Heterodimeric dye composition

• US 7,323,571 B2
• Filed: 01/23/2004
• Issued: 01/29/2008
• Est. Priority Date: 03/12/2002
• Status: Expired due to Term

• Current Assignee: Enzo Life Sciences Incorporated (Enzo Biochem Incorporated)
• Original Assignee: Enzo Life Sciences Incorporated (Enzo Biochem Incorporated)
• Inventors: Rabban, Elazar, Stavrianopoulos, Jannis G.
• Primary Examiner(s): Riley; Jezia
• Application Number:
  US10/764,389
• Publication Number:
  US 20040230036A1
• Time in Patent Office: 1,467 Days
• Field of Search: 536/25.32, 536/26.6, 548/100, 548/122, 548/400, 548/416, 548/453
• US Class Current: 548/100
• 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: C09B 23/02 the polymethine chain containing an odd number of >CH- or >C[alkyl]- groups
• CPC Class Codes: C09B 47/00 Porphines; Azaporphines non-dyeing compounds C07D487/22
• CPC Class Codes: C09B 57/00 Other synthetic dyes of known constitution
• CPC Class Codes: Y10S 436/80 Fluorescent dyes, e.g. rhodamine

Abstract

This invention provides for labeling reagents, labeled targets and processes for preparing labeling reagents. The labeling reagents can take the form of cyanine dyes, xanthene dyes, porphyrin dyes, coumarin dyes or composite dyes. These labeling reagents are useful for labeling probes or targets, including nucleic acids and proteins. These reagents can be usefully applied to protein and nucleic acid probe based assays. They are also applicable to real-time detection processes.

Claims

1. A heterodimeric dye composition, said composition comprising a first dye that comprises a phenanthridinium moiety;

and a second dye that is different from said first dye, said second dye being attached through the phenyl ring of said phenanthridium moiety.

9. The composition of claim 1, wherein said second dye is attached to said phenyl ring through a rigid linker arm.

10. The composition of claim 9, wherein said rigid linker arm comprises one or more peptide bonds.

11. The composition of claim 1, wherein said second dye is substituted in any of the ortho, meta or para positions of the phenyl ring.

12. The composition of claim 11, wherein said second dye is substituted in the meta position of the phenyl ring.

13. The composition of claims 1, wherein said second dye comprises a thiazole, a fluorescein, a thiazole derivative, or a fluorescein derivative.

14. The composition of claim 1, further comprising a bromine or chlorine counter-ion.

2. A heterodimeric dye composition having the structure

3. The heterodimeric dye composition of claim 2, wherein said Second Dye is substituted in any of the ortho, meta or para positions of the phenyl ring.

4. The heterodimeric dye composition of claim 3, wherein said Second Dye is substituted in the meta position of the phenyl ring.

5. The heterodimeric dye composition of claims 2, wherein said second dye comprises a thiazole, a fluorescein, a thiazole derivative, or a fluorescein derivative.

6. The heterodimeric dye composition of claim 2, wherein said Second Dye is attached to said structure through a rigid linker arm.

7. The heterodimeric dye composition of claim 6, wherein said rigid linker arm comprises one or more peptide bonds.

8. The heterodimeric dye composition of claim 2, further comprising a bromine or chlorine counter-ion.

15. A heterodimeric dye composition having the structure

16. The heterodimeric dye composition of claim 15, wherein said Second Dye is substituted in any of the ortho, meta or para positions of the phenyl ring.

17. The heterodimeric dye composition of claim 16, wherein said Second Dye is substituted in the meta position of the phenyl ring.

18. The heterodimeric dye composition of claims 15, wherein said second dye comprises a thiazole, a fluorescein, a thiazole derivative, or a fluorescein derivative.

19. The heterodimeric dye composition of claim 15, wherein said Second Dye is attached to said structure through a rigid linker arm.

20. The heterodimeric dye composition of claim 19, wherein said rigid linker arm comprises one or more peptide bonds.

21. The heterodimeric dye composition of claim 20, further comprising a bromine or chlorine counter-ion.