WO2021085591A1 - 香料組成物 - Google Patents

香料組成物 Download PDF

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Publication number
WO2021085591A1
WO2021085591A1 PCT/JP2020/040782 JP2020040782W WO2021085591A1 WO 2021085591 A1 WO2021085591 A1 WO 2021085591A1 JP 2020040782 W JP2020040782 W JP 2020040782W WO 2021085591 A1 WO2021085591 A1 WO 2021085591A1
Authority
WO
WIPO (PCT)
Prior art keywords
odor
group
octen
octadien
olfactory receptor
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.)
Ceased
Application number
PCT/JP2020/040782
Other languages
English (en)
French (fr)
Japanese (ja)
Inventor
尚 三原
裕香理 桑原
あずさ 三木
小林　剛
賢哉 石田
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Takasago International Corp
Original Assignee
Takasago International Corp
Takasago Perfumery Industry Co
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Takasago International Corp, Takasago Perfumery Industry Co filed Critical Takasago International Corp
Priority to JP2021553716A priority Critical patent/JP7671695B2/ja
Priority to US17/772,336 priority patent/US12533310B2/en
Priority to EP20880569.7A priority patent/EP4052761A4/en
Publication of WO2021085591A1 publication Critical patent/WO2021085591A1/ja
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
    • C11B9/00—Essential oils; Perfumes
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/96—Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution
    • A61K8/97—Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution from algae, fungi, lichens or plants; from derivatives thereof
    • A61K8/9783—Angiosperms [Magnoliophyta]
    • A61K8/9789—Magnoliopsida [dicotyledons]
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
    • A23L27/00—Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
    • A23L27/20—Synthetic spices, flavouring agents or condiments
    • A23L27/203—Alicyclic compounds
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
    • A23L27/00—Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
    • A23L27/84—Flavour masking or reducing agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34—Alcohols
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/37—Esters of carboxylic acids
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/4973—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with oxygen as the only hetero atom
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q15/00—Anti-perspirants or body deodorants
    • 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
    • C12N5/00—Undifferentiated human, animal or plant cells, e.g. cell lines; Tissues; Cultivation or maintenance thereof; Culture media therefor
    • C12N5/10—Cells modified by introduction of foreign genetic material
    • C12N5/12—Fused cells, e.g. hybridomas
    • C12N5/16—Animal cells
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12Q—MEASURING OR TESTING PROCESSES INVOLVING ENZYMES, NUCLEIC ACIDS OR MICROORGANISMS; COMPOSITIONS OR TEST PAPERS THEREFOR; PROCESSES OF PREPARING SUCH COMPOSITIONS; CONDITION-RESPONSIVE CONTROL IN MICROBIOLOGICAL OR ENZYMOLOGICAL PROCESSES
    • C12Q1/00—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions
    • C12Q1/68—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions involving nucleic acids
    • C12Q1/6897—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions involving nucleic acids involving reporter genes operably linked to promoters
    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N33/00—Investigating or analysing materials by specific methods not covered by groups G01N1/00 - G01N31/00
    • G01N33/48—Biological material, e.g. blood, urine; Haemocytometers
    • G01N33/50—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing
    • G01N33/53—Immunoassay; Biospecific binding assay; Materials therefor
    • G01N33/566—Immunoassay; Biospecific binding assay; Materials therefor using specific carrier or receptor proteins as ligand binding reagents where possible specific carrier or receptor proteins are classified with their target compounds
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23V—INDEXING SCHEME RELATING TO FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES AND LACTIC OR PROPIONIC ACID BACTERIA USED IN FOODSTUFFS OR FOOD PREPARATION
    • A23V2002/00—Food compositions, function of food ingredients or processes for food or foodstuffs
    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N2333/00—Assays involving biological materials from specific organisms or of a specific nature
    • G01N2333/435—Assays involving biological materials from specific organisms or of a specific nature from animals; from humans
    • G01N2333/705—Assays involving receptors, cell surface antigens or cell surface determinants
    • G01N2333/72—Assays involving receptors, cell surface antigens or cell surface determinants for hormones
    • G01N2333/726—G protein coupled receptor, e.g. TSHR-thyrotropin-receptor, LH/hCG receptor, FSH
    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N2500/00—Screening for compounds of potential therapeutic value
    • G01N2500/04—Screening involving studying the effect of compounds C directly on molecule A (e.g. C are potential ligands for a receptor A, or potential substrates for an enzyme A)

Definitions

  • Composition. [2] The olfactory receptor polypeptide comprises an amino acid sequence having at least 80% identity with (a) OR2C1 and (b) OR2C1 and an amino acid sequence, trans-2-nonenal, trans-2-octenal, 1 -At least one malodor-causing substance selected from the group consisting of octene-3-one, 1,5-octadien-3-one, 1-octen-3-ol, and 1,5-octadien-3-ol.
  • a fragrance composition containing a seed fragrance component containing a seed fragrance component.
  • Group A 2-methyl-4- (2,2,3-trimethylcyclopent-3-enyl) but-2-en-1-ol, 1- (2,2,6-trimethylcyclohexyl) hexane-3- All, 1,4-dioxacycloheptadecane-5,17-dione, eucalyptus oil, patchouli oil, vetiver oil [9]
  • the fragrance component further contains at least one selected from the group consisting of the following group B.
  • fragrance composition the product, and the method for suppressing malodor of the present invention will be specifically described together with the screening method for the malodor suppressing material used in the present invention.
  • olfactory receptor polypeptide selected from the group consisting of responsive polypeptides To at least one olfactory receptor polypeptide selected from the group consisting of responsive polypeptides, the test substance and 1,5-octadien-3-one are added; To measure the response of the olfactory receptor polypeptide to the 1,5-octadien-3-one; Identifying a test substance that suppresses the response of the olfactory receptor polypeptide based on the measured response, that is, a test substance that suppresses the response of the olfactory receptor polypeptide based on the measured response is 1 , 5-Octadien-3-one Identification as a candidate substance for olfactory inhibitory material, It is characterized by including.
  • the N-terminal 20 amino acid residue of bovine rhodopsin may be incorporated together with the olfactory receptor polypeptide.
  • the N-terminal 20 amino acid residue of bovine rhodopsin By incorporating the N-terminal 20 amino acid residue of bovine rhodopsin, cell membrane expression of the olfactory receptor polypeptide can be promoted.
  • Usyrhodopsin is registered with GenBank as NM_001014890.
  • Usyrhodopsin is a polypeptide consisting of an amino acid sequence (SEQ ID NO: 6) encoded by the DNAs of positions 1 to 1047 of the nucleotide sequence shown in SEQ ID NO: 5.
  • the time for contacting the olfactory receptor polypeptide with 1-octen-3-ol cannot be unequivocally determined because it depends on the concentration of 1-octen-3-ol and the measurement method. It may be measured, usually 0 to 4 hours, preferably 2 to 4 hours. The same applies when the test substance is mixed with 1-octen-3-ol and brought into contact with the olfactory receptor polypeptide.
  • a candidate substance for a 1-octen-3-ol odor suppressing material can be screened from the test substances.
  • a candidate substance for a 1-octen-3-ol odor suppressing material is selected from a large number of test substances without causing problems such as olfactory fatigue due to sensory evaluation performed by human olfaction and individual differences. be able to.
  • the selected substance can be used as a candidate substance for the 1-octen-3-ol odor suppressing material. It is also possible to develop a new compound having an optimum odor by modifying the selected substance as necessary based on the selected substance.
  • the amino acid sequence comprises 80% or more identity with the amino acid sequence of OR2C1, OR4Q3, and any of these polypeptides, and is responsive to 1,5-octadien-3-ol.
  • the olfactory receptor polypeptide selected from the group consisting of the polypeptides showing the above is brought into contact with 1,5-octadien-3-ol, and the response of the olfactory receptor polypeptide to 1,5-octadien-3-ol is measured. ..

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical & Material Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Organic Chemistry (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • Animal Behavior & Ethology (AREA)
  • Genetics & Genomics (AREA)
  • Biotechnology (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Microbiology (AREA)
  • Biomedical Technology (AREA)
  • Immunology (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Biochemistry (AREA)
  • Food Science & Technology (AREA)
  • Molecular Biology (AREA)
  • Polymers & Plastics (AREA)
  • Nutrition Science (AREA)
  • Emergency Medicine (AREA)
  • General Engineering & Computer Science (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Analytical Chemistry (AREA)
  • Cell Biology (AREA)
  • Physics & Mathematics (AREA)
  • Urology & Nephrology (AREA)
  • Hematology (AREA)
  • Mycology (AREA)
  • Biophysics (AREA)
  • Botany (AREA)
  • Pathology (AREA)
  • Medicinal Chemistry (AREA)
  • General Physics & Mathematics (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
PCT/JP2020/040782 2019-11-01 2020-10-30 香料組成物 Ceased WO2021085591A1 (ja)

Priority Applications (3)

Application Number Priority Date Filing Date Title
JP2021553716A JP7671695B2 (ja) 2019-11-01 2020-10-30 香料組成物
US17/772,336 US12533310B2 (en) 2019-11-01 2020-10-30 Fragrance or flavor composition
EP20880569.7A EP4052761A4 (en) 2019-11-01 2020-10-30 PERFUME COMPOSITION

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
JP2019-200173 2019-11-01
JP2019200173 2019-11-01
JP2019200172 2019-11-01
JP2019-200172 2019-11-01

Publications (1)

Publication Number Publication Date
WO2021085591A1 true WO2021085591A1 (ja) 2021-05-06

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PCT/JP2020/040782 Ceased WO2021085591A1 (ja) 2019-11-01 2020-10-30 香料組成物
PCT/JP2020/040781 Ceased WO2021085590A1 (ja) 2019-11-01 2020-10-30 悪臭抑制素材のスクリーニング方法

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US (2) US12605330B2 (https=)
EP (2) EP4052761A4 (https=)
JP (2) JP7658911B2 (https=)
WO (2) WO2021085591A1 (https=)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2022102290A (ja) * 2020-12-25 2022-07-07 ライオン株式会社 繊維製品処理剤
WO2022224708A1 (ja) * 2021-04-23 2022-10-27 高砂香料工業株式会社 香料組成物および飲食品
JP2023044293A (ja) * 2021-09-17 2023-03-30 エステー株式会社 トランス－２－ノネナール臭抑制剤
US12605330B2 (en) 2019-11-01 2026-04-21 Takasago International Corporation Screening method for offensive odor-suppressing material

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPWO2025013867A1 (https=) * 2023-07-10 2025-01-16

Citations (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2004203839A (ja) * 2002-12-26 2004-07-22 Takasago Internatl Corp 鉄錆臭抑制香料組成物
JP2012050411A (ja) 2010-09-03 2012-03-15 Kao Corp 悪臭抑制剤の探索方法
JP2014240441A (ja) * 2014-09-29 2014-12-25 富士化学工業株式会社 アスタキサンチン含有加齢臭抑制組成物
JP6168999B2 (ja) 2012-01-31 2017-07-26 株式会社明治 透明容器入り飲食品及びオフフレーバー抑制方法
JP2017153371A (ja) 2016-02-29 2017-09-07 小川香料株式会社 ビール劣化臭抑制剤組成物
JP2017528120A (ja) * 2014-08-26 2017-09-28 ユニベルシテ ドゥ ジュネーブ リガンドに対する受容体を同定するための方法およびその使用
WO2019101812A2 (en) * 2017-11-22 2019-05-31 Firmenich Sa Method of identifying laundry malodor, moldy malodor and/or sweat malodor modulating compounds
WO2019131789A1 (ja) * 2017-12-27 2019-07-04 高砂香料工業株式会社 加齢臭抑制素材のスクリーニング方法
CN111432851A (zh) * 2017-11-22 2020-07-17 弗门尼舍有限公司 挥发性成分限制或消除对恶臭的感知的用途

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JPH11286428A (ja) * 1998-03-31 1999-10-19 Takasago Internatl Corp 加齢臭抑制香料組成物
DE102008043586A1 (de) 2007-11-12 2009-05-14 Symrise Gmbh & Co. Kg Riechstoffakkorde zur Bekämpfung der Wahrnehmung von Körpergeruch
JP5593271B2 (ja) * 2011-06-06 2014-09-17 花王株式会社 悪臭抑制剤の探索方法
WO2017173055A1 (en) 2016-03-30 2017-10-05 The Johns Hopkins University Olfr90 specificity and methods of detection
FR3052665B1 (fr) * 2016-06-16 2018-06-08 Expressions Parfumees Melange comprenant au moins de la dihydro-5-pentyl-2(3h)-furanone et du 2,4-dimethyl-4-phenyltetrahydrofurane et son utilisation pour masquer les mauvaises odeurs
WO2018162638A1 (en) 2017-03-09 2018-09-13 Firmenich Sa Method of identifying malodor modulating compounds
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JP7658911B2 (ja) 2019-11-01 2025-04-08 高砂香料工業株式会社 悪臭抑制素材のスクリーニング方法

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JP2004203839A (ja) * 2002-12-26 2004-07-22 Takasago Internatl Corp 鉄錆臭抑制香料組成物
JP2012050411A (ja) 2010-09-03 2012-03-15 Kao Corp 悪臭抑制剤の探索方法
JP6168999B2 (ja) 2012-01-31 2017-07-26 株式会社明治 透明容器入り飲食品及びオフフレーバー抑制方法
JP2017528120A (ja) * 2014-08-26 2017-09-28 ユニベルシテ ドゥ ジュネーブ リガンドに対する受容体を同定するための方法およびその使用
JP2014240441A (ja) * 2014-09-29 2014-12-25 富士化学工業株式会社 アスタキサンチン含有加齢臭抑制組成物
JP2017153371A (ja) 2016-02-29 2017-09-07 小川香料株式会社 ビール劣化臭抑制剤組成物
WO2019101812A2 (en) * 2017-11-22 2019-05-31 Firmenich Sa Method of identifying laundry malodor, moldy malodor and/or sweat malodor modulating compounds
CN111432851A (zh) * 2017-11-22 2020-07-17 弗门尼舍有限公司 挥发性成分限制或消除对恶臭的感知的用途
WO2019131789A1 (ja) * 2017-12-27 2019-07-04 高砂香料工業株式会社 加齢臭抑制素材のスクリーニング方法

Non-Patent Citations (6)

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Title
"GenBank", Database accession no. NM_001014890
"Japanese Patent Office Bulletin, Collection of Well-known Prior Arts (Flavorings and Fragrances", FOOD FLAVORS, 14 January 2000 (2000-01-14), pages 88 - 131
S. ARCTANDER, PERFUME AND FLAVOR CHEMICALS (AROMA CHEMICALS, vol. 1, 1969
SATORU IIDA ET AL.: "Mechanism and Regulation of Body Malodor Generation (1", J. SOC. COSMET. CHEM. JPN., vol. 37, no. 3, 2003, XP008082950
See also references of EP4052761A4
YASUSHI ENDO: "Flavor Components in Edible Fats and Oils", JOURNAL OF JAPAN OIL CHEMISTS' SOCIETY, vol. 48, no. 10, 1999

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US12605330B2 (en) 2019-11-01 2026-04-21 Takasago International Corporation Screening method for offensive odor-suppressing material
JP2022102290A (ja) * 2020-12-25 2022-07-07 ライオン株式会社 繊維製品処理剤
WO2022224708A1 (ja) * 2021-04-23 2022-10-27 高砂香料工業株式会社 香料組成物および飲食品
JP2023044293A (ja) * 2021-09-17 2023-03-30 エステー株式会社 トランス－２－ノネナール臭抑制剤
JP7730281B2 (ja) 2021-09-17 2025-08-27 エステー株式会社 トランス－２－ノネナール臭抑制剤

Also Published As

Publication number Publication date
US12533310B2 (en) 2026-01-27
EP4052761A4 (en) 2024-02-21
JPWO2021085590A1 (https=) 2021-05-06
US20220378689A1 (en) 2022-12-01
EP4052762A1 (en) 2022-09-07
WO2021085590A1 (ja) 2021-05-06
JP7671695B2 (ja) 2025-05-02
EP4052762B1 (en) 2025-08-27
US20220411884A1 (en) 2022-12-29
JPWO2021085591A1 (https=) 2021-05-06
JP7658911B2 (ja) 2025-04-08
EP4052762A4 (en) 2024-02-21
US12605330B2 (en) 2026-04-21
EP4052761A1 (en) 2022-09-07

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