US3654179A - Indicator for detecting hydrogen peroxide and peroxidative compounds containing bindschedler's green - Google Patents
Indicator for detecting hydrogen peroxide and peroxidative compounds containing bindschedler's green Download PDFInfo
- Publication number
- US3654179A US3654179A US119864A US3654179DA US3654179A US 3654179 A US3654179 A US 3654179A US 119864 A US119864 A US 119864A US 3654179D A US3654179D A US 3654179DA US 3654179 A US3654179 A US 3654179A
- Authority
- US
- United States
- Prior art keywords
- indicator
- glucose
- green
- hydrogen peroxide
- peroxidative
- 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.)
- Expired - Lifetime
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Classifications
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- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12Q—MEASURING OR TESTING PROCESSES INVOLVING ENZYMES, NUCLEIC ACIDS OR MICROORGANISMS; COMPOSITIONS OR TEST PAPERS THEREFOR; PROCESSES OF PREPARING SUCH COMPOSITIONS; CONDITION-RESPONSIVE CONTROL IN MICROBIOLOGICAL OR ENZYMOLOGICAL PROCESSES
- C12Q1/00—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions
- C12Q1/54—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions involving glucose or galactose
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12Q—MEASURING OR TESTING PROCESSES INVOLVING ENZYMES, NUCLEIC ACIDS OR MICROORGANISMS; COMPOSITIONS OR TEST PAPERS THEREFOR; PROCESSES OF PREPARING SUCH COMPOSITIONS; CONDITION-RESPONSIVE CONTROL IN MICROBIOLOGICAL OR ENZYMOLOGICAL PROCESSES
- C12Q1/00—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions
- C12Q1/26—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions involving oxidoreductase
- C12Q1/28—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions involving oxidoreductase involving peroxidase
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12Q—MEASURING OR TESTING PROCESSES INVOLVING ENZYMES, NUCLEIC ACIDS OR MICROORGANISMS; COMPOSITIONS OR TEST PAPERS THEREFOR; PROCESSES OF PREPARING SUCH COMPOSITIONS; CONDITION-RESPONSIVE CONTROL IN MICROBIOLOGICAL OR ENZYMOLOGICAL PROCESSES
- C12Q2326/00—Chromogens for determinations of oxidoreductase enzymes
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S435/00—Chemistry: molecular biology and microbiology
- Y10S435/805—Test papers
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T436/00—Chemistry: analytical and immunological testing
- Y10T436/14—Heterocyclic carbon compound [i.e., O, S, N, Se, Te, as only ring hetero atom]
- Y10T436/142222—Hetero-O [e.g., ascorbic acid, etc.]
- Y10T436/143333—Saccharide [e.g., DNA, etc.]
- Y10T436/144444—Glucose
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T436/00—Chemistry: analytical and immunological testing
- Y10T436/20—Oxygen containing
- Y10T436/206664—Ozone or peroxide
Definitions
- glucose in urine is important since this test is employed to detect diabetes.
- Procedures for the detection of sugar in urine are well known in clinical chemistry.
- One such procedure utilizes Benedicts copper reduction test, another employs a self heating alkaline copper reduction test in tablet form, while still another test depends solely on the action of enzymes.
- the diagnostic composition in most glucose tests comprises essentially glucose oxidase, peroxidase and an indicator which is oxidized by hydrogen peroxide and undergoes a color reaction during such oxidation.
- Typical indicators employed in the past include o-tolidine, benzidine, dianisidine and 2,7-diaminofluorene.
- glucose oxidase catalyzes the aerobic oxidation of glucose to gluconic acid and hydrogen peroxide, the latter of which oxidizes the indicator to produce a color change which is accurately indicative of the amount of H 0 present as well as of the glucose content of the fluid being tested. Since some of the indicators previously used are toxic, it has spurred a search for more suitable replacements which will still give satisfactory results in detecting H 0 generally and more specifically, in detecting glucose in urine or blood. In addition, such indicators can be used to detect peroxidase as well as peroxidative active substances such as hemoglobin in aqueous fluids.
- Bindschedlers Green can be used as an indicator in formulations to detect hydrogen peroxide, hemoglobin or glucose in body fluids such as urine or blood.
- Said indicator has the formula and is known chemically as 4,4'-bis(dimethylamino) diphenylamine.
- test system may comprise the reagent composition in the form of a tablet, powder or solution. It is preferable to aflix said composition on bibulous base materials or carriers such as strips of filter paper by dissolving the components in a suitable solvent, impregnating the strips with the resulting solution and drying the im- 3,654,179 Patented Apr. 4, 1972 pregnated test strips.
- bibulous base materials or carriers such as strips of filter paper
- Example 1 A composition was prepared by mixing the following ingredients in the volumes indicated below:
- Porous paper strips about one half inch wide and 3 inches long were dipped into the above solution so that by capillary action about one half inch of each strip at one end was completely impregnated. The strips were then dried at C. for 10 minutes. If desired, other porous materials such as Wood sticks or plastic strips can be employed as a carrier.
- a test strip When contacted with urine containing glucose such a test strip gave a positive reaction in one minute or less as evidenced by the change in color of the indicator from gray to green. The higher the concentration of the glucose, the deeper the color produced.
- the strips undergo no color change.
- a simple color chart can be prepared for use in estimating various concentrations of glucose in urine employing strips containing Bindschedlers Green and dipping them into solutions with known amounts of glucose.
- Test strips prepared in this manner will change color when a drop of a blood containing urine and a drop of 3% hydrogen peroxide solution is applied thereto.
- Example 2 A first solution was prepared containing 1.5 grams of carrageen, 15 grams of polyvinylpyrrolidone, 15 ml. of ethanol and 192 ml. of water.
- a second solution was prepared containing 9.24 grams of citric acid, 40.79 grams of sodium citrate and 124.8 ml. of water.
- a third solution was prepared containing 4.5 grams of a maleic anhydride-methylvinylether copolymer, 1.5 grams of sodium lauroyl sarcosinate and ml. of water.
- a composition suitable for detecting H 0 and glucose was then prepared containing 9 ml. of a 1% ethanol solution of Bindschedlers Green, 9 ml. of ethanol, 5.5 ml. of water, 34.5 ml. of the first solution above, 20.8 ml. of the second solution above, 17.5 ml. of the third solution above and 7.6 ml. of the fourth solution previously prepared.
- Bibulous paper strips were dipped in said solution and thereafter dried for 10 minutes at 100 C. These strips readily turned from gray to green when contacted with urine containing glucose and the intensity of the green color increased with the glucose concentration. It was found that 0.002% of glucose could be detected in urine within a minute whereas a similar strip impregnated with o-tolidine as the indicator barely detected 0.005% of glucose in urine in 3 minutes.
- the amount of indicator employed could be varied from about .005 to 0.15% by weight in such compositions whereas the glucose oxidase concentration could vary from 40 to 300 International units per ml. and the peroxidase concentration from 0.01% to 0.05% by weight at a pH of from 5 to 8 adjusted with tris-malonate buffer of about 0.05 to 0.2 molar.
- Other peroxidative active compounds such as water soluble molybdates and iodides may be substituted for the peroxidase if desired.
- composition as claimed in claim 1 in which the peroxidative activecompound is selected from the group consisting of peroxidase, hemoglobin and molybdate.
- composition as claimed in claim 3 in which the peroxidase is present in about 0.01% to 0.05% by weight of said composition.
- a composition for detecting glucose in aqueous fluids which comprises glucose oxidase, a peroxidative active material and Bindschedlers Green.
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Zoology (AREA)
- Wood Science & Technology (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Engineering & Computer Science (AREA)
- Microbiology (AREA)
- Biochemistry (AREA)
- Physics & Mathematics (AREA)
- Molecular Biology (AREA)
- Biotechnology (AREA)
- Biophysics (AREA)
- Analytical Chemistry (AREA)
- Immunology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Engineering & Computer Science (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Emergency Medicine (AREA)
- Investigating Or Analysing Biological Materials (AREA)
- Measuring Or Testing Involving Enzymes Or Micro-Organisms (AREA)
Abstract
BINDSCHEDLER''S GREEN HAS BEEN FOUND TO BE AN EXCELLENT INDICATOR FOR DETECTING HYDROGEN PEROXIDE AND PEROXIDATIVE ACTIVE COMPOUNDS. FOR EXAMPLE, WHEN SAID INDICATOR IS FORMULATED WITH GLUCOSE OXIDASE AND PEROXIDASE, IT PROVIDES A VERY SENSITIVE TEST FOR GLUCOSE IN URINE AND OTHER BODY FLUIDS.
Description
United States Patent O Int. Cl. C12k 1/04 US. Cl. 252-408 Claims ABSTRACT OF THE DISCLOSURE Bindschedlers Green has been found to be an excellent indicator for detecting hydrogen peroxide and peroxidative active compounds. For example, when said indicator is formulated with glucose oxidase and peroxidase, it provides a very sensitive test for glucose in urine and other body fluids.
BACKGROUND OF THE INVENTION The determination of glucose in urine is important since this test is employed to detect diabetes. Procedures for the detection of sugar in urine are well known in clinical chemistry. One such procedure utilizes Benedicts copper reduction test, another employs a self heating alkaline copper reduction test in tablet form, while still another test depends solely on the action of enzymes. The diagnostic composition in most glucose tests comprises essentially glucose oxidase, peroxidase and an indicator which is oxidized by hydrogen peroxide and undergoes a color reaction during such oxidation. Typical indicators employed in the past include o-tolidine, benzidine, dianisidine and 2,7-diaminofluorene.
It is well known that glucose oxidase catalyzes the aerobic oxidation of glucose to gluconic acid and hydrogen peroxide, the latter of which oxidizes the indicator to produce a color change which is accurately indicative of the amount of H 0 present as well as of the glucose content of the fluid being tested. Since some of the indicators previously used are toxic, it has spurred a search for more suitable replacements which will still give satisfactory results in detecting H 0 generally and more specifically, in detecting glucose in urine or blood. In addition, such indicators can be used to detect peroxidase as well as peroxidative active substances such as hemoglobin in aqueous fluids.
SUMMARY OF THE INVENTION The present invention is based upon the discovery that Bindschedlers Green can be used as an indicator in formulations to detect hydrogen peroxide, hemoglobin or glucose in body fluids such as urine or blood. Said indicator has the formula and is known chemically as 4,4'-bis(dimethylamino) diphenylamine.
Although the test system may comprise the reagent composition in the form of a tablet, powder or solution. it is preferable to aflix said composition on bibulous base materials or carriers such as strips of filter paper by dissolving the components in a suitable solvent, impregnating the strips with the resulting solution and drying the im- 3,654,179 Patented Apr. 4, 1972 pregnated test strips. The types of compositions contemplated are set forth in the following examples.
DESCRIPTION OF THE PREFERRED EMBODIMENTS Example 1 A composition was prepared by mixing the following ingredients in the volumes indicated below:
Porous paper strips about one half inch wide and 3 inches long were dipped into the above solution so that by capillary action about one half inch of each strip at one end was completely impregnated. The strips were then dried at C. for 10 minutes. If desired, other porous materials such as Wood sticks or plastic strips can be employed as a carrier. When contacted with urine containing glucose such a test strip gave a positive reaction in one minute or less as evidenced by the change in color of the indicator from gray to green. The higher the concentration of the glucose, the deeper the color produced. When dipped into urine containing no glucose, the strips undergo no color change. A simple color chart can be prepared for use in estimating various concentrations of glucose in urine employing strips containing Bindschedlers Green and dipping them into solutions with known amounts of glucose. The color observed will vary from grayish-green at 0.002% of glucose to an intense green at 2% or more of glucose. Test strips prepared in this manner will change color when a drop of a blood containing urine and a drop of 3% hydrogen peroxide solution is applied thereto.
Example 2 A first solution was prepared containing 1.5 grams of carrageen, 15 grams of polyvinylpyrrolidone, 15 ml. of ethanol and 192 ml. of water.
A second solution was prepared containing 9.24 grams of citric acid, 40.79 grams of sodium citrate and 124.8 ml. of water.
A third solution was prepared containing 4.5 grams of a maleic anhydride-methylvinylether copolymer, 1.5 grams of sodium lauroyl sarcosinate and ml. of water.
Still a further solution was prepared containing 0.5 gram of peroxidase and 76 ml. of an aqueous solution of glucose oxidase containing 1,000 International units per ml. of water.
A composition suitable for detecting H 0 and glucose was then prepared containing 9 ml. of a 1% ethanol solution of Bindschedlers Green, 9 ml. of ethanol, 5.5 ml. of water, 34.5 ml. of the first solution above, 20.8 ml. of the second solution above, 17.5 ml. of the third solution above and 7.6 ml. of the fourth solution previously prepared. Bibulous paper strips were dipped in said solution and thereafter dried for 10 minutes at 100 C. These strips readily turned from gray to green when contacted with urine containing glucose and the intensity of the green color increased with the glucose concentration. It was found that 0.002% of glucose could be detected in urine within a minute whereas a similar strip impregnated with o-tolidine as the indicator barely detected 0.005% of glucose in urine in 3 minutes.
In addition to the compositions set forth in the foregoing examples, it was found that the amount of indicator employed could be varied from about .005 to 0.15% by weight in such compositions whereas the glucose oxidase concentration could vary from 40 to 300 International units per ml. and the peroxidase concentration from 0.01% to 0.05% by weight at a pH of from 5 to 8 adjusted with tris-malonate buffer of about 0.05 to 0.2 molar. Other peroxidative active compounds such as water soluble molybdates and iodides may be substituted for the peroxidase if desired.
The impregnating solutions prepared as shown herein as well as test strips impregnated therewith were found to be very stable. However, it is preferred that the strips be stored in brown bottles containing a desiccant.
What is claimed is:
1. In a composition for detecting hydrogen peroxide or peroxidative active compounds utilizing the catalytic oxidation of an indicator dyestuff by hydrogen peroxide in the presence of the peroxidative active compound, the improvement which comprises the use of Bindschedlers Green as the indicator dyestuff.
2. A composition as claimed in claim 1 in which Bindschedlers Green is present in about .005% to 0.15% by weight of said composition.
3. A composition as claimed in claim 1 in which the peroxidative activecompound is selected from the group consisting of peroxidase, hemoglobin and molybdate.
4. A composition as claimed in claim 3 in which the peroxidase is present in about 0.01% to 0.05% by weight of said composition.
5. A composition for detecting glucose in aqueous fluids which comprises glucose oxidase, a peroxidative active material and Bindschedlers Green.
References Cited JOHN T. GOOLKASIAN, Primary Examiner M. E. MCCAMISH, Assistant Examiner US. Cl. X.R.
8-1 C, l D; 23230 B, 253 TP; l03.5 C
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US11986471A | 1971-03-01 | 1971-03-01 |
Publications (1)
Publication Number | Publication Date |
---|---|
US3654179A true US3654179A (en) | 1972-04-04 |
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ID=22386847
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US119864A Expired - Lifetime US3654179A (en) | 1971-03-01 | 1971-03-01 | Indicator for detecting hydrogen peroxide and peroxidative compounds containing bindschedler's green |
Country Status (2)
Country | Link |
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US (1) | US3654179A (en) |
GB (1) | GB1380499A (en) |
Cited By (25)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3917452A (en) * | 1973-12-20 | 1975-11-04 | Boehringer Mannheim Gmbh | Diagnostic agent for the detection of peroxidatively active substances |
US3986833A (en) * | 1975-09-08 | 1976-10-19 | Miles Laboratories, Inc. | Test composition, device, and method for the detection of peroxidatively active substances |
US4010104A (en) * | 1974-05-08 | 1977-03-01 | Bayer Aktiengesellschaft | Solutions of new complex antimony compounds |
US4017261A (en) * | 1974-10-16 | 1977-04-12 | Lachema, Narodni Podnik | Biological diagnostic test strip and method of producing same |
US4066408A (en) * | 1974-10-16 | 1978-01-03 | Ab Kabi | Chromogen-reactive-indicator preparations containing a 3,3'-di(carbonyloxy- or sulfonyloxy-group-containing) benzidine derivative chromogen |
US4175923A (en) * | 1978-06-26 | 1979-11-27 | Friend William G | Method and apparatus for occult blood testing in the home |
EP0038205A1 (en) * | 1980-04-14 | 1981-10-21 | Kyowa Hakko Kogyo Co., Ltd | Method for determination of peroxide and test reagent therefor |
US4302537A (en) * | 1979-02-21 | 1981-11-24 | Boehringer Mannheim Gmbh | Reagent and method for the determination of peroxidase |
EP0045220A1 (en) * | 1980-07-30 | 1982-02-03 | Kyowa Hakko Kogyo Co., Ltd | Method and test composition for determination of hydrogen peroxide |
US4363874A (en) * | 1981-08-07 | 1982-12-14 | Miles Laboratories, Inc. | Multilayer analytical element having an impermeable radiation nondiffusing reflecting layer |
US4390343A (en) * | 1981-07-06 | 1983-06-28 | Miles Laboratories, Inc. | Multilayer analytical element having an impermeable radiation diffusing and blocking layer |
EP0124287A2 (en) * | 1983-03-31 | 1984-11-07 | Kyowa Medex Co. Ltd. | Method and test composition for determination of hydrogen peroxide |
US4956300A (en) * | 1982-01-05 | 1990-09-11 | Helena Laboratories Corporation | Aid for determining the presence of occult blood, method of making the aid, and method of using the aid |
US5081040A (en) * | 1987-06-29 | 1992-01-14 | Helena Laboratories Corporation | Composition and kit for testing for occult blood in human and animal excretions, fluids, or tissue matrixes |
US5196167A (en) * | 1989-04-04 | 1993-03-23 | Helena Laboratories Corporation | Fecal occult blood test product with positive and negative controls |
US5217874A (en) * | 1989-04-04 | 1993-06-08 | Helena Laboratories Corporation | Fecal occult blood test product with positive and negative controls |
US5273888A (en) * | 1984-01-16 | 1993-12-28 | Helena Laboratories Corporation | Chemical test kit and method for determining the presence of blood in a specimen and for verifying the effectiveness of the chemicals |
US5445755A (en) * | 1994-05-31 | 1995-08-29 | The Procter & Gamble Company | Detergent compositions containing a peroxidase/accelerator system without linear alkylbenzenesulfonate |
US5451337A (en) * | 1994-05-31 | 1995-09-19 | The Procter & Gamble Co. | Dye transfer inhibition system containing a peroxidase/accelerator system |
US5702913A (en) * | 1983-12-21 | 1997-12-30 | Helena Laboratories Corporation | Chromgen-reagent test system |
US5942754A (en) * | 1994-11-25 | 1999-08-24 | Kyoto Dai Ichi Kagaku Co., Ltd. | Method of and apparatus for determining hydrogen peroxide |
US6063631A (en) * | 1997-05-21 | 2000-05-16 | 3M Innovative Properties Company | Sterilization indicator |
US6238623B1 (en) | 1997-05-21 | 2001-05-29 | 3M Innovative Properties Company | Labels and tracking systems for sterilization procedures |
US6287518B1 (en) | 1997-06-25 | 2001-09-11 | 3M Innovative Properties Company | Sterilization monitors |
US9034593B2 (en) | 2010-11-22 | 2015-05-19 | Kimberly-Clark Worldwide, Inc. | Vaginal indicator to detect biomarkers of good health |
-
1971
- 1971-03-01 US US119864A patent/US3654179A/en not_active Expired - Lifetime
-
1972
- 1972-02-29 GB GB938872A patent/GB1380499A/en not_active Expired
Cited By (32)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3917452A (en) * | 1973-12-20 | 1975-11-04 | Boehringer Mannheim Gmbh | Diagnostic agent for the detection of peroxidatively active substances |
US4010104A (en) * | 1974-05-08 | 1977-03-01 | Bayer Aktiengesellschaft | Solutions of new complex antimony compounds |
US4017261A (en) * | 1974-10-16 | 1977-04-12 | Lachema, Narodni Podnik | Biological diagnostic test strip and method of producing same |
US4066408A (en) * | 1974-10-16 | 1978-01-03 | Ab Kabi | Chromogen-reactive-indicator preparations containing a 3,3'-di(carbonyloxy- or sulfonyloxy-group-containing) benzidine derivative chromogen |
US3986833A (en) * | 1975-09-08 | 1976-10-19 | Miles Laboratories, Inc. | Test composition, device, and method for the detection of peroxidatively active substances |
US4175923A (en) * | 1978-06-26 | 1979-11-27 | Friend William G | Method and apparatus for occult blood testing in the home |
US4302537A (en) * | 1979-02-21 | 1981-11-24 | Boehringer Mannheim Gmbh | Reagent and method for the determination of peroxidase |
EP0038205A1 (en) * | 1980-04-14 | 1981-10-21 | Kyowa Hakko Kogyo Co., Ltd | Method for determination of peroxide and test reagent therefor |
US4851353A (en) * | 1980-04-14 | 1989-07-25 | Kyowa Hakko Kogyo Co., Ltd. | Method and test composition for determination of lipid peroxide |
EP0045220A1 (en) * | 1980-07-30 | 1982-02-03 | Kyowa Hakko Kogyo Co., Ltd | Method and test composition for determination of hydrogen peroxide |
US4384042A (en) * | 1980-07-30 | 1983-05-17 | Kyowa Hakko Kogyo Co., Ltd. | Method and test composition for determination of hydrogen peroxide |
US4390343A (en) * | 1981-07-06 | 1983-06-28 | Miles Laboratories, Inc. | Multilayer analytical element having an impermeable radiation diffusing and blocking layer |
US4363874A (en) * | 1981-08-07 | 1982-12-14 | Miles Laboratories, Inc. | Multilayer analytical element having an impermeable radiation nondiffusing reflecting layer |
US4956300A (en) * | 1982-01-05 | 1990-09-11 | Helena Laboratories Corporation | Aid for determining the presence of occult blood, method of making the aid, and method of using the aid |
EP0124287A3 (en) * | 1983-03-31 | 1988-01-13 | Kyowa Medex Co. Ltd. | Method and test composition for determination of hydrogen peroxide |
US4916058A (en) * | 1983-03-31 | 1990-04-10 | Kyowa Medex Co., Ltd. | Method and test composition for determination of hydrogen peroxide |
EP0124287A2 (en) * | 1983-03-31 | 1984-11-07 | Kyowa Medex Co. Ltd. | Method and test composition for determination of hydrogen peroxide |
US5702913A (en) * | 1983-12-21 | 1997-12-30 | Helena Laboratories Corporation | Chromgen-reagent test system |
US5273888A (en) * | 1984-01-16 | 1993-12-28 | Helena Laboratories Corporation | Chemical test kit and method for determining the presence of blood in a specimen and for verifying the effectiveness of the chemicals |
US5081040A (en) * | 1987-06-29 | 1992-01-14 | Helena Laboratories Corporation | Composition and kit for testing for occult blood in human and animal excretions, fluids, or tissue matrixes |
US5196167A (en) * | 1989-04-04 | 1993-03-23 | Helena Laboratories Corporation | Fecal occult blood test product with positive and negative controls |
US5217874A (en) * | 1989-04-04 | 1993-06-08 | Helena Laboratories Corporation | Fecal occult blood test product with positive and negative controls |
US5451337A (en) * | 1994-05-31 | 1995-09-19 | The Procter & Gamble Co. | Dye transfer inhibition system containing a peroxidase/accelerator system |
US5445755A (en) * | 1994-05-31 | 1995-08-29 | The Procter & Gamble Company | Detergent compositions containing a peroxidase/accelerator system without linear alkylbenzenesulfonate |
US5942754A (en) * | 1994-11-25 | 1999-08-24 | Kyoto Dai Ichi Kagaku Co., Ltd. | Method of and apparatus for determining hydrogen peroxide |
US6063631A (en) * | 1997-05-21 | 2000-05-16 | 3M Innovative Properties Company | Sterilization indicator |
US6238623B1 (en) | 1997-05-21 | 2001-05-29 | 3M Innovative Properties Company | Labels and tracking systems for sterilization procedures |
US6287518B1 (en) | 1997-06-25 | 2001-09-11 | 3M Innovative Properties Company | Sterilization monitors |
US6346417B1 (en) | 1997-06-25 | 2002-02-12 | 3M Innovative Properties Company | Sterilization monitors |
US6440744B1 (en) | 1997-06-25 | 2002-08-27 | 3M Innovative Properties Company | Sterilization monitoring method |
US6706537B2 (en) | 1997-06-25 | 2004-03-16 | 3M Innovative Properties Company | Sterilization monitors and method of use |
US9034593B2 (en) | 2010-11-22 | 2015-05-19 | Kimberly-Clark Worldwide, Inc. | Vaginal indicator to detect biomarkers of good health |
Also Published As
Publication number | Publication date |
---|---|
GB1380499A (en) | 1975-01-15 |
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