CN105713066A - 在升高的温度下合成肽的改进偶联方法 - Google Patents
在升高的温度下合成肽的改进偶联方法 Download PDFInfo
- Publication number
- CN105713066A CN105713066A CN201510959243.2A CN201510959243A CN105713066A CN 105713066 A CN105713066 A CN 105713066A CN 201510959243 A CN201510959243 A CN 201510959243A CN 105713066 A CN105713066 A CN 105713066A
- Authority
- CN
- China
- Prior art keywords
- coupling
- carbodiimide
- activation
- peptide
- carboxylic acid
- 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.)
- Pending
Links
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
- C07K1/10—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length using coupling 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
- C07K1/04—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
- C07K1/06—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
-
- 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
-
- 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
- C07K1/084—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 nitrogen
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K14/00—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof
- C07K14/435—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof from animals; from humans
- C07K14/575—Hormones
- C07K14/57581—Thymosin; Related peptides
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Medicinal Chemistry (AREA)
- Biophysics (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Biochemistry (AREA)
- Molecular Biology (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Analytical Chemistry (AREA)
- Gastroenterology & Hepatology (AREA)
- Endocrinology (AREA)
- Toxicology (AREA)
- Zoology (AREA)
- Peptides Or Proteins (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
Applications Claiming Priority (8)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201462094420P | 2014-12-19 | 2014-12-19 | |
| US62/094,420 | 2014-12-19 | ||
| US201562111817P | 2015-02-04 | 2015-02-04 | |
| US62/111,817 | 2015-02-04 | ||
| US201562132847P | 2015-03-13 | 2015-03-13 | |
| US62/132,847 | 2015-03-13 | ||
| US14/969,004 | 2015-12-15 | ||
| US14/969,004 US10308677B2 (en) | 2014-12-19 | 2015-12-15 | Coupling method for peptide synthesis at elevated temperatures |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN105713066A true CN105713066A (zh) | 2016-06-29 |
Family
ID=55310608
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201510959243.2A Pending CN105713066A (zh) | 2014-12-19 | 2015-12-18 | 在升高的温度下合成肽的改进偶联方法 |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US10308677B2 (https=) |
| EP (1) | EP3037430B1 (https=) |
| JP (1) | JP6348102B2 (https=) |
| CN (1) | CN105713066A (https=) |
| AU (2) | AU2015271886B2 (https=) |
| CA (1) | CA2915484C (https=) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN114736286A (zh) * | 2021-12-27 | 2022-07-12 | 杭州诺泰澳赛诺医药技术开发有限公司 | 一种多肽杂质单硫化物的合成方法 |
| CN118812623A (zh) * | 2024-07-02 | 2024-10-22 | 中肽生化有限公司 | 一种alpha取代氨基酸和氮烷基类甘氨酸相连多肽序列的固相合成方法 |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US10450343B2 (en) | 2013-03-21 | 2019-10-22 | Sanofi-Aventis Deutschland Gmbh | Synthesis of cyclic imide containing peptide products |
| CA2907454C (en) | 2013-03-21 | 2021-05-04 | Sanofi-Aventis Deutschland Gmbh | Synthesis of hydantoin containing peptide products |
| US9969769B2 (en) | 2014-12-19 | 2018-05-15 | Cem Corporation | Coupling method for peptide synthesis at elevated temperatures |
| AU2017221772B2 (en) * | 2016-09-02 | 2018-07-05 | Cem Corporation | Use of excess carbodiimide for peptide synthesis at elevated temperatures |
| US10858390B2 (en) * | 2016-09-02 | 2020-12-08 | Cem Corporation | Use of excess carbodiimide for peptide synthesis at elevated temperatures |
| CN113655133B (zh) * | 2021-06-29 | 2023-03-10 | 北京诺康达医药科技股份有限公司 | 一种检测n,n-二异丙基碳二酰亚胺的方法及应用 |
| WO2023195516A1 (ja) * | 2022-04-08 | 2023-10-12 | 中外製薬株式会社 | ペプチド化合物の製造方法 |
Family Cites Families (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB673639A (en) | 1948-07-02 | 1952-06-11 | Ward Blenkinsop & Co Ltd | Process for the production of acyl derivatives of amino hydroxybenzene carboxylic acids |
| GB812543A (en) | 1954-12-06 | 1959-04-29 | Roussel Uclaf | Improvements in or relating to ª‡-amino acids and peptides derived therefrom |
| US4507230A (en) | 1982-05-12 | 1985-03-26 | Research Corporation | Peptide synthesis reagents and method of use |
| JPS6393796A (ja) | 1986-10-09 | 1988-04-25 | Shin Etsu Chem Co Ltd | ペプチド合成の脱保護基用薬剤 |
| EP0322348B1 (de) | 1987-12-22 | 1994-02-02 | Hoechst Aktiengesellschaft | Säurelabile Ankergruppen zur Synthese von Peptidamiden mittels Festphasenmethode |
| DE4124283A1 (de) | 1991-07-15 | 1993-01-21 | Degussa | Umesterung von peptiden |
| PL338457A1 (en) | 1997-07-31 | 2000-11-06 | Elan Pharm Inc | Sulphonylated dipeptidic compounds capable to inhibit adhesion of leucocytes through the mediation of vla-4 |
| MXPA02007231A (es) | 2000-01-27 | 2002-12-09 | Lilly Co Eli | Proceso para solubilizar los compuestos de peptido 1 similares a glucagon. |
| CZ299141B6 (cs) | 2000-12-22 | 2008-04-30 | Ipsen Manufacturing Ireland Limited | Zpusob syntézy peptidu LHRH |
| GB0227876D0 (en) | 2002-11-29 | 2003-01-08 | Avecia Ltd | Process and supports |
| US7393920B2 (en) * | 2003-06-23 | 2008-07-01 | Cem Corporation | Microwave-assisted peptide synthesis |
| ATE376556T1 (de) | 2003-12-31 | 2007-11-15 | Hoffmann La Roche | Verfahren zur peptidsynthese unter verwendung einer reduzierten menge an entschützungsmittel |
| DE102004053410A1 (de) | 2004-11-05 | 2006-05-11 | Bayer Healthcare Ag | Cyclische Nonadepsipeptidamide |
| JP6112011B2 (ja) | 2011-05-31 | 2017-04-12 | 味の素株式会社 | ペプチドの製造方法 |
| US20140206841A1 (en) | 2013-01-18 | 2014-07-24 | Protein Technologies, Inc. | Peptide Synthesis Apparatus and Methods Using Infrared Energy |
-
2015
- 2015-12-15 US US14/969,004 patent/US10308677B2/en active Active
- 2015-12-17 CA CA2915484A patent/CA2915484C/en active Active
- 2015-12-17 AU AU2015271886A patent/AU2015271886B2/en active Active
- 2015-12-18 CN CN201510959243.2A patent/CN105713066A/zh active Pending
- 2015-12-18 EP EP15201155.7A patent/EP3037430B1/en active Active
- 2015-12-18 JP JP2015247553A patent/JP6348102B2/ja active Active
-
2017
- 2017-06-20 AU AU2017204172A patent/AU2017204172B2/en active Active
Non-Patent Citations (3)
| Title |
|---|
| JONATHAN M COLLINS ET AL: "High-efficiency solid phase peptide synthesis(HE-SPPS)", 《ORGANIC LETTERS》 * |
| M BEYERMANN ET AL: "Effect of tertiary amine on the carbodiimide-mediated peptide synthesis", 《INT J PEPTIDE PROTEIN RES》 * |
| RAMON SUBIROS-FUNOSAS ET AL: "Oxyma:an efficient additive for peptide synthesis to replace the benzotriazole-based HOBt and HOAt with lower risk of explosion", 《CHEM EUR J》 * |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN114736286A (zh) * | 2021-12-27 | 2022-07-12 | 杭州诺泰澳赛诺医药技术开发有限公司 | 一种多肽杂质单硫化物的合成方法 |
| CN118812623A (zh) * | 2024-07-02 | 2024-10-22 | 中肽生化有限公司 | 一种alpha取代氨基酸和氮烷基类甘氨酸相连多肽序列的固相合成方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| JP6348102B2 (ja) | 2018-06-27 |
| EP3037430A1 (en) | 2016-06-29 |
| AU2017204172B2 (en) | 2017-10-05 |
| CA2915484A1 (en) | 2016-06-19 |
| JP2016138090A (ja) | 2016-08-04 |
| US10308677B2 (en) | 2019-06-04 |
| EP3037430B1 (en) | 2019-12-04 |
| US20160176918A1 (en) | 2016-06-23 |
| AU2017204172A1 (en) | 2017-07-13 |
| CA2915484C (en) | 2019-01-15 |
| AU2015271886A1 (en) | 2016-07-07 |
| AU2015271886B2 (en) | 2017-08-03 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| EP3037430B1 (en) | Coupling method for peptide synthesis at elevated temperatures | |
| Petrou et al. | Peptide synthesis: Methods, trends, and challenges | |
| Čemažar et al. | Microwave‐assisted Boc‐solid phase peptide synthesis of cyclic cysteine‐rich peptides | |
| Mthembu et al. | Morpholine, a strong contender for Fmoc removal in solid‐phase peptide synthesis | |
| WO2023117904A1 (en) | Method for peptide synthesis | |
| JP5445456B2 (ja) | ジベンゾフルベンの除去方法 | |
| TWI683820B (zh) | 過量碳二亞胺在高溫下用於肽合成的用途 | |
| Guan et al. | New methods for chemical protein synthesis | |
| Kong et al. | Aspartimide Formation and Its Prevention in Fmoc Chemistry Solid Phase Peptide Synthesis | |
| JP5985534B2 (ja) | グアニジル基およびアミノ基の保護のためのインドールスルホニル保護基 | |
| US9969769B2 (en) | Coupling method for peptide synthesis at elevated temperatures | |
| EP2812345B1 (en) | Method of synthesizing peptides, proteins and bioconjugates | |
| AU2017221772B2 (en) | Use of excess carbodiimide for peptide synthesis at elevated temperatures | |
| CN115181158A (zh) | Fmoc基团裂解方法 | |
| JP2007521316A (ja) | ペプチド合成方法 | |
| EP3233899B1 (en) | A process for the preparation of pasireotide | |
| RU2494105C2 (ru) | Способ получения циклического пептида | |
| Misicka | 12 General Strategies of Peptide Synthesis | |
| Gordon | Investigations In Chemical Protein S thesis | |
| HK1154860B (en) | Indolesulfonyl protecting groups for protection of guanidino and amino groups |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| AD01 | Patent right deemed abandoned | ||
| AD01 | Patent right deemed abandoned |
Effective date of abandoning: 20201127 |