Methods of use of solid support material for binding biomolecules

• US 8,597,959 B2
• Filed: 04/17/2008
• Issued: 12/03/2013
• Est. Priority Date: 04/19/2007
• Status: Active Grant

• Current Assignee: 3M Innovative Properties Company (3M Company)
• Original Assignee: 3M Innovative Properties Company (3M Company)
• Inventors: Jing, Naiyong, Schultz, William J., Guo, Chunmei, Legatt, Michelle L.
• Primary Examiner(s): Swartz, Rodney P.
• Application Number:
  US12/595,862
• Publication Number:
  US 20100184103A1
• Time in Patent Office: 2,056 Days
• Field of Search: None
• US Class Current: 436/518
• CPC Class Codes: G01N 33/54393 Improving reaction conditions or stability, e.g. by coating or irradiation of surface, by reduction of non-specific binding, by promotion of specific binding

Abstract

Functionalized solid support material with biomolecule-binding groups and uses thereof, wherein the biomolecule-binding groups include a plurality of aromatic groups, an amine group which bonds to a biomolecule through an aldehyde group, a hydrazine group which bonds to a biomolecule through an aldehyde group, or an alpha,beta-ethylenically or acetylenically unsaturated group with an electron withdrawing group.

Claims

1. A solid support material having a surface, comprising:

biomolecule-binding groups bonded to the surface through nonreversible covalent bonds;

an aldehyde-containing biomolecule covalently bonded to one or more biomolecule-binding groups through an —

Ar—

N═

C(H)— and

/or —

Ar—

NHN═

C(H)—

linkage, wherein Ar is an aryl group; and

shielding groups covalently bonded to the surface.

2. The composition of claim 1, wherein the aldehyde-containing biomolecule is a capture agent for a target biological analyte.

3. The solid support material of claim 1 wherein the shielding groups comprise poly(alkylene oxide)-containing groups.

4. The solid support material of claim 3 wherein the poly(alkylene oxide)-containing shielding groups comprise poly(ethylene oxide)-containing groups.

5. The solid support material of claim 1 comprising nanoparticles.

6. The solid support material of claim 5 further comprising water-dispersible groups covalently bonded to the surface, wherein the water-dispersible groups are distinct from the shielding groups.

7. The solid support material of claim 6 wherein the water-dispersible groups comprise carboxylic acid groups, sulfonic acid groups, phosphonic acid groups, salts thereof, or combinations thereof.

8. A method of preparing a solid support material having a biomolecule attached thereto, the method comprising:

providing a solid support material comprising a surface;

providing a shielding compound comprising a shielding group and a surface-bonding group;

providing a biomolecule-binding compound comprising an alpha, beta-ethylenically or acetylenically unsaturated group, an electron withdrawing group, and a surface-bonding group;

covalently bonding the shielding group and biomolecule-binding group to the surface of the solid support material through the surface-bonding groups; and

contacting the solid support material with an amino-functional biomolecule under conditions effective to covalently bond the biomolecule to one or more biomolecule-binding groups through a carbon-nitrogen bond between the amino group of the biomolecule and the beta position of the alpha,beta-ethylenically unsaturated group.

9. The method of claim 8 wherein the biomolecule is a capture agent for a target biological analyte.

11. The method of claim 9 wherein the biomolecule capture agent is an antibody.

12. The method of claim 8 wherein the biomolecule is a target biological analyte.

13. The method of claim 8 wherein the solid support material comprises particulate material.

14. The method of claim 13 wherein the particulate material comprises nanoparticles.

15. The method of claim 14 wherein the nanoparticles further comprise water-dispersible groups covalently bonded to their surfaces, wherein the water-dispersible groups are distinct from the shielding groups.

10. A method of preparing a solid support material having a biomolecule attached thereto, the method comprising:

providing nanoparticles, each comprising a surface;

providing a shielding compound comprising an organocarboxylate-containing and/or organosulfonate-containing group and a surface-bonding group;

providing a biomolecule-binding compound comprising an acrylate group and a surface-bonding group;

covalently bonding the organocarboxylate and/or organosulfonate group and acrylate group to the surface of the nanoparticles through the surface-bonding groups; and

contacting the nanoparticles with an amino-functional biomolecule under conditions effective to covalently bond the biomolecule to one or more acrylate groups through a carbon-nitrogen bond between the amino group of the biomolecule and the beta position of the acrylate group.