SG11201807544WA - Improved muconic acid production from genetically engineered microorganisms - Google Patents
Improved muconic acid production from genetically engineered microorganismsInfo
- Publication number
- SG11201807544WA SG11201807544WA SG11201807544WA SG11201807544WA SG11201807544WA SG 11201807544W A SG11201807544W A SG 11201807544WA SG 11201807544W A SG11201807544W A SG 11201807544WA SG 11201807544W A SG11201807544W A SG 11201807544WA SG 11201807544W A SG11201807544W A SG 11201807544WA
- Authority
- SG
- Singapore
- Prior art keywords
- international
- muconic acid
- acid
- pct
- street
- Prior art date
Links
- TXXHDPDFNKHHGW-UHFFFAOYSA-N muconic acid Chemical compound OC(=O)C=CC=CC(O)=O TXXHDPDFNKHHGW-UHFFFAOYSA-N 0.000 title abstract 9
- TXXHDPDFNKHHGW-CCAGOZQPSA-N Muconic acid Natural products OC(=O)\C=C/C=C\C(O)=O TXXHDPDFNKHHGW-CCAGOZQPSA-N 0.000 title abstract 5
- 238000004519 manufacturing process Methods 0.000 title abstract 4
- 244000005700 microbiome Species 0.000 title abstract 2
- LNTHITQWFMADLM-UHFFFAOYSA-N gallic acid Chemical compound OC(=O)C1=CC(O)=C(O)C(O)=C1 LNTHITQWFMADLM-UHFFFAOYSA-N 0.000 abstract 4
- WQGWDDDVZFFDIG-UHFFFAOYSA-N pyrogallol Chemical compound OC1=CC=CC(O)=C1O WQGWDDDVZFFDIG-UHFFFAOYSA-N 0.000 abstract 4
- 101150040872 aroE gene Proteins 0.000 abstract 2
- YCIMNLLNPGFGHC-UHFFFAOYSA-N catechol Chemical compound OC1=CC=CC=C1O YCIMNLLNPGFGHC-UHFFFAOYSA-N 0.000 abstract 2
- 239000003795 chemical substances by application Substances 0.000 abstract 2
- 229940074391 gallic acid Drugs 0.000 abstract 2
- 235000004515 gallic acid Nutrition 0.000 abstract 2
- 101150046211 pobA gene Proteins 0.000 abstract 2
- 229940079877 pyrogallol Drugs 0.000 abstract 2
- PJWIPEXIFFQAQZ-PUFIMZNGSA-N 7-phospho-2-dehydro-3-deoxy-D-arabino-heptonic acid Chemical compound OP(=O)(O)OC[C@@H](O)[C@@H](O)[C@H](O)CC(=O)C(O)=O PJWIPEXIFFQAQZ-PUFIMZNGSA-N 0.000 abstract 1
- 101100163490 Alkalihalobacillus halodurans (strain ATCC BAA-125 / DSM 18197 / FERM 7344 / JCM 9153 / C-125) aroA1 gene Proteins 0.000 abstract 1
- 101100392078 Caenorhabditis elegans cat-4 gene Proteins 0.000 abstract 1
- 101100435903 Corynebacterium glutamicum (strain ATCC 13032 / DSM 20300 / BCRC 11384 / JCM 1318 / LMG 3730 / NCIMB 10025) aroG gene Proteins 0.000 abstract 1
- 102000004190 Enzymes Human genes 0.000 abstract 1
- 108090000790 Enzymes Proteins 0.000 abstract 1
- 229920000057 Mannan Polymers 0.000 abstract 1
- 101100435931 Methanosarcina acetivorans (strain ATCC 35395 / DSM 2834 / JCM 12185 / C2A) aroK gene Proteins 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 101150037081 aroA gene Proteins 0.000 abstract 1
- 101150042732 aroC gene Proteins 0.000 abstract 1
- 101150102858 aroD gene Proteins 0.000 abstract 1
- 101150019536 aroF gene Proteins 0.000 abstract 1
- 101150018055 aroH gene Proteins 0.000 abstract 1
- 101150083869 aroK gene Proteins 0.000 abstract 1
- 101150007004 aroL gene Proteins 0.000 abstract 1
- 101150108612 aroQ gene Proteins 0.000 abstract 1
- 230000000694 effects Effects 0.000 abstract 1
- 230000004151 fermentation Effects 0.000 abstract 1
- 238000000855 fermentation Methods 0.000 abstract 1
- 239000002420 orchard Substances 0.000 abstract 1
- 230000008520 organization Effects 0.000 abstract 1
- 230000037361 pathway Effects 0.000 abstract 1
- TXXHDPDFNKHHGW-ZPUQHVIOSA-N trans,trans-muconic acid Chemical compound OC(=O)\C=C\C=C\C(O)=O TXXHDPDFNKHHGW-ZPUQHVIOSA-N 0.000 abstract 1
Classifications
-
- 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
- C12P7/00—Preparation of oxygen-containing organic compounds
- C12P7/40—Preparation of oxygen-containing organic compounds containing a carboxyl group including Peroxycarboxylic acids
- C12P7/44—Polycarboxylic acids
- C12P7/46—Dicarboxylic acids having four or less carbon atoms, e.g. fumaric acid, maleic acid
-
- 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
- C12P7/00—Preparation of oxygen-containing organic compounds
- C12P7/40—Preparation of oxygen-containing organic compounds containing a carboxyl group including Peroxycarboxylic acids
- C12P7/44—Polycarboxylic acids
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
- C12N15/00—Mutation or genetic engineering; DNA or RNA concerning genetic engineering, vectors, e.g. plasmids, or their isolation, preparation or purification; Use of hosts therefor
- C12N15/09—Recombinant DNA-technology
- C12N15/11—DNA or RNA fragments; Modified forms thereof; Non-coding nucleic acids having a biological activity
- C12N15/52—Genes encoding for enzymes or proenzymes
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
- C12N15/00—Mutation or genetic engineering; DNA or RNA concerning genetic engineering, vectors, e.g. plasmids, or their isolation, preparation or purification; Use of hosts therefor
- C12N15/09—Recombinant DNA-technology
- C12N15/63—Introduction of foreign genetic material using vectors; Vectors; Use of hosts therefor; Regulation of expression
- C12N15/70—Vectors or expression systems specially adapted for E. coli
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
- C12N9/00—Enzymes; Proenzymes; Compositions thereof; Processes for preparing, activating, inhibiting, separating or purifying enzymes
- C12N9/88—Lyases (4.)
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12Y—ENZYMES
- C12Y113/00—Oxidoreductases acting on single donors with incorporation of molecular oxygen (oxygenases) (1.13)
- C12Y113/11—Oxidoreductases acting on single donors with incorporation of molecular oxygen (oxygenases) (1.13) with incorporation of two atoms of oxygen (1.13.11)
- C12Y113/11001—Catechol 1,2-dioxygenase (1.13.11.1)
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12Y—ENZYMES
- C12Y202/00—Transferases transferring aldehyde or ketonic groups (2.2)
- C12Y202/01—Transketolases and transaldolases (2.2.1)
- C12Y202/01001—Transketolase (2.2.1.1)
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12Y—ENZYMES
- C12Y205/00—Transferases transferring alkyl or aryl groups, other than methyl groups (2.5)
- C12Y205/01—Transferases transferring alkyl or aryl groups, other than methyl groups (2.5) transferring alkyl or aryl groups, other than methyl groups (2.5.1)
- C12Y205/01054—3-Deoxy-7-phosphoheptulonate synthase (2.5.1.54)
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12Y—ENZYMES
- C12Y401/00—Carbon-carbon lyases (4.1)
- C12Y401/01—Carboxy-lyases (4.1.1)
- C12Y401/01063—Protocatechuate decarboxylase (4.1.1.63)
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12Y—ENZYMES
- C12Y402/00—Carbon-oxygen lyases (4.2)
- C12Y402/01—Hydro-lyases (4.2.1)
- C12Y402/01118—3-Dehydroshikimate dehydratase (4.2.1.118)
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12Y—ENZYMES
- C12Y402/00—Carbon-oxygen lyases (4.2)
- C12Y402/03—Carbon-oxygen lyases (4.2) acting on phosphates (4.2.3)
- C12Y402/03004—3-Dehydroquinate synthase (4.2.3.4)
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Genetics & Genomics (AREA)
- Engineering & Computer Science (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Engineering & Computer Science (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Biotechnology (AREA)
- Biomedical Technology (AREA)
- Microbiology (AREA)
- Molecular Biology (AREA)
- Physics & Mathematics (AREA)
- Biophysics (AREA)
- Plant Pathology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Micro-Organisms Or Cultivation Processes Thereof (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201662302558P | 2016-03-02 | 2016-03-02 | |
| PCT/US2017/020263 WO2017151811A1 (en) | 2016-03-02 | 2017-03-01 | Improved muconic acid production from genetically engineered microorganisms |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SG11201807544WA true SG11201807544WA (en) | 2018-09-27 |
Family
ID=59744431
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SG11201807544WA SG11201807544WA (en) | 2016-03-02 | 2017-03-01 | Improved muconic acid production from genetically engineered microorganisms |
| SG10202008244TA SG10202008244TA (en) | 2016-03-02 | 2017-03-01 | Improved muconic acid production from genetically engineered microorganisms |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SG10202008244TA SG10202008244TA (en) | 2016-03-02 | 2017-03-01 | Improved muconic acid production from genetically engineered microorganisms |
Country Status (8)
| Country | Link |
|---|---|
| US (2) | US20200181658A1 (https=) |
| EP (1) | EP3423563B1 (https=) |
| JP (1) | JP7437116B2 (https=) |
| KR (2) | KR20190003939A (https=) |
| CN (1) | CN109415684B (https=) |
| ES (1) | ES2947938T3 (https=) |
| SG (2) | SG11201807544WA (https=) |
| WO (1) | WO2017151811A1 (https=) |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US11518975B2 (en) | 2018-04-30 | 2022-12-06 | Alliance For Sustainable Energy, Llc | Engineered microorganisms for the production of intermediates and final products |
| CN118638832A (zh) * | 2018-05-15 | 2024-09-13 | 杜克大学 | 用于对阿克曼菌进行基因操纵的系统和方法 |
| WO2020080467A1 (ja) * | 2018-10-17 | 2020-04-23 | 国立大学法人弘前大学 | ムコン酸産生形質転換微生物及びその利用 |
| CN112300972B (zh) * | 2019-08-02 | 2023-06-30 | 南京理工大学 | 以木质素为原料生产粘糠酸的基因工程菌 |
| CN112300973B (zh) * | 2019-08-02 | 2022-06-24 | 南京理工大学 | 以苯丙氨酰-tRNA合成酶基因突变体为反向筛选标记的红球菌基因编辑方法 |
| CN111004761A (zh) * | 2019-12-02 | 2020-04-14 | 天津科技大学 | 一种l-酪氨酸基因工程菌及其生产l-酪氨酸的方法和应用 |
| WO2021110993A1 (en) * | 2019-12-04 | 2021-06-10 | Synbionik Gmbh | An efficient shuttle vector system for the expression of heterologous and homologous proteins for the genus zymomonas |
| CN112266892B (zh) * | 2020-10-21 | 2021-10-08 | 中国科学院天津工业生物技术研究所 | AroG的突变体及其在产氨基酸基因工程菌中的应用 |
| CN112961878B (zh) * | 2021-03-08 | 2023-04-25 | 昆明理工大学 | 一种植物乳杆菌的基因在叶酸生物生成中的应用 |
| CN114540396A (zh) * | 2022-02-24 | 2022-05-27 | 天津大学 | 希瓦氏菌株中葡萄糖代谢通路的构建方法 |
| WO2025142411A1 (ja) * | 2023-12-28 | 2025-07-03 | 株式会社Co2資源化研究所 | cis,cis-ムコン酸又はカテコールの生成能を有するヒドロゲノフィラス属細菌形質転換体 |
| KR20250139930A (ko) * | 2024-03-14 | 2025-09-24 | 대상 주식회사 | L-라이신 생산능이 향상된 코리네박테리움 속 미생물 및 이를 이용한 l-라이신의 생산 방법 |
Family Cites Families (36)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3128411A1 (de) | 1980-07-18 | 1983-09-15 | Unisearch Ltd., 2033 Kensington, New South Wales | Kulturstamm-mutante von esccherichia coli sowie verfahren zur herstellung von phenylalanin |
| US4588688A (en) | 1981-07-27 | 1986-05-13 | Celanese Corporation | Process for the production of muconic acid |
| US4480034A (en) | 1982-06-10 | 1984-10-30 | Celanese Corporation | Continuous fermentation process and bioconversion-product recovery |
| US4608338A (en) | 1982-06-10 | 1986-08-26 | Celanese Corporation | Process for bioconversion-product recovery |
| US4535059A (en) | 1983-01-13 | 1985-08-13 | Celanese Corporation | Muconic acid productivity by a stabilized mutant microorganism population |
| JPS6090771A (ja) | 1983-10-26 | 1985-05-21 | Tokyo Electric Co Ltd | インクドツトプリンタ− |
| US4833078A (en) | 1984-06-22 | 1989-05-23 | Celgene Corporation | Semi-continuous fermentation process for aromatic hydrocarbon bioconversion |
| US4968612A (en) | 1984-07-27 | 1990-11-06 | Celgene Corporation | Continuous fermentation process for aromatic hydrocarbon bioconversion |
| EP0190921A3 (en) | 1985-02-04 | 1988-01-13 | Engenics, Inc. | Method for the overproduction of amino acids |
| US4753883A (en) | 1986-05-07 | 1988-06-28 | Biotechnica International, Inc. | Enzyme deregulation |
| US5168056A (en) | 1991-02-08 | 1992-12-01 | Purdue Research Foundation | Enhanced production of common aromatic pathway compounds |
| US5272073A (en) | 1992-06-30 | 1993-12-21 | Purdue Research Foundation | Biocatalytic synthesis of catechol from glucose |
| DE4232468A1 (de) | 1992-09-28 | 1994-03-31 | Consortium Elektrochem Ind | Mikroorganismen für die Produktion von Tryptophan und Verfahren zu ihrer Herstellung |
| US5487987A (en) | 1993-09-16 | 1996-01-30 | Purdue Research Foundation | Synthesis of adipic acid from biomass-derived carbon sources |
| EP1947186B1 (en) | 1995-05-05 | 2011-11-16 | Danisco US Inc. | Application of glucose transport mutants for production of aromatic pathway compounds |
| US6210937B1 (en) | 1997-04-22 | 2001-04-03 | Bechtel Bwxt Idaho, Llc | Development of genetically engineered bacteria for production of selected aromatic compounds |
| US6613552B1 (en) | 1999-01-29 | 2003-09-02 | Board Of Trustees Operating Michigan State University | Biocatalytic synthesis of shikimic acid |
| US6600077B1 (en) | 1999-01-29 | 2003-07-29 | Board Of Trustees Operating Michigan State University | Biocatalytic synthesis of quinic acid and conversion to hydroquinone |
| JP2002105641A (ja) | 2000-10-03 | 2002-04-10 | Murakami Corp | 複合材およびその製造方法 |
| JP4229700B2 (ja) | 2001-01-19 | 2009-02-25 | ビーエーエスエフ ソシエタス・ヨーロピア | パントテネートの産生増強のための微生物と方法 |
| US7790431B2 (en) | 2003-09-24 | 2010-09-07 | Board Of Trustees Operating Michigan State University | Methods and materials for the production of shikimic acid |
| KR101142885B1 (ko) | 2003-12-15 | 2012-05-10 | 씨제이제일제당 (주) | 트립토판 생합성 관련 변이유전자를 함유한 대장균 변이주및 이를 이용한 트립토판 제조방법 |
| KR20080039906A (ko) | 2005-08-18 | 2008-05-07 | 바스프 에스이 | 증가된 메티오닌 합성 효율을 갖는 미생물 |
| WO2010148049A2 (en) | 2009-06-16 | 2010-12-23 | Draths Corporation | Preparation of trans, trans muconic acid and trans, trans muconates |
| WO2011017560A1 (en) | 2009-08-05 | 2011-02-10 | Genomatica, Inc. | Semi-synthetic terephthalic acid via microorganisms that produce muconic acid |
| US8871489B2 (en) | 2009-11-18 | 2014-10-28 | Myriant Corporation | Metabolic evolution of Escherichia coli strains that produce organic acids |
| EP2501797A4 (en) | 2009-11-18 | 2013-04-17 | Myriant Corp | TECHNIQUES OF MICROBES FOR THE EFFECTIVE MANUFACTURE OF CHEMICALS |
| WO2011085311A1 (en) | 2010-01-08 | 2011-07-14 | Draths Corporation | Methods for producing isomers of muconic acid and muconate salts |
| EP2652122B1 (en) | 2010-12-13 | 2018-08-22 | Myriant Corporation | Method of producing succinic acid and other chemicals using sucrose-containing feedstock |
| US20120196339A1 (en) | 2011-01-31 | 2012-08-02 | Los Alamos National Security Llc | Production of industrially relevant compounds in prokaryotic organisms |
| WO2013015770A1 (en) | 2011-07-22 | 2013-01-31 | Myriant Corporation | Fermentation of glycerol to organic acids |
| ES2663445T3 (es) | 2012-01-30 | 2018-04-12 | Myriant Corporation | Producción de ácido mucónico a partir de microorganismos modificados genéticamente |
| US11072807B2 (en) * | 2012-09-14 | 2021-07-27 | Ptt Global Chemical Public Company Limited | Production of organic acids by fermentation of genetically engineered yeast cells at low pH |
| CN103667166A (zh) * | 2012-09-21 | 2014-03-26 | 天津工业生物技术研究所 | 一株生产己二酸前体物顺,顺-粘康酸的大肠埃希氏菌及应用 |
| CN104099284B (zh) * | 2014-07-01 | 2018-12-04 | 江南大学 | 一株以葡萄糖为底物合成粘康酸的大肠杆菌工程菌 |
| US10017792B2 (en) | 2014-07-18 | 2018-07-10 | Alliance For Sustainable Energy, Llc | Biomass conversion to fuels and chemicals |
-
2017
- 2017-03-01 KR KR1020187028248A patent/KR20190003939A/ko not_active Ceased
- 2017-03-01 SG SG11201807544WA patent/SG11201807544WA/en unknown
- 2017-03-01 CN CN201780026997.XA patent/CN109415684B/zh active Active
- 2017-03-01 SG SG10202008244TA patent/SG10202008244TA/en unknown
- 2017-03-01 US US16/081,504 patent/US20200181658A1/en not_active Abandoned
- 2017-03-01 ES ES17760744T patent/ES2947938T3/es active Active
- 2017-03-01 EP EP17760744.7A patent/EP3423563B1/en not_active Revoked
- 2017-03-01 KR KR1020237044654A patent/KR20240005196A/ko not_active Ceased
- 2017-03-01 WO PCT/US2017/020263 patent/WO2017151811A1/en not_active Ceased
- 2017-03-01 JP JP2018545971A patent/JP7437116B2/ja active Active
-
2021
- 2021-05-21 US US17/326,643 patent/US11685938B2/en active Active
Also Published As
| Publication number | Publication date |
|---|---|
| JP2019506886A (ja) | 2019-03-14 |
| CN109415684B (zh) | 2022-06-07 |
| EP3423563B1 (en) | 2023-05-24 |
| EP3423563A1 (en) | 2019-01-09 |
| WO2017151811A1 (en) | 2017-09-08 |
| KR20190003939A (ko) | 2019-01-10 |
| EP3423563A4 (en) | 2019-10-16 |
| US20210277429A1 (en) | 2021-09-09 |
| KR20240005196A (ko) | 2024-01-11 |
| US11685938B2 (en) | 2023-06-27 |
| SG10202008244TA (en) | 2020-10-29 |
| US20200181658A1 (en) | 2020-06-11 |
| CN109415684A (zh) | 2019-03-01 |
| JP7437116B2 (ja) | 2024-02-22 |
| ES2947938T3 (es) | 2023-08-24 |
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