JP2020534030A5 - - Google Patents
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- JP2020534030A5 JP2020534030A5 JP2020537053A JP2020537053A JP2020534030A5 JP 2020534030 A5 JP2020534030 A5 JP 2020534030A5 JP 2020537053 A JP2020537053 A JP 2020537053A JP 2020537053 A JP2020537053 A JP 2020537053A JP 2020534030 A5 JP2020534030 A5 JP 2020534030A5
- Authority
- JP
- Japan
- Prior art keywords
- linker
- less
- amino acid
- antibody
- lysine
- 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.)
- Pending
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- 125000005647 linker group Chemical group 0.000 claims description 82
- 238000000034 method Methods 0.000 claims description 46
- 239000004472 Lysine Substances 0.000 claims description 20
- KDXKERNSBIXSRK-UHFFFAOYSA-N Lysine Natural products NCCCCC(N)C(O)=O KDXKERNSBIXSRK-UHFFFAOYSA-N 0.000 claims description 18
- 125000000539 amino acid group Chemical group 0.000 claims description 15
- 235000001014 amino acid Nutrition 0.000 claims description 12
- 150000001413 amino acids Chemical class 0.000 claims description 12
- 150000003862 amino acid derivatives Chemical class 0.000 claims description 11
- 239000002202 Polyethylene glycol Substances 0.000 claims description 10
- 150000002668 lysine derivatives Chemical class 0.000 claims description 10
- 229920001223 polyethylene glycol Polymers 0.000 claims description 10
- 150000003141 primary amines Chemical group 0.000 claims description 10
- 108060008539 Transglutaminase Proteins 0.000 claims description 8
- 230000000813 microbial effect Effects 0.000 claims description 8
- 102000003601 transglutaminase Human genes 0.000 claims description 8
- 239000008194 pharmaceutical composition Substances 0.000 claims description 7
- 108090000765 processed proteins & peptides Proteins 0.000 claims description 7
- YBJHBAHKTGYVGT-ZKWXMUAHSA-N (+)-Biotin Chemical compound N1C(=O)N[C@@H]2[C@H](CCCCC(=O)O)SC[C@@H]21 YBJHBAHKTGYVGT-ZKWXMUAHSA-N 0.000 claims description 6
- 239000003550 marker Substances 0.000 claims description 6
- YUOCYTRGANSSRY-UHFFFAOYSA-N pyrrolo[2,3-i][1,2]benzodiazepine Chemical compound C1=CN=NC2=C3C=CN=C3C=CC2=C1 YUOCYTRGANSSRY-UHFFFAOYSA-N 0.000 claims description 6
- 239000003053 toxin Substances 0.000 claims description 6
- 231100000765 toxin Toxicity 0.000 claims description 6
- 239000004475 Arginine Substances 0.000 claims description 5
- 102000004225 Cathepsin B Human genes 0.000 claims description 5
- 108090000712 Cathepsin B Proteins 0.000 claims description 5
- 150000008574 D-amino acids Chemical class 0.000 claims description 5
- 150000008575 L-amino acids Chemical class 0.000 claims description 5
- 150000002334 glycols Chemical class 0.000 claims description 5
- HNDVDQJCIGZPNO-UHFFFAOYSA-N histidine Natural products OC(=O)C(N)CC1=CN=CN1 HNDVDQJCIGZPNO-UHFFFAOYSA-N 0.000 claims description 5
- 230000007935 neutral effect Effects 0.000 claims description 5
- AOJJSUZBOXZQNB-TZSSRYMLSA-N Doxorubicin Chemical compound O([C@H]1C[C@@](O)(CC=2C(O)=C3C(=O)C=4C=CC=C(C=4C(=O)C3=C(O)C=21)OC)C(=O)CO)[C@H]1C[C@H](N)[C@H](O)[C@H](C)O1 AOJJSUZBOXZQNB-TZSSRYMLSA-N 0.000 claims description 4
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 claims description 4
- 230000002265 prevention Effects 0.000 claims description 4
- MFRNYXJJRJQHNW-DEMKXPNLSA-N (2s)-2-[[(2r,3r)-3-methoxy-3-[(2s)-1-[(3r,4s,5s)-3-methoxy-5-methyl-4-[methyl-[(2s)-3-methyl-2-[[(2s)-3-methyl-2-(methylamino)butanoyl]amino]butanoyl]amino]heptanoyl]pyrrolidin-2-yl]-2-methylpropanoyl]amino]-3-phenylpropanoic acid Chemical compound CN[C@@H](C(C)C)C(=O)N[C@@H](C(C)C)C(=O)N(C)[C@@H]([C@@H](C)CC)[C@H](OC)CC(=O)N1CCC[C@H]1[C@H](OC)[C@@H](C)C(=O)N[C@H](C(O)=O)CC1=CC=CC=C1 MFRNYXJJRJQHNW-DEMKXPNLSA-N 0.000 claims description 3
- QRZUPJILJVGUFF-UHFFFAOYSA-N 2,8-dibenzylcyclooctan-1-one Chemical compound C1CCCCC(CC=2C=CC=CC=2)C(=O)C1CC1=CC=CC=C1 QRZUPJILJVGUFF-UHFFFAOYSA-N 0.000 claims description 3
- 102000004127 Cytokines Human genes 0.000 claims description 3
- 108090000695 Cytokines Proteins 0.000 claims description 3
- 102000010638 Kinesin Human genes 0.000 claims description 3
- 108010063296 Kinesin Proteins 0.000 claims description 3
- 229930126263 Maytansine Natural products 0.000 claims description 3
- 108010090804 Streptavidin Proteins 0.000 claims description 3
- DPOPAJRDYZGTIR-UHFFFAOYSA-N Tetrazine Chemical compound C1=CN=NN=N1 DPOPAJRDYZGTIR-UHFFFAOYSA-N 0.000 claims description 3
- IEDXPSOJFSVCKU-HOKPPMCLSA-N [4-[[(2S)-5-(carbamoylamino)-2-[[(2S)-2-[6-(2,5-dioxopyrrolidin-1-yl)hexanoylamino]-3-methylbutanoyl]amino]pentanoyl]amino]phenyl]methyl N-[(2S)-1-[[(2S)-1-[[(3R,4S,5S)-1-[(2S)-2-[(1R,2R)-3-[[(1S,2R)-1-hydroxy-1-phenylpropan-2-yl]amino]-1-methoxy-2-methyl-3-oxopropyl]pyrrolidin-1-yl]-3-methoxy-5-methyl-1-oxoheptan-4-yl]-methylamino]-3-methyl-1-oxobutan-2-yl]amino]-3-methyl-1-oxobutan-2-yl]-N-methylcarbamate Chemical compound CC[C@H](C)[C@@H]([C@@H](CC(=O)N1CCC[C@H]1[C@H](OC)[C@@H](C)C(=O)N[C@H](C)[C@@H](O)c1ccccc1)OC)N(C)C(=O)[C@@H](NC(=O)[C@H](C(C)C)N(C)C(=O)OCc1ccc(NC(=O)[C@H](CCCNC(N)=O)NC(=O)[C@@H](NC(=O)CCCCCN2C(=O)CCC2=O)C(C)C)cc1)C(C)C IEDXPSOJFSVCKU-HOKPPMCLSA-N 0.000 claims description 3
- 150000001345 alkine derivatives Chemical class 0.000 claims description 3
- 239000003242 anti bacterial agent Substances 0.000 claims description 3
- 239000002260 anti-inflammatory agent Substances 0.000 claims description 3
- 229940121363 anti-inflammatory agent Drugs 0.000 claims description 3
- 239000003443 antiviral agent Substances 0.000 claims description 3
- 229960002685 biotin Drugs 0.000 claims description 3
- 235000020958 biotin Nutrition 0.000 claims description 3
- 239000011616 biotin Substances 0.000 claims description 3
- 229940127093 camptothecin Drugs 0.000 claims description 3
- 238000004132 cross linking Methods 0.000 claims description 3
- 201000010099 disease Diseases 0.000 claims description 3
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 3
- ZVYVPGLRVWUPMP-FYSMJZIKSA-N exatecan Chemical compound C1C[C@H](N)C2=C(CN3C4=CC5=C(C3=O)COC(=O)[C@]5(O)CC)C4=NC3=CC(F)=C(C)C1=C32 ZVYVPGLRVWUPMP-FYSMJZIKSA-N 0.000 claims description 3
- 229950009429 exatecan Drugs 0.000 claims description 3
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 claims description 3
- 239000003102 growth factor Substances 0.000 claims description 3
- 239000005556 hormone Substances 0.000 claims description 3
- 229940088597 hormone Drugs 0.000 claims description 3
- 230000002519 immonomodulatory effect Effects 0.000 claims description 3
- 239000002596 immunotoxin Substances 0.000 claims description 3
- 229950001474 maitansine Drugs 0.000 claims description 3
- WKPWGQKGSOKKOO-RSFHAFMBSA-N maytansine Chemical compound CO[C@@H]([C@@]1(O)C[C@](OC(=O)N1)([C@H]([C@@H]1O[C@@]1(C)[C@@H](OC(=O)[C@H](C)N(C)C(C)=O)CC(=O)N1C)C)[H])\C=C\C=C(C)\CC2=CC(OC)=C(Cl)C1=C2 WKPWGQKGSOKKOO-RSFHAFMBSA-N 0.000 claims description 3
- 102000039446 nucleic acids Human genes 0.000 claims description 3
- 108020004707 nucleic acids Proteins 0.000 claims description 3
- 150000007523 nucleic acids Chemical class 0.000 claims description 3
- 235000018102 proteins Nutrition 0.000 claims description 3
- 102000004169 proteins and genes Human genes 0.000 claims description 3
- 108090000623 proteins and genes Proteins 0.000 claims description 3
- URYYVOIYTNXXBN-OWOJBTEDSA-N trans-cyclooctene Chemical compound C1CCC\C=C\CC1 URYYVOIYTNXXBN-OWOJBTEDSA-N 0.000 claims description 3
- 239000011782 vitamin Substances 0.000 claims description 3
- 235000013343 vitamin Nutrition 0.000 claims description 3
- 229940088594 vitamin Drugs 0.000 claims description 3
- 229930003231 vitamin Natural products 0.000 claims description 3
- 150000003722 vitamin derivatives Chemical class 0.000 claims description 3
- -1 Acyl trifluoroborate Chemical compound 0.000 claims description 2
- 101800002638 Alpha-amanitin Proteins 0.000 claims description 2
- 208000023275 Autoimmune disease Diseases 0.000 claims description 2
- 208000035473 Communicable disease Diseases 0.000 claims description 2
- 208000012902 Nervous system disease Diseases 0.000 claims description 2
- 208000025966 Neurological disease Diseases 0.000 claims description 2
- RXGJTYFDKOHJHK-UHFFFAOYSA-N S-deoxo-amaninamide Natural products CCC(C)C1NC(=O)CNC(=O)C2Cc3c(SCC(NC(=O)CNC1=O)C(=O)NC(CC(=O)N)C(=O)N4CC(O)CC4C(=O)NC(C(C)C(O)CO)C(=O)N2)[nH]c5ccccc35 RXGJTYFDKOHJHK-UHFFFAOYSA-N 0.000 claims description 2
- 241001495137 Streptomyces mobaraensis Species 0.000 claims description 2
- 239000004007 alpha amanitin Substances 0.000 claims description 2
- CIORWBWIBBPXCG-SXZCQOKQSA-N alpha-amanitin Chemical compound O=C1N[C@@H](CC(N)=O)C(=O)N2C[C@H](O)C[C@H]2C(=O)N[C@@H]([C@@H](C)[C@@H](O)CO)C(=O)N[C@@H](C2)C(=O)NCC(=O)N[C@@H]([C@@H](C)CC)C(=O)NCC(=O)N[C@H]1C[S@@](=O)C1=C2C2=CC=C(O)C=C2N1 CIORWBWIBBPXCG-SXZCQOKQSA-N 0.000 claims description 2
- CIORWBWIBBPXCG-UHFFFAOYSA-N alpha-amanitin Natural products O=C1NC(CC(N)=O)C(=O)N2CC(O)CC2C(=O)NC(C(C)C(O)CO)C(=O)NC(C2)C(=O)NCC(=O)NC(C(C)CC)C(=O)NCC(=O)NC1CS(=O)C1=C2C2=CC=C(O)C=C2N1 CIORWBWIBBPXCG-UHFFFAOYSA-N 0.000 claims description 2
- 208000037979 autoimmune inflammatory disease Diseases 0.000 claims description 2
- XUJNEKJLAYXESH-UHFFFAOYSA-N cysteine Natural products SCC(N)C(O)=O XUJNEKJLAYXESH-UHFFFAOYSA-N 0.000 claims description 2
- 235000018417 cysteine Nutrition 0.000 claims description 2
- 229960004679 doxorubicin Drugs 0.000 claims description 2
- 229960005501 duocarmycin Drugs 0.000 claims description 2
- VQNATVDKACXKTF-XELLLNAOSA-N duocarmycin Chemical compound COC1=C(OC)C(OC)=C2NC(C(=O)N3C4=CC(=O)C5=C([C@@]64C[C@@H]6C3)C=C(N5)C(=O)OC)=CC2=C1 VQNATVDKACXKTF-XELLLNAOSA-N 0.000 claims description 2
- 229930184221 duocarmycin Natural products 0.000 claims description 2
- 239000007850 fluorescent dye Substances 0.000 claims description 2
- 229960001438 immunostimulant agent Drugs 0.000 claims description 2
- 239000003022 immunostimulating agent Substances 0.000 claims description 2
- 230000003308 immunostimulating effect Effects 0.000 claims description 2
- 239000004615 ingredient Substances 0.000 claims description 2
- 239000003112 inhibitor Substances 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 239000000825 pharmaceutical preparation Substances 0.000 claims description 2
- 229940127557 pharmaceutical product Drugs 0.000 claims description 2
- 239000000758 substrate Substances 0.000 claims description 2
- 229960005502 α-amanitin Drugs 0.000 claims description 2
- 229940127121 immunoconjugate Drugs 0.000 claims 20
- ODKSFYDXXFIFQN-UHFFFAOYSA-N arginine Natural products OC(=O)C(N)CCCNC(N)=N ODKSFYDXXFIFQN-UHFFFAOYSA-N 0.000 claims 1
- 230000001268 conjugating effect Effects 0.000 claims 1
- 230000008878 coupling Effects 0.000 claims 1
- 238000010168 coupling process Methods 0.000 claims 1
- 238000005859 coupling reaction Methods 0.000 claims 1
- 239000003814 drug Substances 0.000 claims 1
- 210000004899 c-terminal region Anatomy 0.000 description 2
- 230000021615 conjugation Effects 0.000 description 2
- 102000004196 processed proteins & peptides Human genes 0.000 description 2
- 230000021736 acetylation Effects 0.000 description 1
- 238000006640 acetylation reaction Methods 0.000 description 1
- 230000009435 amidation Effects 0.000 description 1
- 238000007112 amidation reaction Methods 0.000 description 1
- 150000001408 amides Chemical group 0.000 description 1
- 239000012634 fragment Substances 0.000 description 1
- 230000001613 neoplastic effect Effects 0.000 description 1
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2024034922A JP2024081670A (ja) | 2017-09-19 | 2024-03-07 | トランスグルタミナーゼコンジュゲーション方法およびリンカー |
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP17191825.3 | 2017-09-19 | ||
| EP17191825 | 2017-09-19 | ||
| GB1800878.9 | 2018-01-19 | ||
| GBGB1800878.9A GB201800878D0 (en) | 2018-01-19 | 2018-01-19 | Transglutaminase conjugation method and linker |
| PCT/EP2018/075350 WO2019057772A1 (en) | 2017-09-19 | 2018-09-19 | METHOD FOR CONJUGATING TRANSGLUTAMINASE AND BINDING SEQUENCE |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2024034922A Division JP2024081670A (ja) | 2017-09-19 | 2024-03-07 | トランスグルタミナーゼコンジュゲーション方法およびリンカー |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2020534030A JP2020534030A (ja) | 2020-11-26 |
| JP2020534030A5 true JP2020534030A5 (enExample) | 2021-07-26 |
Family
ID=63678617
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2020537053A Pending JP2020534030A (ja) | 2017-09-19 | 2018-09-19 | トランスグルタミナーゼコンジュゲーション方法およびリンカー |
| JP2024034922A Pending JP2024081670A (ja) | 2017-09-19 | 2024-03-07 | トランスグルタミナーゼコンジュゲーション方法およびリンカー |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2024034922A Pending JP2024081670A (ja) | 2017-09-19 | 2024-03-07 | トランスグルタミナーゼコンジュゲーション方法およびリンカー |
Country Status (10)
| Country | Link |
|---|---|
| US (3) | US12128110B2 (enExample) |
| EP (1) | EP3684419A1 (enExample) |
| JP (2) | JP2020534030A (enExample) |
| KR (1) | KR102697329B1 (enExample) |
| CN (1) | CN111163809B (enExample) |
| AU (1) | AU2018337671B2 (enExample) |
| CA (2) | CA3177215A1 (enExample) |
| MX (1) | MX2020002995A (enExample) |
| NZ (1) | NZ762376A (enExample) |
| WO (1) | WO2019057772A1 (enExample) |
Families Citing this family (29)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NZ762376A (en) | 2017-09-19 | 2022-08-26 | Scherrer Inst Paul | Transglutaminase conjugation method and linker |
| PL3865155T3 (pl) * | 2020-02-13 | 2023-01-30 | Orano Med | Sposób miejscowo-specyficznego modyfikowania przeciwciała |
| CN115667293A (zh) | 2020-05-20 | 2023-01-31 | 詹森生物科技公司 | 使用转谷氨酰胺酶的糖基化单克隆抗体的位点特异性缀合 |
| EP4153632A1 (en) * | 2020-05-20 | 2023-03-29 | Janssen Biotech, Inc. | Methods for site specific conjugation of proteins containing glycosylated fc domains |
| CN116406302A (zh) | 2020-09-18 | 2023-07-07 | 阿拉里斯生物技术股份公司 | 用基于氨基酸的接头的谷氨酰胺转胺酶缀合方法 |
| PE20231512A1 (es) | 2020-10-25 | 2023-09-26 | Araris Biotech Ag | Medios y metodos para producir conjugados de ligador-anticuerpo |
| CN116801910A (zh) * | 2020-10-25 | 2023-09-22 | 阿拉里斯生物技术股份公司 | 生产抗体-接头偶联物的手段和方法 |
| WO2022112865A1 (en) * | 2020-11-30 | 2022-06-02 | Anbition S.R.L. | Multi-specific human albumin nanoparticles decorated with antibody fragments and loaded with cytotoxics |
| US20230201365A1 (en) | 2021-07-09 | 2023-06-29 | Bright Peak Therapeutics Ag | Modified cd20 antibodies and uses thereof |
| KR20240041379A (ko) | 2021-07-09 | 2024-03-29 | 브라이트 피크 테라퓨틱스 아게 | Il-2에 접합된 체크포인트 억제제 및 이의 용도 |
| US20230201364A1 (en) | 2021-07-09 | 2023-06-29 | Bright Peak Therapeutics Ag | Antibody conjugates and manufacture thereof |
| CA3222359A1 (en) | 2021-07-09 | 2023-01-12 | Bright Peak Therapeutics Ag | Conjugates of checkpoint inhibitors with il-2, and uses thereof |
| CA3222357A1 (en) | 2021-07-09 | 2023-01-12 | Bertolt Kreft | Modified il-2 polypeptides for treatment of inflammatory and autoimmune diseases |
| JPWO2023054706A1 (enExample) * | 2021-09-30 | 2023-04-06 | ||
| WO2023072934A1 (en) | 2021-10-25 | 2023-05-04 | Araris Biotech Ag | Methods for producing antibody-linker conjugates |
| CN118742328A (zh) | 2022-02-22 | 2024-10-01 | 阿拉里斯生物技术股份公司 | 包含两个或更多个有效载荷的肽接头 |
| MX2024010267A (es) * | 2022-02-22 | 2024-08-28 | Adc Therapeutics Sa | Método de conjugación que incluye una transglutaminasa en la región fc que comprende un n-glicano recortado. |
| CN119053347A (zh) | 2022-02-23 | 2024-11-29 | 明峰治疗股份公司 | 免疫抗原特异性il-18免疫细胞因子及其用途 |
| CN119677543A (zh) | 2022-03-09 | 2025-03-21 | 默克专利股份公司 | 用于与抗体缀合的方法和工具 |
| US20250304927A1 (en) * | 2022-05-20 | 2025-10-02 | Curie Co. Inc. | Pro-peptide variants for modulating activity of transglutaminases |
| WO2024150158A1 (en) | 2023-01-11 | 2024-07-18 | Bright Peak Therapeutics Ag | Il-7 polypeptides, immunocytokines comprising same, and uses thereof |
| WO2024150174A1 (en) | 2023-01-11 | 2024-07-18 | Bright Peak Therapeutics Ag | Conditionally activated immunocytokines and methods of use |
| CN120917041A (zh) * | 2023-04-04 | 2025-11-07 | 味之素株式会社 | 抗体和功能性物质的缀合物、抗体衍生物以及化合物或它们的盐 |
| WO2024240162A1 (en) | 2023-05-23 | 2024-11-28 | Shanghai Allygen Biologics Co., Ltd. | Pd-l1 and trop-2 targeting conjugates comprising effector molecules and uses thereof |
| WO2024251743A1 (en) * | 2023-06-04 | 2024-12-12 | Araris Biotech Ag | Dual payload antibody drug conjugates for the treatment of cancer |
| WO2025041102A1 (en) | 2023-08-23 | 2025-02-27 | Bright Peak Therapeutics Ag | Targeted immune activation with il-18 immunocytokines |
| WO2025041101A1 (en) | 2023-08-23 | 2025-02-27 | Bright Peak Therapeutics Ag | Activatable il-18 immunocytokines and uses thereof |
| WO2025082990A1 (en) | 2023-10-15 | 2025-04-24 | Araris Biotech Ag | Antibody-drug conjugates using two different types of topoisomerase i inhibitors |
| WO2025242909A1 (en) | 2024-05-24 | 2025-11-27 | Paul Scherrer Institut | CD30-targeting antibody-radioligand conjugates and their therapeutic use |
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2018
- 2018-09-19 NZ NZ762376A patent/NZ762376A/en unknown
- 2018-09-19 EP EP18773746.5A patent/EP3684419A1/en active Pending
- 2018-09-19 CN CN201880060599.4A patent/CN111163809B/zh active Active
- 2018-09-19 MX MX2020002995A patent/MX2020002995A/es unknown
- 2018-09-19 JP JP2020537053A patent/JP2020534030A/ja active Pending
- 2018-09-19 CA CA3177215A patent/CA3177215A1/en active Pending
- 2018-09-19 AU AU2018337671A patent/AU2018337671B2/en active Active
- 2018-09-19 CA CA3075218A patent/CA3075218A1/en active Pending
- 2018-09-19 KR KR1020207011370A patent/KR102697329B1/ko active Active
- 2018-09-19 US US16/648,636 patent/US12128110B2/en active Active
- 2018-09-19 WO PCT/EP2018/075350 patent/WO2019057772A1/en not_active Ceased
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2024
- 2024-03-07 JP JP2024034922A patent/JP2024081670A/ja active Pending
- 2024-03-14 US US18/604,709 patent/US20240350656A1/en active Pending
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