CA2940177C - Selective photo activation of amino acids for single step peptide coupling - Google Patents

Selective photo activation of amino acids for single step peptide coupling Download PDF

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Publication number
CA2940177C
CA2940177C CA2940177A CA2940177A CA2940177C CA 2940177 C CA2940177 C CA 2940177C CA 2940177 A CA2940177 A CA 2940177A CA 2940177 A CA2940177 A CA 2940177A CA 2940177 C CA2940177 C CA 2940177C
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Canada
Prior art keywords
coupling
molecule
substrate
carboxylic acid
group
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CA2940177A
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English (en)
French (fr)
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CA2940177A1 (en
Inventor
Vasanth Jayaraman
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Vibrant Holdings LLC
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Publication of CA2940177A1 publication Critical patent/CA2940177A1/en
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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07KPEPTIDES
    • C07K1/00General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length
    • C07K1/04General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length on carriers
    • C07K1/047Simultaneous synthesis of different peptide species; Peptide libraries
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D257/00Heterocyclic compounds containing rings having four nitrogen atoms as the only ring hetero atoms
    • C07D257/02Heterocyclic compounds containing rings having four nitrogen atoms as the only ring hetero atoms not condensed with other rings
    • C07D257/04Five-membered rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07KPEPTIDES
    • C07K1/00General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length
    • C07K1/04General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length on carriers
    • C07K1/042General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length on carriers characterised by the nature of the carrier
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07KPEPTIDES
    • C07K1/00General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length
    • C07K1/06General 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
    • C07K1/061General 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
    • C07K1/063General 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07KPEPTIDES
    • C07K1/00General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length
    • C07K1/06General 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
    • C07K1/08General 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
    • C07K1/086General 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07KPEPTIDES
    • C07K1/00General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length
    • C07K1/10General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length using coupling agents
    • YGENERAL 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
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02PCLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00Technologies relating to chemical industry
    • Y02P20/50Improvements relating to the production of bulk chemicals
    • Y02P20/55Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

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  • 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)
  • Apparatus Associated With Microorganisms And Enzymes (AREA)
CA2940177A 2014-02-21 2015-02-23 Selective photo activation of amino acids for single step peptide coupling Active CA2940177C (en)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
US201461942903P 2014-02-21 2014-02-21
US61/942,903 2014-02-21
US201462048689P 2014-09-10 2014-09-10
US62/048,689 2014-09-10
PCT/US2015/017173 WO2015127409A1 (en) 2014-02-21 2015-02-23 Selective photo activation of amino acids for single step peptide coupling

Publications (2)

Publication Number Publication Date
CA2940177A1 CA2940177A1 (en) 2015-08-27
CA2940177C true CA2940177C (en) 2020-02-25

Family

ID=53879126

Family Applications (1)

Application Number Title Priority Date Filing Date
CA2940177A Active CA2940177C (en) 2014-02-21 2015-02-23 Selective photo activation of amino acids for single step peptide coupling

Country Status (7)

Country Link
US (2) US10040818B2 (https=)
EP (2) EP3805207B1 (https=)
JP (1) JP6619362B2 (https=)
AU (3) AU2015218635B2 (https=)
CA (1) CA2940177C (https=)
NZ (1) NZ724210A (https=)
WO (1) WO2015127409A1 (https=)

Families Citing this family (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP6012767B2 (ja) 2012-02-07 2016-10-25 ヴィブラント ホールディングス リミテッド ライアビリティ カンパニー 基板、ペプチドアレイ、および方法
US10006909B2 (en) 2012-09-28 2018-06-26 Vibrant Holdings, Llc Methods, systems, and arrays for biomolecular analysis
US10286376B2 (en) 2012-11-14 2019-05-14 Vibrant Holdings, Llc Substrates, systems, and methods for array synthesis and biomolecular analysis
AU2015218635B2 (en) * 2014-02-21 2017-08-31 Vibrant Holdings, Llc Selective photo activation of amino acids for single step peptide coupling
CN107427514B (zh) * 2015-03-16 2021-07-13 豪夫迈·罗氏有限公司 使用tlr7激动剂和hbv衣壳装配抑制剂的组合治疗
CA3000509C (en) 2015-10-29 2021-07-27 Vibrant Holdings, Llc Methods, tools, and tool assemblies for biomolecular analysis using microarrays
EP3402897A4 (en) * 2015-12-28 2019-06-19 Vibrant Holdings, LLC SUBSTRATES, SYSTEMS AND METHODS FOR NUCLEINE ACIDIFICATION SYNTHESIS
US10538808B2 (en) 2017-05-26 2020-01-21 Vibrant Holdings, Llc Photoactive compounds and methods for biomolecule detection and sequencing
EP3790985B1 (en) 2018-05-09 2026-04-15 Vibrant Holdings, LLC Methods of synthesizing a polynucleotide array using photactivated agents

Family Cites Families (18)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5143854A (en) 1989-06-07 1992-09-01 Affymax Technologies N.V. Large scale photolithographic solid phase synthesis of polypeptides and receptor binding screening thereof
US5240811A (en) * 1991-04-15 1993-08-31 Ocg Microelectronic Materials, Inc. Photogenerated polycarbodiimides from poly(tetrazole-5-thiones) and use in the preparation of coatings and deep-UV photoresists
EP0702707A1 (en) 1993-05-26 1996-03-27 Akzo Nobel N.V. Coating composition including a uv-deblockable basic catalyst
JP4503828B2 (ja) * 1998-02-11 2010-07-14 ユニバーシティー オブ ヒューストン 光生成試薬を用いる化学反応および生化学反応のための方法および装置
JP4843955B2 (ja) 2004-02-16 2011-12-21 三菱瓦斯化学株式会社 光塩基発生剤
US20070122841A1 (en) 2005-11-30 2007-05-31 Rajasekaran John J Massively parallel synthesis of proteinaceous biomolecules
US20070122842A1 (en) 2005-11-30 2007-05-31 Rajasekaran John J Massively parallel synthesis of proteinaceous biomolecules
US20070154946A1 (en) 2005-12-29 2007-07-05 Rajasekaran John J Massively parallel synthesis of biopolymeric arrays
WO2008118167A1 (en) 2006-03-24 2008-10-02 The Regents Of The University Of Michigan Method for forming molecular sequences on surfaces
US9096953B2 (en) 2006-09-29 2015-08-04 Intel Corporation Method for high throughput, high volume manufacturing of biomolecule micro arrays
US20080108149A1 (en) 2006-10-23 2008-05-08 Narayan Sundararajan Solid-phase mediated synthesis of molecular microarrays
US20100093554A1 (en) 2007-06-01 2010-04-15 Keting Chu Methods for identifying biomarkers, autoantibody signatures, and stratifying subject groups using peptide arrays
WO2012154594A1 (en) 2011-05-09 2012-11-15 Neal Woodbury Methods for performing patterned chemistry
JP6012767B2 (ja) 2012-02-07 2016-10-25 ヴィブラント ホールディングス リミテッド ライアビリティ カンパニー 基板、ペプチドアレイ、および方法
CA3088591C (en) 2012-09-28 2023-01-03 Vibrant Holdings, Llc Inverted pillar plates for assaying microarrays and methods of using same.
US10006909B2 (en) 2012-09-28 2018-06-26 Vibrant Holdings, Llc Methods, systems, and arrays for biomolecular analysis
CA2891651C (en) * 2012-11-14 2019-01-22 Vibrant Holdings, Llc Substrates, systems, and methods for array synthesis and biomolecular analysis
AU2015218635B2 (en) * 2014-02-21 2017-08-31 Vibrant Holdings, Llc Selective photo activation of amino acids for single step peptide coupling

Also Published As

Publication number Publication date
US10577391B2 (en) 2020-03-03
EP3107926A1 (en) 2016-12-28
JP6619362B2 (ja) 2019-12-11
AU2015218635A2 (en) 2017-03-16
AU2019283851A1 (en) 2020-01-23
US20170129918A1 (en) 2017-05-11
AU2015218635B2 (en) 2017-08-31
AU2017268546A1 (en) 2017-12-21
NZ724210A (en) 2017-10-27
WO2015127409A1 (en) 2015-08-27
AU2015218635A1 (en) 2016-10-06
EP3805207B1 (en) 2023-04-05
EP3805207A1 (en) 2021-04-14
EP3107926B1 (en) 2020-09-09
JP2017509696A (ja) 2017-04-06
CA2940177A1 (en) 2015-08-27
US10040818B2 (en) 2018-08-07
US20190023734A1 (en) 2019-01-24
EP3107926A4 (en) 2017-10-04

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