BE856461A - INDICATOR OF OXYGEN TRANSFER, PREPARATION FOR MAKING ENZYMATIC ASSAYS BASED ON THIS INDICATOR AND METHOD - Google Patents
INDICATOR OF OXYGEN TRANSFER, PREPARATION FOR MAKING ENZYMATIC ASSAYS BASED ON THIS INDICATOR AND METHODInfo
- Publication number
- BE856461A BE856461A BE179071A BE179071A BE856461A BE 856461 A BE856461 A BE 856461A BE 179071 A BE179071 A BE 179071A BE 179071 A BE179071 A BE 179071A BE 856461 A BE856461 A BE 856461A
- Authority
- BE
- Belgium
- Prior art keywords
- emi
- indicator
- indicator according
- compound
- preparation
- Prior art date
Links
- 238000002360 preparation method Methods 0.000 title claims description 8
- 238000000034 method Methods 0.000 title description 5
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 title description 3
- 239000001301 oxygen Substances 0.000 title description 3
- 229910052760 oxygen Inorganic materials 0.000 title description 3
- 238000007824 enzymatic assay Methods 0.000 title 1
- 150000002989 phenols Chemical class 0.000 claims description 10
- 239000004615 ingredient Substances 0.000 claims description 8
- 102000003992 Peroxidases Human genes 0.000 claims description 6
- 150000001875 compounds Chemical class 0.000 claims description 6
- 108040007629 peroxidase activity proteins Proteins 0.000 claims description 5
- UMPSXRYVXUPCOS-UHFFFAOYSA-N 2,3-dichlorophenol Chemical compound OC1=CC=CC(Cl)=C1Cl UMPSXRYVXUPCOS-UHFFFAOYSA-N 0.000 claims description 4
- 102000004190 Enzymes Human genes 0.000 claims description 3
- 108090000790 Enzymes Proteins 0.000 claims description 3
- 150000001447 alkali salts Chemical class 0.000 claims description 3
- 239000000337 buffer salt Substances 0.000 claims description 3
- 230000000694 effects Effects 0.000 claims description 3
- 239000000546 pharmaceutical excipient Substances 0.000 claims description 3
- RLFWWDJHLFCNIJ-UHFFFAOYSA-N 4-aminoantipyrine Chemical compound CN1C(C)=C(N)C(=O)N1C1=CC=CC=C1 RLFWWDJHLFCNIJ-UHFFFAOYSA-N 0.000 claims 4
- 238000002425 crystallisation Methods 0.000 claims 2
- 230000008025 crystallization Effects 0.000 claims 2
- 230000008020 evaporation Effects 0.000 claims 2
- 238000001704 evaporation Methods 0.000 claims 2
- LULCPJWUGUVEFU-UHFFFAOYSA-N Phthiocol Natural products C1=CC=C2C(=O)C(C)=C(O)C(=O)C2=C1 LULCPJWUGUVEFU-UHFFFAOYSA-N 0.000 claims 1
- 150000001413 amino acids Chemical class 0.000 claims 1
- 150000002894 organic compounds Chemical class 0.000 claims 1
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 239000008103 glucose Substances 0.000 description 4
- 239000000843 powder Substances 0.000 description 4
- 239000003153 chemical reaction reagent Substances 0.000 description 3
- HVYWMOMLDIMFJA-DPAQBDIFSA-N cholesterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 HVYWMOMLDIMFJA-DPAQBDIFSA-N 0.000 description 2
- 229930182830 galactose Natural products 0.000 description 2
- 150000004027 organic amino compounds Chemical class 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- 108010089254 Cholesterol oxidase Proteins 0.000 description 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 1
- 108010015133 Galactose oxidase Proteins 0.000 description 1
- 108010015776 Glucose oxidase Proteins 0.000 description 1
- 239000004366 Glucose oxidase Substances 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 108010092464 Urate Oxidase Proteins 0.000 description 1
- LEHOTFFKMJEONL-UHFFFAOYSA-N Uric Acid Chemical compound N1C(=O)NC(=O)C2=C1NC(=O)N2 LEHOTFFKMJEONL-UHFFFAOYSA-N 0.000 description 1
- TVWHNULVHGKJHS-UHFFFAOYSA-N Uric acid Natural products N1C(=O)NC(=O)C2NC(=O)NC21 TVWHNULVHGKJHS-UHFFFAOYSA-N 0.000 description 1
- -1 amino compound Chemical class 0.000 description 1
- VEQOALNAAJBPNY-UHFFFAOYSA-N antipyrine Chemical compound CN1C(C)=CC(=O)N1C1=CC=CC=C1 VEQOALNAAJBPNY-UHFFFAOYSA-N 0.000 description 1
- 239000008280 blood Substances 0.000 description 1
- 210000004369 blood Anatomy 0.000 description 1
- 239000000872 buffer Substances 0.000 description 1
- 238000005119 centrifugation Methods 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 235000012000 cholesterol Nutrition 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 230000002255 enzymatic effect Effects 0.000 description 1
- 229940088598 enzyme Drugs 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 238000004108 freeze drying Methods 0.000 description 1
- 229940116332 glucose oxidase Drugs 0.000 description 1
- 235000019420 glucose oxidase Nutrition 0.000 description 1
- 108010046301 glucose peroxidase Proteins 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical group 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 235000016709 nutrition Nutrition 0.000 description 1
- 229960005222 phenazone Drugs 0.000 description 1
- 210000002381 plasma Anatomy 0.000 description 1
- 210000002966 serum Anatomy 0.000 description 1
- YNJBWRMUSHSURL-UHFFFAOYSA-N trichloroacetic acid Chemical compound OC(=O)C(Cl)(Cl)Cl YNJBWRMUSHSURL-UHFFFAOYSA-N 0.000 description 1
- 229940116269 uric acid Drugs 0.000 description 1
Classifications
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N31/00—Investigating or analysing non-biological materials by the use of the chemical methods specified in the subgroup; Apparatus specially adapted for such methods
- G01N31/22—Investigating or analysing non-biological materials by the use of the chemical methods specified in the subgroup; Apparatus specially adapted for such methods using chemical indicators
-
- 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
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Immunology (AREA)
- Wood Science & Technology (AREA)
- Analytical Chemistry (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Zoology (AREA)
- Molecular Biology (AREA)
- Physics & Mathematics (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Engineering & Computer Science (AREA)
- Biophysics (AREA)
- Microbiology (AREA)
- Biotechnology (AREA)
- Pathology (AREA)
- General Physics & Mathematics (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Engineering & Computer Science (AREA)
- Genetics & Genomics (AREA)
- Measuring Or Testing Involving Enzymes Or Micro-Organisms (AREA)
Description
"Indicator voor zuurstofoverdracht,preparaat voor het verrichten van enzymatische bepalingen op basis van deze indicator en werkwijze ter bereiding van dit preparaat".
De uitvinding heeft betrekking op een indicator voor zuurstofoverdracht,met een organische amino-verbinding en een fenol derivaat.
Thans wordt in dergelijke indicatoren meestal gebruik gemaakt van fenol of dichlorofenol: deze produkten vertonen nochtans het- nadeel' een onaangename geur
<EMI ID=1.1>
dicator.
Een doel van de uitvinding is aan dit nadeel te verhelpen en bovendien een indicator voor te stellen die op een zeer eenvoudige wijze toegepast kan worden.
Tot dit doel is het fenolderivaat zodanig dat
<EMI ID=2.1>
bekomen kan worden en in kontakt met andere ingrediënten, zoals bufferzoute�, enzymen en hulpstoffen, kan bewaard worden zonder deze te denatureren en in hun activiteit of bewaring te beïnvloeden.
Doelmatig is het fenolderivaat een alkalizout van de verbinding met de volgende algemene formule (I) :
<EMI ID=3.1>
<EMI ID=4.1>
<EMI ID=5.1>
is .
In een bijzondere uitvoeringsvorm is de organische amino-verbinding gevormd uit een verbinding met algemene formule:
<EMI ID=6.1>
<EMI ID=7.1>
De uitvinding heeft eveneens betrekking op een preparaat op basis van deze indicator voor het verrichten
<EMI ID=8.1>
kleurindicator in aanwezigheid van peroxydase.
Tenslotte heeft de uitvinding nog betrekking
<EMI ID=9.1>
paraat, die gekenmerkt is door het feit dat men alle ingredi�nten afzonderlijk als poeder bereidt en dan in droge vorm in de gewenste dosis met elkaar mengt.
Nadere bijzonderheden en voordelen van de uitvinding zullen blijken uit.de hierna volgende beschrijving waarin enkele concrete uitvoeringsvormen als voorbeeld gegeven worden.
In verschillende biochemische bepalingsmethoden gebruikt o.a. in de klinische chemie en in de voedingscheikunde wordt gebruik gemaakt van kleurindicatoren.
Als voorbeeld kan men citeren de glucose bepaling met glucoseoxydase en peroxydase, de galactose bepaling met galactoseoxydase en peroxydase, de cholesterolbepaling met cholesteroloxydase en peroxydase, de urinezuurbepaling met uricase en peroxydase, enz.
Bij voorbeeld de bepaling van glucose is gesteund op volgende reacties :
<EMI ID=10.1>
<EMI ID=11.1>
Er wordt meestal gebruik gemaakt van een buffer voor het behouden van de gewenste pH waarde.
De intensiteit van de bekomen kleur is
<EMI ID=12.1>
monster.
<EMI ID=13.1>
noemde amino-verbinding en het fenolderivaat.
Op een analoge manier gebeuren de bepalingen
<EMI ID=14.1>
hun gebruik een onaangename geur.
De indicator volgens de uitvinding onderscheidt zich ten opzichte van de bekende 'indicatoren, door de specifieke keuze van het gebruikte fenolderivaat.Dit laatste is zodanig dat het door uit-
<EMI ID=15.1>
<EMI ID=16.1>
waarin R een halogeen, zoals chloor of fluor, waterstof of
<EMI ID=17.1>
plaats ten overstaan van de OH-funcie vrij blijft.
<EMI ID=18.1>
goede resultaten geven. Dit product is zeer goed oplosbaar in water en de a-toxiciteit ervan is zeer goed bekend aangezien het zelf reeds lang als geneesmiddel gebruikt wordt.
Een andere fenolderivaat is het gesulfoneerd
<EMI ID=19.1>
gesteld- dat bij het afzonderlijk sulfoneren van dichlorofenol en het uitdampen ervan na neutralisatie, de onaangename geur van de dichlorofenol volledig weg te nemen is en dat het aldus bekomen produkt perfekt bevaarbaar is in droge poedervorm.
Naast genoemd fenolderivaat bevat -de indica-
<EMI ID=20.1>
<EMI ID=21.1>
<EMI ID=22.1>
<EMI ID=23.1>
antipyrine ruim voldoende is om,bij voorbeeld,bij de glucose bepaling de normale waarden in het gunstige afleesgebied van een fotometer te houden.
Deze indicator kan niet alleen zonder bijzondere voorzorgen afzonderlijk bewaard worden vóór het gebruik,
<EMI ID=24.1>
<EMI ID=25.1>
de bovenvermelde reacties.
Het preparaat; volgens de uitvinding kan be-
<EMI ID=26.1>
kaar gemengde ingrediënten, zoals onder meer genoemde indicator,
<EMI ID=27.1>
<EMI ID=28.1>
Een werkwijze voor de bereiding van het preparaat bestaat erin de verschillende ingrediënten droog in poedervorm met elkaar te mengen en dit poedermengsel eventueel in tabletvorm te brengen.
<EMI ID=29.1>
beelden gegeven ter illustratie van het voorwerp van de uitvinding.
Voorbeeld 1.
<EMI ID=30.1>
onder poedervorm bevindende ingrediënten bevat :
<EMI ID=31.1>
<EMI ID=32.1> Voor de bepaling werd 0,1 ml bloed, serum of plasma onteiwit met 1 ml onteiwittingsreagens (bv. trichloorazijnzuuroplossing). Na centrifugatie werd 0,1 ml van
<EMI ID=33.1>
gemengd.
<EMI ID=34.1>
deld als het monster, terwijl als blanco 0,1 ml onteiwittingsreagens met 2,0 ml glucosereagens gemengd werd. Na 30 minuten
<EMI ID=35.1>
<EMI ID=36.1>
bepaling kan ook kinetisch doorgevoed worden. Voorbeeld 2.
<EMI ID=37.1>
in de aangegeven hoeveelheden opgelost :
<EMI ID=38.1>
Daarna werd de bekomen oplossing in flesjes verdeeld voor lyofilisatie (4 ml per flesje). Bij het gebruik voor de galactose bepaling werd de inhoud van een flesje opgelost met 20 ml water.
Een analoge doseringsmethode als voor glu-
<EMI ID=39.1>
<EMI ID=40.1> <EMI ID=41.1>
gebeurt bij voorbeeld op basis van volgende reacties :
<EMI ID=42.1>
<EMI ID=43.1>
op basis van volgende reacties uitgevoerd worden :
<EMI ID=44.1>
Deze opsomming is niet beperkend zodat de
<EMI ID=45.1>
"Oxygen transfer indicator, preparation for performing enzymatic determinations based on this indicator and method for preparing this preparation".
The invention relates to an oxygen transfer indicator comprising an organic amino compound and a phenol derivative.
At present, such indicators usually use phenol or dichlorophenol: these products nevertheless exhibit the disadvantage of an unpleasant odor.
<EMI ID = 1.1>
indicator.
An object of the invention is to overcome this drawback and, moreover, to propose an indicator which can be used in a very simple manner.
For this purpose, the phenol derivative is such that
<EMI ID = 2.1>
can be obtained and stored in contact with other ingredients such as buffer salts, enzymes and excipients without denaturing them and affecting their activity or storage.
Advantageously, the phenol derivative is an alkali salt of the compound of the following general formula (I):
<EMI ID = 3.1>
<EMI ID = 4.1>
<EMI ID = 5.1>
is.
In a particular embodiment, the organic amino compound is formed from a compound of general formula:
<EMI ID = 6.1>
<EMI ID = 7.1>
The invention also relates to a preparation based on this indicator for performance
<EMI ID = 8.1>
color indicator in the presence of peroxidase.
Finally, the invention also relates
<EMI ID = 9.1>
preparation, which is characterized by the fact that all ingredients are prepared separately as a powder and then mixed together in dry form in the desired dose.
Further details and advantages of the invention will become apparent from the following description, in which some concrete embodiments are given by way of example.
Color indicators are used in various biochemical determination methods, for example in clinical chemistry and nutritional chemistry.
As an example, one may cite the glucose determination with glucose oxidase and peroxidase, the galactose determination with galactose oxidase and peroxidase, the cholesterol determination with cholesterol oxidase and peroxidase, the uric acid determination with uricase and peroxidase, etc.
For example, the determination of glucose is based on the following reactions:
<EMI ID = 10.1>
<EMI ID = 11.1>
Usually a buffer is used to maintain the desired pH value.
The intensity of the obtained color is
<EMI ID = 12.1>
sample.
<EMI ID = 13.1>
named amino compound and the phenol derivative.
The determinations are made in an analogous way
<EMI ID = 14.1>
their use has an unpleasant odor.
The indicator according to the invention differs from the known indicators by the specific choice of the phenol derivative used. The latter is such that it can be
<EMI ID = 15.1>
<EMI ID = 16.1>
wherein R is halogen, such as chlorine or fluorine, hydrogen or
<EMI ID = 17.1>
space in front of the OH function remains free.
<EMI ID = 18.1>
give good results. This product is highly soluble in water and its α-toxicity is well known as it has long been used as a medicine itself.
Another phenol derivative is the sulfonated
<EMI ID = 19.1>
assuming that when dichlorophenol is sulphonated separately and evaporated after neutralization, the unpleasant odor of the dichlorophenol can be completely eliminated and that the product thus obtained is perfectly navigable in dry powder form.
In addition to the phenol derivative mentioned, -the indica-
<EMI ID = 20.1>
<EMI ID = 21.1>
<EMI ID = 22.1>
<EMI ID = 23.1>
antipyrin is more than sufficient to maintain, for example, normal values in the favorable reading range of a photometer during glucose determination.
Not only can this indicator be kept separately without special precautions before use,
<EMI ID = 24.1>
<EMI ID = 25.1>
the above reactions.
The preparation; according to the invention,
<EMI ID = 26.1>
mixed ingredients, such as the indicator mentioned, among others,
<EMI ID = 27.1>
<EMI ID = 28.1>
One method for preparing the preparation consists in mixing the various ingredients together dry in powder form and optionally bringing this powder mixture into tablet form.
<EMI ID = 29.1>
images provided to illustrate the object of the invention.
Example 1.
<EMI ID = 30.1>
powdered ingredients contains:
<EMI ID = 31.1>
<EMI ID = 32.1> For the determination, 0.1 ml of blood, serum or plasma deprotein with 1 ml of de-proteinizing reagent (e.g. trichloroacetic acid solution). After centrifugation, 0.1 ml of
<EMI ID = 33.1>
mixed.
<EMI ID = 34.1>
counted as the sample, while 0.1 ml of deprotecting reagent was mixed with 2.0 ml of glucose reagent as the blank. After 30 minutes
<EMI ID = 35.1>
<EMI ID = 36.1>
determination can also be fed kinetically. Example 2.
<EMI ID = 37.1>
dissolved in the specified quantities:
<EMI ID = 38.1>
The obtained solution was then divided into vials for lyophilization (4 ml per vial). When used for the galactose determination, the contents of a vial were dissolved with 20 ml of water.
An analogous dosing method as for glu-
<EMI ID = 39.1>
<EMI ID = 40.1> <EMI ID = 41.1>
occurs for example on the basis of the following reactions:
<EMI ID = 42.1>
<EMI ID = 43.1>
based on the following reactions:
<EMI ID = 44.1>
This list is not exhaustive so that the
<EMI ID = 45.1>
Claims (1)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| BE179071A BE856461A (en) | 1977-07-04 | 1977-07-04 | INDICATOR OF OXYGEN TRANSFER, PREPARATION FOR MAKING ENZYMATIC ASSAYS BASED ON THIS INDICATOR AND METHOD |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| BE179071A BE856461A (en) | 1977-07-04 | 1977-07-04 | INDICATOR OF OXYGEN TRANSFER, PREPARATION FOR MAKING ENZYMATIC ASSAYS BASED ON THIS INDICATOR AND METHOD |
| BE856461 | 1977-07-04 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| BE856461A true BE856461A (en) | 1978-01-04 |
Family
ID=25650161
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BE179071A BE856461A (en) | 1977-07-04 | 1977-07-04 | INDICATOR OF OXYGEN TRANSFER, PREPARATION FOR MAKING ENZYMATIC ASSAYS BASED ON THIS INDICATOR AND METHOD |
Country Status (1)
| Country | Link |
|---|---|
| BE (1) | BE856461A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0016947A1 (en) * | 1979-04-04 | 1980-10-15 | Roche Diagnostics GmbH | Process and reagent for the enzymatic determination of enzymatic substrates |
| EP0054358A1 (en) * | 1980-11-14 | 1982-06-23 | Kyowa Hakko Kogyo Co., Ltd. | Method for decomposing hydrogen peroxide and application to the determination of an analyte |
| FR2557300A1 (en) * | 1983-09-29 | 1985-06-28 | Helena Lab Corp | EXPERIMENTAL BUFFER AND METHOD FOR DETECTING OCCULT BLOOD |
-
1977
- 1977-07-04 BE BE179071A patent/BE856461A/en not_active IP Right Cessation
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0016947A1 (en) * | 1979-04-04 | 1980-10-15 | Roche Diagnostics GmbH | Process and reagent for the enzymatic determination of enzymatic substrates |
| EP0054358A1 (en) * | 1980-11-14 | 1982-06-23 | Kyowa Hakko Kogyo Co., Ltd. | Method for decomposing hydrogen peroxide and application to the determination of an analyte |
| FR2557300A1 (en) * | 1983-09-29 | 1985-06-28 | Helena Lab Corp | EXPERIMENTAL BUFFER AND METHOD FOR DETECTING OCCULT BLOOD |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| Bruss et al. | Enzymatic microdetermination of glycogen | |
| Mendel et al. | Studies on cholinesterase: 3. Specific tests for true cholinesterase and pseudo-cholinesterase | |
| US4822816A (en) | Compositions and methods for administering vitamin C | |
| Neuman et al. | The determination of hydroxyproline | |
| US4543326A (en) | Stabilization of oxidase | |
| Tait et al. | Studies on the active center of alkaline phosphatase of E. coli. | |
| US4891314A (en) | Agent for the determination of peroxidase activity, with stabilizer, a process for its preparation and its use | |
| Fairbridge et al. | The direct colorimetric estimation of reducing sugars and other reducing substances with tetrazolium salts | |
| BE856461A (en) | INDICATOR OF OXYGEN TRANSFER, PREPARATION FOR MAKING ENZYMATIC ASSAYS BASED ON THIS INDICATOR AND METHOD | |
| US5098830A (en) | Very rapid detection of fungal infections | |
| JPH06294799A (en) | Serum for stabilized liquid comparison and/or calibration used in clinical diagnosis | |
| US5266472A (en) | Stabilization of the enzyme urate oxidase in liquid form | |
| Eames et al. | Orientation, accessibility, and mobility of equilenin bound to the active site of steroid isomerase | |
| US4816411A (en) | Method for eliminating turbidity in a biological fluid and reagent therefor | |
| GB2084726A (en) | Reagent for reducing turbidity in a biological fluid | |
| FI97950C (en) | Method of making a vitamin product | |
| RU2092158C1 (en) | Nitroglycerol aqueous solution for infusion and a method of its preparing | |
| SUGIURA et al. | Effect of Zn2+ and Mg2+ on alkaline phosphatase from human placenta and intestine | |
| DE2302721B1 (en) | Method for the determination of creatine kinase | |
| CN101762709A (en) | Cholesterol water quality calibration solution and preparation method | |
| US6306617B1 (en) | Liquid reagent to detect creatine kinase | |
| US5112769A (en) | Stable single liquid reagent for determination of direct bilirubin in sera and method of forming same | |
| JPS6349081A (en) | Stabilization of ascorbic acid oxidase | |
| Baker et al. | Antithyrotoxic activity of hemoglobin in the rat | |
| Wacker et al. | Definitive identification of enzymatically formed zinc protoporphyrin |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| RE | Patent lapsed |
Owner name: HENAU PAUL Effective date: 19920731 |