Methods of attaching biological compounds to solid supports using triazine

• US 7,863,058 B2
• Filed: 02/02/2009
• Issued: 01/04/2011
• Est. Priority Date: 12/17/2003
• Status: Active Grant

• Current Assignee: Illumina Incorporated
• Original Assignee: Illumina Incorporated
• Inventors: Steinberg-Tatman, Galina, Kozlov, Igor, Zhao, Chanfeng
• Primary Examiner(s): Riley; Jezia
• Application Number:
  US12/364,286
• Publication Number:
  US 20090137791A1
• Time in Patent Office: 701 Days
• Field of Search: 514/1, 514/2, 435/6, 536/26.6, 530/300, 544/1, 544/2, 544/3, 544/186, 436/518
• US Class Current: 436/518
• CPC Class Codes: C07D 251/12 having three double bonds between ring members or between ring members and non-ring members
• CPC Class Codes: C07H 21/00 Compounds containing two or more mononucleotide units having separate phosphate or polyphosphate groups linked by saccharide radicals of nucleoside groups, e.g. nucleic acids
• CPC Class Codes: C07H 21/04 with deoxyribosyl as saccharide radical
• CPC Class Codes: Y10T 428/139 Open-ended, self-supporting conduit, cylinder, or tube-type article

Abstract

Disclosed are methods of attaching biologically active compounds to a solid surface, comprising modifying the solid surface using triazine chloride and attaching the biologically active compound to the triazine moiety.

Claims

1. A compound of the Formula XXVII:

2. The compound of claim 1, wherein V is NH.

3. The compound of claim 1, wherein V is —

NH—

(CH₂)_p—

Si(O)₃ and p is an integer greater than or equal to zero.

4. The compound of claim 1, wherein D₁ is selected from the group consisting of RNA, DNA, a polypeptide, RNA having one or more non-naturally occurring bases, DNA having one or more non-naturally occurring bases, and a polypeptide having one or more non-naturally occurring amino acids.

5. The compound of claim 1, wherein D₂ is selected from the group consisting of RNA, DNA, a polypeptide, RNA having one or more non-naturally occurring bases, DNA having one or more non-naturally occurring bases, and a polypeptide having one or more non-naturally occurring amino acids.

6. The compound of claim 1, wherein Q is selected from the group consisting of resin, microbead, glass, controlled pore glass (CPG), polymer support, membrane, paper, plastic, plastic tube or tablet, plastic bead, glass bead, slide, ceramic, silicon chip, multi-well plate, nylon membrane, and PVDF membrane.

7. The compound of claim 1, wherein D₁ is DNA.

8. The compound of claim 1, wherein D₂ is DNA.

9. The compound of claim 1, wherein Q is a glass bead.

10. The compound of claim 1, wherein V is NH, at least one of D₁ and D₂ is DNA and Q is a glass bead.

11. The compound of claim 1, wherein V is NH, both D₁ and D₂ are DNA and Q is a glass bead.

12. The compound of claim 1, wherein V is NH, at least one of D₁ and D₂ is DNA and Q is controlled pore glass (CPG).

13. The compound of claim 1, wherein V is NH, both D₁ and D₂ are DNA and Q is controlled pore glass (CPG).

14. The compound of claim 1, wherein V is —

NH—

(CH₂)_p—

Si(O)₃, p is an integer greater than or equal to zero and Q is a glass bead.

15. The compound of claim 1, wherein V is —

NH—

(CH₂)_p—

Si(O)₃, p is an integer greater than or equal to zero and Q is controlled pore glass (CPG).

16. The compound of claim 1, wherein V is NH, at least one of D₁ and D₂ is DNA and Q is controlled pore glass (CPG).

17. The compound of claim 1, wherein V is NH, both D₁ and D₂ are DNA and Q is controlled pore glass (CPG).

18. The compound of claim 1, wherein V is —

NH—

(CH₂)_p—

Si(O)₃, p is an integer greater than or equal to zero, at least one of D₁ and D₂ is DNA and Q is a microbead.

19. The compound of claim 1, wherein V is —

NH—

(CH₂)_p—

Si(O)₃, p is an integer greater than or equal to zero and Q is a silicon chip or multi-well plate.

20. The compound of claim 1, wherein V is —

NH—

(CH₂)_p—

Si(O)₃, p is an integer greater than or equal to zero and Q is a silicon chip or multi-well plate.

21. The compound of claim 1, wherein V is NH, at least one of D₁ and D₂ is DNA and Q is a silicon chip or multi-well plate.

22. The compound of claim 1, wherein V is NH, both D₁ and D₂ are DNA and Q is a silicon chip or multi-well plate.

23. The compound of claim 1, wherein V is —

NH—

(CH₂)_p—

Si(O)₃, p is an integer greater than or equal to zero, at least one of D₁ and D₂ is DNA and Q is a silicon chip or multi-well plate.