CA2455393A1 - Functional surface coating - Google Patents

Functional surface coating Download PDF

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Publication number
CA2455393A1
CA2455393A1 CA 2455393 CA2455393A CA2455393A1 CA 2455393 A1 CA2455393 A1 CA 2455393A1 CA 2455393 CA2455393 CA 2455393 CA 2455393 A CA2455393 A CA 2455393A CA 2455393 A1 CA2455393 A1 CA 2455393A1
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Prior art keywords
group
functional surface
binding
matrix
substrate
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Granted
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CA 2455393
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French (fr)
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CA2455393C (en
Inventor
Guoqiang Mao
Steven W. Metzger
Michael J. Lochhead
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Accelerate Diagnostics Inc
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Individual
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    • 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
    • G01N33/54393—Improving reaction conditions or stability, e.g. by coating or irradiation of surface, by reduction of non-specific binding, by promotion of specific binding
    • 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
    • G01N33/5306—Improving reaction conditions, e.g. reduction of non-specific binding, promotion of specific binding
    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N35/00—Automatic analysis not limited to methods or materials provided for in any single one of groups G01N1/00 - G01N33/00; Handling materials therefor
    • G01N35/00029—Automatic analysis not limited to methods or materials provided for in any single one of groups G01N1/00 - G01N33/00; Handling materials therefor provided with flat sample substrates, e.g. slides
    • G01N2035/00099—Characterised by type of test elements
    • G01N2035/00158—Elements containing microarrays, i.e. "biochip"
    • Y—GENERAL 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
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/31504—Composite [nonstructural laminate]
    • Y—GENERAL 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
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/31504—Composite [nonstructural laminate]
    • Y10T428/31551—Of polyamidoester [polyurethane, polyisocyanate, polycarbamate, etc.]
    • Y10T428/31609—Particulate metal or metal compound-containing
    • Y10T428/31612—As silicone, silane or siloxane
    • Y—GENERAL 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
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/31504—Composite [nonstructural laminate]
    • Y10T428/31652—Of asbestos
    • Y10T428/31663—As siloxane, silicone or silane
    • Y—GENERAL 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
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/31504—Composite [nonstructural laminate]
    • Y10T428/31678—Of metal

Abstract

Compositions and methods of preparing functional thin films or surface coatings (100) with low non-specific binding are described. The thin films contain specified functional groups and non-specific binding repellant components. The thin films are either covalently bound to or passively adsorbed to various solid substrates (102). The specified functional group (110) provides specified activity for the thin film modified solid surfaces and non-specific binding repellant components (104) significantly reduce the non-specific binding to the thin film modified solid surfaces. Non-specific binding repellant components do not affect specified functional group's activity in the thin films. In these methods, specified functional groups ar e anchored to the solid substrates through a spacer (114). Surface coatings ar e also described having both non-specific protein binding properties combined with functional groups for specific binding activity thereby providing surfa ce coating that specifically recognize target proteins but limit binding to non - specific protein.

Claims (80)

1. A method of preparing a functional surface, said method comprising:
providing a substrate;
providing an effective amount of active component;
providing an effective amount of cross-linking component;
providing an effective amount of matrix-forming component;
affixing said active component, said cross-linking component and said matrix forming component onto said substrate, thereby forming a functional surface.
2. The method of claim 1, wherein said affixing further comprises coating said active component, said cross-linking component and said matrix forming component onto said substrate creating a coated substrate and curing said coated substrate.
3. The method of claim 2, wherein said curing is selected from the group consisting of thermal activation, photo activation or chemical activation.
4. The method of claim 1, wherein said active component includes a functional group, a spacer group and a binding group.
5. The method of claim 4, wherein said functional group is selected from the group consisting of biotin, methoxy-polyethylene glycol, N-hydroxy succinimide esters, nitrophenyl esters, carboxylates, vinyls, nitrenes, aldehyde groups, phenylboronic acid, salicylhydroxamic acid, hydroxyl groups, amine groups, imine groups carboxylic acids, aldehydes, ketones, esters, ethers, amide groups, imides, cyanides, hydrazides, succinimides, maleimide, thiols, halides, azido groups, phenyl groups, sulfonates, isothiocyante, isocyanate, oxazolines, epoxides, nitrobenzyls, oxazoline, acid chloride, chloroformate, disulfide pyridyl, azlactone, cyanogens bromide, fluoroarenes, fluorocarbons, disulfides, isocyanides, sulfates, heparin, peptides, nucleotides, polynucleotides, organic silicon compounds and organic phosphate compounds, ethylene glycol oligomers, acrylamides, pyrollidones, polysaccharides and polar synthetic polymers.
6. The method of claim 4, wherein said functional group is biotin, methoxy-polyethylene glycol, vinyl-sulfone, succinimidyl propionate, or streptavidin.
7. The method of claim 4, wherein said functional group is biotin.
8. The method of claim 4, wherein the functional group is a succinimidyl derivative.
9. The method of claim 4, wherein said spacer group is selected from the group consisting of bifunctional, linear, star-shape, and comb-like polyethylene glycols, polyethylenimines, polystyrene, polysiloxanes, polyurethanes, proteins, poly(amino acids), polyphosphazenes, telechelic block copolymers, polyacrylates, polyacrylamides, polymethacrylates, polysaccharides, dendrimers, hyperbranched polymers.
10. The method of claim 4, wherein said spacer group is a linear PEG molecule, a star-shape PEG molecule, or a comb-like PEG molecule.
11. The method of claim 4, wherein said spacer group is a linear PEG molecule.
12. The method of claim 4, wherein said binding group is selected from the group consisting of silanes, methacrylates, disulfides, disilazanes, sulfhydryls, acrylates, carboxylates, isonitriles, isocyanates. and phosphoamidites, nitrenes, epoxides, hydrosilyl, esters, arenes, azidos, nitriles, quinones, and vinyl groups.
13. The method of claim 4, wherein said binding group is alkoxysilane or chlorosilane.
14. The method of claim 4, wherein said binding group is an alkoxysilane.
15. The method of claim 4, wherein said binding group is a succinimidyl derivative.
16. The method of claim 1, wherein said cross-linking component is a molecule comprising at least two reactive groups selected from the list consisting of methacrylates, acrylates, epoxides, silanes, perfluorophenyl azides, aryl azides, acyl azides, azidoformates, sulfonyl azides, phosphoryl azides, diazoalkanes, diazoketones, diazoacetates, beta-keto-alpha-diazoacetates, aliphatic azo, diazirines, ketenes, photoactivated ketones, dialkyl peroxidases, diacyl peroxidases, and quinones.
17. The method of claim 1, wherein said cross-linking component is azido silane.
18. The method of claim 1, wherein said matrix-forming component is comprised of one or more of the molecules selected from the group consisting of polyoxyethylene-based surface-active substances, including, polyoxyethylene sorbitan tetraoleate, polyoxyethylene sorbitol hexaoleate, polyoxyethylene 6 tridecyl ether, polyoxyethylene 12 tridecyl ether, polyoxyethylene 18 tridecyl ether, Tween® surfactants, Triton®
surfactants, polyoxyethlene-polyoxypropylene copolymers, linear PEG molecules, star-shaped PEG molecules, comb-shaped and dendrimeric, hyperbrached PEG molecules, carbonated, perfluorinated and siliconated surfactants, casein, serum dilutions, bovine serum albumin, glycolipids, lipids, heparin or other glycosaminoglycans, muscin, proteoglycans, and polysaccharides.
19. The method of claim 1, wherein said matrix-forming component is polyoxyethylene sorbitan tetraoleate, Tween.TM. surfactant, or Pluronic.TM.
block co-polymers, or synthetic copolymers of similar polar non-ionic chemistry composition.
20. The method of claim 1, wherein said matrix-forming component is polyoxyethylene sorbitan tetraoleate.
21. A functional surface having low non-specific binding characteristics for non-target analytes comprising a substrate having an effective amount of active component;
an effective amount of cross-linking component;
and an effective amount of matrix-forming component;
whereby said active component, said cross-linking component and said matrix-forming component form an integrally enmeshed matrix that provides a functionalized surface having low non-specific binding characteristics for non-target molecules in external milieu.
22. The functional surface of claim 21, wherein said active component includes a functional group, a spacer group and a binding group.
23. The functional surface of claim 22, wherein said functional group facilitates selective binding to target analytes and is selected from the group consisting of biotin, methoxy-polyethylene glycol, N-hydroxy succinimide esters, nitrophenyl esters, carboxylates, vinyls, nitrenes, aldehyde groups, phenylboronic acid, salicylhydroxamic acid, hydroxyl groups, amine groups, imine groups carboxylic acids, acid chlorides, haloaldehydes, ketones, esters, ethers, amide groups, imides, cyanides, hydrazides, succinimides, maleimide, thiols, halides, azido groups, phenyl groups, sulfonates, isothiocyante, isocyanate, epoxides, nitrobenzyls, oxazoline, acid chloride, chloroformate, disulfide pyridyl, azlactone, cyanogens bromide, fluoroarenes, fluorocarbons, disulfides, isocyanides, sulfates, heparin, peptides, nucleotides, polynucleotides, organic silicon compounds and organic phosphate compounds, ethylene glycol oligomers, acrylamides, pyrollidones, proteo- and glycosamino-glycans, polysaccharides and polar synthetic polymers.
24. The functional surface of claim 22, wherein said functional group facilitates selective binding to target analytes and is biotin, methoxy-polyethylene glycol, succinimidyl proprionate, streptavidin, or aldehyde.
25. The functional surface of claim 22, wherein said functional group facilitates selective binding to target analytes and is biotin.
26. The functional surface of claim 22, wherein said spacer group is selected from the group consisting of bifunctional, linear, star-shape, and comb-like polyethylene glycols, polyethylenimines, polystyrene, polysiloxanes, polyurethanes, proteins, poly(amino acids), polyphosphazenes, telechelic block copolymers, polyacrylates, polyacrylamides, polymethacrylates, polysaccharides, dendrimers, and hyperbranched polymers.
27. The functional surface of claim 22, wherein said spacer group is a linear polyethylene glycol, star-shape PEG molecule, or a comb-like PEG molecule.
28. The functional surface of claim 22, wherein said spacer group is a linear PEG
molecule.
29. The functional surface of claim 22, wherein said binding group is selected from the group consisting of silanes, methacrylates, disulfides, disilazanes, sulfhydryls, acrylates, carboxylates, isonitriles, isocyanates, and phosphoamidites, nitrenes, epoxides, hydrosilyl, esters, arenes, azidos, nitriles, quinones, and vinyl groups.
30. The functional surface of claim 22, wherein said binding group is alkoxysilane or chlorosilane.
31. The functional surface of claim 22, wherein said binding group is an alkoxysilane.
32. The functional surface of claim 21, wherein said cross-linking component is a molecule comprised of at least two reactive groups selected from the list consisting of methacrylates, acrylates, epoxides, silanes, perfluorophenyl azides, aryl azides, acyl azides, azidoformates, sulfonyl azides, phosphoryl azides, diazoalkanes, diazoketones, diazoacetates, beta-keto-alpha-diazoacetates, aliphatic azo, diazirines, ketenes, photoactivated ketones, dialkyl peroxidases, diacyl peroxidases, and quinones.
33. The functional surface of claim 21, wherein said cross-linking component is azido silane.
34. The functional surface of claim 21, wherein said matrix-forming component is selected from the group consisting of polyoxyethylene-based surface-active substances, including, polyoxyethylene sorbitan tetraoleate, polyoxyethylene sorbitol hexaoleate, polyoxyethylene 6 tridecyl ether, polyoxyethylene 12 tridecyl ether, polyoxyethylene 18 tridecyl ether, Tween® surfactants, Triton® surfactants, polyoxyethlene-polyoxypropylene copolymers, linear PEG molecules, star-shaped PEG molecules, comb-shaped and dendrimeric, hyperbranched PEG molecules, linear, star, and dendrimer polyamine polymers, carbonated, perfluorinated and siliconated surfactants, and casein, serum dilutions, bovine serum albumin, glycolipids and lipids, heparin or other glycosaminoglycans, muscin and polysaccharides.
35. The functional surface of claim 21, wherein said matrix forming component is polyoxyethylene sorbitan tetraoleate, Tween® surfactant, or Pluronic ®
block co-polymers, or synthetic non-ionic polar hydrophilic copolymers of similar chemical composition.
36. The functional surface of claim 21, wherein said matrix forming component is polyoxyethylene sorbitan tetraoleate.
37. The functional surface of claim 21, wherein said active component is biotin-PEG-silane.
38. The functional surface of claim 37, wherein said substrate is composed of SiO2/Si.
39. The functional surface of claim 37, wherein said substrate is composed of thermoplastic or thermoset polymers.
40. The functional surface of claim 37, wherein said substrate is composed of metal/metal oxide.
41. The functional surface of claim 21, wherein said active component is methoxy-PEG-silane.
42. The functional surface of claim 21, wherein said active component is a combination of methoxy-PEG-silane and biotin-PEG-silane.
43. The functional surface of claim 42 further comprising streptavidin immobilized within the enmeshed matrix.
44. The functional surface of claim 21, wherein said active component is vinylsulfone-PEG-silane.
45. The functional surface of claim 44, wherein said substrate is composed of glass.
46. The functional surface of claim 21, wherein said active component is NHS-PEG-silane.
47. The functional surface of claim 21, wherein said active component is COOH-PEG-silane.
48. The functional surface of claim 21, wherein said active component is SPA-PEG-SPA.
49. A functional surface for performance of a biochemical binding assay comprising:

a substrate;
a non-specific binding matrix affixed to said substrate; and an active component affixed to said non-specific binding matrix, thereby forming a functional surface for a biochemical binding assay.
50. The functional surface of claim 49, wherein said non-specific binding matrix further comprises a cross-linking component and a matrix-forming component providing cross-linked stabilization of said functional surface and bonding to said substrate.
51. The functional surface of claim 49, wherein active component further comprises a functional group, a spacer group and a binding group, said binding group being affixed to said non-specific binding matrix.
52. The functional surface of claim 51, wherein said functional group facilitates specific binding of a target protein to said active component.
53. The functional surface of claim 52, wherein said active component is biotin.
54. The functional surface of claim 52, wherein said active component is vinylsulfone.
55. The functional surface of claim 52, wherein said active component is NHS.
56. The functional surface of claim 52, wherein said active component is SPA.
57. The functional surface of claim 49wherein said non-specific binding matrix is comprised of effective amounts of azido-silane and polyoxyethylene sorbitan tetraoleate.
58. The functional surface of claim 49, wherein said substrate is selected from the group consisting of: a silica-based substrate, a metal substrate, a metal oxide substrate, a hydrogel substrate, a glass substrate and a polymer substrate.
59. The functional surface of claim 49, wherein said cross-linking component is azido-silane.
60. The functional surface of claim 49, wherein said matrix-forming component is polyoxyethylene sorbitan tetraoleate.
61. A packaged formulation for preparing functionalized surfaces having low non-specific binding characteristics suitable for application to a substrate comprising an effective amount of active component, an effective amount of a cross-linking component and an effective amount of matrix forming component, whereby said active component, said cross-linking component and said matrix forming component form an integrally enmeshed matrix that provides a functionalized surface having low non-specific binding characteristics; and instructions to apply the components onto a substrate surface.
62. The packaged formulation of claim 61, wherein said active component includes a functional group, a spacer group and a binding group.
63. The packaged formulation of claim 62, wherein said functional group facilitates specific analyte binding and is selected from the group consisting of biotin, methoxy-polyethylene glycol, N-hydroxy succinimide esters, nitrophenyl esters, carboxylates, vinyls, nitrenes, aldehyde groups, phenylboronic acid, salicylhydroxamic acid, hydroxyl groups, amine groups, imine groups carboxylic acids, aldehydes, ketones, esters, ethers, amide groups, imides, cyanides, hydrazides, succinimides, maleimide, thiols, halides, azido groups, phenyl groups, sulfonates, isothiocyante, isocyanate, epoxides, nitrobenzyls, oxazoline, acid chloride, chloroformate, disulfide pyridyl, azlactone, cyanogens bromide, fluoroarenes, fluorocarbons, disulfides, isocyanides, sulfates, heparin, peptides, nucleotides, polynucleotides, organic silicon compounds and organic phosphate compounds, ethylene glycol oligomers, acrylamides, pyrollidones, polysaccharides, proteoglycans, glycosaminoglycans, and polar water-soluble synthetic polymers.
64. The packaged formulation of claim 62, wherein said functional group facilitates specific analyte binding and is biotin, methoxy-polyethylene glycol, succinimid, succinimidyl propionate, streptavidin, or aldehyde.
65. The packaged formulation of claim 62, wherein said functional group facilitates specific analyte binding and is biotin.
66. The packaged formulation of claim 62, wherein said spacer group is selected from the group consisting of bifunctional, linear, star-shape, and comb-like polyethylene glycols (PEG oligomers or polymers), polyethylenimines, polystyrene, polysiloxanes, polyurethanes, proteins, poly(amino acids), polypyrollidones, polyphosphazenes, telechelic surface-active block copolymers (e.g., Pluronics .TM.), polyacrylates, polyacrylamides, polymethacrylates, polysaccharides, saccharide monomers, proetoglycans, glycosaminoglycans, dendrimers, or hyperbranched polymers.
67. The packaged formulation of claim 62, wherein said spacer group is a linear polyethylene glycol (PEG oligomer or polymer), star-shape PEG molecule, or a comb-like PEG molecule.
68. The packaged formulation of claim 62, wherein said spacer group is a linear PEG molecule.
69. The packaged formulation of claim 62, wherein said binding group is selected from the group consisting of silanes, methacrylates, SPA, disulfides, disilazanes, sulfhydryls, acrylates, carboxylates, isonitriles, isocyanates. and phosphoamidites, nitrenes, epoxides, hydrosilyl, esters, aranes, azidos, nitriles, quinones, and vinyl groups.
70. The packaged formulation of claim 62, wherein said binding group is alkoxysilane or chlorosilane.
71. The packaged formulation of claim 62, wherein said binding group is an alkoxysilane.
72. The packaged formulation of claim 62, wherein said binding group is SPA.
73. The packaged formulation of claim 62, wherein said cross-linking component is a molecule comprised of at least two reactive groups selected from the list consisting of methacrylates, acrylates, epoxides, silanes, perfluorophenyl azides, aryl azides, acyl azides, azidoformates, sulfonyl azides, phosphoryl azides, diazoalkanes, diazoketones, diazoacetates, beta-keto-alpha-diazoacetates, aliphatic azo, diazirines, ketenes, photoactivated ketones, dialkyl peroxidases, diacyl peroxidases, and quinones.
74. The packaged formulation of claim 62, wherein said cross-linking component is azido silane.
75. The packaged formulation of claim 62, wherein said matrix-forming component is selected from the group consisting of polyoxyethylene-based surface-active substances, including, polyoxyethylene sorbitan tetraoleate, polyoxyethylene sorbitol hexaoleate, polyoxyethylene 6 tridecyl ether, polyoxyethylene 12 tridecyl ether, polyoxyethylene 18 tridecyl ether, Tween® surfactants, Triton®
surfactants, polyoxyethlene-polyoxypropylene copolymers, linear PEG molecules, star-shaped PEG
molecules, comb-shaped and dendrimeric, hyperbrached PEG molecules linear, star, and dendrimer polyamine polymers, carbonated, perfluorinated and siliconated surfactants, and casein, serum dilutions, bovine serum albumin, glycolipids and lipids, heparin, muscin and polysaccharides.
76. The packaged formulation of claim 62, wherein said matrix-forming component is polyoxyethylene sorbitan tetraoleate, Tween®, surfactant, or Pluronic®
block co-polymers.
77. The packaged formulation of claim 62, wherein said matrix-forming component is polyoxyethylene sorbitan tetraoleate.
78. A functional surface for use in detecting a target analyze in a bio-analytical assay comprising:
a substrate for performing the bioanalytical assay;

a means coated over said substrate for limiting non-specific binding during the detection of said target analyte.
79. The functional surface of claim 78 wherein the bioanalytical assay is a microarray.
80. The functional surface of claim 79 wherein the microarray is a oligonucleotide microarray.
CA 2455393 2001-06-26 2002-06-26 Functional surface coating Expired - Fee Related CA2455393C (en)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
US30122301P 2001-06-26 2001-06-26
US60/301,223 2001-06-26
US10/180,199 2002-06-25
US10/180,199 US6844028B2 (en) 2001-06-26 2002-06-25 Functional surface coating
PCT/US2002/020408 WO2003000433A1 (en) 2001-06-26 2002-06-26 Functional surface coating

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CA2455393A1 true CA2455393A1 (en) 2003-01-03
CA2455393C CA2455393C (en) 2012-01-03

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EP (1) EP1409155B8 (en)
JP (1) JP2004531390A (en)
CA (1) CA2455393C (en)
IL (2) IL159556A0 (en)
WO (1) WO2003000433A1 (en)

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