SG11201907812TA - Production of carotenoids and apocarotenoids - Google Patents
Production of carotenoids and apocarotenoidsInfo
- Publication number
- SG11201907812TA SG11201907812TA SG11201907812TA SG11201907812TA SG11201907812TA SG 11201907812T A SG11201907812T A SG 11201907812TA SG 11201907812T A SG11201907812T A SG 11201907812TA SG 11201907812T A SG11201907812T A SG 11201907812TA SG 11201907812T A SG11201907812T A SG 11201907812TA
- Authority
- SG
- Singapore
- Prior art keywords
- production
- international
- singapore
- apocarotenoid
- carotenoid
- Prior art date
Links
- 238000004519 manufacturing process Methods 0.000 title abstract 8
- 229930003362 apo carotenoid Natural products 0.000 title abstract 6
- 235000021466 carotenoid Nutrition 0.000 title abstract 6
- 150000001747 carotenoids Chemical class 0.000 title abstract 6
- 125000000135 apo carotenoid group Chemical group 0.000 title 1
- 108091026890 Coding region Proteins 0.000 abstract 4
- 150000002768 apo carotenoid derivatives Chemical class 0.000 abstract 4
- 102000004190 Enzymes Human genes 0.000 abstract 3
- 108090000790 Enzymes Proteins 0.000 abstract 3
- 101150085103 crtY gene Proteins 0.000 abstract 3
- ZNZYKNKBJPZETN-WELNAUFTSA-N Dialdehyde 11678 Chemical compound N1C2=CC=CC=C2C2=C1[C@H](C[C@H](/C(=C/O)C(=O)OC)[C@@H](C=C)C=O)NCC2 ZNZYKNKBJPZETN-WELNAUFTSA-N 0.000 abstract 2
- FPIPGXGPPPQFEQ-OVSJKPMPSA-N all-trans-retinol Chemical compound OC\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-OVSJKPMPSA-N 0.000 abstract 2
- 230000036983 biotransformation Effects 0.000 abstract 2
- 101150090248 blh gene Proteins 0.000 abstract 2
- 239000003795 chemical substances by application Substances 0.000 abstract 2
- 239000013604 expression vector Substances 0.000 abstract 2
- 230000002207 retinal effect Effects 0.000 abstract 2
- UHEPJGULSIKKTP-UHFFFAOYSA-N sulcatone Chemical compound CC(C)=CCCC(C)=O UHEPJGULSIKKTP-UHFFFAOYSA-N 0.000 abstract 2
- FPIPGXGPPPQFEQ-UHFFFAOYSA-N 13-cis retinol Natural products OCC=C(C)C=CC=C(C)C=CC1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-UHFFFAOYSA-N 0.000 abstract 1
- 241000109539 Conchita Species 0.000 abstract 1
- 101000857682 Homo sapiens Runt-related transcription factor 2 Proteins 0.000 abstract 1
- 102100025368 Runt-related transcription factor 2 Human genes 0.000 abstract 1
- 238000010364 biochemical engineering Methods 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 230000008520 organization Effects 0.000 abstract 1
- JXJIQCXXJGRKRJ-KOOBJXAQSA-N pseudoionone Chemical compound CC(C)=CCC\C(C)=C\C=C\C(C)=O JXJIQCXXJGRKRJ-KOOBJXAQSA-N 0.000 abstract 1
- JXJIQCXXJGRKRJ-UHFFFAOYSA-N psi-Ionone Natural products CC(C)=CCCC(C)=CC=CC(C)=O JXJIQCXXJGRKRJ-UHFFFAOYSA-N 0.000 abstract 1
- 229960003471 retinol Drugs 0.000 abstract 1
- 235000020944 retinol Nutrition 0.000 abstract 1
- 239000011607 retinol Substances 0.000 abstract 1
- OHEFFKYYKJVVOX-UHFFFAOYSA-N sulcatol Natural products CC(O)CCC=C(C)C OHEFFKYYKJVVOX-UHFFFAOYSA-N 0.000 abstract 1
- 101150010642 ybbO gene Proteins 0.000 abstract 1
Classifications
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- 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
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K14/00—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof
- C07K14/195—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof from bacteria
- C07K14/24—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof from bacteria from Enterobacteriaceae (F), e.g. Citrobacter, Serratia, Proteus, Providencia, Morganella, Yersinia
- C07K14/245—Escherichia (G)
-
- 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
- C12N15/62—DNA sequences coding for fusion proteins
-
- 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
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- 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
- C12N9/0004—Oxidoreductases (1.)
- C12N9/0069—Oxidoreductases (1.) acting on single donors with incorporation of molecular oxygen, i.e. oxygenases (1.13)
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- 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
- C12N9/90—Isomerases (5.)
-
- 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
- C12P23/00—Preparation of compounds containing a cyclohexene ring having an unsaturated side chain containing at least ten carbon atoms bound by conjugated double bonds, e.g. carotenes
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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
- C12P5/00—Preparation of hydrocarbons or halogenated hydrocarbons
- C12P5/02—Preparation of hydrocarbons or halogenated hydrocarbons acyclic
- C12P5/026—Unsaturated compounds, i.e. alkenes, alkynes or allenes
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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
- C12P7/00—Preparation of oxygen-containing organic compounds
- C12P7/24—Preparation of oxygen-containing organic compounds containing a carbonyl group
- C12P7/26—Ketones
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- 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)
- C12Y113/11051—9-Cis-epoxycarotenoid dioxygenase (1.13.11.51)
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- 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)
- C12Y113/11063—Beta-carotene 15,15'-dioxygenase (1.13.11.63)
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- 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)
- C12Y113/11068—9-Cis-beta-carotene 9',10'-cleaving dioxygenase (1.13.11.68)
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- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12Y—ENZYMES
- C12Y505/00—Intramolecular lyases (5.5)
- C12Y505/01—Intramolecular lyases (5.5.1)
- C12Y505/01018—Lycopene epsilon-cyclase (5.5.1.18)
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- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12Y—ENZYMES
- C12Y505/00—Intramolecular lyases (5.5)
- C12Y505/01—Intramolecular lyases (5.5.1)
- C12Y505/01019—Lycopene beta-cyclase (5.5.1.19)
Abstract
FIGAPOCAROTENOIDc - a-lonone (C13) retinal (c20) v 4 ..„ / ipnone (C13) ROTENES siese , ca.Fo , •: diakiehyde (4:17) dialdehyde (C19) trans-geranylaretone (C13) f a-. t . 0-cyclocitrai KW} 1-1 GC O kr) 00 O 1-1 1-1 N C (12) INTERNATIONAL APPLICATION PUBLISHED UNDER THE PATENT COOPERATION TREATY (PCT) (19) World Intellectual Property Organization International Bureau (43) International Publication Date 30 August 2018 (30.08.2018) omit n OH iolo 1101100 IIMIHREMO 011 (10) International Publication Number WO 2018/156086 Al WIPO I PCT (51) International Patent Classification: C12P 23/00 (2006.01) Cl 2N 15/52 (2006.01) C12P 5/00 (2006.01) (21) International Application Number: PCT/SG2018/050087 (22) International Filing Date: 26 February 2018 (26.02.2018) (25) Filing Language: English (26) Publication Language: English (30) Priority Data: 10201701500U 24 February 2017 (24.02.2017) SG (71) Applicant: AGENCY FOR SCIENCE, TECHNOLO- GY AND RESEARCH [SG/SG]; 1 Fusionopolis Way, Connexis North Tower, #20-10, Singapore 138632 (SG). (72) Inventors: ZHANG, Congqiang; c/o Biomedical Sciences Institute, Biotransformation Innovation Platform (Bio- Trans), 61 Biopolis Drive, Proteos, #04-14, Singapore 138673 (SG). CHEN, Xixian; c/o Biomedical Sciences In- stitute, Biotransformation Innovation Platform (BioTrans), 61 Biopolis Drive, Proteos, #04-14, Singapore 138673 (SG). TOO, Heng-Phon; c/o Bioprocessing Technology Institute, 20 Biopolis Way, Centros, #06-01, Singapore 138668 (SG). (74) Agent: SPRUSON & FERGUSON (ASIA) PTE LTD; P.O. Box 1531, Robinson Road Post Office, Singapore 903031 (SG). (81) Designated States (unless otherwise indicated, for every kind of national protection available): AE, AG, AL, AM, AO, AT, AU, AZ, BA, BB, BG, BH, BN, BR, BW, BY, BZ, CA, CH, CL, CN, CO, CR, CU, CZ, DE, DJ, DK, DM, DO, DZ, EC, EE, EG, ES, FI, GB, GD, GE, GH, GM, GT, HN, (54) Title: PRODUCTION OF CAROTENOIDS AND APOCAROTENOIDS Psi-ionone (C1.3) 6-Methyl-5 hepten-2- one (MHO, C8) (57) : A method for producing a carotenoid and apocarotenoid is disclosed. The method comprises the step of expressing in a host cell an expression module comprising an expression vector having a coding region encoding at least one optimised carotenoid or apocarotenoid generating enzyme, the coding region being operably linked to a promoter. A host cell comprising an expression vector having a coding region encoding at least one optimised carotenoid or apocarotenoid generating enzyme, the coding region being operably linked to a promoter is also provided together with a kit. In particular, the carotenoid or apocarotenoid generating enzymes form an operon selected from: a. AN50-LsLcyE and TrxA-Osmanthus fragrans CCD1 for the production of ct-ionone; or b. crtY and phCCD1 for the production of 13-ionone; or c. 41N50-LsLcyE for the production of c-carotene; or d. crtY and blh for the production of retinal; or e. crtY, blh and ybbO for the production of retinol. [Continued on next page] WO 2018/156086 Al O II HR, HU, ID, IL, IN, IR, IS, JO, JP, KE, KG, KH, KN, KP, KR, KW, KZ, LA, LC, LK, LR, LS, LU, LY, MA, MD, ME, MG, MK, MN, MW, MX, MY, MZ, NA, NG, NI, NO, NZ, OM, PA, PE, PG, PH, PL, PT, QA, RO, RS, RU, RW, SA, SC, SD, SE, SG, SK, SL, SM, ST, SV, SY, TH, TJ, TM, TN, TR, TT, TZ, UA, UG, US, UZ, VC, VN, ZA, ZM, ZW. (84) Designated States (unless otherwise indicated, for every kind of regional protection available): ARIPO (BW, GH, GM, KE, LR, LS, MW, MZ, NA, RW, SD, SL, ST, SZ, TZ, UG, ZM, ZW), Eurasian (AM, AZ, BY, KG, KZ, RU, TJ, TM), European (AL, AT, BE, BG, CH, CY, CZ, DE, DK, EE, ES, FI, FR, GB, GR, HR, HU, IE, IS, IT, LT, LU, LV, MC, MK, MT, NL, NO, PL, PT, RO, RS, SE, SI, SK, SM, TR), OAPI (BF, BJ, CF, CG, CI, CM, GA, GN, GQ, GW, KM, ML, MR, NE, SN, TD, TG). Declarations under Rule 4.17: — of inventorship (Rule 4.17 (iv)) Published: with international search report (Art. 21(3)) in black and white; the international application as filed contained color or greyscale and is available for download from PATENTSCOPE
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SG10201701500U | 2017-02-24 | ||
| PCT/SG2018/050087 WO2018156086A1 (en) | 2017-02-24 | 2018-02-26 | Production of carotenoids and apocarotenoids |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SG11201907812TA true SG11201907812TA (en) | 2019-09-27 |
Family
ID=63252286
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SG11201907812TA SG11201907812TA (en) | 2017-02-24 | 2018-02-26 | Production of carotenoids and apocarotenoids |
| SG10202004779XA SG10202004779XA (en) | 2017-02-24 | 2018-02-26 | Production of carotenoids and apocarotenoids |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SG10202004779XA SG10202004779XA (en) | 2017-02-24 | 2018-02-26 | Production of carotenoids and apocarotenoids |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US11920137B2 (en) |
| EP (1) | EP3585903B1 (en) |
| CN (2) | CN117143951A (en) |
| SG (2) | SG11201907812TA (en) |
| WO (1) | WO2018156086A1 (en) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2019126777A1 (en) * | 2017-12-21 | 2019-06-27 | Advanced Biotech Inc. | Production of (r)-(e)-(+)-alpha-ionone in recombinant saccharomyces cerevisiae |
| CN111100849B (en) * | 2020-01-16 | 2021-01-12 | 安徽农业大学 | Tea tree carotenoid cracking dioxygenase CsCCD4 and application thereof in catalytic synthesis of beta-ionone |
| JPWO2021215465A1 (en) * | 2020-04-21 | 2021-10-28 | ||
| WO2022245301A2 (en) * | 2021-05-21 | 2022-11-24 | Agency For Science, Technology And Research | De novo biosynthesis of glycosylated carotenoids |
| CN113549639B (en) * | 2021-07-21 | 2022-07-29 | 云南中烟工业有限责任公司 | Regulatory gene for reducing contents of total proteins and phenol in flue gas of tobacco leaves |
| WO2023167638A2 (en) * | 2022-03-01 | 2023-09-07 | Agency For Science, Technology And Research | Biosynthesis of apocarotenoids by controlling oxidative stress |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7252964B2 (en) | 2001-06-12 | 2007-08-07 | Institut De Recherche Pour Le Developpement (I.R.D.) | Isolated carotenoid biosynthesis gene cluster involved in canthaxanthin production and applications thereof |
| US20040219629A1 (en) * | 2002-12-19 | 2004-11-04 | Qiong Cheng | Increasing carotenoid production in bacteria via chromosomal integration |
| EP1924695A2 (en) * | 2005-09-02 | 2008-05-28 | Cornell University | Polynucleotides encoding carotenoid and apocarotenoid biosynthetic pathway |
| GB0524873D0 (en) * | 2005-12-06 | 2006-01-11 | New Royal Holloway & Bedford | Bacterial production of carotenoids |
| WO2016154314A1 (en) * | 2015-03-23 | 2016-09-29 | Arch Innotek, Llc | Compositions and methods of biosynthesizing carotenoids and their derivatives |
| CA2996711C (en) | 2015-08-28 | 2021-09-28 | Phytowelt Greentechnologies Gmbh | Method of fermentative alpha-ionone production |
-
2018
- 2018-02-26 US US16/488,504 patent/US11920137B2/en active Active
- 2018-02-26 SG SG11201907812TA patent/SG11201907812TA/en unknown
- 2018-02-26 SG SG10202004779XA patent/SG10202004779XA/en unknown
- 2018-02-26 CN CN202311292626.XA patent/CN117143951A/en active Pending
- 2018-02-26 WO PCT/SG2018/050087 patent/WO2018156086A1/en unknown
- 2018-02-26 CN CN201880026537.1A patent/CN110546268B/en active Active
- 2018-02-26 EP EP18758451.1A patent/EP3585903B1/en active Active
Also Published As
| Publication number | Publication date |
|---|---|
| EP3585903A1 (en) | 2020-01-01 |
| EP3585903A4 (en) | 2021-05-19 |
| US20190367928A1 (en) | 2019-12-05 |
| WO2018156086A1 (en) | 2018-08-30 |
| CN110546268A (en) | 2019-12-06 |
| CN110546268B (en) | 2023-10-20 |
| SG10202004779XA (en) | 2020-06-29 |
| CN117143951A (en) | 2023-12-01 |
| EP3585903B1 (en) | 2024-04-17 |
| US11920137B2 (en) | 2024-03-05 |
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