CA2891651C - Substrates, systems, and methods for array synthesis and biomolecular analysis - Google Patents

Substrates, systems, and methods for array synthesis and biomolecular analysis Download PDF

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Publication number
CA2891651C
CA2891651C CA2891651A CA2891651A CA2891651C CA 2891651 C CA2891651 C CA 2891651C CA 2891651 A CA2891651 A CA 2891651A CA 2891651 A CA2891651 A CA 2891651A CA 2891651 C CA2891651 C CA 2891651C
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Prior art keywords
coupling
carboxylic acid
weight
wafer
molecule
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CA2891651A
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English (en)
French (fr)
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CA2891651A1 (en
Inventor
John J. Rajasekaran
Vasanth JAYARAMAN
Tianhao WANG
Kang BEI
Hari Krishnan KRISHNAMURTHY
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Vibrant Holdings LLC
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Vibrant Holdings LLC
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Publication date
Priority claimed from PCT/US2013/025190 external-priority patent/WO2013119845A1/en
Priority claimed from PCT/US2013/062773 external-priority patent/WO2014052989A2/en
Application filed by Vibrant Holdings LLC filed Critical Vibrant Holdings LLC
Priority to CA3027054A priority Critical patent/CA3027054C/en
Publication of CA2891651A1 publication Critical patent/CA2891651A1/en
Application granted granted Critical
Publication of CA2891651C publication Critical patent/CA2891651C/en
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Classifications

    • 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
    • B01J19/0046—Sequential or parallel reactions, e.g. for the synthesis of polypeptides or polynucleotides; Apparatus and devices for combinatorial chemistry or for making molecular arrays
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D257/00—Heterocyclic compounds containing rings having four nitrogen atoms as the only ring hetero atoms
    • C07D257/02—Heterocyclic compounds containing rings having four nitrogen atoms as the only ring hetero atoms not condensed with other rings
    • C07D257/04—Five-membered rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
    • C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
    • C07D471/04—Ortho-condensed systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
    • C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
    • C07D487/04—Ortho-condensed systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
    • C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
    • C07D487/08—Bridged systems
    • 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
    • C40—COMBINATORIAL TECHNOLOGY
    • C40B—COMBINATORIAL CHEMISTRY; LIBRARIES, e.g. CHEMICAL LIBRARIES
    • C40B50/00—Methods of creating libraries, e.g. combinatorial synthesis
    • C40B50/14—Solid phase synthesis, i.e. wherein one or more library building blocks are bound to a solid support during library creation; Particular methods of cleavage from the solid support
    • C40B50/18—Solid phase synthesis, i.e. wherein one or more library building blocks are bound to a solid support during library creation; Particular methods of cleavage from the solid support using a particular method of attachment to the solid support
    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N33/00—Investigating or analysing materials by specific methods not covered by groups G01N1/00 - G01N31/00
    • G01N33/48—Biological material, e.g. blood, urine; Haemocytometers
    • G01N33/50—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing
    • G01N33/68—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing involving proteins, peptides or amino acids
    • G01N33/6803—General methods of protein analysis not limited to specific proteins or families of proteins
    • G01N33/6842—Proteomic analysis of subsets of protein mixtures with reduced complexity, e.g. membrane proteins, phosphoproteins, organelle proteins
    • 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
    • B01J2219/00274—Sequential or parallel reactions; Apparatus and devices for combinatorial chemistry or for making arrays; Chemical library technology
    • B01J2219/00583—Features relative to the processes being carried out
    • B01J2219/00596—Solid-phase processes
    • 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
    • B01J2219/00274—Sequential or parallel reactions; Apparatus and devices for combinatorial chemistry or for making arrays; Chemical library technology
    • B01J2219/00583—Features relative to the processes being carried out
    • B01J2219/00603—Making arrays on substantially continuous surfaces
    • B01J2219/00605—Making arrays on substantially continuous surfaces the compounds being directly bound or immobilised to solid supports
    • B01J2219/00632—Introduction of reactive groups to the surface
    • B01J2219/00637—Introduction of reactive groups to the surface by coating it with another layer
    • 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
    • B01J2219/00274—Sequential or parallel reactions; Apparatus and devices for combinatorial chemistry or for making arrays; Chemical library technology
    • B01J2219/00709—Type of synthesis
    • B01J2219/00711—Light-directed synthesis
    • 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
    • B01J2219/00274—Sequential or parallel reactions; Apparatus and devices for combinatorial chemistry or for making arrays; Chemical library technology
    • B01J2219/00718—Type of compounds synthesised
    • B01J2219/0072—Organic compounds
    • B01J2219/00725—Peptides

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Molecular Biology (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Biochemistry (AREA)
  • Medicinal Chemistry (AREA)
  • Physics & Mathematics (AREA)
  • Biophysics (AREA)
  • General Chemical & Material Sciences (AREA)
  • Urology & Nephrology (AREA)
  • General Health & Medical Sciences (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Bioinformatics & Computational Biology (AREA)
  • Biomedical Technology (AREA)
  • Analytical Chemistry (AREA)
  • Structural Engineering (AREA)
  • Hematology (AREA)
  • Immunology (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • General Physics & Mathematics (AREA)
  • Food Science & Technology (AREA)
  • Microbiology (AREA)
  • Pathology (AREA)
  • Cell Biology (AREA)
  • Biotechnology (AREA)
  • Genetics & Genomics (AREA)
  • Peptides Or Proteins (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Materials For Photolithography (AREA)
  • Hydrogenated Pyridines (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Measuring Or Testing Involving Enzymes Or Micro-Organisms (AREA)
  • Apparatus Associated With Microorganisms And Enzymes (AREA)
CA2891651A 2012-11-14 2013-11-14 Substrates, systems, and methods for array synthesis and biomolecular analysis Active CA2891651C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CA3027054A CA3027054C (en) 2012-11-14 2013-11-14 Substrates, systems, and methods for array synthesis and biomolecular analysis

Applications Claiming Priority (15)

Application Number Priority Date Filing Date Title
US201261726515P 2012-11-14 2012-11-14
US61/726,515 2012-11-14
US201261732221P 2012-11-30 2012-11-30
US61/732,221 2012-11-30
USPCT/US2013/025190 2013-02-07
PCT/US2013/025190 WO2013119845A1 (en) 2012-02-07 2013-02-07 Substrates, peptide arrays, and methods
US201361765584P 2013-02-15 2013-02-15
US61/765,584 2013-02-15
US201361805884P 2013-03-27 2013-03-27
US61/805,884 2013-03-27
US201361866512P 2013-08-15 2013-08-15
US61/866,512 2013-08-15
PCT/US2013/062773 WO2014052989A2 (en) 2012-09-28 2013-09-30 Methods, systems, and arrays for biomolecular analysis
USPCT/US2013/062773 2013-09-30
PCT/US2013/070207 WO2014078606A2 (en) 2012-11-14 2013-11-14 Substrates, systems, and methods for array synthesis and biomolecular analysis

Related Child Applications (1)

Application Number Title Priority Date Filing Date
CA3027054A Division CA3027054C (en) 2012-11-14 2013-11-14 Substrates, systems, and methods for array synthesis and biomolecular analysis

Publications (2)

Publication Number Publication Date
CA2891651A1 CA2891651A1 (en) 2014-05-22
CA2891651C true CA2891651C (en) 2019-01-22

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CA2891651A Active CA2891651C (en) 2012-11-14 2013-11-14 Substrates, systems, and methods for array synthesis and biomolecular analysis
CA3027054A Active CA3027054C (en) 2012-11-14 2013-11-14 Substrates, systems, and methods for array synthesis and biomolecular analysis
CA3183995A Pending CA3183995A1 (en) 2012-11-14 2013-11-14 Substrates, systems, and methods for array synthesis and biomolecular analysis

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CA3183995A Pending CA3183995A1 (en) 2012-11-14 2013-11-14 Substrates, systems, and methods for array synthesis and biomolecular analysis

Country Status (4)

Country Link
EP (3) EP3617219B1 (https=)
JP (5) JP6275152B2 (https=)
CA (3) CA2891651C (https=)
WO (1) WO2014078606A2 (https=)

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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
CA2891651C (en) * 2012-11-14 2019-01-22 Vibrant Holdings, Llc Substrates, systems, and methods for array synthesis and biomolecular analysis
EP2956771B1 (en) 2013-02-15 2020-04-08 Vibrant Holdings, LLC Methods and compositions for amplified electrochemiluminescence detection
AU2015218635B2 (en) * 2014-02-21 2017-08-31 Vibrant Holdings, Llc Selective photo activation of amino acids for single step peptide coupling
WO2016145434A1 (en) 2015-03-12 2016-09-15 Vibrant Holdings, Llc Polypeptide arrays and methods of attaching polypeptides to an array
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
EP3802847A4 (en) * 2018-05-29 2022-03-09 Centrillion Technologies, Inc. INCREASING THE EFFICIENCY OF PHOTOCHEMICAL REACTIONS ON SUBSTRATES
JP7120547B2 (ja) * 2019-02-22 2022-08-17 国立研究開発法人理化学研究所 物質固定化剤、及び当該物質固定化剤を用いた物質固定化方法
US11752195B2 (en) * 2021-04-15 2023-09-12 Arizona Board Of Regents On Behalf Of Arizona State Univeristy Compositions and methods of use of synthetic peptides with Mycobacterium abscessus inhibitory activity

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Also Published As

Publication number Publication date
JP2024124458A (ja) 2024-09-12
CA3027054A1 (en) 2014-05-22
EP4556467A3 (en) 2025-08-13
EP3617219A1 (en) 2020-03-04
CA3027054C (en) 2023-02-07
JP7159145B2 (ja) 2022-10-24
JP2023001123A (ja) 2023-01-04
JP2018119136A (ja) 2018-08-02
EP2920272A2 (en) 2015-09-23
WO2014078606A3 (en) 2014-08-07
JP2016503447A (ja) 2016-02-04
WO2014078606A2 (en) 2014-05-22
JP6613325B2 (ja) 2019-11-27
CA2891651A1 (en) 2014-05-22
JP2020037698A (ja) 2020-03-12
EP4556467A2 (en) 2025-05-21
CA3183995A1 (en) 2014-05-22
EP3617219B1 (en) 2025-02-26
EP2920272B1 (en) 2019-08-21
JP7514280B2 (ja) 2024-07-10
JP6275152B2 (ja) 2018-02-07

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