Cyanine compounds

Patent metadata

Field	Value
Publication number	US-10000467-B2
Application number	US-201615042328-A
Country	US
Kind code	B2
Filing date	Feb 12, 2016
Priority date	Mar 2, 2012
Publication date	Jun 19, 2018
Grant date	Jun 19, 2018

Abstract

Compounds used as labels with properties comparable to known fluorescent compounds. The compounds can be conjugated to proteins and nucleic acids for biological imaging and analysis. Synthesis of the compounds, formation and use of the conjugated compounds, and specific non-limiting examples of each are provided.

First claim

What is claimed is:

1. A compound selected from the group consisting of

2. A method of labeling at least one biomolecule, the method comprising combining a composition comprising at least one excipient and the compound of claim 1 in an effective concentration to label at least one biomolecule under conditions sufficient for labeling the biomolecule with the compound.

3. The method of claim 2 wherein the biomolecule is selected from the group consisting of a protein, antibody, enzyme, nucleoside triphosphate, oligonucleotide, biotin, hapten, cofactor, lectin, antibody binding protein, carotenoid, carbohydrate, hormone, neurotransmitter, growth factors, toxin, biological cell, lipid, receptor binding drug, fluorescent proteins, organic polymer carrier material, inorganic carrier material, and combinations thereof.

4. The method of claim 2 wherein the compound is V19-03005.

5. A method of detecting at least one biomolecule, the method comprising combining a composition comprising at least one excipient and the compound of claim 1 in an effective concentration to detect at least one biomolecule under conditions sufficient for binding the compound to the biomolecule, and detecting the biomolecule-bound compound.

6. The method of claim 5 wherein the biomolecule is selected from a protein, antibody, enzyme, nucleoside triphosphate, oligonucleotide, biotin, hapten, cofactor, lectin, antibody binding protein, carotenoid, carbohydrate, hormone, neurotransmitter, growth factors, toxin, biological cell, lipid, receptor binding drug, fluorescent proteins, organic polymer carrier material, inorganic carrier material, and combinations thereof.

7. The method of claim 5 wherein the at least one biomolecule is detected in an assay selected from fluorescence microscopy, flow cytometry, in vivo imaging, immunoassay, hybridization, chromatographic assay, electrophoretic assay, microwell plate based assay, fluorescence resonance energy transfer (FRET) system, bioluminescence resonance energy transfer (BRET) system, high throughput screening, or microarray.

8. The method of claim 5 wherein the biomolecule is detected by in vivo imaging comprising administering the biomolecule-bound compound to at least one of a biological sample, tissue, or organism, and detecting the biomolecule within the at least one of a biological sample, tissue, or organism.

9. The method of claim 5 wherein the compound is V19-03005.

10. A kit for labeling and/or detecting at least one biomolecule in a sample, the kit comprising the compound of claim 1 and at least one excipient.

11. The kit of claim 10 wherein the compound is V19-03005.

Assignees

• Pierce Biotechnology Inc
• Dyomics Gmbh

Inventors

• Hermanson Greg
• Czerney Peter T
• Desai Surbhi
• Wenzel Matthias S
• Dworecki Boguslawa R
• Lehmann Frank G
• Nlend Marie Christine

Classifications

• G01N33/582

  with fluorescent label · CPC title

• C07D403/06

  linked by a carbon chain containing only aliphatic carbon atoms · CPC title

• C09B23/0016

  the substituent being a halogen atom · CPC title

• C07D401/14 Primary

  containing three or more hetero rings · CPC title

• C07K16/40

  against enzymes · CPC title