DE3471940D1 - Homologues from aprotinine whose lys 15 amino acid is substituted by other amino acids, process for their preparation and their use as medicaments - Google Patents
Homologues from aprotinine whose lys 15 amino acid is substituted by other amino acids, process for their preparation and their use as medicamentsInfo
- Publication number
- DE3471940D1 DE3471940D1 DE8484108293T DE3471940T DE3471940D1 DE 3471940 D1 DE3471940 D1 DE 3471940D1 DE 8484108293 T DE8484108293 T DE 8484108293T DE 3471940 T DE3471940 T DE 3471940T DE 3471940 D1 DE3471940 D1 DE 3471940D1
- Authority
- DE
- Germany
- Prior art keywords
- cooh
- lys
- homologues
- amino acids
- ala
- 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.)
- Expired
Links
- 150000001413 amino acids Chemical class 0.000 title abstract 3
- ZPNFWUPYTFPOJU-MPSLMFKFSA-N aprotinin Chemical compound CC[C@H](C)[C@@H]1NC(=O)[C@@H](CCCNC(N)=N)NC(=O)[C@@H](C)NC(=O)[C@H](CCCCN)NC(=O)[C@@H]2CSSC[C@H]3NC(=O)CNC(=O)CNC(=O)[C@H](Cc4ccc(O)cc4)NC(=O)[C@H](NC(=O)[C@H](Cc4ccccc4)NC(=O)[C@@H](NC(=O)[C@H](CCC(N)=O)NC(=O)[C@@H](CSSC[C@@H](NC(=O)[C@H](CC(O)=O)NC(=O)[C@@H](CCC(O)=O)NC(=O)[C@H](C)NC(=O)[C@@H](CO)NC(=O)[C@H](CCCCN)NC(=O)[C@@H](Cc4ccccc4)NC(=O)[C@H](CC(N)=O)NC(=O)[C@@H](CC(N)=O)NC(=O)[C@H](CCCNC(N)=N)NC(=O)[C@@H](CCCCN)NC(=O)[C@H](C)NC(=O)[C@H](CCCNC(N)=N)NC3=O)C(=O)N[C@H](CCSC)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@H](CSSC[C@@H](NC(=O)[C@H](Cc3ccccc3)NC(=O)[C@@H](CC(O)=O)NC(=O)[C@H]3CCCN3C(=O)[C@H](N)CCCNC(N)=N)C(=O)N[C@H](CC(C)C)C(=O)N[C@@H](CCC(O)=O)C(=O)N3CCC[C@@H]3C(=O)N3CCC[C@H]3C(=O)N[C@H](Cc3ccc(O)cc3)C(=O)N[C@H]([C@H](C)O)C(=O)NCC(=O)N3CCC[C@H]3C(=O)N2)C(=O)NCC(=O)NCC(=O)N[C@H](C)C(O)=O)NC(=O)[C@@H](CC(C)C)NC(=O)CNC(=O)[C@@H](C)NC(=O)[C@H](CCCCN)NC(=O)[C@@H](C)NC(=O)[C@H](CC(N)=O)NC(=O)[C@@H](Cc2ccc(O)cc2)NC(=O)[C@H](Cc2ccccc2)NC(=O)[C@@H](Cc2ccc(O)cc2)NC(=O)[C@H](CCCNC(N)=N)NC(=O)[C@H](NC1=O)[C@H](C)CC)[C@@H](C)O)C(C)C ZPNFWUPYTFPOJU-MPSLMFKFSA-N 0.000 title 1
- 239000003814 drug Substances 0.000 title 1
- 125000000896 monocarboxylic acid group Chemical group 0.000 abstract 5
- 125000005907 alkyl ester group Chemical group 0.000 abstract 2
- UKAUYVFTDYCKQA-UHFFFAOYSA-N -2-Amino-4-hydroxybutanoic acid Natural products OC(=O)C(N)CCO UKAUYVFTDYCKQA-UHFFFAOYSA-N 0.000 abstract 1
- QWCKQJZIFLGMSD-UHFFFAOYSA-N 2-Aminobutanoic acid Natural products CCC(N)C(O)=O QWCKQJZIFLGMSD-UHFFFAOYSA-N 0.000 abstract 1
- QWCKQJZIFLGMSD-GSVOUGTGSA-N D-alpha-aminobutyric acid Chemical compound CC[C@@H](N)C(O)=O QWCKQJZIFLGMSD-GSVOUGTGSA-N 0.000 abstract 1
- UQBOJOOOTLPNST-UHFFFAOYSA-N Dehydroalanine Chemical compound NC(=C)C(O)=O UQBOJOOOTLPNST-UHFFFAOYSA-N 0.000 abstract 1
- SNDPXSYFESPGGJ-BYPYZUCNSA-N L-2-aminopentanoic acid Chemical compound CCC[C@H](N)C(O)=O SNDPXSYFESPGGJ-BYPYZUCNSA-N 0.000 abstract 1
- UKAUYVFTDYCKQA-VKHMYHEASA-N L-homoserine Chemical compound OC(=O)[C@@H](N)CCO UKAUYVFTDYCKQA-VKHMYHEASA-N 0.000 abstract 1
- SNDPXSYFESPGGJ-UHFFFAOYSA-N L-norVal-OH Natural products CCCC(N)C(O)=O SNDPXSYFESPGGJ-UHFFFAOYSA-N 0.000 abstract 1
- LRQKBLKVPFOOQJ-YFKPBYRVSA-N L-norleucine Chemical compound CCCC[C@H]([NH3+])C([O-])=O LRQKBLKVPFOOQJ-YFKPBYRVSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K1/00—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length
- C07K1/12—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length by hydrolysis, i.e. solvolysis in general
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K14/00—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof
- C07K14/81—Protease inhibitors
- C07K14/8107—Endopeptidase (E.C. 3.4.21-99) inhibitors
- C07K14/811—Serine protease (E.C. 3.4.21) inhibitors
- C07K14/8114—Kunitz type inhibitors
- C07K14/8117—Bovine/basic pancreatic trypsin inhibitor (BPTI, aprotinin)
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K38/00—Medicinal preparations containing peptides
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S930/00—Peptide or protein sequence
- Y10S930/01—Peptide or protein sequence
- Y10S930/26—Containing cys-cys disulfide bridge between nonadjacent cysteine residues
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Biophysics (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Life Sciences & Earth Sciences (AREA)
- Molecular Biology (AREA)
- Biochemistry (AREA)
- Gastroenterology & Hepatology (AREA)
- Analytical Chemistry (AREA)
- Peptides Or Proteins (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Enzymes And Modification Thereof (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE8484108293T DE3471940D1 (en) | 1983-07-28 | 1984-07-14 | Homologues from aprotinine whose lys 15 amino acid is substituted by other amino acids, process for their preparation and their use as medicaments |
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE3327277 | 1983-07-28 | ||
| DE19833339693 DE3339693A1 (de) | 1983-11-03 | 1983-11-03 | Homologe des aprotinin mit anderen aminosaeuren in position 15 anstelle von lysin, verfahren zu ihrer herstellung sowie ihre verwendung als arzneimittel |
| DE8484108293T DE3471940D1 (en) | 1983-07-28 | 1984-07-14 | Homologues from aprotinine whose lys 15 amino acid is substituted by other amino acids, process for their preparation and their use as medicaments |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE3471940D1 true DE3471940D1 (en) | 1988-07-14 |
Family
ID=25812701
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE8484108293T Expired DE3471940D1 (en) | 1983-07-28 | 1984-07-14 | Homologues from aprotinine whose lys 15 amino acid is substituted by other amino acids, process for their preparation and their use as medicaments |
Country Status (14)
| Country | Link |
|---|---|
| US (1) | US4595674A (enExample) |
| EP (1) | EP0132732B1 (enExample) |
| JP (1) | JPH0686479B2 (enExample) |
| KR (1) | KR890004784B1 (enExample) |
| AU (1) | AU560584B2 (enExample) |
| CA (1) | CA1238000A (enExample) |
| DE (1) | DE3471940D1 (enExample) |
| DK (2) | DK171895B1 (enExample) |
| ES (1) | ES534659A0 (enExample) |
| GR (1) | GR82265B (enExample) |
| HU (1) | HU199880B (enExample) |
| IE (1) | IE57628B1 (enExample) |
| IL (1) | IL72494A (enExample) |
| NZ (1) | NZ209001A (enExample) |
Families Citing this family (56)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5871956A (en) * | 1984-12-06 | 1999-02-16 | Amgen Inc. | Recombinant methods for production of serine inhibitors and DNA sequences useful for same |
| US6291662B1 (en) | 1984-12-05 | 2001-09-18 | Amgen Inc. | Recombinant methods for production of serine protease inhibitors and DNA sequences |
| DE3587526T3 (de) * | 1984-12-06 | 2002-08-08 | Amgen Inc.(N.D.Ges D. Staates Delaware), Thousand Oaks | Serinproteaseinhibitoren und isolierungsverfahren dazu. |
| US6132990A (en) * | 1984-12-06 | 2000-10-17 | Amgen Boulder Inc. | Recombinant methods for production of serine protease inhibitors and DNA sequences useful for same |
| US5900400A (en) * | 1984-12-06 | 1999-05-04 | Amgen Inc. | Serine protease inhibitor analogs |
| FI854634A0 (fi) * | 1985-11-22 | 1985-11-22 | Labsystems Oy | Foerfarande foer bestaemning av proteolytisk aktivitet. |
| GB2188322A (en) * | 1986-03-26 | 1987-09-30 | Bayer Ag | Aprotinin and analogues thereof produced by a recombinant host |
| GB2188933A (en) * | 1986-04-10 | 1987-10-14 | Bayer Ag | Expression vectors for production of polypeptides, method for enhanced expression of polypeptides, hosts containing the expression vectors, products manufactured thereby |
| US5187153A (en) * | 1986-11-17 | 1993-02-16 | Scios Nova Inc. | Methods of treatment using Alzheimer's amyloid polypeptide derivatives |
| US5220013A (en) * | 1986-11-17 | 1993-06-15 | Scios Nova Inc. | DNA sequence useful for the detection of Alzheimer's disease |
| US5223482A (en) * | 1986-11-17 | 1993-06-29 | Scios Nova Inc. | Recombinant Alzheimer's protease inhibitory amyloid protein and method of use |
| GB2199582A (en) * | 1987-01-07 | 1988-07-13 | Bayer Ag | Analogues of pancreatic secretory trypsin inhibitor |
| US5032573A (en) * | 1987-03-23 | 1991-07-16 | Bayer Aktiengesellschaft | Homologs of aprotinin produced from a recombinant host, process, expression vector and recombinant host therefor and pharmaceutical use thereof |
| JP2656944B2 (ja) * | 1987-04-30 | 1997-09-24 | クーパー ラボラトリーズ | タンパク質性治療剤のエアロゾール化 |
| DE3724570A1 (de) * | 1987-06-27 | 1989-01-05 | Bayer Ag | Human-aprotinin, dessen lys-rest in position 15 gegen einen anderen protogenen aminosaeurerest ausgetauscht ist |
| GB2208511A (en) * | 1987-08-07 | 1989-04-05 | Bayer Ag | Variants of bovine pancreatic trypsin inhibitor produced by recombinant dna technology |
| DK225488D0 (da) * | 1988-04-26 | 1988-04-26 | Novo Industri As | Polypeptid |
| US5591603A (en) * | 1987-08-28 | 1997-01-07 | Novo Nordisk A/S | Process for preparing aprotinin and aprotinin analogs in yeast cells |
| US5223409A (en) | 1988-09-02 | 1993-06-29 | Protein Engineering Corp. | Directed evolution of novel binding proteins |
| US20060134087A1 (en) * | 1988-09-02 | 2006-06-22 | Dyax Corp. | ITI-D1 Kunitz domain mutants as hNE inhibitors |
| US4994367A (en) * | 1988-10-07 | 1991-02-19 | East Carolina University | Extended shelf life platelet preparations and process for preparing the same |
| US5866413A (en) * | 1989-03-06 | 1999-02-02 | Board Of Regents Of The University Of Texas System | Pai-1 mutants |
| DK1029921T3 (da) * | 1989-03-06 | 2003-02-24 | Univ Texas | Serpinresistent t-PA, mutanter, gener |
| DE59007737D1 (de) * | 1989-05-13 | 1995-01-05 | Bayer Ag | Proteinaseninhibitoren, Verfahren zu ihrer Herstellung sowie diese enthaltende Arzneimittel. |
| US7413537B2 (en) * | 1989-09-01 | 2008-08-19 | Dyax Corp. | Directed evolution of disulfide-bonded micro-proteins |
| AU8740491A (en) * | 1990-09-28 | 1992-04-28 | Protein Engineering Corporation | Proteinaceous anti-dental plaque agents |
| JP4146512B2 (ja) * | 1991-03-01 | 2008-09-10 | ダイアックス コープ． | 小型タンパク質 |
| EP0573603B1 (en) * | 1991-03-01 | 2003-06-25 | Dyax Corp. | Inhibitors of human neutrophil elastase and human cathepsin g |
| US5747449A (en) * | 1992-07-13 | 1998-05-05 | Corvas International, Inc. | Bovine pancreatic trypsin inhibitor derived inhibitors of factor XA |
| US6869925B1 (en) * | 1992-09-09 | 2005-03-22 | Amgen Inc. | Inhibition of retrovirus infection |
| TW492975B (en) * | 1993-07-26 | 2002-07-01 | Novartis Ag | Tryptase inhibitor |
| EP1489097B1 (en) * | 1994-01-11 | 2011-10-19 | Dyax Corporation | Inhibitors of human plasmin derived from kunitz domains and nucleic acids encoding the same |
| US6057287A (en) | 1994-01-11 | 2000-05-02 | Dyax Corp. | Kallikrein-binding "Kunitz domain" proteins and analogues thereof |
| US6017880A (en) * | 1994-03-09 | 2000-01-25 | Amgen Inc. | Inhibition of retrovirus infection |
| DE4417353A1 (de) * | 1994-05-18 | 1996-01-25 | Bayer Ag | Verfahren zur Herstellung von rekombinantem Aprotinin und rekombinanten Aprotinin Varianten mit der natürlichen N-terminlaen Sequenz |
| DE19629982A1 (de) * | 1996-07-25 | 1998-01-29 | Bayer Ag | Aprotinin-Varianten mit verbesserten Eigenschaften |
| GB0103765D0 (en) * | 2001-02-15 | 2001-04-04 | Affitech As | Assay |
| US6731695B2 (en) * | 2001-03-27 | 2004-05-04 | Aware, Inc. | Systems and methods for implementing receiver transparent Q-mode |
| CA2453264A1 (en) * | 2001-07-10 | 2003-04-24 | Omnio Ab | Novel drug targets for arthritis |
| US7153829B2 (en) | 2002-06-07 | 2006-12-26 | Dyax Corp. | Kallikrein-inhibitor therapies |
| ES2528254T3 (es) | 2002-06-07 | 2015-02-05 | Dyax Corp. | Polipéptidos de dominio Kunitz modificado y su uso para reducir la isquemia o el inicio de una respuesta inflamatoria sistémica asociada con un procedimiento quirúrgico |
| JP2005537006A (ja) | 2002-08-28 | 2005-12-08 | ダイアックス、コープ | 臓器及び組織の保存方法 |
| EP1587907B1 (en) * | 2003-01-07 | 2011-03-02 | Dyax Corporation | Kunitz domain library |
| US6989369B2 (en) * | 2003-02-07 | 2006-01-24 | Dyax Corp. | Kunitz domain peptides |
| US7432238B2 (en) * | 2004-04-16 | 2008-10-07 | Stc.Unm | Human Kunitz-type inhibitor with enhanced antifibrinolytic activity |
| US7910550B2 (en) * | 2004-04-16 | 2011-03-22 | Stc.Unm | Human kunitz-type inhibitor with enhanced antifibrinolytic activity |
| US7235530B2 (en) | 2004-09-27 | 2007-06-26 | Dyax Corporation | Kallikrein inhibitors and anti-thrombolytic agents and uses thereof |
| US20060118491A1 (en) * | 2004-12-03 | 2006-06-08 | Gjerde Douglas T | Method and device for desalting an analyte |
| US20090223893A1 (en) * | 2005-12-01 | 2009-09-10 | Gjerde Douglas T | Method and Device for Desalting an Analyte |
| CA2635726C (en) | 2005-12-29 | 2016-10-11 | The Regents Of The University Of California | Methods and compositions related to mutant kunitz domain i of tfpi-2 |
| WO2008110301A1 (de) * | 2007-03-13 | 2008-09-18 | Bayer Schering Pharma Aktiengesellschaft | Aprotinin-varianten mit verbesserten eigenschaften |
| EP2385843A4 (en) * | 2009-01-06 | 2013-02-27 | Dyax Corp | TREATMENT OF MUZOSITIS WITH CALLICINE INHIBITORS |
| HRP20220107T1 (hr) | 2010-01-06 | 2022-04-15 | Takeda Pharmaceutical Company Limited | Proteini koji vežu kalikrein plazme |
| CN105713092B (zh) | 2011-01-06 | 2019-09-10 | 戴埃克斯有限公司 | 血浆前激肽释放酶结合蛋白 |
| IL247942B (en) | 2014-03-27 | 2022-09-01 | Dyax Corp | Compositions and methods for drops in macular edema as a result of diabetes |
| KR20250139401A (ko) | 2015-12-11 | 2025-09-23 | 다케다 파머수티컬 컴패니 리미티드 | 혈장 칼리크레인 저해제 및 유전성 혈관부종 발작을 치료하기 위한 이의 용도 |
-
1984
- 1984-06-28 AU AU30001/84A patent/AU560584B2/en not_active Ceased
- 1984-07-14 DE DE8484108293T patent/DE3471940D1/de not_active Expired
- 1984-07-14 EP EP84108293A patent/EP0132732B1/de not_active Expired
- 1984-07-25 NZ NZ209001A patent/NZ209001A/xx unknown
- 1984-07-25 IL IL72494A patent/IL72494A/xx not_active IP Right Cessation
- 1984-07-26 CA CA000459735A patent/CA1238000A/en not_active Expired
- 1984-07-26 GR GR75431A patent/GR82265B/el unknown
- 1984-07-27 JP JP59155720A patent/JPH0686479B2/ja not_active Expired - Lifetime
- 1984-07-27 ES ES534659A patent/ES534659A0/es active Granted
- 1984-07-27 HU HU842891A patent/HU199880B/hu not_active IP Right Cessation
- 1984-07-27 IE IE1954/84A patent/IE57628B1/en not_active IP Right Cessation
- 1984-07-27 KR KR1019840004467A patent/KR890004784B1/ko not_active Expired
- 1984-07-27 DK DK369284A patent/DK171895B1/da not_active IP Right Cessation
-
1985
- 1985-03-13 US US06/711,340 patent/US4595674A/en not_active Expired - Lifetime
-
1993
- 1993-05-27 DK DK060993A patent/DK171441B1/da not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| EP0132732A2 (de) | 1985-02-13 |
| KR890004784B1 (ko) | 1989-11-27 |
| ES8601858A1 (es) | 1985-11-16 |
| AU3000184A (en) | 1985-01-31 |
| EP0132732B1 (de) | 1988-06-08 |
| DK60993D0 (da) | 1993-05-27 |
| DK60993A (da) | 1993-05-27 |
| JPS6056999A (ja) | 1985-04-02 |
| AU560584B2 (en) | 1987-04-09 |
| IE841954L (en) | 1985-01-28 |
| CA1238000A (en) | 1988-06-14 |
| US4595674A (en) | 1986-06-17 |
| HU199880B (en) | 1990-03-28 |
| DK369284A (da) | 1985-01-29 |
| JPH0686479B2 (ja) | 1994-11-02 |
| DK369284D0 (da) | 1984-07-27 |
| IE57628B1 (en) | 1993-02-10 |
| ES534659A0 (es) | 1985-11-16 |
| NZ209001A (en) | 1989-02-24 |
| IL72494A (en) | 1988-02-29 |
| KR850001288A (ko) | 1985-03-18 |
| DK171895B1 (da) | 1997-08-04 |
| HUT34515A (en) | 1985-03-28 |
| IL72494A0 (en) | 1984-11-30 |
| EP0132732A3 (en) | 1986-02-05 |
| GR82265B (enExample) | 1984-12-13 |
| DK171441B1 (da) | 1996-10-28 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 8364 | No opposition during term of opposition | ||
| 8339 | Ceased/non-payment of the annual fee |