Catalase inhibitor and method for measuring analyte using catalase inhibitor

Patent metadata

Field	Value
Publication number	US-10702503-B2
Application number	US-201716311329-A
Country	US
Kind code	B2
Filing date	Jun 20, 2017
Priority date	Jun 21, 2016
Publication date	Jul 7, 2020
Grant date	Jul 7, 2020

Abstract

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

wherein R 1 to R 4 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.

First claim

The invention claimed is:

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):

wherein R 1 , R 2 , R 3 and R 4 each independently represents a hydrogen atom, a halogen, an amino group, a hydroxyl group, a carboxyl group, or a hydrocarbon group having 1 to 4 carbons which may contain substituent(s); and X − represents an anionic chemical species, wherein the sample comprises the analyte and a catalase;
(B) a step of oxidizing the analyte by a first enzyme to produce hydrogen peroxide; and
(C) a step of measuring the hydrogen peroxide.

2. The method for measuring an analyte according to claim 1 , wherein
step (B) is performed after step (A) or simultaneously with step (A).

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):

wherein R 1 , R 2 , R 3 and R 4 each independently represents a hydrogen atom, a halogen, an amino group, a hydroxyl group, a carboxyl group, or a hydrocarbon group having 1 to 4 carbons which may contain substituent(s); and X − represents an anionic chemical species, wherein the sample comprises the analyte and a catalase;
(b-1) a step of producing a substrate from the analyte by a second enzyme;
(b-2) a step of oxidizing the substrate by a first enzyme to produce hydrogen peroxide; and
(c) a step of measuring the hydrogen peroxide.

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).

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.

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):

wherein R 1 , R 2 , R 3 and R 4 each independently represents a hydrogen atom, a halogen, an amino group, a hydroxyl group, a carboxyl group, or a hydrocarbon group having 1 to 4 carbons which may contain substituent(s); and X − represents an anionic chemical species.

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):

wherein R 1 , R 2 , R 3 and R 4 each independently represents a hydrogen atom, a halogen, an amino group, a hydroxyl group, a carboxyl group, or a hydrocarbon group having 1 to 4 carbons which may contain substituent(s); and X − represents an anionic chemical species; and
a second enzyme which catalyzes a reaction where the substrate is produced from the analyte.

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

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):

wherein R 1 , R 2 , R 3 and R 4 each independently represents a hydrogen atom, a halogen, an amino group, a hydroxyl group, a carboxyl group, or a hydrocarbon group having 1 to 4 carbons which may contain substituent(s); and X − represents an anionic chemical species; and
a second enzyme which catalyzes a reaction where the substrate is produced from the analyte.

10. The method according to claim 1 , wherein
R 1 , R 2 , R 3 and R 4 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
R 1 , R 2 , R 3 and R 4 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.

Assignees

• Phc Holdings Corp

Inventors

• Haneda Keigo
• Endoh Takashi

Classifications

• C07D233/52

  with hetero atoms directly attached to said nitrogen atoms · CPC title

• G01N33/723

  Glycosylated haemoglobin · CPC title

• C12Q1/26 Primary

  involving oxidoreductase · CPC title

• G01N33/5008

  for testing or evaluating the effect of chemical or biological compounds, e.g. drugs, cosmetics · CPC title

• C12Q1/30

  involving catalase · CPC title