WO2003107007A2 - Procede de test rapide pour la detection d'au moins un antigene, et sa mise en oeuvre - Google Patents

Procede de test rapide pour la detection d'au moins un antigene, et sa mise en oeuvre Download PDF

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Publication number
WO2003107007A2
WO2003107007A2 PCT/EP2003/005829 EP0305829W WO03107007A2 WO 2003107007 A2 WO2003107007 A2 WO 2003107007A2 EP 0305829 W EP0305829 W EP 0305829W WO 03107007 A2 WO03107007 A2 WO 03107007A2
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WO
WIPO (PCT)
Prior art keywords
antigen
rapid test
test method
antibody
calixarene
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/EP2003/005829
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German (de)
English (en)
Other versions
WO2003107007A3 (fr
Inventor
Jörg Martin DORMANN
Thomas Welsch
Margrit-Ann Geibel
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Individual
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Individual
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.)
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Publication date
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Priority to AU2003275869A priority Critical patent/AU2003275869A1/en
Publication of WO2003107007A2 publication Critical patent/WO2003107007A2/fr
Publication of WO2003107007A3 publication Critical patent/WO2003107007A3/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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Classifications

    • 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
    • G01N33/58—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing involving labelled substances
    • G01N33/582—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing involving labelled substances with fluorescent label
    • 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
    • G01N33/58—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing involving labelled substances

Definitions

  • the invention relates to a rapid test method for the detection of at least one antigen using specific interactions by means of optical and / or electrochemical detection. This is a universal rapid test procedure that enables the simultaneous, quantitative determination of bacteria and viruses.
  • a rapid test method for the detection of at least one antigen using specific interactions by means of optical and / or electrochemical detection.
  • specific interactions to understand all types of coordinative, covalent and non-covalent interactions, for example Van-der-Waals interaction, dipole-dipole interaction, electrostatic interaction and hydrogen bonds.
  • R H, alkyl, aryl, alkyloxy, aryloxy, amine, amid, carboxylic acids and sulfonic acids with 1 to 12 carbon atoms, amino acids, sugar or crown ether,
  • Ri H, alkyl, aryl, alkyloxy, aryloxy, amine, amid, carboxylic acids and sulfonic acids with 1 to 12 carbon atoms, sulfonamides, amino acids, sugar, crown ethers, cyclodextrins, purine bases, pyrimidine bases or azophenyl dyes,
  • X methylene, S, 0, N, P or Si and
  • aromatic systems can have heteroatoms and / or the resorcinarene of the general formula II
  • R H, alkyl, aryl, alkyloxy, aryloxy, amine, amide, carboxylic acids and sulfonic acids with 1 to 12 carbon atoms or amino acids,
  • R x H, alkyl, aryl, alkyloxy, aryloxy, amine, amide, carboxylic acids and sulfonic acids with 1 to 12 carbon atoms, sulfonamides, amino acids, sugar, crown ethers, cyclodextrins, purine bases, pyrimidine bases or azophenyl dyes,
  • R 2 alkyl or aryl
  • X methylene, S, 0, N, P or Si
  • R 3 and R 4 0, where R 3 and R 4 are bridged to one another via methylene, ethylene or quinoxaline, it being possible for the aromatic systems to have heteroatoms, directly and / or via an antibody to the at least one antigen.
  • the macromolecules listed above have a ring structure with an upper and a lower edge, so-called “upper rim” and “lower rim”.
  • the ring structures have the property of attaching or incorporating other substances, such as ions or molecules. This creates so-called host-guest connections which are called clathrate, complex, cavitate, carceplex, etc., depending on the macromolecule used and the form of the intercalation.
  • bond in the context of this application encompasses all bond types known in chemistry, for example also ionic, coordinative and other non-covalent bonds, and is not limited to classic covalent bonds alone.
  • Both the calixarenes and the resorcinarene can be modified almost arbitrarily according to a modular principle, both at the top and at the bottom.
  • a variant of the method according to the invention provides that the calixarene and / or the resorcinarene is bound to an antibody which in turn binds to the antigen.
  • the antibody is labeled with the calixarene, as is known for example from cyanine-5-dyes.
  • An antigen-antibody complex can then be formed in the presence of the antigen to be detected, it being possible to immobilize such sandwich complexes when using an antibody bound to a substrate as a capture antibody.
  • all quantification methods known from the prior art can be used, wherein both colorimetry and UV detection can be used.
  • Another alternative of the method according to the invention provides that the antibody is first bound to a marker, which is then substituted by the antigen, so that the marker is released.
  • This displacement principle is based on the fact that the antibody prefers the interaction with the antigen for energetic reasons, which is why the binding to the marker is released.
  • the marker is then detected, which can be done in different ways:
  • Substances can be detected via a redox reaction with a component added to the solution.
  • detection is preferably carried out by an acid-base reaction with a component added to the solution.
  • - Inorganic clusters are preferably detected using UV spectroscopy.
  • - colloids are also preferably with UV '
  • bio-sensory detection methods as well as the measurement of the binding energies in the sense of cytometry can be used for the detection.
  • the capture antibody is bound to a substrate. This enables the antigens to be detected to be immobilized on the substrate surface.
  • calixarene and / or the resorcinarene is bound directly to the antigen.
  • the calixarene acts as a specific binding agent, so-called artificial antibody, for the antigen.
  • a marker it is possible for a marker to be bound to the calixarene and / or resorcinarene and to be substituted by the antigen. The marker released by this displacement reaction is then detected as described above.
  • This variant can be carried out both in solution and in immobilized form by the calixarene and / or the resorcinarene being bound to a substrate.
  • the calixarene or the resorcinarene can be used both as a capture antibody and as a marker antibody.
  • the method according to the invention is used above all in the field of immunoassays, blotting techniques and antigen-antibody tests.
  • the method is particularly preferred in the field of ELISA and ⁇ PCR.
  • Figures 1 to 8 represent different variants for the use of calixarenes or resorcinarene in the individual rapid test procedures.
  • FIG. 1 shows several antibodies immobilized on a substrate which act as capture antibodies for the antigen.
  • the specific interaction between the antibody and the antigen initially binds the antigen to the catcher antibody.
  • another antibody can then be bound to the antigen.
  • This so-called marker antibody is labeled with a calixer or resorcienarene, which can subsequently be optically or electrochemically detected.
  • FIG. 2 shows a variant of a rapid test method which is very similar to the method shown in FIG. 1. Only with regard to the immobilization of the antibodies on the substrate is a calixarene or resorcinarene used as the coupling element, with which a larger one
  • Coupling variety can be realized.
  • FIG. 3 shows a variant of the rapid test method that works according to a displacement principle.
  • markers are linked to the immobilized antibody. These markers are now released when the antigen is added due to its more specific binding possibility. Since the markers are either optically or electrochemically active species, they can then be detected.
  • This method variant can also be carried out in solutions, as shown in FIG. 4.
  • the markers bound to the antibodies are displaced by the antigen and subsequently detected.
  • FIG. 5 shows a variant of the method according to the invention, in which a calixarene or resorcinarene acts as a capture antibody.
  • the calixarenes or resorcinarenes are bound to a substrate and can, with appropriate modifications, bind the antigen with high specificity in an antibody-like manner.
  • the antigen immobilized in this way can be coupled to further antibodies.
  • FIG. 6 shows a system comparable to FIG. 5, in which calixarenes or resorcinarenes are immobilized on a substrate and in each case markers are bound in the “interior of the goblet”. According to the displacement principle, these markers are then released due to the arrival of the antigen and can then be used can be detected.
  • FIG. 7 shows a variant in which the calixarene or resorcinarene serves as a marker antibody.
  • the antigen is bound to the immobilized antibody or antibodies.
  • the marker antibodies can be modified accordingly so that they are easily accessible to optical or electrochemical detection methods.
  • FIG. 8 A further variant of the method is shown in FIG. 8, in which an antigen is bound to a calixarene or resorcinarene “filled” with a marker.
  • the marker cannot be released, since this prevents the antigen from being bound
  • the antigen now comes into contact with the antibody immobilized on the substrate, the specificity of the binding causes the antigen to be coupled to the antibody, with the calixarene being released at the same time.
  • the marker from the "inside of the goblet" is released at the same time, which can then be detected.

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  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Molecular Biology (AREA)
  • Biomedical Technology (AREA)
  • Chemical & Material Sciences (AREA)
  • Hematology (AREA)
  • Immunology (AREA)
  • Urology & Nephrology (AREA)
  • Cell Biology (AREA)
  • Microbiology (AREA)
  • Biotechnology (AREA)
  • Food Science & Technology (AREA)
  • Medicinal Chemistry (AREA)
  • Physics & Mathematics (AREA)
  • Analytical Chemistry (AREA)
  • Biochemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • General Physics & Mathematics (AREA)
  • Pathology (AREA)
  • Investigating Or Analysing Materials By The Use Of Chemical Reactions (AREA)
  • Measuring Or Testing Involving Enzymes Or Micro-Organisms (AREA)

Abstract

L'invention concerne un procédé de test rapide pour la détection d'au moins un antigène, selon lequel on exploite des interactions spécifiques grâce à une détection optique et/ou électrochimique. Il s'agit ici d'un procédé de test rapide qui permet la détermination quantitative simultanée de bactéries et de virus.
PCT/EP2003/005829 2002-06-12 2003-06-04 Procede de test rapide pour la detection d'au moins un antigene, et sa mise en oeuvre Ceased WO2003107007A2 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AU2003275869A AU2003275869A1 (en) 2002-06-12 2003-06-04 Rapid test method for detecting at least one antigen, and the use of the same

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE2002126097 DE10226097A1 (de) 2002-06-12 2002-06-12 Schnelltestverfahren zum Nachweis von mindestens einem Antigen sowie dessen Verwendung
DE10226097.4 2002-06-12

Publications (2)

Publication Number Publication Date
WO2003107007A2 true WO2003107007A2 (fr) 2003-12-24
WO2003107007A3 WO2003107007A3 (fr) 2004-04-22

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PCT/EP2003/005829 Ceased WO2003107007A2 (fr) 2002-06-12 2003-06-04 Procede de test rapide pour la detection d'au moins un antigene, et sa mise en oeuvre

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AU (1) AU2003275869A1 (fr)
DE (1) DE10226097A1 (fr)
WO (1) WO2003107007A2 (fr)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2295969A4 (fr) * 2008-07-04 2012-04-04 Sekisui Medical Co Ltd Procédé pour améliorer la sensibilité ou procédé pour éviter l 'influence de l'hémoglobine sur une mesure immunologique
IT202200001490A1 (it) 2022-01-28 2023-07-28 Biosensing S R L Biosensori di tipo elettrochimico comprendenti resorcareni

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE102023107261A1 (de) * 2023-03-23 2024-09-26 Endress+Hauser Conducta Gmbh+Co. Kg Driftstabiles optisches Sensorelement und driftstabiler optochemischer Sensor

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5770380A (en) * 1996-09-13 1998-06-23 University Of Pittsburgh Synthetic antibody mimics--multiple peptide loops attached to a molecular scaffold
US6114134A (en) * 1997-06-25 2000-09-05 International Reagents Corporation Method for assaying biological specimens for substances contained in the components thereof and reagent to be used in this method
US6117413A (en) * 1997-11-12 2000-09-12 Battelle Memorial Institute Radionuclide-binding compound, a radionuclide delivery system, a method of making a radium complexing compound, a method of extracting a radionuclide, and a method of delivering a radionuclide
US6120987A (en) * 1997-12-12 2000-09-19 Cis Bio International Non-aggregated fluorescent conjugates and the process for their preparation
DE19826617C1 (de) * 1998-06-17 1999-12-09 Univ Magdeburg Tech Verfahren zur Herstellung von Immunosensoren
KR100352815B1 (ko) * 1999-12-23 2002-09-16 김태선 신규한 캘릭스크라운 유도체, 그의 제조 방법, 그를이용하여 제조된 자기조립 단분자층 및 그의 자기조립단분자층을 이용하는 단백질 단분자층의 고정화 방법

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2295969A4 (fr) * 2008-07-04 2012-04-04 Sekisui Medical Co Ltd Procédé pour améliorer la sensibilité ou procédé pour éviter l 'influence de l'hémoglobine sur une mesure immunologique
CN102405412A (zh) * 2008-07-04 2012-04-04 积水医疗株式会社 免疫学测定的灵敏度增强方法或避免血红蛋白影响的方法
EP3062104A1 (fr) * 2008-07-04 2016-08-31 Sekisui Medical Co., Ltd. Procédé pour améliorier la sensibilité our procédé pour éviter l'influence de l'hémoglobine sur une mesure immunologique
IT202200001490A1 (it) 2022-01-28 2023-07-28 Biosensing S R L Biosensori di tipo elettrochimico comprendenti resorcareni

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Publication number Publication date
DE10226097A1 (de) 2004-01-15
AU2003275869A1 (en) 2003-12-31
WO2003107007A3 (fr) 2004-04-22

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