Degradable cationic surfactants and use thereof in enhancing chemiluminescence

Patent metadata

Field	Value
Publication number	US-10859504-B2
Application number	US-201816125656-A
Country	US
Kind code	B2
Filing date	Sep 7, 2018
Priority date	May 14, 2013
Publication date	Dec 8, 2020
Grant date	Dec 8, 2020

Abstract

The present invention relates to methods of enhancing chemiluminescence from a chemiluminescent label comprising contacting a chemiluminescent label with an acid in the presence of a degradable cationic surfactant and hydrogen peroxide followed by the addition of a base. Related kits containing such degradable cationic surfactant are also provided. The degradable cationic surfactant can compress light emission time of the chemiluminescent label to an extent that is comparable to or shorter than conventional surfactants. The degradable cationic surfactant can also increase chemiluminescence of the chemiluminescent label, providing increased light emission output that is comparable to conventional surfactants.

First claim

The invention claimed is:

1. An immunoassay kit comprising:
a) a chemiluminescent label having are acridinium dimethylphenyl ester, an acridinium sulfonamide, or a derivative or conjugate thereof;
b) an acidifying reagent comprising an acid, hydrogen peroxide and a degradable cationic surfactant having formula

wherein:
X is nitrogen or phosphorous;
R 1 , R 2 and R 3 are each independently selected from hydrogen, an alkyl, alkenyl, alkynyl, cycloalkyl or aralkyl group optionally having one or more heteroatoms;
R 4 and R 5 are each independently selected from an alkyl, alkenyl, alkynyl, cycloalkyl or aralkyl group optionally having one or more heteroatoms;
Y is a cleavable linkage selected from the group consisting of a carbonate linkage, an amide linkage, an ester linkage, and a combination thereof; and A is an anionic counterion to X + ; and

c) a basic reagent comprising alkaline hydroxide.

2. The kit of claim 1 , wherein said chemiluminescent label is an acridinium dimethylphenyl ester, an acridinium sulfonamide, or a derivative or conjugate thereof.

3. The kit of claim 1 , wherein R 1 , R 2 and R 3 are each independently a C 1-10 alkyl, C 2-10 alkenyl, C 2-10 alkynyl, C 3-10 cycloalkyl or C 4-10 aralkyl group optionally having one or more heteroatoms.

4. The kit of claim 1 , wherein R 4 is a C 1-20 alkyl, C 2-20 alkenyl, C 2-20 alkynyl, C 3-20 cycloalkyl or C 4-20 aralkyl group optionally having one or more heteroatoms.

5. The kit of claim 1 , wherein R 5 is a C 1-30 alkyl, C 2-30 alkenyl, C 2-30 alkynyl, C 3-30 cycloalkyl or C 4-30 aralkyl group optionally having one or more heteroatoms.

6. The kit of claim 1 , wherein A − is chloride, bromide, iodide, sulfate, sulfonate or hydroxide ion.

7. The kit of claim 1 , wherein when in use, said surfactant provides a compressed emission time of the chemiluminescent label than a standard emission time without surfactants, wherein said compressed emission time is comparable to that of cetyltrimethylammonium chloride.

8. The kit of claim 1 , wherein when in use, said surfactant exhibits an increased light emission of the chemiluminescent label compared to a standard light emission without surfactants, wherein said increased light emission is comparable to that of cetyltrimethylammonium chloride.

9. The kit of claim 1 , wherein the acid is nitric acid and the alkaline hydroxide is sodium hydroxide.

Assignees

• Siemens Healthcare Diagnostics Inc

Inventors

• Natrajan Anand
• Wen David

Classifications

• C12Q1/66 Primary

  involving luciferase · CPC title

• G01N21/76 Primary

  Chemiluminescence; Bioluminescence · CPC title

• G01N33/582

  with fluorescent label · CPC title