WO2018202767A1 - Procédé servant à fabriquer des surfaces comprenant des récepteurs d'affinité - Google Patents

Procédé servant à fabriquer des surfaces comprenant des récepteurs d'affinité Download PDF

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Publication number
WO2018202767A1
WO2018202767A1 PCT/EP2018/061328 EP2018061328W WO2018202767A1 WO 2018202767 A1 WO2018202767 A1 WO 2018202767A1 EP 2018061328 W EP2018061328 W EP 2018061328W WO 2018202767 A1 WO2018202767 A1 WO 2018202767A1
Authority
WO
WIPO (PCT)
Prior art keywords
layer
monomer
analyte
monomer mixture
template
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/EP2018/061328
Other languages
German (de)
English (en)
Inventor
Leo SCHRANZHOFER
Wagner ANNIKA
Hannes FACHBERGER
Daniel FECHTIG
Michael MÜHLBERGER
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.)
PROFACTOR GmbH
Original Assignee
PROFACTOR GmbH
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 PROFACTOR GmbH filed Critical PROFACTOR GmbH
Publication of WO2018202767A1 publication Critical patent/WO2018202767A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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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
    • B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
    • B01J20/22—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising organic material
    • B01J20/26—Synthetic macromolecular compounds
    • B01J20/268—Polymers created by use of a template, e.g. molecularly imprinted polymers
    • 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
    • B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
    • B01J20/30—Processes for preparing, regenerating, or reactivating
    • B01J20/32—Impregnating or coating ; Solid sorbent compositions obtained from processes involving impregnating or coating
    • B01J20/3231—Impregnating or coating ; Solid sorbent compositions obtained from processes involving impregnating or coating characterised by the coating or impregnating layer
    • B01J20/3242—Layers with a functional group, e.g. an affinity material, a ligand, a reactant or a complexing group
    • B01J20/3268—Macromolecular compounds
    • 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
    • B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
    • B01J20/30—Processes for preparing, regenerating, or reactivating
    • B01J20/32—Impregnating or coating ; Solid sorbent compositions obtained from processes involving impregnating or coating
    • B01J20/3291—Characterised by the shape of the carrier, the coating or the obtained coated product
    • B01J20/3297—Coatings in the shape of a sheet
    • 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
    • G01N33/53—Immunoassay; Biospecific binding assay; Materials therefor
    • G01N33/543—Immunoassay; Biospecific binding assay; Materials therefor with an insoluble carrier for immobilising immunochemicals
    • 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
    • G01N33/53—Immunoassay; Biospecific binding assay; Materials therefor
    • G01N33/543—Immunoassay; Biospecific binding assay; Materials therefor with an insoluble carrier for immobilising immunochemicals
    • G01N33/54313—Immunoassay; Biospecific binding assay; Materials therefor with an insoluble carrier for immobilising immunochemicals the carrier being characterised by its particulate form

Definitions

  • the invention relates to a process for the preparation of
  • Polymerization process is partially enclosed and molded, and acting as a template analyte subsequently in a detachment process with the whereabouts of one
  • Affinity receptor forming cavity is replaced, according to the preamble of claim 1.
  • polymers so formed are also termed "molecular imprinted polymers "(" Molecularly imprinted polymers ", MIPs) and may be referred to as artificial
  • Detection structures are used, since the remaining cavities in the polymer represent impressions of the analyte, in which now a specific sorption of the respective analyte can take place. These cavities are in shape and
  • Polarity distribution (dipoles, hydrogen bonds, hydrophobic interactions) complementary to the template and thus enter into subsequent analysis processes specific interactions with the analyte in question, so they show a strong affinity for this analyte. These cavities are therefore also as a result Affinity receptors called.
  • the selective interaction takes place via various intermolecular
  • Interactions e.g., hydrogen bonds.
  • the crosslinking of the polymer is necessary so that the imaged three-dimensional structure is retained even after removal of the template.
  • Affinity receptors with the analyte to be bound based on which the MIP was prepared, kinetically as little inhibited and highly specific, for example, the
  • the structure of the polymer network in molecular imprinting is also important.
  • the stiffness of the polymer network should be sufficient so that the cavities retain their shape even after removal of the die and high selectivity can be ensured.
  • the reactivity of the crosslinking monomer used for this purpose should be similar to that of the functional monomer in order to ensure efficient embossing, since otherwise preferably one of the two
  • Ethylene glycol dimethacrylate (EGDMA) used.
  • Polymerization can be accomplished comparatively quickly, the formation of the adducts between the
  • Claim 1 proposes a method for the production of
  • Affinity receptor forming cavities are formed in the surface, wherein an analyte acting as a template of the polymerizable monomer or monomer mixture in a
  • Addition process and polymerization is partially enclosed and molded, and the analyte acting as a template is subsequently detached in a detachment process to leave the affinity receptor forming cavity.
  • the contacting of the first takes place
  • Polymerization process in which the addition process is first carried out on a first support, wherein the attachment of the functional monomer to the acting as a template analyte on the first support using a first unpolymerized remaining layer of a first polymerizable monomer or monomer mixture.
  • the polymerization process takes place only when contacting the layer of the first
  • Affinity receptors is improved.
  • the detachment process after polymerization of the first with the second layer according to the invention is not carried out by the use of
  • Fate of acting as a template analyte on the first carrier which is about a simple rolling process
  • the first carrier with the analyte acting as a template is thus reusable, which further simplifies and accelerates the
  • polymerizable monomer or monomer mixture of the first layer is carried out on the acting as a template analyte via non-covalent interactions.
  • Covalent interactions have the advantage that the adhesive groups are clearly fixed in space during the polymerization.
  • Hydrogen bonds are very suitable for precise molecular recognition because this bond has a strong dependence on distance and alignment between
  • Polymerizations can be initiated by initiators, for example by specific UV initiators such as so-called splitters such as benzoin ethyl ether. For their excitation long-wave UV light of about 350 nm is needed. The conversion of polymer reactions is determined by the number of
  • Initiator radicals and thus determined by the exposure time and intensity.
  • an exposure of the contact region to corresponding UV light takes place in order to initiate and accelerate the polymerization process.
  • a layer thickness of the unpolymerized remaining layer of the first polymerizable monomer or monomer mixture of less than 100 nm is formed on the first support.
  • Fig. 2 is a schematic representation of an intermediate step of the method according to the invention, in which the first layer on the first carrier and the second layer on the second carrier
  • Fig. 3 is a schematic representation of the
  • Fig. 4 is a schematic representation of the detachment process after polymerization of the first with the second layer by
  • FIG. 1 shows a first carrier 1 and a second carrier 2.
  • analyte 3 are arranged on the first carrier 1 acting as a template.
  • the analytes 3 are preferably arranged on the first carrier 1 by means of covalent bonds.
  • Suitable methods for immobilizing the analytes 3 on the first carrier 1 by means of so-called “anchor groups" are already available: If the analytes 3 are, for example, E. coli, immobilization with, for example, APTS (3-aminopropyltriethoxysilanes ) and DSS (disuccinimidyl suberate).
  • On the first carrier 1 is further a first
  • polymerizable monomer or monomer mixture 4 which in particular contains the functional monomer and arranges itself in a "soap-assembly" process around the matrix-acting analytes 3.
  • This process is the time-limiting process in the production of MIPs since it takes some time in Claim takes. According to the invention, however, it is decoupled from the polymerization, since the first layer 6 formed by the first polymerizable monomer or monomer mixture 4 initially remains unpolymerized on the first carrier 1 (see also FIG. 2).
  • the layer thickness of this first layer 6 is preferably only a few nanometers and can therefore also be termed "monolayer.”
  • the selectivity for a particular analyte 3 can be increased, without primarily taking into account the reaction kinetics Since the production of the first layer 6 can take place in an upstream process step before the remaining steps for the production of the sensor element take place, the first polymerisable monomer or monomer mixture 4 can also contain stabilizers such as PVP
  • first polymerizable monomer or monomer mixture 4 of the first layer 6 takes place in any case via non-covalent interactions and thus via comparatively weak interactions in comparison to the covalent attachment of the analyte 3 to the first carrier 1.
  • the second monomer mixture 5 may be, for example, a fast UV-curable monomer mixture based on MAA (methyl acrylate) and EGDMA (ethylene glycol dimethacrylate). It is for this
  • the second layer 7 remains initially unpolymerized.
  • the polymerization process is shown in FIG.
  • the first layer 6 and the second layer 7 are brought into contact.
  • the contacting of the first layer 6 with the second layer 7 takes place via a Abrollvorgang of the role performed as the first carrier 1 with its first layer 6 on the second layer 7 of the second carrier 2. It can be provided that in the course of
  • the further rolling process subsequently requires a
  • Affinity receptors on sensor chips and the like are made very quickly, which is very practical for their practical use
  • Receptors in the trace analysis of compounds such as sensor chips and the like for the detection and / or separation of undesirable compounds from mixtures or from
  • Body fluids such as blood, for preparative Separation in the course of the industrial production of fine chemicals or for use as artificial enzymes.

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  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Immunology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Analytical Chemistry (AREA)
  • Urology & Nephrology (AREA)
  • Biomedical Technology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Molecular Biology (AREA)
  • Organic Chemistry (AREA)
  • Hematology (AREA)
  • Biotechnology (AREA)
  • Medicinal Chemistry (AREA)
  • Physics & Mathematics (AREA)
  • Food Science & Technology (AREA)
  • Biochemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • General Physics & Mathematics (AREA)
  • Pathology (AREA)
  • Cell Biology (AREA)
  • Microbiology (AREA)
  • Apparatus Associated With Microorganisms And Enzymes (AREA)

Abstract

L'invention concerne un procédé servant à fabriquer des surfaces comprenant des récepteurs d'affinité sélectifs pour des analytes (3) tels que des molécules, des virus, des cellules ou des bactéries. Ledit procédé consiste à enfermer en partie et à déformer un analyte (3) agissant en tant qu'une matrice lors d'une opération de dépôt et de polymérisation et à détacher la matrice par la suite lors d'une opération de décollement en laissant l'espace creux (8) formant un récepteur d'affinité. L'invention propose que l'opération de dépôt soit effectuée sur un premier support (1) à l'aide d'une couche (6) restant non polymérisée d'un premier monomère polymérisable ou d'un mélange monomère (4), et que l'opération de polymérisation soit effectuée lors d'un contact de ladite première couche (6) et d'une deuxième couche (7), disposée sur un deuxième support (2), d'un monomère ou d'un mélange de monomères polymérisable. L'opération de décollement est effectuée après la polymérisation de la première couche (6) avec la deuxième couche (7) par séparation du premier support (1) de la première et de la deuxième couche (6, 7) en laissant la matrice sur le premier support (1).
PCT/EP2018/061328 2017-05-04 2018-05-03 Procédé servant à fabriquer des surfaces comprenant des récepteurs d'affinité Ceased WO2018202767A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
ATA50365/2017A AT519751B1 (de) 2017-05-04 2017-05-04 Verfahren zur Herstellung von Oberflächen mit Affinitätsrezeptoren
ATA50365/2017 2017-05-04

Publications (1)

Publication Number Publication Date
WO2018202767A1 true WO2018202767A1 (fr) 2018-11-08

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Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2018/061328 Ceased WO2018202767A1 (fr) 2017-05-04 2018-05-03 Procédé servant à fabriquer des surfaces comprenant des récepteurs d'affinité

Country Status (2)

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AT (1) AT519751B1 (fr)
WO (1) WO2018202767A1 (fr)

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2000007702A2 (fr) * 1998-08-03 2000-02-17 Poly-An Gmbh Matieres a impression de matrices, et procede de production et d'utilisation desdites matieres
WO2001039881A1 (fr) * 1999-12-03 2001-06-07 Elipsa Gmbh Procede de fabrication de materiaux a structure matricielle ayant une specificite de liaison et une selectivite elevees et utilisation de ces materiaux

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
SE9400450A0 (en) * 1994-02-10 1995-08-11 Klaus Mosbach Preparation and application of artificial anti-idiotypic antibodies obtained by molecular imprinting
GB0015449D0 (en) * 2000-06-23 2000-08-16 Prometic Biosciences Limited Molecular imprinting
US20080000373A1 (en) * 2006-06-30 2008-01-03 Maria Petrucci-Samija Printing form precursor and process for preparing a stamp from the precursor
GB0921025D0 (en) * 2009-12-01 2010-01-13 Univ Cranfield Preparation of soluble and colloidal molecularly imprinted polymers
TWI450961B (zh) * 2011-12-16 2014-09-01 Mackay Memorial Hospital A thin film with a fixed phase of C-reactive protein and its application to the susceptor wafer system

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2000007702A2 (fr) * 1998-08-03 2000-02-17 Poly-An Gmbh Matieres a impression de matrices, et procede de production et d'utilisation desdites matieres
WO2001039881A1 (fr) * 1999-12-03 2001-06-07 Elipsa Gmbh Procede de fabrication de materiaux a structure matricielle ayant une specificite de liaison et une selectivite elevees et utilisation de ces materiaux

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
SHI HUAIQIU ET AL: "Template-imprinted nanostructured surfaces for protein recognition", NATURE, MACMILLAN JOURNALS LTD, LONDON, GB, vol. 398, no. 6728, 15 April 1999 (1999-04-15), pages 593 - 596, XP002282360, ISSN: 0028-0836, DOI: 10.1038/19267 *

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Publication number Publication date
AT519751B1 (de) 2018-10-15
AT519751A4 (de) 2018-10-15

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