Labeling reagents and labeled targets comprising nonmetallic porphyrins

• US 7,537,751 B2
• Filed: 01/22/2004
• Issued: 05/26/2009
• Est. Priority Date: 03/12/2002
• Status: Expired due to Term

• Current Assignee: Enzo Life Sciences Incorporated (Enzo Biochem Incorporated)
• Original Assignee: Enzo Life Science, Inc.
• Inventors: Stavrianopoulos, Jannis G., Rabbani, Elazar
• Primary Examiner(s): Riley; Jezia
• Application Number:
  US10/763,088
• Publication Number:
  US 20060172308A1
• Time in Patent Office: 1,951 Days
• Field of Search: 424/9.362, 424/9.61, 435/6, 536/26.6
• US Class Current: 424/9.362
• 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 labeling reagent comprising a nonmetallic porphyrin, said reagent comprising:

2. The labeling reagent of claim 1, wherein any of said R₁ through R₈ alkyl groups comprises methyl, ethyl or propyl.

3. The labeling reagent of claim 1, wherein any of said R₁ through R₈ alkyl groups further comprises a polar or charged group.

4. A labeling reagent comprising a nonmetallic porphyrin, said reagent comprising:

5. A labeling reagent comprising a nonmetallic porphyrin, said reagent comprising:

6. A labeled target comprising a nonmetallic porphyrin, said reagent comprising:

7. The labeled target of claim 6, wherein said nucleic acid or nucleotide or nucleotide analog is modified.

8. The labeling reagent of claim 6, wherein any of said R₁ through R₈ alkyl groups comprises methyl, ethyl or propyl.

9. The labeling reagent of claim 6, wherein any of said R₁ through R₈ alkyl groups further comprises a polar or charged group.

10. The labeling reagent of claim 6, wherein said target T is attached indirectly to said nonmetallic porphyrin through a linker arm.

11. The labeling reagent of claim 10, wherein said linker arm comprises at least two consecutive peptide bonds.