Catalase inhibitor and method for measuring analyte using catalase inhibitor

• US 10,702,503 B2
• Filed: 06/20/2017
• Issued: 07/07/2020
• Est. Priority Date: 06/21/2016
• Status: Active Grant

• Current Assignee: PHC Holdings Corporation
• Original Assignee: PHC Holdings Corporation
• Inventors: Haneda, Keigo, Endoh, Takashi
• Primary Examiner(s): Kosack, Joseph R
• Application Number:
  US16/311,329
• Publication Number:
  US 20190321335A1
• Time in Patent Office: 1,113 Days
• CPC Class Codes: A61K 31/4168 having a nitrogen attached in position 2, e.g. clonidine
• CPC Class Codes: C07D 233/52 with hetero atoms directly attached to said nitrogen atoms
• CPC Class Codes: C12N 9/99 Enzyme inactivation by chemical treatment
• CPC Class Codes: C12Q 1/26 involving oxidoreductase
• CPC Class Codes: C12Q 1/28 involving peroxidase
• CPC Class Codes: C12Q 1/30 involving catalase
• CPC Class Codes: C12Q 1/37 involving peptidase or proteinase
• CPC Class Codes: G01N 21/76 Chemiluminescence; Bioluminescence
• CPC Class Codes: G01N 21/78 producing a change of colour
• CPC Class Codes: G01N 2333/908 acting on hydrogen peroxide as acceptor (1.11)
• CPC Class Codes: G01N 27/416 Systems G01N27/27 takes precedence
• CPC Class Codes: G01N 33/5008 for testing or evaluating the effect of chemical or biological compounds, e.g. drugs, cosmetics
• CPC Class Codes: G01N 33/535 with enzyme label or co-enzymes, co-factors, enzyme inhibitors or enzyme substrates
• CPC Class Codes: G01N 33/723 Glycosylated haemoglobin

Abstract

Provided is a catalase inhibitor comprising a compound represented by formula (I):

wherein R₁ to R₄ independently represent a hydrogen atom, a halogen atom, an amino group, a hydroxyl group, a carbonyl group, or a hydrocarbon group having 1 to 4 carbon atoms, wherein the hydrocarbon group may have at least one substituent selected from the group consisting of a halogen atom, an amino group, a hydroxyl group and a carbonyl group; and X⁻ represents an anionic chemical species.

Claims

1. A method for measuring an analyte based on production of hydrogen peroxide, comprising the following steps:

(A) a step of mixing a sample and a catalase inhibitor comprising a compound represented by formula (I);

2. The method for measuring an analyte according to claim 1, wherein

step (B) is performed after step (A) or simultaneously with step (A).

5. The method for measuring an analyte according to claim 1, wherein

in step (C), the hydrogen peroxide is measured by a colorimetry, a chemiluminescence method, or an electrochemical method.

10. The method according to claim 1, wherein

R₁, R₂, R₃ and R₄ each independently represents a hydrogen atom or a hydrocarbon group having 1 to 4 carbons, wherein the hydrocarbon group may contain at least one kind of substituent selected from the group consisting of a halogen, an amino group, a hydroxyl group, and a carboxyl group;

and

X⁻

represents any one selected from the group consisting of a halogen ion, an ion in a compound containing halogen(s), a hydroxide ion, a carboxylate ion, a nitrate ion, a nitrite ion, an acetate ion, a carbonic acid hydrogen ion, a dihydrogen phosphate ion, a hydrogen sulfate ion, a hydrogen sulfide ion, a hydrogen oxalate ion, a cyanate ion, and a thiocyanate ion.

11. The method according to claim 1, wherein

R₁, R₂, R₃ and R₄ each independently represents a hydrogen atom or an unsubstituted, straight-chained or branched-chained saturated hydrocarbon group having 1 to 4 carbons;

and

X⁻

represents a halogen ion or an ion in a compound containing halogen(s).

12. The method according to claim 1, wherein the compound represented by formula (I) is 2-azido-1,3-dimethylimidazolinium hexafluorophosphate.

3. A method for measuring an analyte based on production of a hydrogen peroxide, comprising the following steps:

(a) a step of mixing a sample and a catalase inhibitor comprising a compound represented by formula (I);

4. The method for measuring an analyte according to claim 3, wherein

the steps are performed:

in an order of (b-1), (a), (b-2), and then (c);

after step (b-1), steps (a) and (b-2) are performed simultaneously, and then step (c) is performed;

or

steps (a) and (b-1) are performed simultaneously, and then step (c) is performed after step (b-2).

6. A measurement kit which measures an analyte in a sample comprising a catalase, comprising:

a first enzyme which catalyzes a reaction where the analyte is oxidized to produce hydrogen peroxide; and

a catalase inhibitor comprising a compound represented by formula (I);

8. The kit according to claim 6, further comprising a peroxidase.

7. A measurement kit that measures an analyte in a sample comprising a catalase, comprising:

a first enzyme which catalyzes a reaction where a substrate is oxidized to produce hydrogen peroxide;

a catalase inhibitor comprising a compound represented by formula (I);

9. A kit for pretreatment of a sample for measurement of an analyte in the sample comprising a catalase by an electrochemical method, based on production of hydrogen peroxide by oxidization of a substrate by a first enzyme, wherein the kit for pretreatment of the sample comprises:

a catalase inhibitor comprising a compound represented by formula (I);