IP Library Granted Patent US 8,476,443
Granted Patent B2
US 8,476,443 · App. 13/733,350 · Granted Jul 2, 2013

Fluorescent dyes

Inventors: Praveen Pande (Holbrook, NY); Hilary J. Cox (Centerpoint, NY); Yuejun Xiang (Bayside, NY); Wayne Forrest Patton (Dix Hills, NY)
Assignee: Enzo Life Sciences, Inc.
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Quick Facts
Patent No.
US 8,476,443
App. No.
13/733,350
Granted
Jul 2, 2013
Kind
B2
Abstract

The present invention provides dyes and labeled reagents that may be used in the detection or quantification of desirable target molecules, such as proteins, nucleic acids and cellular organelles. Dyes are provided that may be used free in solution where the binding of the dye to the target molecule provides signal generation. Dyes provided in this invention can comprise reactive groups that may be used to attach the dyes to probes that will bind to desirable target molecules. The novel dyes of the present invention have been substituted with specific groups to provide beneficial properties.

Claims (23)

1. A compound having the structure:

wherein X comprises an anion.

2. The compound of claim 1 , having the structure:

3. The compound of claim 1 , having the structure:

4. A method of identifying a specific organelle or region in a cell of interest, the method comprising

(a) incubating the cell of interest with the compound of claim 1 , and

(b) identifying the location of the organelle or region in the cell of interest by identifying the compound that stains the organelle or region.

5. The method of claim 4 , wherein the compound is

and the organelle or region is an endoplasmic reticulum.

6. The method of claim 4 , wherein the compound is

and the organelle or region is a mitrochondrion.

7. A target molecule comprising the compound of claim 1 .

8. The target molecule of claim 7 , wherein the target molecule is a nucleoside, a nucleotide, an oligonucleotide, a polynucleotide, a peptide nucleic acid, a protein, an oligopeptide, an enzyme, an antibody, a cytokine, avidin, streptavidin, digoxigenin, an oligosaccharide, a polysaccharide, a lipid, a liposome, a glycolipid, or a dye.

9. The target molecule of claim 7 , wherein the target molecule is a protein, an oligopeptide, a nucleotide, an oligonucleotide, or a polynucleotide.

10. A compound having the structure:

wherein X comprises an anion and wherein the compound also has at least one reactive group.

11. The compound of claim 10 , wherein said reactive group comprises a nucleophilic reactive group, an electrophilic reactive group, a terminal alkene, a terminal alkyne, a coordinate group or an alkylating agent.

12. The compound of claim 10 , wherein said reactive group comprises a nucleophilic reactive group comprising a thiol, amine or hydroxyl group.

13. The compound of claim 10 , wherein said reactive group comprises a electrophilic reactive group comprising an isocyanate, isothiocyanate, monochlorotriazine, dichlorotriazine, 4,6,-dichloro-1,3,5-triazines, mono- or di-halogen substituted pyridine, mono- or di-halogen substituted diazine, maleimide, haloacetamide, aziridine, sulfonyl halide, acid halide, hydroxysuccinimide ester, hydroxysulfosuccinimide ester, imido ester, hydrazine, azidonitrophenol, azide, 3-(2-pyridyl dithio)-proprionamide, glyoxal or aldehyde group.

14. A method of labeling a target molecule, the method comprising attaching the compound of claim 10 to the target molecule by means of the reactive group, thereby labeling the target molecule.

15. The method of claim 14 , wherein said reactive group comprises a nucleophilic reactive group, an electrophilic reactive group, a terminal alkene, a terminal alkyne, a coordinate group or an alkylating agent.

16. The method of claim 14 , wherein said reactive group comprises a thiol, an amine or a hydroxyl group.

17. The method of claim 14 , wherein said reactive group comprises an isocyanate, isothiocyanate, monochlorotriazine, dichlorotriazine, 4,6,-dichloro-1,3,5-triazines, mono- or di-halogen substituted pyridine, mono- or di-halogen substituted diazine, maleimide, haloacetamide, aziridine, sulfonyl halide, acid halide, hydroxysuccinimide ester, hydroxysulfosuccinimide ester, imido ester, hydrazine, azidonitrophenol, azide, 3-(2-pyridyl dithio)-proprionamide, glyoxal or aldehyde group.

Assignments (3)
RELEASE OF SECURITY INTEREST Recorded Jul 24, 2023
From: GEMINO HEALTHCARE FINANCE, LLC D/B/A SLR HEALTHCARE ABL
To: ENZO BIOCHEM, INC.; ENZO CLINICAL LABS, INC.; ENZO LIFE SCIENCES U.S. HOLDING CORP; ENZO LIFE SCIENCES, INC.
Reel/Frame 064369/0031 →
SECURITY INTEREST Recorded Apr 3, 2023
From: ENZO LIFE SCIENCES, INC.; ENZO CLINICAL LABS, INC.; ENZO BIOCHEM, INC.; ENZO LIFE SCIENCES U.S. HOLDING CORP
To: GEMINO HEALTHCARE FINANCE, LLC D/B/A SLR HEALTHCARE ABL
Reel/Frame 063239/0103 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 20, 2013
From: PANDE, PRAVEEN; COX, HILARY J.; XIANG, YUEJUN; PATTON, WAYNE FORREST
To: ENZO LIFE SCIENCES, INC., C/O ENZO BIOCHEM, INC.
Reel/Frame 029837/0848 →
Continuity (6)
Division 12586386 · Sep 21, 2009
Continuation In Part 12315629 · Dec 4, 2008
Continuation In Part PCTUS2007016581 · Jul 24, 2007
Continuation In Part 11177923 · Jul 7, 2005
Continuation In Part 11137771 · May 24, 2005
Related Publication 20130115651A1 · May 9, 2013