CN102305852A - Coloring agent for in vitro diagnostic device - Google Patents

Coloring agent for in vitro diagnostic device Download PDF

Info

Publication number
CN102305852A
CN102305852A CN201110127782A CN201110127782A CN102305852A CN 102305852 A CN102305852 A CN 102305852A CN 201110127782 A CN201110127782 A CN 201110127782A CN 201110127782 A CN201110127782 A CN 201110127782A CN 102305852 A CN102305852 A CN 102305852A
Authority
CN
China
Prior art keywords
limited
blood
chemical reagent
ethanol
cholesterol
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
CN201110127782A
Other languages
Chinese (zh)
Other versions
CN102305852B (en
Inventor
章新
陈伊卫
余少炀
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
HUZHOU MAIDINUOHUA MEDICAL TECHNOLOGY CO LTD
Original Assignee
HUZHOU MAIDINUOHUA MEDICAL TECHNOLOGY CO LTD
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by HUZHOU MAIDINUOHUA MEDICAL TECHNOLOGY CO LTD filed Critical HUZHOU MAIDINUOHUA MEDICAL TECHNOLOGY CO LTD
Priority to CN201110127782.1A priority Critical patent/CN102305852B/en
Publication of CN102305852A publication Critical patent/CN102305852A/en
Application granted granted Critical
Publication of CN102305852B publication Critical patent/CN102305852B/en
Expired - Fee Related legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Images

Abstract

The invention relates to a coloring agent for an in vitro diagnostic device, in particular to a pigment generated through chemical oxidoreduction reaction, which can be used for quantitatively detecting biochemical substances in blood. A precursor of the coloring agent is easily combined with aromatic amines or aromatic alcohols, and the stable pigment is generated in hydrogen peroxide and oxygen environments, and cannot be interfered by protoheme in specific wavelength ranges.

Description

The used coloring agent of a kind of in-vitro diagnosis medical equipment
Technical field
The present invention relates to the used coloring agent of a kind of in-vitro diagnosis medical equipment (3-ethanol-6-methylbenzothiazole quinoline-(2)-hydrazone) synthesis method (EMBH); A kind of pigment that particularly a kind of chemistry redox reaction back produces can be in order to the biochemical in the detection by quantitative blood.
Background technology
Different types of redox organic dyestuff has been applied in the clinical diagnosis of hospital.But the dyestuff great majority commonly used at hospital laboratory are not suitable for being used in small-sized or personal medical equipment.Have only the dyestuff of minority special formulation successfully to use in individual medical equipment.
Generally, the electron accepter mixing formula that the precursor of dyestuff or dyestuff and plysiochemical material to be measured match, for example blood glucose measurement uses glucose oxidase to be electron accepter.Blood sugar and glucose oxidase and oxygen produce hydrogen peroxide through after the electron exchange.The precursor of further oxidation dye of hydrogen peroxide and horseradish peroxidase or dyestuff.Consequent dye strength is directly proportional with plysiochemical material to be measured.
The most frequently used method of individual's diagnostic medical equipment is to use two kinds of dyestuffs.The advantage of this method is that the composition ratio fork-like farm tool used in ancient China that can adjust these two kinds of dyestuffs is regulated reinforcement chromatogenous weight of institute and stability; The most frequently used a kind of dyestuff is 3-methyl-2-[4-morpholinodithio quinoline ketone hydrazone hydrochloride hydrate (3-methyl-2-benzothiazolinone hydrazone hydrochloride hydrate at present; MBTH). this dyestuff has wide range of applications, and can produce dyes in different colors with various aromatic amines and alcohol coupling oxidation.
People such as Phillips.In United States Patent (USP) the 4734360th, 5059394 and 5304468, use MBTH to mix with DMAB dimethylaminobenzaldehyde (p-dimethylaminobenzaldehyde) and dredge the content of glucose in the liquid in order to measure blood.Because MBTH distils easily, at high temperature MBTH distils and reduces content, has changed initial dyestuff ratio.In neutrality or alkaline pH value, MBTH can be precipitated out in aqueous solution, so be not suitable for being applied in the solution of high pH value.For example, measure in the blood content of cholesterol and should about pH8, carry out, in this pH value, do not have dyestuff can with the shared chromogenesis of MBTH.
People such as Yu at U.S. Patent number 5453360, have delivered the synthesis method of a new MBTH derivant, and this MBTH derivant is more higher and comparatively stable in high temperature in the solubleness of acid and alkaline aqueous solution than MBTH.But this MBTH derivant to light sensitive, is easy to oxidized and degrades when solid-state powdery.In addition, the micromolecule organic solvent like acetone, can remain in the crystal, causes disturbing the coupling reaction of dyestuff.
Nikolyukin etc.No. the 5710012nd, United States Patent (USP).To have delivered the 6th of a phenyl ring and added a carboxylic group at the MBTH dyestuff. this derivant has good thermal stability.But its solubleness is very low 4 to 5 of pH values, is not suitable for blood glucose measurement.
People such as Douglas, at the sulfonic group derivant that United States Patent (USP) is delivered a MBTH No. 5776719, this derivant has good thermal stability and solubleness, but because sulfonic group has powerful electrophilic characteristics, the pigment of generation is shifted to red-light spectrum.Thereby by the protoheme interference measurement results in the blood. in addition, this derivant has too high water-soluble, has influence on the instability of measurement result.
The present invention provides a kind of fuel system, in any pH value good water-solubility is arranged all, has good thermal stability, and is blue to glaucous pigment with various aromatic amines and alcohol production easily, not disturbed by protoheme.
Summary of the invention
One know-why:
The main difficulty that extracorporeal blood detects is that protoheme disturbs; The stability of medicament and solubleness; Fuel system of the present invention adopts 3-ethanol-6-methylbenzothiazole quinoline-(2)-hydrazone (EMBH) and an oxidase and peroxidase; These three kinds of main agents are through special formulation, with cementing agent commonly used, sequestrant; Buffer becomes a kind of detection of drugs dyestuff of blood cause of disease; Have solubleness widely, high-temperature stability and not disturbed by protoheme.
Two synthesis methods:
1) 2-amino-3-ethanol-6-methylbenzothiazole.
Add 10 gram 2-amino-6-methylbenzothiazoles, 20 milliliters of methyl cellosolves and 5 milliliters of ethylene iodohydrins at 100 milliliters of round-bottomed flask.Slowly be heated to 85 degree, stirred simultaneously 6 hours, allow its cool to room temperature, filtration and air-dry back obtain about 5 grams of desirable product.
2) 3 ethanol-6-methylbenzothiazole quinoline-(2)-hydrazone (EMBH).
With 10 gram 2-amino-3-ethanol-6-methylbenzothiazoles, 20 milliliters distilled water, the mixture heated to 60 of 1 milliliter of hydrazine is spent 1 hour, obtains the yellow powder of 5 grams after the pale yellow solution cooling that is produced after filtering.
The synthesis method of 3-ethanol-6-methylbenzothiazole quinoline-(2)-hydrazone (EMBH) is seen accompanying drawing 1.
Accompanying drawing 2 is that the absorption spectrum that EMBH and MBTH produce compares, and the absorption peak of protoheme with the absorption juxtaposition of MBTH generation, but separates far away with the absorption spectrum of EMBH generation about 550nm.
Three, technical indicator:
The spectral absorption peak of EMBH between 600-620nm,
The mass spectrophotometry molecular weight of EMBH is between 206-208
The ultimate analysis of EMBH is C10H13N3S
Description of drawings
The synthesis method of accompanying drawing 1:3-ethanol-6-methylbenzothiazole quinoline-(2)-hydrazone (EMBH)
The absorption spectrum that accompanying drawing 2:EMBH and MBTH and DMAB (dimethylaminobenzaldehyde) oxidation coupling produces is relatively.
Embodiment
Nylon membrane one nearly 1.2 little not average pore size is evenly coated biology enzyme, is placed on 50 degrees centigrade of oven for drying 10 minutes, coats dyestuff then, according to above-mentioned same program oven dry.Be cut into 0.5 square inch, be clipped in the two 0.005 inch thick mylar with 0.25 square inch of opening, a glucose solution is dropped on the nylon membrane, measure with the catoptrics view then.The absorption peak of EMBH is at 607nm, and the absorption peak of MBTH is at 596nm.

Claims (5)

1. a chemical reagent is used for measuring the biological fluids of human body or animal, includes but not limited to blood, serum and urine, and the physiological analytes that is contained includes but not limited to blood sugar, cholesterol and triglyceride.This chemical reagent comprises the synthesis method and the application of 2-amino-3-ethanol-6-methylbenzothiazole (2-amino-3-ethanol-6-methylbenzothiazole)
2. a chemical reagent is used for measuring the biological fluids of human body or animal, includes but not limited to blood, serum and urine, and the physiological analytes that is contained includes but not limited to blood sugar, cholesterol and triglyceride.This chemical reagent comprises synthesis method and the application of 3 ethanol-6-methylbenzothiazole quinoline-(2)-hydrazone (3-ethanol-6-methyl benzothiazolinone-(2)-hydrazone (EMBH)).
3. a chemical reagent is used for measuring the biological fluids of human body or animal, includes but not limited to blood, serum and urine, and the physiological analytes that is contained includes but not limited to blood sugar, cholesterol and triglyceride.This chemical reagent comprises 3 ethanol-6-methylbenzothiazole-2-hydrazone, the formula combination of oxidase and/or peroxidase.
4. a chemical reagent is used for measuring the biological fluids of human body or animal, includes but not limited to blood, serum and urine, and the physiological analytes that is contained includes but not limited to blood sugar, cholesterol and triglyceride.This chemical reagent comprises 8 aniline-1-naphthalene.
5. a chemical reagent is used for measuring the biological fluids of human body or animal, includes but not limited to blood, serum and urine, and the physiological analytes that is contained includes but not limited to blood sugar, cholesterol and triglyceride.This chemical reagent comprises trimethylbenzene boric acid.
CN201110127782.1A 2011-05-17 2011-05-17 Coloring agent for in vitro diagnostic device Expired - Fee Related CN102305852B (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN201110127782.1A CN102305852B (en) 2011-05-17 2011-05-17 Coloring agent for in vitro diagnostic device

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CN201110127782.1A CN102305852B (en) 2011-05-17 2011-05-17 Coloring agent for in vitro diagnostic device

Publications (2)

Publication Number Publication Date
CN102305852A true CN102305852A (en) 2012-01-04
CN102305852B CN102305852B (en) 2014-12-10

Family

ID=45379733

Family Applications (1)

Application Number Title Priority Date Filing Date
CN201110127782.1A Expired - Fee Related CN102305852B (en) 2011-05-17 2011-05-17 Coloring agent for in vitro diagnostic device

Country Status (1)

Country Link
CN (1) CN102305852B (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN108181470A (en) * 2017-09-09 2018-06-19 广东医科大学 It is a kind of to detect endotoxin and the kit and detection method of (1-3)-callose content in jaundice blood sample

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH05123190A (en) * 1991-10-30 1993-05-21 Maruzen Petrochem Co Ltd Reagent for detecting labeled peroxidase for immunoblotting analysis
US5453360A (en) * 1992-02-03 1995-09-26 Lifescan, Inc. Oxidative coupling dye for spectrophotometric quantitive analysis of analytes
US5710012A (en) * 1993-08-25 1998-01-20 Actimed Laboratories, Inc. Salt of 6-carboxy-3-methylbenzothiazolone hydrazone hydrate in colorimetric determination of hydrogen peroxide
US5776719A (en) * 1997-07-07 1998-07-07 Mercury Diagnostics, Inc. Diagnostic compositions and devices utilizing same

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH05123190A (en) * 1991-10-30 1993-05-21 Maruzen Petrochem Co Ltd Reagent for detecting labeled peroxidase for immunoblotting analysis
US5453360A (en) * 1992-02-03 1995-09-26 Lifescan, Inc. Oxidative coupling dye for spectrophotometric quantitive analysis of analytes
US5710012A (en) * 1993-08-25 1998-01-20 Actimed Laboratories, Inc. Salt of 6-carboxy-3-methylbenzothiazolone hydrazone hydrate in colorimetric determination of hydrogen peroxide
US5776719A (en) * 1997-07-07 1998-07-07 Mercury Diagnostics, Inc. Diagnostic compositions and devices utilizing same

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN108181470A (en) * 2017-09-09 2018-06-19 广东医科大学 It is a kind of to detect endotoxin and the kit and detection method of (1-3)-callose content in jaundice blood sample
CN108181470B (en) * 2017-09-09 2020-05-26 广东医科大学 Kit and method for detecting contents of endotoxin and (1-3) - β -D-glucan in jaundice blood sample

Also Published As

Publication number Publication date
CN102305852B (en) 2014-12-10

Similar Documents

Publication Publication Date Title
Song et al. An AIE-active fluorescence turn-on bioprobe mediated by hydrogen-bonding interaction for highly sensitive detection of hydrogen peroxide and glucose
CN102020308B (en) Nano copper oxide analogue enzyme and method for measuring hydrogen peroxide by using nano copper oxide analogue enzyme as peroxide analogue enzyme
EP1167540B1 (en) Dye couple for spectrophotometric determination of analytes
JP3878702B2 (en) A stable coupling dye for photometric measurement of analytes.
US5389524A (en) Method and a system for quantitatively monitoring a chemical component dissolved in a liquid medium
Von Euler et al. Diagnosis of pheochromocytoma by fluorimetric estimation of adrenaline and noradrenaline in urine
US3558435A (en) Diagnostic agents for use in the determination of hydroperoxides and of peroxidate-active substances and methods for manufacturing and using the same
CN103483872A (en) Staining agent combination for tumor tissue cell and preparation method thereof
CN107022349B (en) Cytochrome oxidase CYP1A1 specificity fluorescent probe and the preparation method and application thereof
CN113801105B (en) Mitochondrion targeted peroxynitrite/bisulfite dual-response fluorescent probe
CN109270060A (en) One kind having the active iridium nano enzyme of tandem enzyme and its application
CN103923640A (en) Benzothiazoles fluorescent probe for identifying hydrogen sulfide and application of fluorescent probe
CN110041723A (en) The fluorescent dye and preparation method thereof of near-infrared the second window excitation/emission
CN102305852B (en) Coloring agent for in vitro diagnostic device
CN109374709A (en) Based on metal-organic framework material-ferroheme electrochemical sensor preparation method and its usage
CN111253934B (en) Two-photon fluorescent probe and preparation and application thereof
CN105906619B (en) A kind of two-photon fluorescence probe and its preparation method and application
AU2018100445A4 (en) A method for dopamine detection with GO-PtCu nano-enzyme
CN105572065B (en) Glucose determination reagent box based on platinum bismuth nanometer Mimetic enzyme
CN109342341A (en) A method of utilizing carbon quantum dot Visual retrieval concentration of hydrogen peroxide
CN104330393A (en) Method for determining glucose by using gold nano-cluster as fluorescence probe
CN108752373A (en) A kind of fluorescence probe identifying hydrogen peroxide based on benzene boron ester
JPS59162899A (en) Method and composition for determination of beta-hydroxybutyric acid
CN108148887A (en) Coloring composition for detecting microorganism infection and preparation method thereof
CN106872430B (en) Cysteine fluorescence analysis method

Legal Events

Date Code Title Description
C06 Publication
PB01 Publication
C10 Entry into substantive examination
SE01 Entry into force of request for substantive examination
C14 Grant of patent or utility model
GR01 Patent grant
DD01 Delivery of document by public notice

Addressee: Huzhou Maidinuohua Medical Technology Co.,Ltd.

Document name: Notification of Termination of Patent Right

DD01 Delivery of document by public notice
CF01 Termination of patent right due to non-payment of annual fee

Granted publication date: 20141210

Termination date: 20170517

CF01 Termination of patent right due to non-payment of annual fee