WO2017070512A1 - Improvements in solid phase peptide synthesis - Google Patents

Improvements in solid phase peptide synthesis Download PDF

Info

Publication number
WO2017070512A1
WO2017070512A1 PCT/US2016/058181 US2016058181W WO2017070512A1 WO 2017070512 A1 WO2017070512 A1 WO 2017070512A1 US 2016058181 W US2016058181 W US 2016058181W WO 2017070512 A1 WO2017070512 A1 WO 2017070512A1
Authority
WO
WIPO (PCT)
Prior art keywords
deprotection
coupling
cycle
deprotecting
vessel
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.)
Ceased
Application number
PCT/US2016/058181
Other languages
English (en)
French (fr)
Inventor
Jonathan M. Collins
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
CEM Corp
Original Assignee
CEM Corp
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by CEM Corp filed Critical CEM Corp
Priority to JP2018521074A priority Critical patent/JP6763948B2/ja
Priority to CA3002871A priority patent/CA3002871C/en
Priority to CN201680062118.4A priority patent/CN108368152A/zh
Priority to EP16858322.7A priority patent/EP3365352A4/en
Priority to US15/490,090 priority patent/US10239914B2/en
Priority to JP2019511957A priority patent/JP2019530659A/ja
Priority to EP17847113.2A priority patent/EP3507299B1/en
Priority to CN201780053940.9A priority patent/CN109715647A/zh
Priority to PCT/US2017/028254 priority patent/WO2018044356A1/en
Priority to DK17847113.2T priority patent/DK3507299T3/da
Priority to CA3034810A priority patent/CA3034810C/en
Publication of WO2017070512A1 publication Critical patent/WO2017070512A1/en
Anticipated expiration legal-status Critical
Priority to US16/143,917 priority patent/US20190194246A1/en
Ceased legal-status Critical Current

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
    • C07K1/04—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length on carriers
    • C07K1/045—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length on carriers using devices to improve synthesis, e.g. reactors, special vessels
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J19/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
    • B01J19/08—Processes employing the direct application of electric or wave energy, or particle radiation; Apparatus therefor
    • B01J19/12—Processes employing the direct application of electric or wave energy, or particle radiation; Apparatus therefor employing electromagnetic waves
    • B01J19/122—Incoherent waves
    • B01J19/126—Microwaves
    • 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
    • C07K1/061—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 protecting groups
    • C07K1/063—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 protecting groups for alpha-amino functions
    • 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
    • C07K1/107—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length by chemical modification of precursor peptides
    • C07K1/1072—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length by chemical modification of precursor peptides by covalent attachment of residues or functional groups
    • C07K1/1075—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length by chemical modification of precursor peptides by covalent attachment of residues or functional groups by covalent attachment of amino acids or peptide residues
    • 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
    • C07K1/14—Extraction; Separation; Purification
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K14/00—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof
    • C07K14/005—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof from viruses
    • 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
    • C07K14/46—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof from animals; from humans from vertebrates
    • C07K14/463—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof from animals; from humans from vertebrates from amphibians
    • 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
    • C07K14/46—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof from animals; from humans from vertebrates
    • C07K14/47—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof from animals; from humans from vertebrates from mammals
    • C07K14/4701—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof from animals; from humans from vertebrates from mammals not used
    • 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
    • C07K14/46—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof from animals; from humans from vertebrates
    • C07K14/47—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof from animals; from humans from vertebrates from mammals
    • C07K14/4701—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof from animals; from humans from vertebrates from mammals not used
    • C07K14/4723—Cationic antimicrobial peptides, e.g. defensins
    • 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
    • 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
    • C07K14/57572—Gastrin releasing peptide
    • 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
    • C07K14/59—Follicle-stimulating hormone [FSH]; Chorionic gonadotropins, e.g.hCG [human chorionic gonadotropin]; Luteinising hormone [LH]; Thyroid-stimulating hormone [TSH]
    • 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
    • C07K14/605—Glucagons
    • 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
    • C07K14/635—Parathyroid hormone, i.e. parathormone; Parathyroid hormone-related peptides
    • 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
    • C07K14/645—Secretins
    • 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
    • C07K14/705—Receptors; Cell surface antigens; Cell surface determinants
    • 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
    • C07K14/815—Protease inhibitors from leeches, e.g. hirudin, eglin
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K7/00—Peptides having 5 to 20 amino acids in a fully defined sequence; Derivatives thereof
    • C07K7/04—Linear peptides containing only normal peptide links
    • C07K7/08—Linear peptides containing only normal peptide links having 12 to 20 amino acids
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K7/00—Peptides having 5 to 20 amino acids in a fully defined sequence; Derivatives thereof
    • C07K7/04—Linear peptides containing only normal peptide links
    • C07K7/16—Oxytocins; Vasopressins; Related peptides
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
    • C12N7/00—Viruses; Bacteriophages; Compositions thereof; Preparation or purification thereof
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2204/00—Aspects relating to feed or outlet devices; Regulating devices for feed or outlet devices
    • B01J2204/005—Aspects relating to feed or outlet devices; Regulating devices for feed or outlet devices the outlet side being of particular interest
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2219/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
    • B01J2219/00049—Controlling or regulating processes
    • B01J2219/00051—Controlling the temperature
    • B01J2219/00054—Controlling or regulating the heat exchange system
    • B01J2219/00056—Controlling or regulating the heat exchange system involving measured parameters
    • B01J2219/00058—Temperature measurement
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2219/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
    • B01J2219/08—Processes employing the direct application of electric or wave energy, or particle radiation; Apparatus therefor
    • B01J2219/0873—Materials to be treated
    • B01J2219/0879—Solid
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2219/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
    • B01J2219/08—Processes employing the direct application of electric or wave energy, or particle radiation; Apparatus therefor
    • B01J2219/12—Processes employing electromagnetic waves
    • B01J2219/1203—Incoherent waves
    • B01J2219/1206—Microwaves
    • B01J2219/1248—Features relating to the microwave cavity
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
    • C12N2740/00—Reverse transcribing RNA viruses
    • C12N2740/00011—Details
    • C12N2740/10011—Retroviridae
    • C12N2740/16011—Human Immunodeficiency Virus, HIV
    • C12N2740/16311—Human Immunodeficiency Virus, HIV concerning HIV regulatory proteins
    • C12N2740/16322—New viral proteins or individual genes, new structural or functional aspects of known viral proteins or genes

Definitions

  • HIV-TAT (47-57) HIV/AIDS RA ProTide 93 0:31 Fmoc-YGRKKRRQRRR-NH 2 Research

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Genetics & Genomics (AREA)
  • Medicinal Chemistry (AREA)
  • Biochemistry (AREA)
  • Molecular Biology (AREA)
  • Biophysics (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Gastroenterology & Hepatology (AREA)
  • Zoology (AREA)
  • Toxicology (AREA)
  • Endocrinology (AREA)
  • Analytical Chemistry (AREA)
  • Immunology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Virology (AREA)
  • Wood Science & Technology (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Engineering & Computer Science (AREA)
  • Tropical Medicine & Parasitology (AREA)
  • Cell Biology (AREA)
  • Reproductive Health (AREA)
  • General Chemical & Material Sciences (AREA)
  • Electromagnetism (AREA)
  • Biomedical Technology (AREA)
  • Biotechnology (AREA)
  • Microbiology (AREA)
  • Physics & Mathematics (AREA)
  • General Engineering & Computer Science (AREA)
  • Peptides Or Proteins (AREA)
PCT/US2016/058181 2015-10-23 2016-10-21 Improvements in solid phase peptide synthesis Ceased WO2017070512A1 (en)

Priority Applications (12)

Application Number Priority Date Filing Date Title
JP2018521074A JP6763948B2 (ja) 2015-10-23 2016-10-21 固相ペプチド合成における改良
CA3002871A CA3002871C (en) 2015-10-23 2016-10-21 Improvements in solid phase peptide synthesis
CN201680062118.4A CN108368152A (zh) 2015-10-23 2016-10-21 固相肽合成中的改进
EP16858322.7A EP3365352A4 (en) 2015-10-23 2016-10-21 IMPROVEMENTS OF SOLID PHASE PEPTIDE SYNTHESIS
US15/490,090 US10239914B2 (en) 2015-10-23 2017-04-18 In-situ solvent recycling process for solid phase peptide synthesis at elevated temperatures
CN201780053940.9A CN109715647A (zh) 2016-09-03 2017-04-19 用于高温固相肽合成的原位溶剂回收方法
EP17847113.2A EP3507299B1 (en) 2016-09-03 2017-04-19 In-situ solvent recycling process for solid phase peptide synthesis at elevated temperatures
JP2019511957A JP2019530659A (ja) 2016-09-03 2017-04-19 高温での固相ペプチド合成のためのインサイツ溶媒リサイクル法
PCT/US2017/028254 WO2018044356A1 (en) 2016-09-03 2017-04-19 In-situ solvent recycling process for solid phase peptide synthesis at elevated temperatures
DK17847113.2T DK3507299T3 (da) 2016-09-03 2017-04-19 Fremgangsmåde til genvinding af in-situ-opløsningsmiddel til fastfasepeptidsyntese ved forhøjede temperaturer
CA3034810A CA3034810C (en) 2016-09-03 2017-04-19 In-situ solvent recycling process for solid phase peptide synthesis at elevated temperatures
US16/143,917 US20190194246A1 (en) 2015-10-23 2018-09-27 Solid phase peptide synthesis

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
US201562245484P 2015-10-23 2015-10-23
US62/245,484 2015-10-23
US15/299,931 2016-10-21
US15/299,931 US10125163B2 (en) 2015-10-23 2016-10-21 Solid phase peptide synthesis

Publications (1)

Publication Number Publication Date
WO2017070512A1 true WO2017070512A1 (en) 2017-04-27

Family

ID=58558077

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US2016/058181 Ceased WO2017070512A1 (en) 2015-10-23 2016-10-21 Improvements in solid phase peptide synthesis

Country Status (4)

Country Link
US (2) US10125163B2 (https=)
JP (1) JP6763948B2 (https=)
CA (1) CA3002871C (https=)
WO (1) WO2017070512A1 (https=)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US10125163B2 (en) 2015-10-23 2018-11-13 Cem Corporation Solid phase peptide synthesis
US10239914B2 (en) 2015-10-23 2019-03-26 Cem Corporation In-situ solvent recycling process for solid phase peptide synthesis at elevated temperatures
WO2023287345A1 (en) 2021-07-16 2023-01-19 Polypeptide Laboratories Holding (Ppl) Ab Aqueous solid phase peptide synthesis
KR20230019120A (ko) 2020-06-03 2023-02-07 추가이 세이야쿠 가부시키가이샤 고난도 서열의 효율적 펩티드 축합법
USRE49961E1 (en) 2016-10-21 2024-05-07 Cem Corporation Solid phase peptide syntheses

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2019241903A1 (en) * 2018-06-19 2019-12-26 Shanghai Space Peptides Pharmaceutical Co., Ltd. Synthetic method of bivalirundin
CN108912208A (zh) * 2018-06-20 2018-11-30 南京肽业生物科技有限公司 一种温度可调的多肽固相合成装置
CN110642936B (zh) * 2018-06-26 2023-01-17 深圳翰宇药业股份有限公司 一种制备特立帕肽的方法
CA3191819A1 (en) 2020-09-09 2022-03-17 Hazel Szeto Methods and compositions for delivery of biotin to mitochondria
EP4380947A4 (en) * 2021-09-17 2025-10-01 Cem Corp SOLID PHASE PEPTIDE SYNTHESIS (SPPS) PROCESSES AND RELATED SYSTEMS
EP4551587A1 (en) * 2022-09-16 2025-05-14 CEM Corporation Peptide synthesis processes
EP4406652A1 (en) 2023-01-25 2024-07-31 Lizenzia GmbH Suction head

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20070270573A1 (en) * 2006-02-10 2007-11-22 Collins Jonathan M Microwave enhanced N-Fmoc deprotection in peptide synthesis
US20140275481A1 (en) * 2013-03-15 2014-09-18 Massachusetts Institute Of Technology Solid phase peptide synthesis processes and associated systems

Family Cites Families (17)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4065781A (en) * 1974-06-21 1977-12-27 Westinghouse Electric Corporation Insulated-gate thin film transistor with low leakage current
US5614608A (en) * 1995-01-20 1997-03-25 Selectide Corporation Apparatus and method for multiple synthesis of organic compounds on polymer support
US6329139B1 (en) * 1995-04-25 2001-12-11 Discovery Partners International Automated sorting system for matrices with memory
US6890491B1 (en) * 1997-06-10 2005-05-10 Pharmacopeia Drug Discovery, Inc. Method and apparatus for universal fluid exchange
US6084226A (en) 1998-04-21 2000-07-04 Cem Corporation Use of continuously variable power in microwave assisted chemistry
DK1280831T3 (da) * 2000-05-12 2006-11-27 Lonza Ag Fremgangsmåde til fremstilling af polymerbundet 2-chlortritylchlorid
US20040238794A1 (en) * 2003-05-30 2004-12-02 Karandikar Prashant G. Microwave processing of composite bodies made by an infiltration route
US7902488B2 (en) * 2003-06-23 2011-03-08 Cem Corporation Microwave-assisted peptide synthesis
US7393920B2 (en) * 2003-06-23 2008-07-01 Cem Corporation Microwave-assisted peptide synthesis
WO2006026184A2 (en) * 2004-08-20 2006-03-09 Washington University Blood brain barrier permeation peptides
KR101058140B1 (ko) * 2007-05-11 2011-08-24 나그라스타 엘.엘.씨. 보안 환경에서 프로세서 실행을 제어하기 위한 장치
JP2013534247A (ja) * 2010-08-16 2013-09-02 シーイーエム・コーポレーション 水溶性固相ペプチド合成
US8906681B2 (en) * 2011-08-02 2014-12-09 The Scripps Research Institute Reliable stabilization of N-linked polypeptide native states with enhanced aromatic sequons located in polypeptide tight turns
EP2703073A1 (en) * 2012-08-31 2014-03-05 Biotage AB Apparatus and method for solid phase synthesis
WO2015028599A1 (en) 2013-08-30 2015-03-05 Biotage Ab Cleavage of synthetic peptides
US10239914B2 (en) * 2015-10-23 2019-03-26 Cem Corporation In-situ solvent recycling process for solid phase peptide synthesis at elevated temperatures
US10125163B2 (en) * 2015-10-23 2018-11-13 Cem Corporation Solid phase peptide synthesis

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20070270573A1 (en) * 2006-02-10 2007-11-22 Collins Jonathan M Microwave enhanced N-Fmoc deprotection in peptide synthesis
US20140275481A1 (en) * 2013-03-15 2014-09-18 Massachusetts Institute Of Technology Solid phase peptide synthesis processes and associated systems

Non-Patent Citations (5)

* Cited by examiner, † Cited by third party
Title
AMBLARD, M. ET AL.: "Methods and protocols of modern solid phase peptide synthesis.", MOLECULAR BIOTECHNOLOGY, vol. 33, no. 3, 31 July 2006 (2006-07-31), pages 239 - 254, XP009116689, Retrieved from the Internet <URL:http://link.springer.comlarticle/10.1385/MB:33:3:239> *
BACSA, B. ET AL.: "Rapid solid?phase peptide synthesis using thermal and controlled microwave irradiation.", JOURNAL OF PEPTIDE SCIENCE, vol. 12, no. 10, 21 June 2006 (2006-06-21), pages 633 - 638, XP055539195, Retrieved from the Internet <URL:http://onlinelibrajy.wiley.com/doi/10.1002/psc.771/full> *
COIN, I. ET AL.: "Solid-phase peptide synthesis: from standard procedures to the synthesis of difficult sequences.", NATURE PROTOCOLS, vol. 2, no. 12, 13 December 2007 (2007-12-13), pages 3247 - 3256, XP001538986, Retrieved from the Internet <URL:http://www.nature.conVnprot/joumal/v2/nI2/abs/nprot.2007.454.htinl> *
COLLINS, J. M. ET AL.: "High-efficiency solid phase peptide synthesis (HE-SPPS).", ORGANIC LETTERS, vol. 16, no. 3, 24 January 2014 (2014-01-24), pages 940 - 943, XP055274270, Retrieved from the Internet <URL:http://pubs.acs.org/doi/absll0.1021/014036825> *
COLLINS, J. M. ET AL.: "Microwave-enhanced solid-phase peptide synthesis.", CHEMLNFORM, vol. 39, no. 46, 31 December 2008 (2008-12-31), pages 5,7,9, XP055539111, Retrieved from the Internet <URL:http://www.cem.de/documents/produkte/peptid/peptide.pdf> *

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US10125163B2 (en) 2015-10-23 2018-11-13 Cem Corporation Solid phase peptide synthesis
US10239914B2 (en) 2015-10-23 2019-03-26 Cem Corporation In-situ solvent recycling process for solid phase peptide synthesis at elevated temperatures
USRE49961E1 (en) 2016-10-21 2024-05-07 Cem Corporation Solid phase peptide syntheses
KR20230019120A (ko) 2020-06-03 2023-02-07 추가이 세이야쿠 가부시키가이샤 고난도 서열의 효율적 펩티드 축합법
WO2023287345A1 (en) 2021-07-16 2023-01-19 Polypeptide Laboratories Holding (Ppl) Ab Aqueous solid phase peptide synthesis

Also Published As

Publication number Publication date
JP2018533572A (ja) 2018-11-15
US10125163B2 (en) 2018-11-13
US20190194246A1 (en) 2019-06-27
CA3002871C (en) 2022-10-04
CA3002871A1 (en) 2017-04-27
US20170226152A1 (en) 2017-08-10
JP6763948B2 (ja) 2020-09-30

Similar Documents

Publication Publication Date Title
CA3002871C (en) Improvements in solid phase peptide synthesis
AU2024205812B2 (en) Process for preparing a GIP/GLP1 dual agonist
Hansen et al. Fmoc solid-phase peptide synthesis
Bacsa et al. Solid-phase synthesis of difficult peptide sequences at elevated temperatures: a critical comparison of microwave and conventional heating technologies
Solé et al. Optimization of solid-phase synthesis of [Ala8]-dynorphin A
Singh et al. New developments in Microwave–Assisted solid phase peptide synthesis
CN102239176A (zh) 用于制备治疗性肽的方法
Kondasinghe et al. Direct palladium-mediated on-resin disulfide formation from Allocam protected peptides
EP3365352A1 (en) Improvements in solid phase peptide synthesis
USRE49961E1 (en) Solid phase peptide syntheses
Singh et al. Ultra-Efficient Solid-Phase Peptide Synthesis
Rizzolo et al. Conventional and microwave‐assisted SPPS approach: a comparative synthesis of PTHrP (1–34) NH2
US10239914B2 (en) In-situ solvent recycling process for solid phase peptide synthesis at elevated temperatures
CA3034810C (en) In-situ solvent recycling process for solid phase peptide synthesis at elevated temperatures
WO2023196765A1 (en) Process for preparing a glp-1/glucagon dual agonist
WO2020057088A1 (zh) 一种戈舍瑞林的合成方法
Chi et al. Microwave-assisted solid phase synthesis of glp-1-analogues
JP2020138939A (ja) 糖ペプチド合成方法及び装置
Cavallaro et al. Solid‐phase synthesis of a dendritic peptide related to a retinoblastoma protein fragment utilizing a combined boc‐and fmoc‐chemistry approach
Bicciato et al. An improved system for automated peptide synthesis
Giralt et al. Synthesis of the protected repeat sequence of glutelin‐2 of maize, Boc‐Val‐His‐Leu‐Pro‐Pro‐Pro‐OH, via nucleophilic cleavage from an Nbb‐resin
BRPI0609555A2 (pt) sìntese de peptìdeo de alfa-espirais sobre resina peg
CN116355052A (zh) 多肽的制备方法
KR20080009067A (ko) Ｐｅｇ 수지상에서의 알파-헬릭스 펩타이드 합성

Legal Events

Date Code Title Description
121 Ep: the epo has been informed by wipo that ep was designated in this application

Ref document number: 16858322

Country of ref document: EP

Kind code of ref document: A1

ENP Entry into the national phase

Ref document number: 3002871

Country of ref document: CA

WWE Wipo information: entry into national phase

Ref document number: 2018521074

Country of ref document: JP

NENP Non-entry into the national phase

Ref country code: DE

WWE Wipo information: entry into national phase

Ref document number: 2016858322

Country of ref document: EP