Dyes and compositions, and processes for using same in analysis of protein aggregation and other applications

• US 9,932,479 B2
• Filed: 07/29/2015
• Issued: 04/03/2018
• Est. Priority Date: 11/30/2009
• Status: Active Grant

• Current Assignee: Enzo Biochem Incorporated
• Original Assignee: Enzo Biochem Incorporated
• Inventors: Patton, Wayne Forrest, Yarmoluk, Sergiy M., Pande, Praveen, Kovalska, Vladyslava, Dai, Lijun, Volkova, Kateryna, Coleman, Jack, Losytskyy, Mykhaylo, Ludlum, Anthony, Balanda, Anatoliy
• Primary Examiner(s): Riley, Jezia
• Application Number:
  US14/812,171
• Publication Number:
  US 20150376411A1
• Time in Patent Office: 979 Days
• Field of Search: 546165, 435 61
• CPC Class Codes: C07D 401/12 linked by a chain containing hetero atoms as chain links
• CPC Class Codes: C09B 23/0008 substituted on the polymethine chain
• CPC Class Codes: C09B 23/0025 the substituent being bound through an oxygen atom
• CPC Class Codes: C09B 23/0058 the substituent being CN
• CPC Class Codes: C09B 23/0066 the polymethine chain being part of a carbocyclic ring,(e.g. benzene, naphtalene, cyclohexene, cyclobutenene-quadratic acid)
• CPC Class Codes: C09B 23/04 one >CH- group, e.g. cyanines, isocyanines, pseudocyanines
• CPC Class Codes: C09B 23/06 three >CH- groups, e.g. carbocyanines
• CPC Class Codes: C09B 23/102 two heterocyclic rings linked carbon-to-carbon C09B7/00 takes precedence
• CPC Class Codes: C09B 23/141 Bis styryl dyes containing two radicals C6H5-CH=CH-
• CPC Class Codes: C09B 23/145 the ethylene chain carrying an heterocyclic residue, e.g. heterocycle-CH=CH-C6H5
• CPC Class Codes: G01N 2458/30 Electrochemically active labels
• CPC Class Codes: G01N 2800/2821 Alzheimer
• CPC Class Codes: G01N 2800/2835 Movement disorders, e.g. Parkinson, Huntington, Tourette
• CPC Class Codes: G01N 33/582 with fluorescent label
• CPC Class Codes: G01N 33/6845 Methods of identifying protein-protein interactions in protein mixtures

Abstract

Provided are dyes and compositions which are useful in a number of applications, such as the detection and monitoring protein aggregation, kinetic studies of protein aggregation, neurofibrillary plaques analysis, evaluation of protein formulation stability, protein thermal stability shift assay and analysis of molecular chaperone activity. These dyes and compositions are also useful as probes in nucleic acid and protein detection.

Claims

1. The dye TOL-11.

2. The dye TOL-2.

3. The dye TOL-6.

4. A kit comprising one or more dyes selected from the group consisting of TOL-11, TOL-2, and TOL-6.

5. The kit of claim 4, further comprising a dye selected from the group consisting of S-43, S13, S-39, and S-42.

6. The kit of claim 4, further comprising a dye selected from the group consisting of YAT-2134, YAT-2148, YAT-2149, YAT-2150, YAT-2135, YAT-2214, YAT-2213, and YAT-2324.

7. The kit of claim 4, comprising more than one dye selected from the group consisting TOL-11, TOL-2, and TOL-6.