Object comprising an uncharged, functionalized hydrogel surface

• US 20040157149A1
• Filed: 03/24/2004
• Published: 08/12/2004
• Est. Priority Date: 05/09/2001
• Status: Abandoned Application

• Current Assignee: Andreas Hofmann
• Original Assignee: Andreas Hofmann
• Inventors: Hofmann, Andreas
• Application Number:
  US10/477,095
• Publication Number:
  US 20040157149A1
• Time in Patent Office: Days
• US Class Current: 430/141
• CPC Class Codes: G01N 33/54353 with ligand attached to the carrier via a chemical coupling agent coatings G01N33/54393
• CPC Class Codes: G01N 33/544 the carrier being organic

Abstract

The invention relates to an object, such as a sensor or a microcavity with an uncharged, functionalized hydrogel surface, comprising a hydrogel, which has hydroxy groups to which organic molecules are bound. The molecules used have one or more radicals Λ and one or more radicals B. Radical Λ reacts with the hydroxy groups of the hydrogel when binding the organic molecule. Radical B is selected such that, after the organic molecule binds to the hydrogel, it reacts with a biomolecule having amino groups or thio groups without the use of one or more activation reagents. The invention also relates to a method for producing the inventive object and to novel organic molecules for binding biomolecules to a hydrogel.

Claims

1. An article having an uncharged, functionalized surface which comprises a hydrogel which exhibits hydroxyl groups to which organic molecules are bound by way of the radicals A, with the organic molecules employed possessing one or more radicals A, which can react with hydroxyl groups, and one or more radicals B, which can react with amino groups or thio groups, and with the radical A, or the radicals A, reacting selectively in the reaction with hydroxyl groups.

2. An article as claimed in claim 1, with the radicals A being selected from acid chloride groups and diazo groups.

3. An article as claimed in claim 1 or 2, with the radicals B being selected from vinylsulfone groups, N-hydroxysuccinimide ester groups and maleimide groups.

4. An article as claimed in one of claims 1 to 3, with the radicals A and B being linked by means of a single bond or by means of a branched or unbranched hydrocarbon chain X and with the hydrocarbon chain X having a chain length of up to 15 carbon atoms and being able to be interrupted up to two times by in each case a phenylene group or a heteroatom-containing group.

5. An article as claimed in one of claims 1 to 3, with the radicals A and B being bound to a polymer or oligomer.

10. The use of an article as claimed in one of claims 1 to 5 for reacting with a biomolecule possessing at least one amino group or thio group.

6. A process for producing an article having an uncharged, functionalized surface, which process comprises the steps of:

(a) providing an article having an unfunctionalized hydrogel surface, with the hydrogel exhibiting hydroxyl groups;

(b) covalently binding organic molecules which possess one or more radicals A, which can react with hydroxyl groups, and one or more radicals B. which can react with amino groups or thio groups, to the hydrogel,

with the organic molecules reacting selectively with hydroxyl groups of the hydrogel by way of the radical A or the radicals A.

7. A compound having one or more radicals A selected from acid chloride groups and diazo groups and one or more radicals B selected from vinylsulfone groups, N-hydroxysuccinimide ester groups and maleimide groups.

8. A compound as claimed in claim 7, with the radicals A and B being linked by means of a single bond or by means of a branched or unbranched hydrocarbon chain X and with the hydrocarbon chain X having a chain length of up to 15 carbon atoms and being able to be interrupted up to two times by in each case a phenylene group or a heteroatom-containing group.

9. A compound as claimed in one of claims 7 or 8, with the radicals A and B being bound to a polymer or oligomer.