CA2292724A1 - Solid phase native chemical ligation of unprotected or n-terminal cysteine protected peptides in aqueous solution - Google Patents
Solid phase native chemical ligation of unprotected or n-terminal cysteine protected peptides in aqueous solution Download PDFInfo
- Publication number
- CA2292724A1 CA2292724A1 CA002292724A CA2292724A CA2292724A1 CA 2292724 A1 CA2292724 A1 CA 2292724A1 CA 002292724 A CA002292724 A CA 002292724A CA 2292724 A CA2292724 A CA 2292724A CA 2292724 A1 CA2292724 A1 CA 2292724A1
- Authority
- CA
- Canada
- Prior art keywords
- peptide
- solid phase
- terminal
- bound
- unprotected
- 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.)
- Abandoned
Links
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- 238000006386 neutralization reaction Methods 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 229920001220 nitrocellulos Polymers 0.000 description 1
- 229920001778 nylon Polymers 0.000 description 1
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- 229920003023 plastic Polymers 0.000 description 1
- 239000003880 polar aprotic solvent Substances 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
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- 230000035484 reaction time Effects 0.000 description 1
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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
- C07K1/06—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length using protecting groups or activating agents
- C07K1/08—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length using protecting groups or activating agents using activating agents
- C07K1/086—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length using protecting groups or activating agents using activating agents containing sulfur
-
- 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
- C07K1/02—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length in solution
- C07K1/023—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length in solution using racemisation inhibiting agents
-
- 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
- C07K1/02—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length in solution
- C07K1/026—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length in solution by fragment condensation in solution
-
- 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
- C07K1/04—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length on carriers
-
- 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
- C07K1/04—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length on carriers
- C07K1/047—Simultaneous synthesis of different peptide species; Peptide libraries
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- Biophysics (AREA)
- Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Medicinal Chemistry (AREA)
- Molecular Biology (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Analytical Chemistry (AREA)
- Peptides Or Proteins (AREA)
- Other Investigation Or Analysis Of Materials By Electrical Means (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US4955397P | 1997-06-13 | 1997-06-13 | |
| US60/049,553 | 1997-06-13 | ||
| PCT/US1998/012278 WO1998056807A1 (en) | 1997-06-13 | 1998-06-12 | Solid phase native chemical ligation of unprotected or n-terminal cysteine protected peptides in aqueous solution |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2292724A1 true CA2292724A1 (en) | 1998-12-17 |
Family
ID=21960431
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002292724A Abandoned CA2292724A1 (en) | 1997-06-13 | 1998-06-12 | Solid phase native chemical ligation of unprotected or n-terminal cysteine protected peptides in aqueous solution |
Country Status (9)
| Country | Link |
|---|---|
| US (4) | US6326468B1 (enExample) |
| EP (1) | EP1001968B1 (enExample) |
| JP (1) | JP2002505672A (enExample) |
| AT (2) | ATE354584T1 (enExample) |
| AU (1) | AU745094B2 (enExample) |
| CA (1) | CA2292724A1 (enExample) |
| DE (2) | DE69828287T2 (enExample) |
| ES (2) | ES2282788T3 (enExample) |
| WO (1) | WO1998056807A1 (enExample) |
Families Citing this family (60)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6184344B1 (en) * | 1995-05-04 | 2001-02-06 | The Scripps Research Institute | Synthesis of proteins by native chemical ligation |
| US6849428B1 (en) * | 1997-03-05 | 2005-02-01 | New England Biolabs, Inc. | Intein-mediated protein ligation of expressed proteins |
| CA2292724A1 (en) * | 1997-06-13 | 1998-12-17 | Gryphon Sciences | Solid phase native chemical ligation of unprotected or n-terminal cysteine protected peptides in aqueous solution |
| CA2301846A1 (en) | 1997-09-04 | 1999-03-11 | Gryphon Sciences | Modular protein libraries and methods of preparation |
| AUPP589598A0 (en) | 1998-09-14 | 1998-10-08 | University Of Queensland, The | Novel peptides |
| US7001745B1 (en) * | 1998-09-30 | 2006-02-21 | New England Biolabs, Inc. | Intein mediated peptide ligation |
| EP1159289A1 (en) * | 1999-03-11 | 2001-12-05 | Gryphon Sciences | Chemical synthesis and use of soluble membrane protein receptor domains |
| SK782002A3 (en) | 1999-07-21 | 2003-08-05 | Lexigen Pharm Corp | FC fusion proteins for enhancing the immunogenicity of protein and peptide antigens |
| EP1307214A4 (en) * | 2000-08-11 | 2006-01-18 | Invitrogen Corp | HIGHLY HOMOGENEOUS MOLECULAR MARKERS FOR ECTROPHORESIS |
| US20040014082A1 (en) * | 2000-08-11 | 2004-01-22 | Invitrogen Corporation | Highly homogeneous molecular markers for electrophoresis |
| WO2002018417A1 (en) * | 2000-09-01 | 2002-03-07 | Gryphon Therapeutics, Inc. | Nucleophile-stable thioester generating compounds, methods of production and use |
| AU2002243645A1 (en) * | 2001-01-22 | 2002-07-30 | Sangamo Biosciences, Inc. | Zinc finger proteins for dna binding and gene regulation in plants |
| EP1748078B1 (en) * | 2001-03-09 | 2011-01-19 | Boston Probes, Inc. | Methods, kits and compositions of combination oligomers |
| GB0113657D0 (en) * | 2001-06-05 | 2001-07-25 | Geneprot Inc | Improved native chemical ligation with three or more components |
| ES2411007T3 (es) | 2001-10-10 | 2013-07-04 | Novo Nordisk A/S | Remodelación y glicoconjugación de péptidos |
| ES2340376T3 (es) * | 2002-06-10 | 2010-06-02 | Amylin Pharmaceuticals, Inc. | Desproteccion del azufre posterior a la escision para la sintesis convergente de proteinas mediante ligacion quimica. |
| CA2448513A1 (en) * | 2002-06-29 | 2003-12-29 | Aquanova German Solubilisate Technologies (Agt) Gmbh | Isoflavone concentrates, as well as methods for their production |
| US7166574B2 (en) * | 2002-08-20 | 2007-01-23 | Biosurface Engineering Technologies, Inc. | Synthetic heparin-binding growth factor analogs |
| US7598224B2 (en) * | 2002-08-20 | 2009-10-06 | Biosurface Engineering Technologies, Inc. | Dual chain synthetic heparin-binding growth factor analogs |
| US8227411B2 (en) | 2002-08-20 | 2012-07-24 | BioSurface Engineering Technologies, Incle | FGF growth factor analogs |
| WO2004053460A2 (en) * | 2002-12-11 | 2004-06-24 | New England Biolabs, Inc. | Carrier-ligand fusions and uses thereof |
| AU2003303595A1 (en) | 2002-12-30 | 2004-07-29 | Gryphon Therapeutics, Inc. | Water-soluble thioester and selenoester compounds and methods for making and using the same |
| PL1615945T3 (pl) | 2003-04-09 | 2012-03-30 | Ratiopharm Gmbh | Sposoby glikopegylacji i białka/peptydy wytwarzane tymi sposobami |
| US7348004B2 (en) | 2003-05-06 | 2008-03-25 | Syntonix Pharmaceuticals, Inc. | Immunoglobulin chimeric monomer-dimer hybrids |
| TWI353991B (en) * | 2003-05-06 | 2011-12-11 | Syntonix Pharmaceuticals Inc | Immunoglobulin chimeric monomer-dimer hybrids |
| ATE497783T1 (de) * | 2003-05-06 | 2011-02-15 | Syntonix Pharmaceuticals Inc | Gerinnungsfaktor vii-fc chimäre proteine zur behandlung von hämostatischen krankheiten |
| WO2004105685A2 (en) * | 2003-05-22 | 2004-12-09 | Gryphon Therapeutics, Inc. | Displaceable linker solid phase chemical ligation |
| US7414028B1 (en) * | 2004-02-04 | 2008-08-19 | Biosurface Engineering Technologies, Inc. | Growth factor analogs |
| US20060024347A1 (en) * | 2004-02-10 | 2006-02-02 | Biosurface Engineering Technologies, Inc. | Bioactive peptide coatings |
| US7671012B2 (en) | 2004-02-10 | 2010-03-02 | Biosurface Engineering Technologies, Inc. | Formulations and methods for delivery of growth factor analogs |
| US20080227696A1 (en) | 2005-02-22 | 2008-09-18 | Biosurface Engineering Technologies, Inc. | Single branch heparin-binding growth factor analogs |
| US7528105B1 (en) | 2004-02-10 | 2009-05-05 | Biosurface Engineering Technologies | Heterodimeric chain synthetic heparin-binding growth factor analogs |
| ATE482228T1 (de) | 2004-02-20 | 2010-10-15 | Biosurface Eng Tech Inc | Positiver modulator des knochenmorphogenetisches protein-2 (bmp-2) |
| MXPA06011679A (es) | 2004-04-09 | 2007-01-23 | Chugai Pharmaceutical Co Ltd | Novedosos profarmacos solubles en agua. |
| WO2005115433A2 (en) * | 2004-05-24 | 2005-12-08 | Rigel Pharmaceuticals, Inc. | Methods for cyclizing synthetic polymers |
| NZ578299A (en) | 2005-03-31 | 2010-03-26 | Amylin Pharmaceuticals Inc | Amylin and amylin agonists for treating schizophrenia |
| TW200744603A (en) | 2005-08-22 | 2007-12-16 | Chugai Pharmaceutical Co Ltd | Novel anticancer concomitant drug |
| WO2007100358A2 (en) * | 2005-10-07 | 2007-09-07 | University Of Chicago | Convergent synthesis of proteins by kinetically controlled ligation |
| US20090118271A1 (en) * | 2005-10-19 | 2009-05-07 | Chugai Seiyaku Kabushiki Kaisha | Preventive or Therapeutic Agents for Pancreatic Cancer, Ovarian Cancer, or Liver Cancer Comprising a Novel Water-Soluble Prodrug |
| US7820172B1 (en) | 2006-06-01 | 2010-10-26 | Biosurface Engineering Technologies, Inc. | Laminin-derived multi-domain peptides |
| WO2007150053A2 (en) | 2006-06-22 | 2007-12-27 | Biosurface Engineering Technologies, Inc. | Composition and method for delivery of bmp-2 amplifier/co-activator for enhancement of osteogenesis |
| US8309522B2 (en) | 2007-02-05 | 2012-11-13 | Amylin Pharmaceuticals, Llc | Neuromedin and FN-38 peptides for treating psychiatric diseases |
| JP2010537984A (ja) * | 2007-08-28 | 2010-12-09 | イプセン ファルマ ソシエテ パール アクシオン サンプリフィエ | ポリペプチドおよび蛋白質の化学合成のための方法および中間体 |
| CA2790343A1 (en) * | 2010-02-18 | 2011-08-25 | Advanced Proteome Therapeutics Inc. | Site-specific modification of proteins through chemical modification enabling protein conjugates, protein dimer formation, and stapled peptides |
| JP6121330B2 (ja) | 2010-09-28 | 2017-04-26 | アミリン・ファーマシューティカルズ, リミテッド・ライアビリティ・カンパニーAmylin Pharmaceuticals, Llc | 作用持続時間が増した改変ポリペプチド |
| MX351128B (es) | 2010-09-28 | 2017-10-03 | Aegerion Pharmaceuticals Inc | Polipeptidos manipulados que tienen duracion de accion incrementada. |
| US20140256621A1 (en) | 2011-07-08 | 2014-09-11 | Astrazeneca Pharmaceuticals Lp | Engineered poypeptides having enhanced duration of action and reduced immunogenicity |
| CN104271588B (zh) | 2011-07-08 | 2017-10-10 | 安米林药品有限责任公司 | 具有增强的作用持续时间和降低的免疫原性的工程改造的多肽 |
| FR2981352B1 (fr) * | 2011-10-17 | 2015-07-03 | Centre Nat Rech Scient | Procede de synthese de proteines |
| JP6290187B2 (ja) | 2012-05-11 | 2018-03-07 | クランツ，アレクサンダー | 癌の処置のためのタンパク質の部位特異的標識及び標的送達 |
| WO2013177231A1 (en) | 2012-05-21 | 2013-11-28 | Massachusetts Institute Of Technology | Translocation of non-natural chemical entities through anthrax protective antigen pore |
| TWI745671B (zh) | 2013-03-15 | 2021-11-11 | 美商百歐維拉提夫治療公司 | 因子ｉｘ多肽調配物 |
| US11273176B2 (en) | 2016-03-02 | 2022-03-15 | The Brigham And Women's Hospital, Inc. | Use of PLA2G5-deficient suppressive macrophages in suppression of inflammation |
| US11214592B2 (en) * | 2017-03-02 | 2022-01-04 | Glytech, Inc. | Production method for amino-acid polymer |
| WO2020070587A1 (en) | 2018-10-01 | 2020-04-09 | Université De Genève | Methods for producing a plurality of polypeptide variants suitable for biological analysis |
| US12103947B2 (en) * | 2018-11-30 | 2024-10-01 | Glytech, Inc. | Methods for producing peptide thioester and peptide |
| CA3157359A1 (en) | 2019-10-10 | 2021-04-15 | 1859, Inc. | Methods and systems for microfluidic screening |
| AU2019284038B1 (en) * | 2019-10-23 | 2021-01-07 | Mabplex International Co., Ltd. | Oligopeptide linker intermediate and preparation method thereof |
| WO2022266467A2 (en) | 2021-06-17 | 2022-12-22 | Dana-Farber Cancer Institute, Inc. | Recombinant histone polypeptide and uses thereof |
| EP4646232A1 (en) | 2023-01-06 | 2025-11-12 | Université de Genève | Variant ligand conjugates for payload delivery |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5064940A (en) * | 1988-05-11 | 1991-11-12 | Protein Technologies, Inc. | Premixed dry reagent containing a protected amino acid and an activating agent for use in solid phase protein synthesis |
| US5101059A (en) * | 1989-12-05 | 1992-03-31 | Research Corporation Technologies, Inc. | Amino acid protecting groups |
| CA2218620C (en) | 1995-05-04 | 2007-02-27 | Stephen B. H. Kent | Synthesis of proteins by native chemical ligation |
| WO1998028434A1 (en) | 1996-12-24 | 1998-07-02 | The Scripps Research Institute | General chemical ligation |
| CA2292724A1 (en) * | 1997-06-13 | 1998-12-17 | Gryphon Sciences | Solid phase native chemical ligation of unprotected or n-terminal cysteine protected peptides in aqueous solution |
| US6329468B1 (en) * | 2000-01-21 | 2001-12-11 | Bostik Findley, Inc. | Hot melt adhesive based on semicrystalline flexible polyolefins |
-
1998
- 1998-06-12 CA CA002292724A patent/CA2292724A1/en not_active Abandoned
- 1998-06-12 AT AT04029270T patent/ATE354584T1/de not_active IP Right Cessation
- 1998-06-12 EP EP98929035A patent/EP1001968B1/en not_active Expired - Lifetime
- 1998-06-12 WO PCT/US1998/012278 patent/WO1998056807A1/en not_active Ceased
- 1998-06-12 DE DE69828287T patent/DE69828287T2/de not_active Expired - Fee Related
- 1998-06-12 AU AU80695/98A patent/AU745094B2/en not_active Ceased
- 1998-06-12 JP JP50326799A patent/JP2002505672A/ja not_active Ceased
- 1998-06-12 ES ES04029270T patent/ES2282788T3/es not_active Expired - Lifetime
- 1998-06-12 US US09/097,094 patent/US6326468B1/en not_active Expired - Fee Related
- 1998-06-12 ES ES98929035T patent/ES2235336T3/es not_active Expired - Lifetime
- 1998-06-12 AT AT98929035T patent/ATE285415T1/de not_active IP Right Cessation
- 1998-06-12 DE DE69837170T patent/DE69837170T2/de not_active Expired - Fee Related
-
2001
- 2001-11-15 US US09/987,675 patent/US7030217B2/en not_active Expired - Fee Related
- 2001-11-15 US US09/987,655 patent/US7094871B2/en not_active Expired - Fee Related
-
2005
- 2005-05-03 US US11/119,831 patent/US20050209440A1/en not_active Abandoned
Also Published As
| Publication number | Publication date |
|---|---|
| AU8069598A (en) | 1998-12-30 |
| US20020169282A1 (en) | 2002-11-14 |
| US20020132975A1 (en) | 2002-09-19 |
| AU745094B2 (en) | 2002-03-14 |
| US20050209440A1 (en) | 2005-09-22 |
| US7094871B2 (en) | 2006-08-22 |
| US7030217B2 (en) | 2006-04-18 |
| DE69837170T2 (de) | 2007-11-22 |
| JP2002505672A (ja) | 2002-02-19 |
| DE69828287D1 (de) | 2005-01-27 |
| ATE354584T1 (de) | 2007-03-15 |
| EP1001968B1 (en) | 2004-12-22 |
| DE69837170D1 (de) | 2007-04-05 |
| ATE285415T1 (de) | 2005-01-15 |
| US6326468B1 (en) | 2001-12-04 |
| DE69828287T2 (de) | 2005-12-15 |
| ES2235336T3 (es) | 2005-07-01 |
| EP1001968A1 (en) | 2000-05-24 |
| ES2282788T3 (es) | 2007-10-16 |
| WO1998056807A1 (en) | 1998-12-17 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request | ||
| FZDE | Discontinued |