Dye-labeled ribonucleotide triphosphates

• US 20100292457A1
• Filed: 01/25/2010
• Published: 11/18/2010
• Est. Priority Date: 06/22/2001
• Status: Active Grant

• Current Assignee: Applied Biosystems LLC (Thermo Fisher Scientific Incorporated)
• Original Assignee: Applied Biosystems LLC (Thermo Fisher Scientific Incorporated)
• Inventors: Khan, Shaheer H., Fisher, Peter Virgil, Vatta, Paolo
• Granted Patent: US 8,003,769 B2
• Time in Patent Office: Days
• US Class Current: 536/26.6
• 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

Abstract

The invention provides novel dye-labeled ribonucleotide analogs and methods for synthesizing those analogs. The compounds of the invention are especially useful for DNA sequencing by the polymerase chain reaction.

Claims

1-13. -13. (canceled)

14. A compound of the formula I:

15. The compound according to claim 14, wherein X is N and Y is NH₂.

16. The compound according to claim 14, wherein X is C and Y is O.

17. The compound according to claim 14 wherein L₁ is a propargyl-ethyl-oxide-amino linker, a propargylamino linker, a propargyl-propyl-oxide-amino linker, a benzylamine linker, a phosphate linker, a rigid linker, or a multimer thereof.

18. The compound according to claim 14, wherein m=1 and L₂ is a benzylamine linker.

19. The compound according to claim 18, wherein L₁ is a propargyl-ethyl-oxide-amino linker or a propargylamino linker.

20. The compound according to claim 14, wherein m=1 and L₂ is a phosphate linker.

21. The compound according to claim 20, wherein L₁ is a propargyl-ethyl-oxide-amino linker or a propargylamino linker.

22-25. -25. (canceled)

26. A compound of the formula III:

27. The compound according to claim 26, wherein L₁ is a propargyl-ethyl-oxide-amino linker, a propargylamino linker, a propargyl-propyl-oxide-amino linker, a benzylamine linker, a phosphate linker, a rigid linker, or a multimer thereof.

28. The compound according to claim 26, wherein n=1 and L₂ is a benzylamine linker.

29. The compound according to claim 28, wherein L₁ is a propargyl-ethyl-oxide-amino linker or a propargylamino linker.

30. The compound according to claim 26, wherein n=1 and L₂ is a phosphate linker.

31. The compound according to claim 30, wherein L₁ is a propargyl-ethyl-oxide-amino linker or a propargylamino linker.

32. The compound according to claim 28, wherein R₄ is NH₂ and R₅ is H.

33. The compound according to claim 28, wherein R₄ is O and R₅ is NH₂.

34-123. -123. (canceled)