Structures incorporating conformationally flexible conjugated polymers and methods of use

• US 9,159,465 B2
• Filed: 03/29/2011
• Issued: 10/13/2015
• Est. Priority Date: 09/17/2003
• Status: Expired due to Term

• Current Assignee: Regents of the University of California (University of California)
• Original Assignee: Regents of the University of California (University of California)
• Inventors: Bazan, Guillermo C., Liu, Bin
• Primary Examiner(s): BOESEN, CHRISTIAN C
• Application Number:
  US13/075,172
• Publication Number:
  US 20110183439A1
• Time in Patent Office: 1,659 Days
• Field of Search: None
• US Class Current: 1/1
• CPC Class Codes: C08G 61/02 Macromolecular compounds containing only carbon atoms in the main chain of the macromolecule, e.g. polyxylylenes
• CPC Class Codes: C08G 61/10 only aromatic carbon atoms, e.g. polyphenylenes
• CPC Class Codes: C08G 61/123 derived from five-membered heterocyclic compounds
• CPC Class Codes: C08G 61/126 with a five-membered ring containing one sulfur atom in the ring
• CPC Class Codes: C08G 73/02 Polyamines
• CPC Class Codes: C08G 73/08 Polyhydrazides; Polytriazoles; Polyaminotriazoles; Polyoxadiazoles
• CPC Class Codes: C40B 40/04 Libraries containing only organic compounds
• CPC Class Codes: H01B 1/122 Ionic conductors

Abstract

Methods, compositions and articles of manufacture involving conformationally flexible conjugated polymers are provided. A structure is provided comprising the conformationally flexible conjugated polymer bound to or associated with at least one member of a binding pair comprising a sensor molecule and a target molecule or the complex they form. The conformationally flexible conjugated polymer comprises at least one angled linker having bonds to its two adjacent polymeric units which form an angle of less than about 155° with respect to one another. Methods of use of such structures and solutions comprising them are also provided.

Claims

1. A structure comprising one conformationally flexible conjugated polymer bound to or associated with at least one member of a binding pair comprising one sensor molecule and a target molecule or the complex they form, wherein the polymer comprises at least one angled linker having bonds to its two adjacent polymeric units which form an angle of less than about 155°

with respect to one another;

wherein the sensor molecule is a polynucleotide, an antibody, a peptide, or a protein; and

wherein the polymer is a compound of Formula A

2. The structure of claim 1, wherein the at least one member of the binding pair is a sensor molecule.

3. The structure of claim 1, wherein the conjugated polymer has been selected for binding to a target, for increased fluorescent efficiency, for decreased self-quenching, for absorbance wavelength, and/or for emission wavelength.

4. The structure of claim 1, further comprising a signaling chromophore to which energy can be transferred.

5. The structure of claim 1, wherein the polymer exhibits optical amplification.

6. The structure of claim 5, wherein the optical amplification increases with higher molecular weight polymer.

7. The structure of claim 1, wherein at least one member of the binding pair is positioned on a substrate.

8. The structure of claim 1, wherein the target is obtained from a biological sample.

9. The structure of claim 8, wherein the sample is obtained from cells.

10. The structure of claim 9, wherein the target is selected from a peptide, protein, polynucleotide and an antibody.

11. A plurality of structures according to claim 1, wherein the structures comprise different sensor molecules specific for different target molecules.

12. A plurality of structures according to claim 1, wherein the structures comprise different polymers having different emission wavelengths.

13. An assay method for determining the presence and/or amount of a target molecule in a sample, comprising contacting the sample with a structure according to claim 1, and detecting light emission from the structure when the sensor molecule has bound to the target molecule.

14. The method of claim 13, wherein a plurality of polymers are used for the detection of a plurality of target molecules in a multiplex format, said polymers emitting at different wavelengths.

15. A solution comprising the structure of claim 1.

16. The structure of claim 1, wherein the sensor molecule is an antibody.

17. The solution of claim 15, wherein the sensor molecule is an antibody.

18. A bioassay comprising using a structure of claim 1 exhibiting optical amplification for the detection of a target biomolecule.

19. The structure of claim 1, wherein A and B are each H, and R¹ and R² are not present.