JP2019502684A5 - - Google Patents
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- JP2019502684A5 JP2019502684A5 JP2018531122A JP2018531122A JP2019502684A5 JP 2019502684 A5 JP2019502684 A5 JP 2019502684A5 JP 2018531122 A JP2018531122 A JP 2018531122A JP 2018531122 A JP2018531122 A JP 2018531122A JP 2019502684 A5 JP2019502684 A5 JP 2019502684A5
- Authority
- JP
- Japan
- Prior art keywords
- immunoglobulin
- amino acid
- terminal lysine
- acid residue
- conjugated
- 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.)
- Granted
Links
- 108060003951 Immunoglobulin Proteins 0.000 claims description 165
- 102000018358 immunoglobulin Human genes 0.000 claims description 165
- KDXKERNSBIXSRK-UHFFFAOYSA-N Lysine Natural products NCCCCC(N)C(O)=O KDXKERNSBIXSRK-UHFFFAOYSA-N 0.000 claims description 118
- 239000004472 Lysine Substances 0.000 claims description 118
- 235000018977 lysine Nutrition 0.000 claims description 118
- 125000000539 amino acid group Chemical group 0.000 claims description 114
- 125000003588 lysine group Chemical group [H]N([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])(N([H])[H])C(*)=O 0.000 claims description 110
- 210000004899 c-terminal region Anatomy 0.000 claims description 109
- 125000002252 acyl group Chemical group 0.000 claims description 50
- 239000000758 substrate Substances 0.000 claims description 50
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- 239000000126 substance Substances 0.000 claims description 43
- ZDXPYRJPNDTMRX-VKHMYHEASA-N L-glutamine Chemical compound OC(=O)[C@@H](N)CCC(N)=O ZDXPYRJPNDTMRX-VKHMYHEASA-N 0.000 claims description 26
- 235000004554 glutamine Nutrition 0.000 claims description 26
- ZDXPYRJPNDTMRX-UHFFFAOYSA-N glutamine Natural products OC(=O)C(N)CCC(N)=O ZDXPYRJPNDTMRX-UHFFFAOYSA-N 0.000 claims description 26
- 229960002743 glutamine Drugs 0.000 claims description 26
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- OQFSQFPPLPISGP-UHFFFAOYSA-N beta-carboxyaspartic acid Natural products OC(=O)C(N)C(C(O)=O)C(O)=O OQFSQFPPLPISGP-UHFFFAOYSA-N 0.000 claims description 22
- 235000013922 glutamic acid Nutrition 0.000 claims description 22
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- 229960002429 proline Drugs 0.000 claims description 22
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- MTCFGRXMJLQNBG-REOHCLBHSA-N (2S)-2-Amino-3-hydroxypropansäure Chemical compound OC[C@H](N)C(O)=O MTCFGRXMJLQNBG-REOHCLBHSA-N 0.000 claims description 20
- DCXYFEDJOCDNAF-UHFFFAOYSA-N Asparagine Natural products OC(=O)C(N)CC(N)=O DCXYFEDJOCDNAF-UHFFFAOYSA-N 0.000 claims description 20
- XUJNEKJLAYXESH-REOHCLBHSA-N L-Cysteine Chemical compound SC[C@H](N)C(O)=O XUJNEKJLAYXESH-REOHCLBHSA-N 0.000 claims description 20
- QNAYBMKLOCPYGJ-REOHCLBHSA-N L-alanine Chemical compound C[C@H](N)C(O)=O QNAYBMKLOCPYGJ-REOHCLBHSA-N 0.000 claims description 20
- DCXYFEDJOCDNAF-REOHCLBHSA-N L-asparagine Chemical compound OC(=O)[C@@H](N)CC(N)=O DCXYFEDJOCDNAF-REOHCLBHSA-N 0.000 claims description 20
- HNDVDQJCIGZPNO-YFKPBYRVSA-N L-histidine Chemical compound OC(=O)[C@@H](N)CC1=CN=CN1 HNDVDQJCIGZPNO-YFKPBYRVSA-N 0.000 claims description 20
- AGPKZVBTJJNPAG-WHFBIAKZSA-N L-isoleucine Chemical compound CC[C@H](C)[C@H](N)C(O)=O AGPKZVBTJJNPAG-WHFBIAKZSA-N 0.000 claims description 20
- ROHFNLRQFUQHCH-YFKPBYRVSA-N L-leucine Chemical compound CC(C)C[C@H](N)C(O)=O ROHFNLRQFUQHCH-YFKPBYRVSA-N 0.000 claims description 20
- FFEARJCKVFRZRR-BYPYZUCNSA-N L-methionine Chemical compound CSCC[C@H](N)C(O)=O FFEARJCKVFRZRR-BYPYZUCNSA-N 0.000 claims description 20
- COLNVLDHVKWLRT-QMMMGPOBSA-N L-phenylalanine Chemical compound OC(=O)[C@@H](N)CC1=CC=CC=C1 COLNVLDHVKWLRT-QMMMGPOBSA-N 0.000 claims description 20
- AYFVYJQAPQTCCC-GBXIJSLDSA-N L-threonine Chemical compound C[C@@H](O)[C@H](N)C(O)=O AYFVYJQAPQTCCC-GBXIJSLDSA-N 0.000 claims description 20
- QIVBCDIJIAJPQS-VIFPVBQESA-N L-tryptophane Chemical compound C1=CC=C2C(C[C@H](N)C(O)=O)=CNC2=C1 QIVBCDIJIAJPQS-VIFPVBQESA-N 0.000 claims description 20
- OUYCCCASQSFEME-QMMMGPOBSA-N L-tyrosine Chemical compound OC(=O)[C@@H](N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-QMMMGPOBSA-N 0.000 claims description 20
- KZSNJWFQEVHDMF-BYPYZUCNSA-N L-valine Chemical compound CC(C)[C@H](N)C(O)=O KZSNJWFQEVHDMF-BYPYZUCNSA-N 0.000 claims description 20
- ROHFNLRQFUQHCH-UHFFFAOYSA-N Leucine Natural products CC(C)CC(N)C(O)=O ROHFNLRQFUQHCH-UHFFFAOYSA-N 0.000 claims description 20
- MTCFGRXMJLQNBG-UHFFFAOYSA-N Serine Natural products OCC(N)C(O)=O MTCFGRXMJLQNBG-UHFFFAOYSA-N 0.000 claims description 20
- AYFVYJQAPQTCCC-UHFFFAOYSA-N Threonine Natural products CC(O)C(N)C(O)=O AYFVYJQAPQTCCC-UHFFFAOYSA-N 0.000 claims description 20
- 239000004473 Threonine Substances 0.000 claims description 20
- QIVBCDIJIAJPQS-UHFFFAOYSA-N Tryptophan Natural products C1=CC=C2C(CC(N)C(O)=O)=CNC2=C1 QIVBCDIJIAJPQS-UHFFFAOYSA-N 0.000 claims description 20
- KZSNJWFQEVHDMF-UHFFFAOYSA-N Valine Natural products CC(C)C(N)C(O)=O KZSNJWFQEVHDMF-UHFFFAOYSA-N 0.000 claims description 20
- 229960003767 alanine Drugs 0.000 claims description 20
- 235000004279 alanine Nutrition 0.000 claims description 20
- 229960001230 asparagine Drugs 0.000 claims description 20
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- 229960002433 cysteine Drugs 0.000 claims description 20
- 235000018417 cysteine Nutrition 0.000 claims description 20
- XUJNEKJLAYXESH-UHFFFAOYSA-N cysteine Natural products SCC(N)C(O)=O XUJNEKJLAYXESH-UHFFFAOYSA-N 0.000 claims description 20
- 229960002885 histidine Drugs 0.000 claims description 20
- HNDVDQJCIGZPNO-UHFFFAOYSA-N histidine Natural products OC(=O)C(N)CC1=CN=CN1 HNDVDQJCIGZPNO-UHFFFAOYSA-N 0.000 claims description 20
- 235000014304 histidine Nutrition 0.000 claims description 20
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- AGPKZVBTJJNPAG-UHFFFAOYSA-N isoleucine Natural products CCC(C)C(N)C(O)=O AGPKZVBTJJNPAG-UHFFFAOYSA-N 0.000 claims description 20
- 235000014705 isoleucine Nutrition 0.000 claims description 20
- 229960003136 leucine Drugs 0.000 claims description 20
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- 229930182817 methionine Natural products 0.000 claims description 20
- 229960004452 methionine Drugs 0.000 claims description 20
- 235000006109 methionine Nutrition 0.000 claims description 20
- 229960005190 phenylalanine Drugs 0.000 claims description 20
- COLNVLDHVKWLRT-UHFFFAOYSA-N phenylalanine Natural products OC(=O)C(N)CC1=CC=CC=C1 COLNVLDHVKWLRT-UHFFFAOYSA-N 0.000 claims description 20
- 235000008729 phenylalanine Nutrition 0.000 claims description 20
- 229960001153 serine Drugs 0.000 claims description 20
- 235000004400 serine Nutrition 0.000 claims description 20
- 229960002898 threonine Drugs 0.000 claims description 20
- 235000008521 threonine Nutrition 0.000 claims description 20
- 229960004799 tryptophan Drugs 0.000 claims description 20
- 229960004441 tyrosine Drugs 0.000 claims description 20
- OUYCCCASQSFEME-UHFFFAOYSA-N tyrosine Natural products OC(=O)C(N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-UHFFFAOYSA-N 0.000 claims description 20
- 235000002374 tyrosine Nutrition 0.000 claims description 20
- 229960004295 valine Drugs 0.000 claims description 20
- 239000004474 valine Substances 0.000 claims description 20
- 235000014393 valine Nutrition 0.000 claims description 20
- 125000004432 carbon atom Chemical group C* 0.000 claims description 18
- 239000004471 Glycine Substances 0.000 claims description 16
- 229960002449 glycine Drugs 0.000 claims description 16
- 239000003814 drug Substances 0.000 claims description 14
- 125000000404 glutamine group Chemical group N[C@@H](CCC(N)=O)C(=O)* 0.000 claims description 14
- QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 claims description 12
- 108060008539 Transglutaminase Proteins 0.000 claims description 12
- 230000000813 microbial effect Effects 0.000 claims description 12
- 229920001223 polyethylene glycol Polymers 0.000 claims description 12
- WGYKZJWCGVVSQN-UHFFFAOYSA-N propylamine Chemical compound CCCN WGYKZJWCGVVSQN-UHFFFAOYSA-N 0.000 claims description 12
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- -1 carboxylbenzyloxy (CBZ) group Chemical group 0.000 claims description 6
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- 150000007523 nucleic acids Chemical class 0.000 claims description 6
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- ODKSFYDXXFIFQN-BYPYZUCNSA-P L-argininium(2+) Chemical compound NC(=[NH2+])NCCC[C@H]([NH3+])C(O)=O ODKSFYDXXFIFQN-BYPYZUCNSA-P 0.000 claims description 5
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- KDXKERNSBIXSRK-YFKPBYRVSA-N L-lysine Chemical compound NCCCC[C@H](N)C(O)=O KDXKERNSBIXSRK-YFKPBYRVSA-N 0.000 claims description 3
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- 239000008194 pharmaceutical composition Substances 0.000 claims description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 4
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 claims 2
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- 102000006496 Immunoglobulin Heavy Chains Human genes 0.000 claims 1
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Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2021176196A JP2022023181A (ja) | 2015-12-18 | 2021-10-28 | Ｃ末端リジンで結合体化された免疫グロブリン |
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201562269138P | 2015-12-18 | 2015-12-18 | |
| US62/269,138 | 2015-12-18 | ||
| PCT/US2016/067165 WO2017106643A1 (en) | 2015-12-18 | 2016-12-16 | C-terminal lysine conjugated immunoglobulins |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2021176196A Division JP2022023181A (ja) | 2015-12-18 | 2021-10-28 | Ｃ末端リジンで結合体化された免疫グロブリン |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2019502684A JP2019502684A (ja) | 2019-01-31 |
| JP2019502684A5 true JP2019502684A5 (enExample) | 2020-01-30 |
| JP6970090B2 JP6970090B2 (ja) | 2021-11-24 |
Family
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Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2018531122A Active JP6970090B2 (ja) | 2015-12-18 | 2016-12-16 | Ｃ末端リジンで結合体化された免疫グロブリン |
| JP2021176196A Pending JP2022023181A (ja) | 2015-12-18 | 2021-10-28 | Ｃ末端リジンで結合体化された免疫グロブリン |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2021176196A Pending JP2022023181A (ja) | 2015-12-18 | 2021-10-28 | Ｃ末端リジンで結合体化された免疫グロブリン |
Country Status (21)
| Country | Link |
|---|---|
| US (2) | US11135304B2 (enExample) |
| EP (2) | EP3390440B1 (enExample) |
| JP (2) | JP6970090B2 (enExample) |
| KR (1) | KR102728631B1 (enExample) |
| CN (1) | CN108602878B (enExample) |
| AU (1) | AU2016369524B2 (enExample) |
| BR (1) | BR112018012388A2 (enExample) |
| CA (1) | CA3008645A1 (enExample) |
| CL (1) | CL2018001565A1 (enExample) |
| CO (1) | CO2018005876A2 (enExample) |
| ES (1) | ES2910699T3 (enExample) |
| IL (1) | IL259754B (enExample) |
| MA (1) | MA44074A (enExample) |
| MX (1) | MX2018007451A (enExample) |
| MY (1) | MY192987A (enExample) |
| NZ (1) | NZ742916A (enExample) |
| PH (1) | PH12018501272A1 (enExample) |
| RU (1) | RU2747581C2 (enExample) |
| SG (1) | SG11201804856VA (enExample) |
| UA (1) | UA124622C2 (enExample) |
| WO (1) | WO2017106643A1 (enExample) |
Families Citing this family (26)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ES2855998T3 (es) * | 2015-08-07 | 2021-09-27 | Merck Patent Gmbh | Etiqueta transglutamina para bioconjugación específica de sitio eficiente |
| NZ742916A (en) | 2015-12-18 | 2023-03-31 | Eisai R&D Man Co Ltd | C-terminal lysine conjugated immunoglobulins |
| AU2017273857B2 (en) | 2016-06-01 | 2021-08-19 | Athira Pharma, Inc. | Compounds |
| PE20190340A1 (es) | 2016-06-10 | 2019-03-07 | Eisai Randd Man Co Ltd | Inmunglobulinas conjugadas con lisina |
| EP3272864A1 (en) * | 2016-07-20 | 2018-01-24 | Paul Scherrer Institut | Solid-phase immobilization of microbial transglutaminase mtg on microbeads for protein conjugation |
| EP3617235A4 (en) | 2017-04-28 | 2020-12-16 | Ajinomoto Co., Inc. | COMPOUND CONTAINING A SUBSTANCE HAVING AFFINITY FOR A SOLUBLE PROTEIN, CLIVABLE FRACTION, AND REACTIVE GROUP, OR SALT OF THE SAME |
| WO2019035681A2 (ko) | 2017-08-17 | 2019-02-21 | 주식회사 엘지화학 | 전고체 전지용 전극 및 그 제조방법 |
| NZ762376A (en) | 2017-09-19 | 2022-08-26 | Scherrer Inst Paul | Transglutaminase conjugation method and linker |
| US11168141B2 (en) | 2018-08-02 | 2021-11-09 | Dyne Therapeutics, Inc. | Muscle targeting complexes and uses thereof for treating dystrophinopathies |
| JP2021533200A (ja) | 2018-08-02 | 2021-12-02 | ダイン セラピューティクス, インコーポレーテッドDyne Therapeutics, Inc. | 顔面・肩甲・上腕筋ジストロフィーを処置するための筋標的化複合体およびそれらの使用 |
| EP3829594A4 (en) * | 2018-08-02 | 2022-05-11 | Dyne Therapeutics, Inc. | MUSCLE TARGETING COMPLEXES AND THEIR USES FOR THE TREATMENT OF HYPERTROPHIC CARDIOMYOPATHY |
| US12370264B1 (en) | 2018-08-02 | 2025-07-29 | Dyne Therapeutics, Inc. | Complexes comprising an anti-transferrin receptor antibody linked to an oligonucleotide and method of delivering oligonucleotide to a subject |
| US20210308273A1 (en) | 2018-08-02 | 2021-10-07 | Dyne Therapeutics, Inc. | Muscle targeting complexes and uses thereof for treating dystrophinopathies |
| US12018087B2 (en) | 2018-08-02 | 2024-06-25 | Dyne Therapeutics, Inc. | Muscle-targeting complexes comprising an anti-transferrin receptor antibody linked to an oligonucleotide and methods of delivering oligonucleotide to a subject |
| US12097263B2 (en) | 2018-08-02 | 2024-09-24 | Dyne Therapeutics, Inc. | Muscle targeting complexes and uses thereof for treating myotonic dystrophy |
| PH12022551036A1 (en) | 2019-11-07 | 2023-05-29 | Eisai R&D Man Co Ltd | Anti-mesothelin eribulin antibody-drug conjugates and methods of use |
| CN116096752B (zh) | 2020-06-05 | 2025-10-28 | 卫材R&D管理有限公司 | 抗bcma抗体-药物缀合物及其使用方法 |
| PE20231512A1 (es) | 2020-10-25 | 2023-09-26 | Araris Biotech Ag | Medios y metodos para producir conjugados de ligador-anticuerpo |
| US11771776B2 (en) | 2021-07-09 | 2023-10-03 | Dyne Therapeutics, Inc. | Muscle targeting complexes and uses thereof for treating dystrophinopathies |
| US11969475B2 (en) | 2021-07-09 | 2024-04-30 | Dyne Therapeutics, Inc. | Muscle targeting complexes and uses thereof for treating facioscapulohumeral muscular dystrophy |
| EP4366784A1 (en) | 2021-07-09 | 2024-05-15 | Dyne Therapeutics, Inc. | Muscle targeting complexes and formulations for treating dystrophinopathies |
| KR20250004770A (ko) | 2022-04-15 | 2025-01-08 | 다인 세라퓨틱스, 인크. | 근긴장성 이영양증을 치료하기 위한 근육 표적화 복합체 및 제제 |
| CN120813607A (zh) | 2023-02-28 | 2025-10-17 | 卫材R&D管理有限公司 | 抗psma抗体、缀合物和使用方法 |
| WO2025198987A1 (en) * | 2024-03-21 | 2025-09-25 | Merck Sharp & Dohme Llc | Polypeptides for bioconjugation |
| WO2025199464A1 (en) | 2024-03-22 | 2025-09-25 | Eisai R&D Management Co., Ltd. | Anti-trop2 antibody-drug conjugates and methods of use |
| CN120779021A (zh) * | 2024-04-08 | 2025-10-14 | 菲鹏生物股份有限公司 | 抗体缀合物及其用途 |
Family Cites Families (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1990005144A1 (en) | 1988-11-11 | 1990-05-17 | Medical Research Council | Single domain ligands, receptors comprising said ligands, methods for their production, and use of said ligands and receptors |
| CA2552043A1 (en) | 2004-01-21 | 2005-08-04 | Novo Nordisk A/S | Transglutaminase mediated conjugation of peptides |
| AT503902B1 (de) * | 2006-07-05 | 2008-06-15 | F Star Biotech Forsch & Entw | Verfahren zur manipulation von immunglobulinen |
| US8426179B2 (en) * | 2007-08-30 | 2013-04-23 | Northwestern University | Synthetic peptide and peptide conjugates and related tissue coupling methods via transglutaminase enzyme |
| MY188455A (en) * | 2007-10-19 | 2021-12-09 | Genentech Inc | Cysteine engineered anti-tenb2 antibodies and antibody drug conjugates |
| CA2813411C (en) * | 2010-11-05 | 2016-08-02 | Rinat Neuroscience Corporation | Engineered polypeptide conjugates and methods for making thereof using transglutaminase |
| WO2013176516A1 (ko) | 2012-05-24 | 2013-11-28 | 한화케미칼 주식회사 | 트랜스글루타미나아제를 이용하여 제조한 항체-약물 결합체 및 이의 용도 |
| US8921526B2 (en) | 2013-03-14 | 2014-12-30 | Abbvie, Inc. | Mutated anti-TNFα antibodies and methods of their use |
| CN105593238B (zh) * | 2013-07-11 | 2020-09-08 | 诺华股份有限公司 | 使用微生物转谷氨酰胺酶进行赖氨酸特异性化学酶法蛋白质修饰 |
| US9608508B2 (en) * | 2013-07-29 | 2017-03-28 | Microsemi P.O.E Ltd. | Integrated limiter and active filter |
| CA2919583C (en) * | 2013-07-31 | 2018-09-11 | Rinat Neuroscience Corp. | Engineered polypeptide conjugates |
| SI3134127T1 (sl) * | 2014-04-25 | 2020-06-30 | Rinat Neuroscience Corp. | Konjugati zdravil s protitelesi z visoko stopnjo zdravila |
| NZ742916A (en) | 2015-12-18 | 2023-03-31 | Eisai R&D Man Co Ltd | C-terminal lysine conjugated immunoglobulins |
| PE20190340A1 (es) | 2016-06-10 | 2019-03-07 | Eisai Randd Man Co Ltd | Inmunglobulinas conjugadas con lisina |
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2016
- 2016-12-16 NZ NZ742916A patent/NZ742916A/en unknown
- 2016-12-16 BR BR112018012388-9A patent/BR112018012388A2/pt active Search and Examination
- 2016-12-16 CN CN201680074660.1A patent/CN108602878B/zh active Active
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- 2016-12-16 WO PCT/US2016/067165 patent/WO2017106643A1/en not_active Ceased
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