Articles having bioactive surfaces and solvent-free methods of preparation thereof

• US 7,815,922 B2
• Filed: 05/16/2005
• Issued: 10/19/2010
• Est. Priority Date: 05/14/2004
• Status: Active Grant

• Current Assignee: Becton, Dickinson & Co
• Original Assignee: Becton, Dickinson & Co
• Inventors: Chaney, Bryce, Montgomery, David, Jacobson, Ross W.
• Primary Examiner(s): Anderson; James D
• Assistant Examiner(s): Polansky; Gregg
• Application Number:
  US11/129,318
• Publication Number:
  US 20050255327A1
• Time in Patent Office: 1,982 Days
• Field of Search: 424/400, 424/486
• US Class Current: 424/400
• CPC Class Codes: A61L 2300/00 Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices
• CPC Class Codes: A61L 27/54 Biologically active materials, e.g. therapeutic substances A61L27/227 takes precedence
• CPC Class Codes: A61L 31/10 Macromolecular materials
• CPC Class Codes: A61L 31/16 Biologically active materials, e.g. therapeutic substances A61L31/047 takes precedence
• CPC Class Codes: A61L 33/0088 by grafting of a monomer onto the substrate
• CPC Class Codes: A61P 7/02 Antithrombotic agents; Anticoagulants; Platelet aggregation inhibitors
• CPC Class Codes: G01N 33/54353 with ligand attached to the carrier via a chemical coupling agent coatings G01N33/54393

Abstract

Methods for preparing articles having a bioactive surface comprising treating a substrate to form free reactive groups, depositing a monomer onto the treated substrate, and covalently immobilizing a biologically functional molecule onto the deposited monomer. Additional embodiments include methods for the deposition of the monomer onto the treated substrate in a solvent-free environment. Further embodiments include articles having surfaces prepared using the methods described herein. Additional embodiments include articles prepared using the methods described herein.

Claims

1. An article comprising a bioactive surface, said article comprising:

a) a glass substrate, wherein the glass substrate comprises a hydroxyl-rich polymer layer comprising free reactive groups;

b) an aminopropyltrimethoxysilane (APTMS) layer on top of said hydroxyl-rich polymer layer, wherein said APTMS layer is of substantially uniform thickness and is substantially defect free; and

c) a biologically functional molecule covalently attached to said APTMS layer.

2. The article of claim 1, wherein said biologically functional molecule is selected from the group consisting of alginate, hyaluronic acid, polyethylene glycol, hydroxyethyl methacrylate, polylactide, polyglycolic acid and co-polymers thereof.

3. The article of claim 1, wherein said biologically functional molecule is hyaluronic acid.

4. The article of claim 1, wherein said biologically functional molecule imparts a three-dimensional structure on said bioactive surface.

5. The article of claim 1, wherein said hydroxyl-rich polymer layer is hydroxyethyl methacrylate (polyHEMA).

6. The article of claim 1, wherein said article is an optical fiber.

7. The optical fiber of claim 6, wherein said optical fiber has a proximal end and a distal end, and wherein said APTMS layer is present on at least a portion of said fiber distal end.

8. The optical fiber of claim 7, wherein said biologically functional molecule comprises a polymer matrix covalently attached to the optical fiber distal end, wherein said polymer matrix is configured to receive a sensing element for sensing a target analyte in a sample.

9. The optical fiber of claim 8, wherein said polymer matrix is selected from the group consisting of hyaluronic acid (HA), alginate (AA), polyethylene glycol (PEG), hydroxyethyl methacrylate, polylactide, polyglycolic acid, methacrylate, acrylate, methacrylate-hydroxyethyl methacrylate, acrylate-hydroxyethyl methacrylate, acrylate-methacrylate-hydroxyethyl methacrylate and mixtures thereof.

10. A biosensor comprising the optical fiber of claim 8 and a sensing element entrapped in or attached to the polymer matrix.

11. The biosensor of claim 10, wherein said sensing element comprises at least one luminescent labeled periplasmic binding protein.

12. The article of claim 1, wherein said article is a glass tissue culture vessel.

13. The article of claim 1, wherein said article is a stent.

14. A method of making the article of claim 1, comprising:

a) treating said glass substrate to form free reactive groups on the surface of said glass substrate by coating said substrate with a hydroxyl-rich polymer layer, said hydroxyl-rich polymer layer comprises free reactive groups;

b) depositing said APTMS layer onto said treated glass substrate in a solvent-free environment; and

c) covalently attaching a biologically functional molecule onto said APTMS-deposited layer to provide the bioactive surface of said article.

15. The method of claim 14, wherein depositing APTMS layer onto said treated substrate in a solvent-free environment is performed by vapor deposition.

16. The method of claim 15, wherein said vapor deposition is chemical vapor deposition or physical vapor deposition or a combination of chemical and physical vapor deposition.

17. The method of claim 15, wherein said vapor deposition comprises a plasma.