft copolymers |
| EP3630993A1 (en) | 2017-05-23 | 2020-04-08 | DuPont Industrial Biosciences USA, LLC | 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 |
| JP2020533498A (ja) | 2017-09-13 | 2020-11-19 | 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 | 多糖を含む不織ウェブ |
| JP7343490B2 (ja) | 2017-10-13 | 2023-09-12 | 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 | 流動性バルク粒状多糖 |
| US20200262984A1 (en) | 2017-11-10 | 2020-08-20 | Dupont Industrial Biosciences Usa, Llc | Unique morphological polysaccharide |
| US11098334B2 (en) | 2017-12-14 | 2021-08-24 | Nutrition & Biosciences USA 4, Inc. | Alpha-1,3-glucan graft copolymers |
| US10808269B2 (en) | 2018-02-23 | 2020-10-20 | Danisco Us Inc | Synthesis of glucan comprising alpha-1,3 glycosidic linkages with phosphorylase enzymes |
| EP3810659A1 (en) | 2018-06-20 | 2021-04-28 | DuPont Industrial Biosciences USA, LLC | Polysaccharide derivatives and compositions comprising same |
| US11708542B2 (en) | 2018-06-20 | 2023-07-25 | The Procter & Gamble Company | Product comprising polysaccharide derivatives |
| EP3870616B1 (en) | 2018-10-25 | 2023-10-11 | DuPont Industrial Biosciences USA, LLC | Alpha-1,3-glucan graft copolymers |
| WO2020131711A1 (en) | 2018-12-17 | 2020-06-25 | Dupont Industrial Biosciences Usa, Llc | Polysaccharide derivatives and compositions comprising same |
| CN115003805A (zh) | 2019-07-09 | 2022-09-02 | 营养与生物科学美国第四公司 | 工程化的α-1,3分支酶 |
| WO2021034561A1 (en) | 2019-08-16 | 2021-02-25 | Nutrition & Biosciences USA 4, Inc. | Flour- and meal-based food products comprising insoluble alpha-1,3-glucan |
| WO2021092228A1 (en) | 2019-11-06 | 2021-05-14 | Nutrition & Biosciences USA 4, Inc. | Highly crystalline alpha-1,3-glucan |
| WO2021158543A1 (en) | 2020-02-04 | 2021-08-12 | Nutrition & Biosciences USA 4, Inc. | Aqueous dispersions of insoluble alpha-glucan comprising alpha-1,3 glycosidic linkages |
| EP4161972A1 (en) | 2020-06-04 | 2023-04-12 | Nutrition & Biosciences USA 4, Inc. | Dextran-alpha-glucan graft copolymers and derivatives thereof |
| US12486338B2 (en) | 2020-06-10 | 2025-12-02 | Nutrition & Biosciences USA 4, Inc. | Poly alpha-1,6-glucan derivatives and compositions comprising same |
| US20240150497A1 (en) | 2021-02-19 | 2024-05-09 | Nutrition & Biosciences USA 4, Inc. | Polysaccharide derivatives for detergent compositions |
| WO2022235655A1 (en) | 2021-05-04 | 2022-11-10 | Nutrition & Biosciences USA 4, Inc. | Compositions comprising insoluble alpha-glucan |
| EP4334364A1 (en) | 2021-05-04 | 2024-03-13 | Nutrition & Biosciences USA 4, Inc. | Compositions comprising oxidized insoluble alpha-glucan |
| CN117616054A (zh) | 2021-07-13 | 2024-02-27 | 营养与生物科学美国4公司 | 阳离子葡聚糖酯衍生物 |
| CN118510405A (zh) | 2021-09-30 | 2024-08-16 | 国际营养与健康丹麦私人有限公司 | 降低食料中糖的方法 |
| WO2023081341A1 (en) | 2021-11-05 | 2023-05-11 | Nutrition & Biosciences USA 4, Inc. | Compositions comprising one cationic alpha- 1,6-glucan derivative and one alpha- 1,3-glucan |
| EP4463519A1 (en) | 2022-01-12 | 2024-11-20 | Nutrition & Biosciences USA 4, Inc. | Coating compositions comprising rubber and insoluble alpha-glucan |
| US20250188647A1 (en) | 2022-03-21 | 2025-06-12 | Nutrition & Biosciences USA 4, Inc. | Compositions comprising insoluble alpha-glucan |
| JP2025523007A (ja) | 2022-07-11 | 2025-07-17 | 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 | 両親媒性グルカンエステル誘導体 |
| JP2025534620A (ja) | 2022-10-14 | 2025-10-17 | 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 | 水、カチオン性α-1,6-グルカンエーテル、及び有機溶媒を含む組成物 |
| WO2024086560A1 (en) | 2022-10-17 | 2024-04-25 | International N&H Denmark Aps | Method for improving flavor in plant-based food stuff |
| US20250339361A1 (en) | 2022-11-02 | 2025-11-06 | 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 |
| EP4634242A1 (en) | 2022-12-16 | 2025-10-22 | Nutrition & Biosciences USA 4, Inc. | Esterification of alpha-glucan comprising alpha-1,6 glycosidic linkages |
| EP4410941A1 (en) | 2023-02-01 | 2024-08-07 | The Procter & Gamble Company | Detergent compositions containing enzymes |
| WO2024163584A1 (en) | 2023-02-01 | 2024-08-08 | Danisco Us Inc. | Subtilisin variants and methods of use |
| EP4687459A1 (en) | 2023-03-29 | 2026-02-11 | International N&H Denmark ApS | Methods for modifying texture in foodstuff via preferably in situ produced alpha-glucan |
| EP4704802A1 (en) | 2023-05-03 | 2026-03-11 | Nutrition & Biosciences USA 4, Inc. | Controlling bacterial cell adhesion with alpha-glucan comprising alpha-1,6 glycosidic linkages |
| CN121398902A (zh) | 2023-06-30 | 2026-01-23 | 营养与生物科学美国第四公司 | 多孔α-1,3-葡聚糖组合物 |
| WO2025072416A1 (en) | 2023-09-29 | 2025-04-03 | Nutrition & Biosciences USA 4, Inc. | Polysaccharide derivatives |
| WO2025072417A1 (en) | 2023-09-29 | 2025-04-03 | Nutrition & Biosciences USA 4, Inc. | Polysaccharide derivatives |
| WO2025072419A1 (en) | 2023-09-29 | 2025-04-03 | Nutrition & Biosciences Usa 1, Llc | Crosslinked alpha-glucan 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 |
| WO2026015598A2 (en) | 2024-07-11 | 2026-01-15 | International N&H Denmark Aps | Method to provide improved texture and stable sucrose levels in foodstuff with glucosyltransferase |
| WO2026024663A1 (en) | 2024-07-24 | 2026-01-29 | Nutrition & Biosciences USA 4, Inc. | Compositions comprising alpha-glucan with alpha-1,3 glycosidic linkages |
| WO2026024922A1 (en) | 2024-07-25 | 2026-01-29 | Danisco Us Inc. | Subtilisin variants and methods of use |
| WO2026039397A1 (en) | 2024-08-13 | 2026-02-19 | Nutrition & Biosciences USA 4, Inc. | Alpha-glucan graft copolymer derivatives |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2005500839A (ja) | 2001-07-20 | 2005-01-13 | ネーデルランドセ・オルガニザテイエ・フール・テゲパスト−ナトウールベテンシヤツペリーク・オンデルツエク・テイエヌオー | 乳酸菌に由来する新規グルカンおよび新規グルカンスクラーゼ |
| WO2015119859A1 (en) | 2014-02-06 | 2015-08-13 | The United States Of America, As Represented By The Secretary Of Agriculture | Modified glucansucrase and related methods |
Family Cites Families (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1998016190A1 (en) | 1996-10-11 | 1998-04-23 | Novo Nordisk A/S | STARCH BINDING DOMAINS (SBDs) FOR ORAL CARE PRODUCTS |
| US5952205A (en) | 1998-02-06 | 1999-09-14 | Neose Technologies, Inc. | Process for processing sucrose into glucose and fructose |
| DE60009886T2 (de) | 1999-01-25 | 2005-03-31 | E.I. Du Pont De Nemours And Co., Wilmington | Polysaccharidfasern |
| US6867026B2 (en) | 2000-05-25 | 2005-03-15 | Nederlandse Organisatie Voor Toegepast Natuurwetenschappelijk Onderzoek Tno | Glucosyltransferases |
| WO2005069886A2 (en) | 2004-01-16 | 2005-08-04 | Northwestern University | Sparsely cross-linked nanogels: a novel polymer structure for microchannel dna sequencing |
| US7524645B2 (en) | 2004-12-14 | 2009-04-28 | Centre National De La Recherche Scientifique (Cnrs) | Fully active alternansucrases partially deleted in its carboxy-terminal and amino-terminal domains and mutants thereof |
| 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 |
| CN103865967B (zh) * | 2007-04-26 | 2018-08-31 | 株式会社林原 | 支链α-葡聚糖及生成其的α-葡糖基转移酶和它们的制造方法以及用途 |
| 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 |
| MX2011011659A (es) | 2009-05-07 | 2012-02-28 | Tate & Lyle Ingredients France SAS | Composiciones y metodos para elaborar alfa-(1,6) oligodextranos ramificados en alfa-(1,2). |
| 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) |
| 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 |
| WO2013096511A1 (en) | 2011-12-19 | 2013-06-27 | 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 |
| RU2015115644A (ru) | 2012-09-25 | 2016-11-20 | Е.И.Дюпон Де Немур Энд Компани | Глюкозилтрансферазные ферменты для получения глюкановых полимеров |
| 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 |
| EP3105256A1 (en) | 2014-02-14 | 2016-12-21 | E. I. du Pont de Nemours and Company | Poly-alpha-1,3-1,6-glucans for viscosity modification |
| WO2015123327A1 (en) | 2014-02-14 | 2015-08-20 | E. I. Du Pont De Nemours And Company | Glucosyltransferase enzymes for production of glucan polymers |
| CA2964165A1 (en) | 2014-11-05 | 2016-05-12 | E. I. Du Pont De Nemours And Company | Enzymatically polymerized gelling dextrans |
| US9968910B2 (en) | 2014-12-22 | 2018-05-15 | E I Du Pont De Nemours And Company | Polysaccharide compositions for absorbing aqueous liquid |
-
2016
- 2016-11-04 WO PCT/US2016/060579 patent/WO2017079595A1/en not_active Ceased
- 2016-11-04 BR BR112018007982-0A patent/BR112018007982B1/pt active IP Right Grant
- 2016-11-04 EP EP16805239.7A patent/EP3371228B1/en active Active
- 2016-11-04 US US15/765,522 patent/US11104747B2/en active Active
- 2016-11-04 EP EP22186524.9A patent/EP4137207B1/en active Active
- 2016-11-04 ES ES16805239T patent/ES2930637T3/es active Active
- 2016-11-04 CA CA3003078A patent/CA3003078A1/en not_active Abandoned
- 2016-11-04 CN CN201680064555.XA patent/CN108350093B/zh active Active
- 2016-11-04 AU AU2016348441A patent/AU2016348441B2/en active Active
- 2016-11-04 JP JP2018543063A patent/JP7104628B2/ja active Active
-
2021
- 2021-08-26 US US17/412,880 patent/US12037420B2/en active Active
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2005500839A (ja) | 2001-07-20 | 2005-01-13 | ネーデルランドセ・オルガニザテイエ・フール・テゲパスト−ナトウールベテンシヤツペリーク・オンデルツエク・テイエヌオー | 乳酸菌に由来する新規グルカンおよび新規グルカンスクラーゼ |
| WO2015119859A1 (en) | 2014-02-06 | 2015-08-13 | The United States Of America, As Represented By The Secretary Of Agriculture | Modified glucansucrase and related methods |
Also Published As
| Publication number | Publication date |
|---|---|
| ES2930637T3 (es) | 2022-12-20 |
| AU2016348441B2 (en) | 2020-10-22 |
| US11104747B2 (en) | 2021-08-31 |
| JP2018532875A (ja) | 2018-11-08 |
| CN108350093A (zh) | 2018-07-31 |
| WO2017079595A1 (en) | 2017-05-11 |
| US12037420B2 (en) | 2024-07-16 |
| EP3371228A1 (en) | 2018-09-12 |
| CA3003078A1 (en) | 2017-05-11 |
| EP3371228B1 (en) | 2022-08-31 |
| BR112018007982B1 (pt) | 2022-03-29 |
| AU2016348441A1 (en) | 2018-04-26 |
| US20220144973A1 (en) | 2022-05-12 |
| EP4137207B1 (en) | 2024-07-17 |
| EP4137207A1 (en) | 2023-02-22 |
| CN108350093B (zh) | 2021-01-29 |
| US20200165360A1 (en) | 2020-05-28 |
| BR112018007982A2 (pt) | 2018-10-30 |
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