CA2371011A1 - Polyionic coatings in analytic and sensor devices - Google Patents

Polyionic coatings in analytic and sensor devices Download PDF

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Publication number
CA2371011A1
CA2371011A1 CA002371011A CA2371011A CA2371011A1 CA 2371011 A1 CA2371011 A1 CA 2371011A1 CA 002371011 A CA002371011 A CA 002371011A CA 2371011 A CA2371011 A CA 2371011A CA 2371011 A1 CA2371011 A1 CA 2371011A1
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Canada
Prior art keywords
poly
group
substrate
functionalized
copolymer
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Granted
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CA002371011A
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French (fr)
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CA2371011C (en
Inventor
Marcus Textor
Donald L. Elbert
Stephanie Finken
Laurence Ruiz-Taylor
Nicholas D. Spencer
Rolf Hofer
Jeffrey A. Hubbell
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Eidgenoessische Technische Hochschule Zurich ETHZ
Universitaet Zuerich
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Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61BDIAGNOSIS; SURGERY; IDENTIFICATION
    • A61B5/00Measuring for diagnostic purposes; Identification of persons
    • A61B5/145Measuring characteristics of blood in vivo, e.g. gas concentration, pH value; Measuring characteristics of body fluids or tissues, e.g. interstitial fluid, cerebral tissue
    • A61B5/14546Measuring characteristics of blood in vivo, e.g. gas concentration, pH value; Measuring characteristics of body fluids or tissues, e.g. interstitial fluid, cerebral tissue for measuring analytes not otherwise provided for, e.g. ions, cytochromes
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61BDIAGNOSIS; SURGERY; IDENTIFICATION
    • A61B5/00Measuring for diagnostic purposes; Identification of persons
    • A61B5/145Measuring characteristics of blood in vivo, e.g. gas concentration, pH value; Measuring characteristics of body fluids or tissues, e.g. interstitial fluid, cerebral tissue
    • A61B5/1455Measuring characteristics of blood in vivo, e.g. gas concentration, pH value; Measuring characteristics of body fluids or tissues, e.g. interstitial fluid, cerebral tissue using optical sensors, e.g. spectral photometrical oximeters
    • A61B5/1459Measuring characteristics of blood in vivo, e.g. gas concentration, pH value; Measuring characteristics of body fluids or tissues, e.g. interstitial fluid, cerebral tissue using optical sensors, e.g. spectral photometrical oximeters invasive, e.g. introduced into the body by a catheter
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61LMETHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L27/00Materials for grafts or prostheses or for coating grafts or prostheses
    • A61L27/28Materials for coating prostheses
    • A61L27/34Macromolecular materials
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61LMETHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L31/00Materials for other surgical articles, e.g. stents, stent-grafts, shunts, surgical drapes, guide wires, materials for adhesion prevention, occluding devices, surgical gloves, tissue fixation devices
    • A61L31/08Materials for coatings
    • A61L31/10Macromolecular materials
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B82NANOTECHNOLOGY
    • B82YSPECIFIC USES OR APPLICATIONS OF NANOSTRUCTURES; MEASUREMENT OR ANALYSIS OF NANOSTRUCTURES; MANUFACTURE OR TREATMENT OF NANOSTRUCTURES
    • B82Y30/00Nanotechnology for materials or surface science, e.g. nanocomposites
    • GPHYSICS
    • G01MEASURING; TESTING
    • G01NINVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N33/00Investigating or analysing materials by specific methods not covered by groups G01N1/00 - G01N31/00
    • G01N33/48Biological material, e.g. blood, urine; Haemocytometers
    • G01N33/50Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing
    • G01N33/53Immunoassay; Biospecific binding assay; Materials therefor
    • G01N33/543Immunoassay; Biospecific binding assay; Materials therefor with an insoluble carrier for immobilising immunochemicals
    • G01N33/54366Apparatus specially adapted for solid-phase testing
    • G01N33/54373Apparatus specially adapted for solid-phase testing involving physiochemical end-point determination, e.g. wave-guides, FETS, gratings
    • GPHYSICS
    • G01MEASURING; TESTING
    • G01NINVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N33/00Investigating or analysing materials by specific methods not covered by groups G01N1/00 - G01N31/00
    • G01N33/48Biological material, e.g. blood, urine; Haemocytometers
    • G01N33/50Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing
    • G01N33/53Immunoassay; Biospecific binding assay; Materials therefor
    • G01N33/543Immunoassay; Biospecific binding assay; Materials therefor with an insoluble carrier for immobilising immunochemicals
    • G01N33/54393Improving reaction conditions or stability, e.g. by coating or irradiation of surface, by reduction of non-specific binding, by promotion of specific binding
    • GPHYSICS
    • G01MEASURING; TESTING
    • G01NINVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N33/00Investigating or analysing materials by specific methods not covered by groups G01N1/00 - G01N31/00
    • G01N33/48Biological material, e.g. blood, urine; Haemocytometers
    • G01N33/50Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing
    • G01N33/53Immunoassay; Biospecific binding assay; Materials therefor
    • G01N33/543Immunoassay; Biospecific binding assay; Materials therefor with an insoluble carrier for immobilising immunochemicals
    • G01N33/551Immunoassay; Biospecific binding assay; Materials therefor with an insoluble carrier for immobilising immunochemicals the carrier being inorganic
    • 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
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S435/00Chemistry: molecular biology and microbiology
    • Y10S435/814Enzyme separation or purification
    • Y10S435/815Enzyme separation or purification by sorption
    • 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
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S435/00Chemistry: molecular biology and microbiology
    • Y10S435/961Chemistry: molecular biology and microbiology including a step of forming, releasing, or exposing the antigen or forming the hapten-immunogenic carrier complex or the antigen per se
    • 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
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S435/00Chemistry: molecular biology and microbiology
    • Y10S435/969Multiple layering of reactants
    • 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
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S436/00Chemistry: analytical and immunological testing
    • Y10S436/819Multifunctional antigen or antibody
    • 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
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S436/00Chemistry: analytical and immunological testing
    • Y10S436/823Immunogenic carrier or carrier per se

Abstract

Multifunctional, polyionic copolymers are synthesized on/or applied to substrate surfaces for analytical and sensing purposes, the coatings being particularly useful for suppression of non-specific interaction, adsorption or attachment. Groups can be coupled to, integrated into or absorbed to the multifunctional polymer that are able to recognize, interact with and bind specifically to target analyte molecules. These materials can also be used to modulate biological interactions upon substrate surfaces for use as selective implant surfaces that resist cell attachment and may optionally promote the attachment of specific cell types or induce a particular cellular behaviour.
The multifunctional polymer coatings typically include brush copolymers based on a polycationic or polyanionic backbone with side chains that control interaction with the environment, such as poly(ethylene glycol) or poly(ethylene oxide)-based side chains that decrease cellular adhesion, and analyte-specific side chains.

Claims (43)

1. A method for reducing non-specific adsorption comprising applying to or coating onto a surface or substrate in an analytical or biosensing device a polyionic multifunctional copolymer, wherein the polyionic multifuntional copolymer comprises non-interactive polymer side chains grafted onto a charged polyionic polymeric backbone, and wherein the substrate or surface comprises a material selected from the group consisting of metals and metal oxides.
2. The method of claim 1 where the polymeric backbone has a cationic charge at a pH greater than 4.
3. The method of claim 2 wherein the polymeric backbone comprises a cationic backbone selected from the group consisting of polymers comprising amino acids containing side groups imparting a positive charge to the backbone at pH greater than 4, polysaccharides, polyamines, polymers of quarternary amines, and charged synthetic polymers.
4. The method of claim 3 where the cationic backbone comprises one or more units selected from the group consisting of lysine, histidine, arginine and ornithine in a D-, L-, or DL configuration, chitosan, partially deacetylated chitin, amine-containing derivatives of neutral polysaccharides;
poly(aminostyrene), poly(aminoacrylate), poly (N-methyl aminoacrylate), poly (N-ethylaminoacrylate), poly(N,N-dimethyl aminoacrylate), poly(N,N-diethylaminoacrylate), poly(aminomethacrytate), poly(N-methyl, amino-methacrylate), poly(N-ethyl aminomethacrylate), poly(N,N-dimethyl aminomethacrylate), poly(N,N-diethyl aminomethacrylate), poly(ethyleneimine), poly(N,N,N-trimethylaminoacrylate chloride), poly(methyacrylamidopropyltrimethyl ammonium chloride), polyethyleneimine, polyamino(meth)acrylate, polyaminostyrene, polyaminoethylene, poly(aminoethyl)ethylene, polyaminoethylstyrene, and N-alkyl derivatives thereof.
5. The method of claim 1 wherein the polymeric backbone has an anionic charge at a pH greater than 4.
6. The method of claim 5 wherein the anionic backbone comprises a polymer selected from the group consisting of polymers comprising amino acids containing pendant charged groups imparting a negative charge to the backbone at pH greater than 4, polysaccharides, and charged synthetic polymers with pendent negatively charged groups.
7. The method of claim 6 wherein the anionic backbone comprises one or more units selected from the group consisting of polyaspartic acid, polyglutamic acid, alginate, carrageenan, furcellaran, pectin, xanthan, hyaluronic acid, heparin, heparan sulfate, chondrointin sulfate, dermatan sulfate, dextran sulfate, poly(meth)acrylic acid, oxidized cellulose, carboxymethyl cellulose and crosmarmelose, maleic acid polymers, and fumaric acid polymers.
8. The method of claim 1 wherein the non-interactive polymer is selected from the group consisting of poly(alkylene glycols), poly(alkylene oxides), neutral water-soluble polysaccharides, polyvinyl alcohol, poly-N-vinyl pyrrolidone, phosphoryl choline derivatives, non-cationic poly(meth)acrylates and combinations thereof.
9. The method of claim 1 where the non-interactive polymers are-fully or partially modified at or near the terminal end of the polymers with reactive groups suitable for further functionalization.
10. The method of claim 9 wherein the reactive groups are selected from the group consisting of hydroxy (-OH), carboxy (-COOH], ester (-COOR), thiol (-SH), N-hydroxy-succinimidyl, maleimidyl, quinone, vinylsulfone groups, and combinations thereof.
11. The method of claim 1 where some or all of the non-interactive polymers are partially or fully functionalized at or near the free terminal position of the non-interactive polymer with a functional molecule which will specifically recognize and interact with target molecules.
12. The method of claim 11 wherein the functional molecule is selected from the group consisting of protein ligands, polynucleotides, carbohydrate or sugar ligands, simple organic molecules, and combinations thereof.
13. The method of claim 12 wherein the functional molecule is biotin.
14, The method of claim 1 wherein the material has a negative charge and is selected from the group consisting of oxides with isoelectric points below 9 and materials having a negative charge introduced by a surface pretreatment.
15. The method of claim 14 wherein the material is selected from the group consisting of tantalum, niobium, titanium, hafnium, silicon, iron and chromium oxides; iron, chromium, steel, tantalum, niobium, titanium, hafnium, gold, and silver which either carry a negative charge at the pH used due to the presence of native oxide films or which have been treated to induce a negative charge to the material.
16. The method of claim 1 wherein the material has a positive charge and is selected from the group consisting of oxides that have an isoelelectric point (IEP) above 5, and oxides or metals that have been treated to impose a positive charge onto the surface at the pH of greater than 4.
17. The method of claim 16 wherein the material is selected from the group consisting of tantalum, niobium, titanium, hafnium, silicon, iron and chromium oxides; iron, chromium, steel, tantalum, niobium, titanium, hafnium, gold, and silver which either carry a positive charge at the pH used due to the presence of native oxide films or which have been treated to induce a positive charge to the material.
18. The method of claim 11 comprising exposing the functionalized copolymers to analyte which is bound by the functional group in a fluid phase followed by adsorption of the functionalized copolymer entity onto a substrate or surface.
19. The method of claim 11 comprising exposing the functionalized copolymers to analyte which is bound by the functional group, wherein the functionalized copolymers are adsorbed unto a substrate or surface before or after binding the analyte.
20. The method of claim 11 comprising applying non-interactive polyionic multifunctional copolymers to a surface or substrate in, on, or forming an analytical or sensing device having a charge on the surface or substrate opposite to the charge of the copolymer, wherein some of the non-interactive polymer side chains are functionalized with a functional moiety which will specifically recognize and interact with target molecules and some of the non-interactive polymer side chains are not functionalized.
21. The method of claim 20 wherein the functionalized and non-functionalized copolymers are applied sequentially.
22. The method of claim 21 wherein the functionalized copolymers are adsorbed to the substrate or surface and exposed to analyte, then non-functionalized copolymers are adsorbed to the substrate or surface.
23. The method of claim 11 wherein the functionalized copolymer is attached to the substrate or surface by physisorption or chemisorption.
24. The method of claim 11 wherein the functionalized copolymer is attached to the substrate or surface by covalent, chemical binding.
25. The method of claim 11 wherein the surface is patterned with areas with adsorbed, non-modified and/or, non-functionalized polyionic copolymer and areas with adsorbed modified and/or functionalized polyionic copolymer.
26. The method of claim 25 wherein the patterns have dimensions parallel to the surface in the millimeter, micrometer or submicrometer range.
27. The method of claim 25 wherein the patterning is done by fluidic, microfluidic, stamping or microcontact printing.
28. The method of claim 25 wherein the polyionic copolymer is applied to the substrate or surface, then functional molecule is bound to the copolymer in a defined surface pattern by fluidic, microfluidic, stamping, microcontact printing or ink jet techniques.
29. The polymeric coated substrate or surface formed by the method of any of claims 1-28.
30. The polymeric coated substrate or surface formed by the method of any of claims 1-28 applied to a surface or substrate in a device or material for use in analytical or biosensing devices.
31. The use of the polymeric coated substrate or surface of claim 29 for qualitatively or quantitatively measuring or detecting analyte.
32. The use of claim 31 wherein the analyte is selected from the group consisting of polynucleotides, peptides, proteins, carbohydrates, sugars, and glycoproteins.
33. The use of claim 31 wherein the amount of analyte immobilized at the polyionic copolymer coated substrate or surface is determined by measuring or using electromagnetic radiation or using a method like absorption, scattering, emission, thermal phenomena or combinations thereof.
34. The use of claim 33 wherein the amount of analyte is determined by using waveguides.
35. The use of claim 34 wherein the waveguides comprise one or more optical coupling elements for incoupling excitation light to the waveguides.
36. The use of claim 35 wherein the optical coupling elements are selected from the group consisting of prism couplers, evanescent couplers comprising joined optical waveguides with overlapping evanescent fields, end face couplers with focusing lens, preferably cylindrical lens located adjacent to the waveguide and gating couplers and combinations thereof.
37. The use of claim 36 wherein the optical coupling elements are diffractive gratings selected from the group consisting of relief gratings with any profile such as rectangular, triangular or sinusoidal profile, and phase gratings or volume gratings with a periodical modulation of the refractive index in the waveguide and combinations thereof.
35. The use of claim 37 wherein one or more of the optical coupling elements are diffractive relief gratings with a rectangular profile.
39. The method of claim 33 wherein analyte is detected using a continuous type of process.
40. The use of claim 33 wherein the functionalized polyionic copolymer is applied in a pattern, and detection is localized to specific areas of the pattern.
41. The use of claim 40 wherein the pattern includes regions of different functional molecules for detection of multiple analytes.
42. The use of the polymeric coated substrate or surface of claim 29 to modify cell to surface interactions on a metal or metal oxide surface.
43. The use of claim 42 wherein the substrate a material for analytical or biosensing devices.
CA002371011A 1999-04-28 2000-04-28 Polyionic coatings in analytic and sensor devices Expired - Lifetime CA2371011C (en)

Applications Claiming Priority (7)

Application Number Priority Date Filing Date Title
US13139199P 1999-04-28 1999-04-28
US13140299P 1999-04-28 1999-04-28
US60/131,402 1999-04-28
US60/131,391 1999-04-28
US18461600P 2000-02-24 2000-02-24
US60/184,616 2000-02-24
PCT/US2000/011708 WO2000065352A1 (en) 1999-04-28 2000-04-28 Polyionic coatings in analytic and sensor devices

Publications (2)

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CA2371011A1 true CA2371011A1 (en) 2000-11-02
CA2371011C CA2371011C (en) 2009-12-22

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CA002371011A Expired - Lifetime CA2371011C (en) 1999-04-28 2000-04-28 Polyionic coatings in analytic and sensor devices

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US (1) US6884628B2 (en)
EP (1) EP1190252B1 (en)
JP (1) JP4647792B2 (en)
AT (1) ATE419528T1 (en)
AU (1) AU769571B2 (en)
CA (1) CA2371011C (en)
DE (1) DE60041255D1 (en)
WO (1) WO2000065352A1 (en)

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WO2000065352A1 (en) 2000-11-02
US20020128234A1 (en) 2002-09-12
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EP1190252A1 (en) 2002-03-27
ATE419528T1 (en) 2009-01-15

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