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
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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
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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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- 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
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- 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
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- 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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- 229960003136 leucine Drugs 0.000 claims description 20
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- 229930182817 methionine Natural products 0.000 claims description 20
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- 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
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- OUYCCCASQSFEME-UHFFFAOYSA-N tyrosine Natural products OC(=O)C(N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-UHFFFAOYSA-N 0.000 claims description 20
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- 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
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- 102000039446 nucleic acids Human genes 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
- 235000009697 arginine Nutrition 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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- 125000003630 glycyl group Chemical group [H]N([H])C([H])([H])C(*)=O 0.000 claims description 3
- 229960003646 lysine Drugs 0.000 claims description 3
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- 241001495137 Streptomyces mobaraensis Species 0.000 claims description 2
- 239000003937 drug carrier Substances 0.000 claims description 2
- 229940072221 immunoglobulins Drugs 0.000 claims description 2
- 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 (https=) | 2020-01-30 |
| JP6970090B2 JP6970090B2 (ja) | 2021-11-24 |
Family
ID=57960810
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 (20)
| Country | Link |
|---|---|
| US (2) | US11135304B2 (https=) |
| EP (2) | EP3390440B1 (https=) |
| JP (2) | JP6970090B2 (https=) |
| KR (1) | KR102728631B1 (https=) |
| CN (1) | CN108602878B (https=) |
| AU (1) | AU2016369524B2 (https=) |
| BR (1) | BR112018012388A2 (https=) |
| CL (1) | CL2018001565A1 (https=) |
| CO (1) | CO2018005876A2 (https=) |
| ES (1) | ES2910699T3 (https=) |
| IL (1) | IL259754B (https=) |
| MA (1) | MA44074A (https=) |
| MX (1) | MX2018007451A (https=) |
| MY (1) | MY192987A (https=) |
| NZ (1) | NZ742916A (https=) |
| PH (1) | PH12018501272A1 (https=) |
| RU (1) | RU2747581C2 (https=) |
| SG (1) | SG11201804856VA (https=) |
| UA (1) | UA124622C2 (https=) |
| WO (1) | WO2017106643A1 (https=) |
Families Citing this family (28)
| 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 |
| UA124622C2 (uk) | 2015-12-18 | 2021-10-20 | ЕЙСАЙ Ар ЕНД Ді МЕНЕДЖМЕНТ КО., ЛТД. | Кон'юговані імуноглобуліни з c-кінцевим лізином |
| US11021514B2 (en) | 2016-06-01 | 2021-06-01 | Athira Pharma, Inc. | Compounds |
| MY202858A (en) * | 2016-06-10 | 2024-05-25 | Eisai R&D Man Co Ltd | Lysine conjugated immunoglobulins |
| EP3272864A1 (en) * | 2016-07-20 | 2018-01-24 | Paul Scherrer Institut | Solid-phase immobilization of microbial transglutaminase mtg on microbeads for protein conjugation |
| AU2018259856B2 (en) | 2017-04-28 | 2025-05-01 | Ajinomoto Co., Inc. | Compound having substance that has affinity for soluble protein, cleavable moiety, and reactive group, or salt thereof |
| 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 |
| 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 |
| WO2020028842A1 (en) * | 2018-08-02 | 2020-02-06 | Dyne Therapeutics, Inc. | Muscle targeting complexes and uses thereof for treating 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 |
| US12097263B2 (en) | 2018-08-02 | 2024-09-24 | Dyne Therapeutics, Inc. | Muscle targeting complexes and uses thereof for treating myotonic dystrophy |
| SG11202100928QA (en) | 2018-08-02 | 2021-02-25 | Dyne Therapeutics Inc | Muscle targeting complexes and uses thereof for treating facioscapulohumeral muscular dystrophy |
| CA3108282A1 (en) | 2018-08-02 | 2020-02-06 | Dyne Therapeutics, Inc. | Muscle targeting complexes and uses thereof for treating dystrophinopathies |
| WO2021090062A1 (en) | 2019-11-07 | 2021-05-14 | Eisai R&D Management Co., Ltd. | Anti-mesothelin eribulin antibody-drug conjugates and methods of use |
| AU2021284401A1 (en) | 2020-06-05 | 2023-01-05 | Eisai R&D Management Co., Ltd. | Anti-BCMA antibody-drug conjugates and methods of use |
| KR20230096052A (ko) | 2020-10-25 | 2023-06-29 | 아라리스 바이오테크 아게 | 항체-링커 접합체를 생성하기 위한 수단 및 방법 |
| 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 |
| JP2024525608A (ja) | 2021-07-09 | 2024-07-12 | ダイン セラピューティクス，インコーポレーテッド | ジストロフィン異常症を処置するための筋標的化複合体および製剤 |
| IL316143A (en) | 2022-04-15 | 2024-12-01 | Dyne Therapeutics Inc | Muscle targeting complexes and formulations for the treatment of myotonic dystrophy |
| 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 |
| TW202602943A (zh) | 2024-03-22 | 2026-01-16 | 日商衛材R&D企管股份有限公司 | 抗ｔｒｏｐ２抗體藥物偶聯物及使用方法 |
| 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 |
| WO2026044149A2 (en) | 2024-08-21 | 2026-02-26 | Eisai R&D Management Co., Ltd. | Synthesis of drug-linker combinations for antibody-drug conjugates |
| WO2026044039A2 (en) | 2024-08-21 | 2026-02-26 | Eisai R&D Management Co., Ltd. | Anti-cd73 antibodies, conjugates, and methods of use |
Family Cites Families (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0368684B2 (en) | 1988-11-11 | 2004-09-29 | Medical Research Council | Cloning immunoglobulin variable domain sequences. |
| ES2642214T3 (es) | 2004-01-21 | 2017-11-15 | Novo Nordisk Health Care Ag | Conjugación de péptidos mediante transglutaminasa |
| 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 |
| NZ584514A (en) * | 2007-10-19 | 2012-07-27 | 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 |
| WO2014159579A1 (en) | 2013-03-14 | 2014-10-02 | Abbvie Inc. | MUTATED ANTI-TNFα ANTIBODIES AND METHODS OF THEIR USE |
| AU2014286990A1 (en) * | 2013-07-11 | 2016-02-11 | Novartis Ag | Lysine-specific chemoenzymatic protein modifications using microbial transglutaminase |
| WO2015015488A1 (en) * | 2013-07-29 | 2015-02-05 | Microsemi Corp. - Analog Mixed Signal Group, Ltd. | Integrated limiter and active filter |
| WO2015015448A2 (en) * | 2013-07-31 | 2015-02-05 | Rinat Neuroscience Corp. | Engineered polypeptide conjugates |
| PT3134127T (pt) | 2014-04-25 | 2020-04-09 | Rinat Neuroscience Corp | Conjugados de anticorpo-fármaco com alta carga de fármaco |
| UA124622C2 (uk) * | 2015-12-18 | 2021-10-20 | ЕЙСАЙ Ар ЕНД Ді МЕНЕДЖМЕНТ КО., ЛТД. | Кон'юговані імуноглобуліни з c-кінцевим лізином |
| MY202858A (en) * | 2016-06-10 | 2024-05-25 | Eisai R&D Man Co Ltd | Lysine conjugated immunoglobulins |
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2016
- 2016-12-16 UA UAA201807950A patent/UA124622C2/uk unknown
- 2016-12-16 AU AU2016369524A patent/AU2016369524B2/en active Active
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- 2016-12-16 KR KR1020187020064A patent/KR102728631B1/ko active Active
- 2016-12-16 EP EP22153314.4A patent/EP4032902A1/en not_active Withdrawn
- 2016-12-16 WO PCT/US2016/067165 patent/WO2017106643A1/en not_active Ceased
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- 2021-10-28 JP JP2021176196A patent/JP2022023181A/ja active Pending
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