Functionalized polydiacetylene sensors

Patent metadata

Field	Value
Publication number	US-9523683-B2
Application number	US-201414157670-A
Country	US
Kind code	B2
Filing date	Jan 17, 2014
Priority date	Feb 27, 2009
Publication date	Dec 20, 2016
Grant date	Dec 20, 2016

Abstract

A microarray includes a solid substrate having a surface, the surface having a plurality of binding spots and a plurality of reaction moieties bound to the binding spots. A reaction moiety includes a plurality of polyacetylene monomers, the polyacetylene monomers having a first coupling region and a second coupling region, the first coupling region having a first functional group operable to bind to the binding spot and the second coupling region comprising a second functional group operable to bind to an accessory molecule; and an accessory molecule having a binding region and an analyte reaction region, the analyte reaction region operable to selectively bind to the target analyte, and the binding region operable to bind to the second coupling region of the polyacetylene monomer. Upon binding a target analyte with the reaction moiety, a color change from the polyacetylene monomer occurs and the reaction moiety produces fluorescence.

First claim

What is claimed is:

1. A melamine sensor comprising a liposome comprising a plurality of PDA monomers
R 1 —C≡C—C≡C—R 2 —R 4

wherein,
R 1 is an alkyl group of about twelve carbon atoms;
R 2 is an alkyl group of about eight carbon atoms; and
R 4 is a member of the group consisting of:

2. An organophosphate sensor comprising a liposome or gel comprising a plurality of PDA monomers
R 1 —C≡C—C≡C—R 2 —R 5

wherein,
R 1 is an alkyl group of about twelve carbon atoms;
R 2 is an alkyl group of about eight carbon atoms; and
R 5 is a member of the group consisting of:

3. The organophosphate sensor of claim 2 , wherein the plurality of PDA monomers comprises at least one oxime containing monomer and at least one benzaldehyde containing monomer.

4. A sensor comprising:
a hydroxyphenyl-benzoxazole (HBO) derivative;
a plurality of diacetylene monomers, wherein at least a portion of the diacetylene monomers is coupled to a first affinity component having affinity for a first target;
wherein the sensor exhibits a change in fluorescence or conductivity when the affinity component interacts with the first target.

5. The sensor of claim 4 , wherein the HBO derivative comprises 1,4-di(3-(benzoxazol-2-yl)-4-hydroxyphenyl)-2,5-dihexyloxybenzene (DBO).

6. The sensor of claim 4 , wherein the plurality of diacetylene monomers comprises 10,12-pentacosadiynoic acid-aminobutyric acid (PCDA-ABA).

7. The sensor of claim 4 , wherein the portion of the diacetylene monomers coupled to the first affinity component comprises 10,12-pentacosadiynoic acid-2,2′-(ethylenedioxy)-bis(ethylamide) (PCDA) coupled to the first affinity component.

8. The sensor of claim 4 comprising about a 7:3 mole ratio of diacetylene monomers to the portion of the diacetylene monomers coupled to the first affinity component.

9. The sensor of claim 4 comprising about a 1:50 mole ratio of HBO derivative to diacetylene monomers.

10. The sensor of claim 4 , wherein the sensor has a fluorescence quantum yield (ΦF) of about 38%.

11. The sensor of claim 4 , wherein the first affinity component is selected from the group consisting of a chemical ligand, antibody, antibody fragment, oligonucleotide, antigen, polypeptide, glycolipid, protein, enzyme, peptide nucleic acid, and polysaccharide.

12. The sensor of claim 4 , wherein the first affinity component is biotin.

13. The sensor of claim 4 , wherein the sensor is bound to a surface by binding of the first affinity component to the first target, wherein the first target is immobilized on the surface.

14. The sensor of claim 4 , wherein the plurality of diacetylene monomers comprises a portion of diacetylene monomers that includes an epoxy group.

15. The sensor of claim 4 , wherein the sensor is in the form of a particle.

Assignees

• Univ Michigan Regents

Inventors

• Kim Jinsang
• Lee Jiseok

Classifications

• G01N33/582

  with fluorescent label · CPC title

• C07C233/20 Primary

  having the carbon atom of the carboxamide group bound to a carbon atom of an acyclic unsaturated carbon skeleton · CPC title

• C07H21/00

  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 title

• G01N33/5432 Primary

  Liposomes or microcapsules · CPC title

• G01N33/542

  with steric inhibition or signal modification, e.g. fluorescent quenching · CPC title