CA2915484C - Improved coupling method for peptide synthesis at elevated temperatures - Google Patents

Improved coupling method for peptide synthesis at elevated temperatures Download PDF

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Publication number
CA2915484C
CA2915484C CA2915484A CA2915484A CA2915484C CA 2915484 C CA2915484 C CA 2915484C CA 2915484 A CA2915484 A CA 2915484A CA 2915484 A CA2915484 A CA 2915484A CA 2915484 C CA2915484 C CA 2915484C
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Canada
Prior art keywords
coupling
base
activation
carried out
amount
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Active
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CA2915484A
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English (en)
French (fr)
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CA2915484A1 (en
Inventor
Jonathan M. Collins
Sandeep Kumar Singh
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CEM Corp
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CEM Corp
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Publication of CA2915484A1 publication Critical patent/CA2915484A1/en
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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
    • C07K1/10—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)
CA2915484A 2014-12-19 2015-12-17 Improved coupling method for peptide synthesis at elevated temperatures Active CA2915484C (en)

Applications Claiming Priority (8)

Application Number Priority Date Filing Date Title
US201462094420P 2014-12-19 2014-12-19
US62/094420 2014-12-19
US201562111817P 2015-02-04 2015-02-04
US62/111817 2015-02-04
US201562132847P 2015-03-13 2015-03-13
US62/132847 2015-03-13
US14/969,004 US10308677B2 (en) 2014-12-19 2015-12-15 Coupling method for peptide synthesis at elevated temperatures
US14/969004 2015-12-15

Publications (2)

Publication Number Publication Date
CA2915484A1 CA2915484A1 (en) 2016-06-19
CA2915484C true CA2915484C (en) 2019-01-15

Family

ID=55310608

Family Applications (1)

Application Number Title Priority Date Filing Date
CA2915484A Active CA2915484C (en) 2014-12-19 2015-12-17 Improved coupling method for peptide synthesis at elevated temperatures

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=)

Families Citing this family (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN105189465B (zh) 2013-03-21 2019-02-26 赛诺菲-安万特德国有限公司 合成含有乙内酰脲的肽产物
WO2014147129A1 (en) 2013-03-21 2014-09-25 Sanofi-Aventis Deutschland Gmbh Synthesis of cyclic imide containing peptide products
US9969769B2 (en) 2014-12-19 2018-05-15 Cem Corporation Coupling method 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
AU2017221772B2 (en) * 2016-09-02 2018-07-05 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
CN114736286B (zh) * 2021-12-27 2024-09-13 江苏诺泰澳赛诺生物制药股份有限公司 一种多肽杂质单硫化物的合成方法
EP4488283A1 (en) * 2022-04-08 2025-01-08 Chugai Seiyaku Kabushiki Kaisha Production method for peptide compound
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

Family Cites Families (15)

* Cited by examiner, † Cited by third party
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
HUP0003921A3 (en) 1997-07-31 2001-03-28 Wyeth Corp Sulfonylated dipeptide compounds which inhibit leukocyte adhesion mediated by vla-4, pharmaceutical compositions comprising thereof and their use
TR200401142T4 (tr) 2000-01-27 2004-07-21 Eli Lilly And Company Glükagon-benzeri peptid bileşiklerinin çözündürülmesi için işlem.
HU229701B1 (en) 2000-12-22 2014-05-28 Ipsen Manufactoring Ireland Ltd Process for the synthesis of a peptide having a trp residue
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
ES2295961T3 (es) 2003-12-31 2008-04-16 F. Hoffmann-La Roche Ag Proceso para la sintesis peptidica utilizacndo una cantidad reducida de agente de desproteccion.
DE102004053410A1 (de) 2004-11-05 2006-05-11 Bayer Healthcare Ag Cyclische Nonadepsipeptidamide
WO2012165546A1 (ja) 2011-05-31 2012-12-06 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

Also Published As

Publication number Publication date
JP2016138090A (ja) 2016-08-04
AU2015271886B2 (en) 2017-08-03
EP3037430B1 (en) 2019-12-04
CN105713066A (zh) 2016-06-29
AU2017204172A1 (en) 2017-07-13
AU2017204172B2 (en) 2017-10-05
US10308677B2 (en) 2019-06-04
CA2915484A1 (en) 2016-06-19
EP3037430A1 (en) 2016-06-29
JP6348102B2 (ja) 2018-06-27
AU2015271886A1 (en) 2016-07-07
US20160176918A1 (en) 2016-06-23

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