JP2017536337A5 - - Google Patents
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- JP2017536337A5 JP2017536337A5 JP2017518189A JP2017518189A JP2017536337A5 JP 2017536337 A5 JP2017536337 A5 JP 2017536337A5 JP 2017518189 A JP2017518189 A JP 2017518189A JP 2017518189 A JP2017518189 A JP 2017518189A JP 2017536337 A5 JP2017536337 A5 JP 2017536337A5
- Authority
- JP
- Japan
- Prior art keywords
- chain insulin
- amino acid
- insulin
- region
- arg
- 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
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- NOESYZHRGYRDHS-UHFFFAOYSA-N insulin Chemical compound N1C(=O)C(NC(=O)C(CCC(N)=O)NC(=O)C(CCC(O)=O)NC(=O)C(C(C)C)NC(=O)C(NC(=O)CN)C(C)CC)CSSCC(C(NC(CO)C(=O)NC(CC(C)C)C(=O)NC(CC=2C=CC(O)=CC=2)C(=O)NC(CCC(N)=O)C(=O)NC(CC(C)C)C(=O)NC(CCC(O)=O)C(=O)NC(CC(N)=O)C(=O)NC(CC=2C=CC(O)=CC=2)C(=O)NC(CSSCC(NC(=O)C(C(C)C)NC(=O)C(CC(C)C)NC(=O)C(CC=2C=CC(O)=CC=2)NC(=O)C(CC(C)C)NC(=O)C(C)NC(=O)C(CCC(O)=O)NC(=O)C(C(C)C)NC(=O)C(CC(C)C)NC(=O)C(CC=2NC=NC=2)NC(=O)C(CO)NC(=O)CNC2=O)C(=O)NCC(=O)NC(CCC(O)=O)C(=O)NC(CCCNC(N)=N)C(=O)NCC(=O)NC(CC=3C=CC=CC=3)C(=O)NC(CC=3C=CC=CC=3)C(=O)NC(CC=3C=CC(O)=CC=3)C(=O)NC(C(C)O)C(=O)N3C(CCC3)C(=O)NC(CCCCN)C(=O)NC(C)C(O)=O)C(=O)NC(CC(N)=O)C(O)=O)=O)NC(=O)C(C(C)CC)NC(=O)C(CO)NC(=O)C(C(C)O)NC(=O)C1CSSCC2NC(=O)C(CC(C)C)NC(=O)C(NC(=O)C(CCC(N)=O)NC(=O)C(CC(N)=O)NC(=O)C(NC(=O)C(N)CC=1C=CC=CC=1)C(C)C)CC1=CN=CN1 NOESYZHRGYRDHS-UHFFFAOYSA-N 0.000 claims description 55
- 102000004877 Insulin Human genes 0.000 claims description 27
- 108090001061 Insulin Proteins 0.000 claims description 27
- 229940125396 insulin Drugs 0.000 claims description 27
- 150000001413 amino acids Chemical group 0.000 claims 8
- 239000008194 pharmaceutical composition Substances 0.000 claims 8
- 101000976075 Homo sapiens Insulin Proteins 0.000 claims 5
- 230000002378 acidificating effect Effects 0.000 claims 5
- 125000000539 amino acid group Chemical group 0.000 claims 5
- PBGKTOXHQIOBKM-FHFVDXKLSA-N insulin (human) Chemical compound C([C@@H](C(=O)N[C@@H](CC(C)C)C(=O)N[C@H]1CSSC[C@H]2C(=O)N[C@H](C(=O)N[C@@H](CO)C(=O)N[C@H](C(=O)N[C@H](C(N[C@@H](CO)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC=3C=CC(O)=CC=3)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](CC=3C=CC(O)=CC=3)C(=O)N[C@@H](CSSC[C@H](NC(=O)[C@H](C(C)C)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC=3C=CC(O)=CC=3)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](C)NC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](C(C)C)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC=3NC=NC=3)NC(=O)[C@H](CO)NC(=O)CNC1=O)C(=O)NCC(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CCCNC(N)=N)C(=O)NCC(=O)N[C@@H](CC=1C=CC=CC=1)C(=O)N[C@@H](CC=1C=CC=CC=1)C(=O)N[C@@H](CC=1C=CC(O)=CC=1)C(=O)N[C@@H]([C@@H](C)O)C(=O)N1[C@@H](CCC1)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H]([C@@H](C)O)C(O)=O)C(=O)N[C@@H](CC(N)=O)C(O)=O)=O)CSSC[C@@H](C(N2)=O)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](C(C)C)NC(=O)[C@@H](NC(=O)CN)[C@@H](C)CC)[C@@H](C)CC)[C@@H](C)O)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CC(N)=O)NC(=O)[C@@H](NC(=O)[C@@H](N)CC=1C=CC=CC=1)C(C)C)C1=CN=CN1 PBGKTOXHQIOBKM-FHFVDXKLSA-N 0.000 claims 5
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 claims 2
- PTFCDOFLOPIGGS-UHFFFAOYSA-N Zinc dication Chemical compound [Zn+2] PTFCDOFLOPIGGS-UHFFFAOYSA-N 0.000 claims 2
- 210000004899 c-terminal region Anatomy 0.000 claims 2
- -1 for example Chemical compound 0.000 claims 2
- 238000006467 substitution reaction Methods 0.000 claims 2
- MTCFGRXMJLQNBG-REOHCLBHSA-N (2S)-2-Amino-3-hydroxypropansäure Chemical compound OC[C@H](N)C(O)=O MTCFGRXMJLQNBG-REOHCLBHSA-N 0.000 claims 1
- OMLWNBVRVJYMBQ-YUMQZZPRSA-N Arg-Arg Chemical compound NC(N)=NCCC[C@H](N)C(=O)N[C@@H](CCCN=C(N)N)C(O)=O OMLWNBVRVJYMBQ-YUMQZZPRSA-N 0.000 claims 1
- JQFZHHSQMKZLRU-IUCAKERBSA-N Arg-Lys Chemical compound NCCCC[C@@H](C(O)=O)NC(=O)[C@@H](N)CCCN=C(N)N JQFZHHSQMKZLRU-IUCAKERBSA-N 0.000 claims 1
- KOSRFJWDECSPRO-WDSKDSINSA-N Glu-Glu Chemical compound OC(=O)CC[C@H](N)C(=O)N[C@@H](CCC(O)=O)C(O)=O KOSRFJWDECSPRO-WDSKDSINSA-N 0.000 claims 1
- 239000004471 Glycine Substances 0.000 claims 1
- NPBGTPKLVJEOBE-IUCAKERBSA-N Lys-Arg Chemical compound NCCCC[C@H](N)C(=O)N[C@H](C(O)=O)CCCNC(N)=N NPBGTPKLVJEOBE-IUCAKERBSA-N 0.000 claims 1
- NVGBPTNZLWRQSY-UWVGGRQHSA-N Lys-Lys Chemical compound NCCCC[C@H](N)C(=O)N[C@H](C(O)=O)CCCCN NVGBPTNZLWRQSY-UWVGGRQHSA-N 0.000 claims 1
- KZNQNBZMBZJQJO-UHFFFAOYSA-N N-glycyl-L-proline Natural products NCC(=O)N1CCCC1C(O)=O KZNQNBZMBZJQJO-UHFFFAOYSA-N 0.000 claims 1
- MTCFGRXMJLQNBG-UHFFFAOYSA-N Serine Natural products OCC(N)C(O)=O MTCFGRXMJLQNBG-UHFFFAOYSA-N 0.000 claims 1
- KOSRFJWDECSPRO-UHFFFAOYSA-N alpha-L-glutamyl-L-glutamic acid Natural products OC(=O)CCC(N)C(=O)NC(CCC(O)=O)C(O)=O KOSRFJWDECSPRO-UHFFFAOYSA-N 0.000 claims 1
- 108010068380 arginylarginine Proteins 0.000 claims 1
- 108010062796 arginyllysine Proteins 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
- 206010012601 diabetes mellitus Diseases 0.000 claims 1
- 108010055341 glutamyl-glutamic acid Proteins 0.000 claims 1
- KZNQNBZMBZJQJO-YFKPBYRVSA-N glyclproline Chemical compound NCC(=O)N1CCC[C@H]1C(O)=O KZNQNBZMBZJQJO-YFKPBYRVSA-N 0.000 claims 1
- 108010077515 glycylproline Proteins 0.000 claims 1
- 108010054155 lysyllysine Proteins 0.000 claims 1
- 239000006174 pH buffer Substances 0.000 claims 1
- 108090000765 processed proteins & peptides Proteins 0.000 claims 1
- 125000001500 prolyl group Chemical group [H]N1C([H])(C(=O)[*])C([H])([H])C([H])([H])C1([H])[H] 0.000 claims 1
- 208000001072 type 2 diabetes mellitus Diseases 0.000 description 3
- 238000009472 formulation Methods 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 108010065691 Biphasic Insulins Proteins 0.000 description 1
- 208000017667 Chronic Disease Diseases 0.000 description 1
- 208000001145 Metabolic Syndrome Diseases 0.000 description 1
- 208000008589 Obesity Diseases 0.000 description 1
- 201000000690 abdominal obesity-metabolic syndrome Diseases 0.000 description 1
- 238000011374 additional therapy Methods 0.000 description 1
- 230000004075 alteration Effects 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000004791 biological behavior Effects 0.000 description 1
- 239000000189 biphasic insulin Substances 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000002641 glycemic effect Effects 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 235000020824 obesity Nutrition 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 238000002560 therapeutic procedure Methods 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201462060167P | 2014-10-06 | 2014-10-06 | |
| US62/060,167 | 2014-10-06 | ||
| PCT/US2015/054263 WO2016057529A2 (en) | 2014-10-06 | 2015-10-06 | Biphasic single-chain insulin analogues |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2017536337A JP2017536337A (ja) | 2017-12-07 |
| JP2017536337A5 true JP2017536337A5 (cg-RX-API-DMAC7.html) | 2018-11-08 |
| JP6829928B2 JP6829928B2 (ja) | 2021-02-17 |
Family
ID=55653938
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2017518189A Active JP6829928B2 (ja) | 2014-10-06 | 2015-10-06 | 二相性単鎖インスリン類似体 |
Country Status (10)
| Country | Link |
|---|---|
| US (2) | US10392429B2 (cg-RX-API-DMAC7.html) |
| EP (1) | EP3204410B1 (cg-RX-API-DMAC7.html) |
| JP (1) | JP6829928B2 (cg-RX-API-DMAC7.html) |
| KR (1) | KR102569743B1 (cg-RX-API-DMAC7.html) |
| CN (1) | CN107108716A (cg-RX-API-DMAC7.html) |
| AU (1) | AU2015328222B9 (cg-RX-API-DMAC7.html) |
| BR (1) | BR112017004544A2 (cg-RX-API-DMAC7.html) |
| CA (1) | CA2961037A1 (cg-RX-API-DMAC7.html) |
| IL (1) | IL251503A0 (cg-RX-API-DMAC7.html) |
| WO (1) | WO2016057529A2 (cg-RX-API-DMAC7.html) |
Families Citing this family (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106102763A (zh) | 2014-01-13 | 2016-11-09 | 塞尔玛琳糖尿病有限责任公司 | 速效胰岛素制剂和药物递送系统 |
| AR105616A1 (es) | 2015-05-07 | 2017-10-25 | Lilly Co Eli | Proteínas de fusión |
| HK1255634A1 (zh) * | 2015-12-23 | 2019-08-23 | Case Western Reserve University | 超稳胰岛素类似物在聚合物熔体中的包囊 |
| AU2017361524B2 (en) * | 2016-11-21 | 2022-06-02 | Case Western Reserve University | Rapid-acting insulin analogues of enhanced stability |
| SI4186920T1 (sl) * | 2018-06-29 | 2024-05-31 | Akston Biosciences Corporation | Ultra dolgo delujoči inzulin-FC fuzijski proteini in postopki uporabe |
| WO2020061554A1 (en) * | 2018-09-21 | 2020-03-26 | Case Western Reserve University | Site 2 single-chain insulin analogues |
| US12077568B2 (en) | 2018-10-01 | 2024-09-03 | University Of Houston System | Engineered active single-polypeptide chain insulin analogs |
| WO2020106748A1 (en) * | 2018-11-19 | 2020-05-28 | Case Western Reserve University | Single-chain insulin analogues with poly-alanine c-domain sub-segments |
| US20220235111A1 (en) * | 2019-05-17 | 2022-07-28 | Case Western Reserve University | Variant Single-Chain Insulin Analogues |
| TWI844709B (zh) | 2019-07-31 | 2024-06-11 | 美商美國禮來大藥廠 | 鬆弛素(relaxin)類似物及其使用方法 |
| EP4007594A4 (en) * | 2019-08-02 | 2023-08-09 | Case Western Reserve University | Premixed ultra-stable single-chain insulin analogue formulations |
| CN115916243A (zh) * | 2020-03-02 | 2023-04-04 | 塞尔玛琳公司 | 含有速效胰岛素类似物的组合物 |
| WO2022125587A1 (en) * | 2020-12-07 | 2022-06-16 | Case Western Reserve University | Acylated single-chain insulin analogues |
| CZ310198B6 (cs) * | 2021-07-07 | 2024-11-13 | Ústav organické chemie a biochemie AV ČR, v. v. i. | Deriváty inzulínu se zvýšenou tepelnou stabilitou |
| EP4405384A1 (en) | 2021-09-20 | 2024-07-31 | Kyon Biotech AG | Arginase-insulin fusion protein |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| PH25772A (en) | 1985-08-30 | 1991-10-18 | Novo Industri As | Insulin analogues, process for their preparation |
| EP0425482B1 (en) | 1988-07-20 | 1993-08-18 | Novo Nordisk A/S | Human insulin analogs and preparations containing them |
| US5716927A (en) | 1988-12-23 | 1998-02-10 | Novo Nordisk A/S | Insulin analogs having a modified B-chain |
| DE3844211A1 (de) | 1988-12-29 | 1990-07-05 | Hoechst Ag | Neue insulinderivate, verfahren zu deren herstellung, ihre verwendung und eine sie enthaltende pharmazeutische zubereitung |
| US5514646A (en) | 1989-02-09 | 1996-05-07 | Chance; Ronald E. | Insulin analogs modified at position 29 of the B chain |
| DE3936876A1 (de) | 1989-11-06 | 1991-05-23 | Hoechst Ag | Neue insulinderivate, verfahren zu deren herstellung, ihre verwendung und eine sie enthaltende pharmazeutische zubereitung |
| DK158390D0 (da) | 1990-07-02 | 1990-07-02 | Novo Nordisk As | Nye peptider |
| US5422339A (en) | 1991-03-19 | 1995-06-06 | Joslin Diabetes Center, Inc. | Peptides having insulin autoantibody but not insulin receptor binding capacity |
| CZ342492A3 (en) | 1991-11-26 | 1993-06-16 | Lilly Co Eli | Derivatives of tri-arginine insulin, process of their preparation and a pharmaceutical composition in which said derivatives are comprised |
| US6011007A (en) | 1993-09-17 | 2000-01-04 | Novo Nordisk A/S | Acylated insulin |
| US5547929A (en) | 1994-09-12 | 1996-08-20 | Eli Lilly And Company | Insulin analog formulations |
| US20030104981A1 (en) | 1995-11-03 | 2003-06-05 | Jelena Mandic | Human insulin analogues |
| DE19652713C2 (de) | 1996-12-18 | 2001-11-22 | Aventis Pharma Gmbh | Verfahren zur Reinigung von Insulin und Insulinderivaten durch Chromatographie an stark saurem Kationenaustauscher |
| DE19726167B4 (de) | 1997-06-20 | 2008-01-24 | Sanofi-Aventis Deutschland Gmbh | Insulin, Verfahren zu seiner Herstellung und es enthaltende pharmazeutische Zubereitung |
| CA2306905A1 (en) | 1997-10-24 | 1999-05-06 | Eli Lilly And Company | Fatty acid-acylated insulin analogs |
| CO4970787A1 (es) | 1997-12-23 | 2000-11-07 | Lilly Co Eli | Composiciones insolubles de insulina y derivados de insulina que controlan la glucosa sanguinea |
| US7449443B2 (en) | 2000-03-23 | 2008-11-11 | California Institute Of Technology | Method for stabilization of proteins using non-natural amino acids |
| US7316999B2 (en) | 2000-06-02 | 2008-01-08 | Novo Nordisk A/S | Glucose dependent release of insulin from glucose sensing insulin derivatives |
| KR100449454B1 (ko) | 2000-10-02 | 2004-09-21 | 이현철 | 단일사슬 인슐린 유도체의 유전자를 포함하는 당뇨병치료용 벡터 |
| WO2003053460A1 (en) | 2001-12-19 | 2003-07-03 | Eli Lilly And Company | Crystalline compositions for controlling blood glucose |
| BR0215029A (pt) | 2001-12-20 | 2005-12-20 | Lilly Co Eli | Molécula de insulina, uso da mesma, composição, uso desta, microcristal, processo para prepará-lo, uso deste, e, métodos para preparar uma molécula de insulina, para tratar hiperglicemia, e para tratar diabetes mellitus |
| US7129211B2 (en) | 2002-03-26 | 2006-10-31 | Council Of Scientific And Industrial Research | Adipocyte Insulin adpinsl with Insulin A and B chains and an effective method of treating type 2 diabetes in a subject using adipocyte insulin |
| EP1523326A4 (en) | 2002-05-06 | 2009-09-09 | Univ Jefferson | INSULIN-ASSOCIATED PEPTIDES FOR IMPROVING BRAIN EFFECT |
| WO2004085472A1 (en) * | 2003-03-27 | 2004-10-07 | Novo Nordisk A/S | Method for making human insulin precursors and human insulin |
| BRPI0409600A (pt) | 2003-04-29 | 2006-04-18 | Lilly Co Eli | análogo de insulina, composição, método de tratamento de hiperglicemia, e, análogo de pró-insulina |
| AR044803A1 (es) | 2003-06-17 | 2005-10-05 | Sembiosys Genetics Inc | Metodos para la produccion de insulina |
| AU2004295023A1 (en) * | 2003-12-03 | 2005-06-16 | Novo Nordisk A/S | Single-chain insulin |
| JP5366546B2 (ja) * | 2005-08-16 | 2013-12-11 | ノボ・ノルデイスク・エー／エス | 成熟インスリンポリペプチドの作製方法 |
| US8343914B2 (en) | 2006-01-06 | 2013-01-01 | Case Western Reserve University | Fibrillation resistant proteins |
| US20090069216A1 (en) | 2006-02-21 | 2009-03-12 | Novo Nordisk A/S | Single-Chain Insulin Analogues and Pharmaceutical Formulations Thereof |
| US8192857B2 (en) | 2006-03-04 | 2012-06-05 | Enerdel, Inc. | Battery assembly and method of forming the same |
| ES2554773T3 (es) * | 2006-10-04 | 2015-12-23 | Case Western Reserve University | Insulina y análogos de la insulina resistentes a la fibrilación |
| US7790677B2 (en) | 2006-12-13 | 2010-09-07 | Elona Biotechnologies | Insulin production methods and pro-insulin constructs |
| MY152979A (en) | 2008-01-09 | 2014-12-15 | Sanofi Aventis Deutschland | Novel insulin derivatives having an extremely delayed time-action profile |
| US8993516B2 (en) | 2008-04-14 | 2015-03-31 | Case Western Reserve University | Meal-time insulin analogues of enhanced stability |
| CA2722168A1 (en) * | 2008-04-22 | 2009-10-29 | Case Western Reserve University | Isoform-specific insulin analogues |
| WO2009133099A2 (en) * | 2008-04-28 | 2009-11-05 | Novo Nordisk A/S | Insulin precursors for diabetes treatment |
| NZ590792A (en) | 2008-07-31 | 2012-12-21 | Univ Case Western Reserve | Halogen-stabilized insulin |
| US9060927B2 (en) * | 2009-03-03 | 2015-06-23 | Biodel Inc. | Insulin formulations for rapid uptake |
| WO2011028813A2 (en) | 2009-09-01 | 2011-03-10 | Case Western Reserve University | Insulin analogues of enhanced receptor-binding specificity |
| US8399407B2 (en) | 2009-09-17 | 2013-03-19 | Case Western Reserve University | Non-standard insulin analogues |
| CA2783763A1 (en) | 2009-12-11 | 2011-06-16 | Case Western Reserve University | Insulin analogues with chlorinated amino acids |
| CA2790495A1 (en) | 2010-02-22 | 2011-08-25 | Case Western Reserve University | Long-acting insulin analogue preparations in soluble and crystalline forms |
| AU2011268327B2 (en) * | 2010-06-16 | 2016-02-25 | Indiana University Research And Technology Corporation | Single chain insulin agonists exhibiting high activity at the insulin receptor |
| CN105008395B (zh) | 2012-11-05 | 2020-12-29 | 卡斯西部储备大学 | 长效单链胰岛素类似物 |
-
2015
- 2015-10-06 KR KR1020177006438A patent/KR102569743B1/ko active Active
- 2015-10-06 JP JP2017518189A patent/JP6829928B2/ja active Active
- 2015-10-06 CA CA2961037A patent/CA2961037A1/en active Pending
- 2015-10-06 CN CN201580054329.9A patent/CN107108716A/zh active Pending
- 2015-10-06 US US15/517,300 patent/US10392429B2/en active Active
- 2015-10-06 BR BR112017004544A patent/BR112017004544A2/pt not_active IP Right Cessation
- 2015-10-06 AU AU2015328222A patent/AU2015328222B9/en active Active
- 2015-10-06 WO PCT/US2015/054263 patent/WO2016057529A2/en not_active Ceased
- 2015-10-06 EP EP15849531.7A patent/EP3204410B1/en active Active
-
2017
- 2017-04-02 IL IL251503A patent/IL251503A0/en unknown
-
2019
- 2019-08-26 US US16/550,973 patent/US11142560B2/en active Active
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