US3773626A - Reagent composition and process for determining gamma-glutamyltranspeptidase - Google Patents
Reagent composition and process for determining gamma-glutamyltranspeptidase Download PDFInfo
- Publication number
- US3773626A US3773626A US00170968A US3773626DA US3773626A US 3773626 A US3773626 A US 3773626A US 00170968 A US00170968 A US 00170968A US 3773626D A US3773626D A US 3773626DA US 3773626 A US3773626 A US 3773626A
- Authority
- US
- United States
- Prior art keywords
- grams
- glutamyl
- nitroaniline
- composition
- gamma
- 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
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 38
- 239000003153 chemical reaction reagent Substances 0.000 title claims abstract description 23
- 101710107035 Gamma-glutamyltranspeptidase Proteins 0.000 title claims abstract description 6
- 101710173228 Glutathione hydrolase proenzyme Proteins 0.000 title claims abstract description 6
- 102000006640 gamma-Glutamyltransferase Human genes 0.000 title claims abstract description 6
- 238000000034 method Methods 0.000 title claims description 9
- 239000001267 polyvinylpyrrolidone Substances 0.000 claims abstract description 23
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 claims abstract description 23
- 239000004094 surface-active agent Substances 0.000 claims abstract description 14
- 239000000872 buffer Substances 0.000 claims abstract description 10
- WMZTYIRRBCGARG-VIFPVBQESA-N (2s)-2-azaniumyl-5-(4-nitroanilino)-5-oxopentanoate Chemical compound OC(=O)[C@@H](N)CCC(=O)NC1=CC=C([N+]([O-])=O)C=C1 WMZTYIRRBCGARG-VIFPVBQESA-N 0.000 claims abstract 8
- YMAWOPBAYDPSLA-UHFFFAOYSA-N glycylglycine Chemical compound [NH3+]CC(=O)NCC([O-])=O YMAWOPBAYDPSLA-UHFFFAOYSA-N 0.000 claims description 34
- 239000000243 solution Substances 0.000 claims description 23
- PXIPVTKHYLBLMZ-UHFFFAOYSA-N Sodium azide Chemical compound [Na+].[N-]=[N+]=[N-] PXIPVTKHYLBLMZ-UHFFFAOYSA-N 0.000 claims description 18
- 108010008488 Glycylglycine Proteins 0.000 claims description 17
- 229940043257 glycylglycine Drugs 0.000 claims description 17
- 239000007983 Tris buffer Substances 0.000 claims description 16
- 150000001540 azides Chemical class 0.000 claims description 13
- LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 claims description 13
- 239000007864 aqueous solution Substances 0.000 claims description 7
- 239000007853 buffer solution Substances 0.000 claims description 5
- 230000000694 effects Effects 0.000 claims description 5
- -1 alkali metal azide Chemical class 0.000 claims description 4
- 239000003795 chemical substances by application Substances 0.000 claims description 4
- 229910052783 alkali metal Inorganic materials 0.000 claims description 3
- TYMLOMAKGOJONV-UHFFFAOYSA-N 4-nitroaniline Chemical compound NC1=CC=C([N+]([O-])=O)C=C1 TYMLOMAKGOJONV-UHFFFAOYSA-N 0.000 claims 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 abstract description 3
- 239000004471 Glycine Substances 0.000 abstract description 2
- 238000002360 preparation method Methods 0.000 description 6
- 238000010792 warming Methods 0.000 description 4
- 239000012154 double-distilled water Substances 0.000 description 3
- GFABNNMTRVBLPZ-QRPNPIFTSA-N azanium;5-[[(4s)-4-amino-4-carboxybutanoyl]amino]-2-nitrobenzoate Chemical compound N.OC(=O)[C@@H](N)CCC(=O)NC1=CC=C([N+]([O-])=O)C(C(O)=O)=C1 GFABNNMTRVBLPZ-QRPNPIFTSA-N 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 239000000758 substrate Substances 0.000 description 2
- GDRYRPVUXXJWQC-UHFFFAOYSA-N C.OCN.OCN.OCN Chemical compound C.OCN.OCN.OCN GDRYRPVUXXJWQC-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 238000003745 diagnosis Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 230000000415 inactivating effect Effects 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 208000019423 liver disease Diseases 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 230000035699 permeability Effects 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000008247 solid mixture Substances 0.000 description 1
- 230000003381 solubilizing effect Effects 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
Classifications
-
- 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
- C12Q1/48—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions involving transferase
Definitions
- ABSTRACT A composition comprising -glutamyl-p-nitroaniline, glucyl-glycine, a buffer, a surface-active agent and polyvinyl-pyrrolidone is an exceptionally stable reagent for determining 'y-glutamyl-transpeptidase.
- y-GT 'y-glutarnyl-transpeptidase
- the present invention substantially overcomes this drawback of the prior art compositions by providing a reagent which does not exhibit the above described instability.
- the present invention is based upon the surprising discovery that the use of polyvinyl-pyrrolidone, together with a surface-active agent, substantially and decisively improves the solubility properties and the stability of 'y-glutamyl-p-nitroaniline.
- a reagent composition for the determination of 'y-glutamyl-transpeptidase which comprises -y-glutamyl-p-nitroaniline, glycyl-glycine and a buffer, together with polyvinyl-pyrrolidone and a surface-active agent.
- the reagent according to the present invention preferably also contains an azide, especially an alkali metal azide, for example sodium azide.
- the reagent according to the present invention can contain any such agent which does not exert an inhibiting or inactivating influence on the -y-glutamyl-transpeptidase.
- the hydroxypolyethoxyalkanes, especially hydroxypolyethoxydodecane, have proved to be especially useful.
- the agent according to the present invention preferably contains the 'y-glutamyl-p-nitroaniline in lyophilized form, optionally together with the other components of the reagent in solid form. More preferably, however, the reagent according to the present invention consists of two mixtures, one of which contains 'y-glutamyl-p-nitroaniline and glycyl-glycine in lyophilized form and the other consists of an aqueous solution, which contains the buffer, polyvinyl-pyrrolidone, the surface-active agent and optionally an azide. Both of the mixtures are stable for a long time and, by simple mixing, with gentle warming, permit the rapid preparation of a relatively stable solution, which remains usable for a comparatively long time.
- the aqueous solution comprises:
- the aqueous solution comprises:
- the second component of the reagent according to the present invention i.e., the solid mixture of y-glutamyl-p-nitroaniline and glycyl-glycine, preferably comprises:
- the reagent according to the present invention permits the preparation of solutions ready to use for the determination of y-glutamyl-transpeptidase, which solutions remain usable for a comparatively long period of time, in contradistinction to the previously known solutions of 'y-glutamyl-p-nitroaniline which, on the one hand, were difficult to prepare and from which, on the other hand, this compound crystallized out again a short time after preparation of the solution.
- the reagent according to the present invention provides the possibility of carrying out the routine determination of 'y-glutamyl-transpeptidase, for example, in automatic analysis devices.
- Reagent composition for the determination of 'y-glutamyl-transpeptidase which composition comprises y-glutamyl-p-nitroaniline, glycyl-glycine, a tris buffer, a hydroxypolyethoxyalkane surface-active agent and polyvinylpyrrolidone.
- composition as claimed in claim 1 additionally containing an azide.
- composition as claimed in claim 2 wherein said azide is an alkali metal azide.
- composition as claimed in claim 1 wherein the surface-active agent is an hydroxypolyethoxydodecane.
- composition as claimed in claim 1 wherein the buffer is a tris -(hydroxyalkylamine).
- composition as claimed in claim 1 comprising:
- composition as claimed in claim 1 comprising:
- composition as claimed in claim 6 wherein the azide is sodium azide.
- Method for determining 'y-glutamyl-transpeptidase which comprises contacting a test sample suspected of containing y-glutamyl-transpeptidase with a diagnostic reagent composition comprising 'y-glutamyl-pnitroaniline, glycyl-glycine, a tris buffer, a hydroxypolyethoxyalkane surface-agent and polyvinylpyrrolidone, and following the liberation of pnitroaniline as a measure of any activity of 'y-glutamyltranspeptidase present in the test sample.
- a diagnostic reagent composition comprising 'y-glutamyl-pnitroaniline, glycyl-glycine, a tris buffer, a hydroxypolyethoxyalkane surface-agent and polyvinylpyrrolidone, and following the liberation of pnitroaniline as a measure of any activity of 'y-glutamyltranspeptidase present in the test
- Method as claimed in claim 9 which comprises forming a reagent composition by contacting, per liter of solution,
- Method as claimed in claim 10 which comprises forming a reagent composition by contacting, per liter of solution,
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Zoology (AREA)
- Wood Science & Technology (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Microbiology (AREA)
- Immunology (AREA)
- Physics & Mathematics (AREA)
- Molecular Biology (AREA)
- Biotechnology (AREA)
- Biophysics (AREA)
- Analytical Chemistry (AREA)
- Biochemistry (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Engineering & Computer Science (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Measuring Or Testing Involving Enzymes Or Micro-Organisms (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19702042829 DE2042829C (de) | 1970-08-28 | Reagens zur Bestimmung der gamma Glutamyltranspeptidase |
Publications (1)
Publication Number | Publication Date |
---|---|
US3773626A true US3773626A (en) | 1973-11-20 |
Family
ID=5781014
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US00170968A Expired - Lifetime US3773626A (en) | 1970-08-28 | 1971-08-11 | Reagent composition and process for determining gamma-glutamyltranspeptidase |
Country Status (10)
Country | Link |
---|---|
US (1) | US3773626A (enrdf_load_stackoverflow) |
AT (1) | AT308050B (enrdf_load_stackoverflow) |
CA (1) | CA939597A (enrdf_load_stackoverflow) |
FI (1) | FI51639C (enrdf_load_stackoverflow) |
FR (1) | FR2106163A5 (enrdf_load_stackoverflow) |
GB (1) | GB1288699A (enrdf_load_stackoverflow) |
IL (1) | IL37325A (enrdf_load_stackoverflow) |
IT (1) | IT961512B (enrdf_load_stackoverflow) |
NL (1) | NL174373C (enrdf_load_stackoverflow) |
SE (1) | SE386277B (enrdf_load_stackoverflow) |
Cited By (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3878048A (en) * | 1972-08-21 | 1975-04-15 | Warner Lambert Co | Determination of gamma-glutamyl transpeptidase in biological fluids and diagnostic reagents used therefor |
US3892631A (en) * | 1972-08-21 | 1975-07-01 | Warner Lambert Co | Diagnostic reagents used for the determination of gamma-glutamyl transpeptidase in biological fluids |
US3986931A (en) * | 1972-12-05 | 1976-10-19 | Boehringer Mannheim G.M.B.H. | γ-GLUTAMYL-4-NITROANILIDE COMPOUNDS AND THEIR USE IN DETERMINING γ-GLUTAMYL TRANSPEPTIDASE |
US4049702A (en) * | 1972-12-05 | 1977-09-20 | Boehringer Mannheim G.M.B.H. | γ-Glutamyl-4-nitroanilide compounds |
US4167449A (en) * | 1976-07-29 | 1979-09-11 | American Hospital Supply Corporation | Composition and method for determining transferase and protease activity |
US4321364A (en) * | 1980-04-17 | 1982-03-23 | Minister For Public Works For The State Of New South Wales | Preparation of soluble chromogenic substrates |
US4425427A (en) | 1980-03-13 | 1984-01-10 | Vitafin N.V. | Simultaneous, kinetic, spectrophotometric analysis of blood serum for multiple components |
US4448715A (en) * | 1981-11-02 | 1984-05-15 | University Of Miami | Tagged pyroglu-L-Phe-L-Arg derivatives, substrates and assays for kallikrein |
US4511651A (en) * | 1982-07-30 | 1985-04-16 | American Monitor Corporation | Reagent composition and assay for the determination of γ-glutamyltransferase activity |
US5506114A (en) * | 1992-02-07 | 1996-04-09 | Osborn Laboratories | Methods and kits for detecting the presence or concentration of biological analytes |
WO2001012653A1 (en) * | 1999-08-17 | 2001-02-22 | Novo Nordisk A/S | Stabilisation of freeze-dried cake |
US6586574B1 (en) | 1999-08-17 | 2003-07-01 | Nn A/S | Stabilization of freeze-dried cake |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2917999A1 (de) * | 1979-05-04 | 1980-11-13 | Behringwerke Ag | Substrat zur bestimmung der gama -glutamyltranspeptidase |
EP0118534B1 (en) * | 1982-08-30 | 1987-04-08 | Beckman Instruments, Inc. | METHOD FOR DETERMINING $g(g)-GLUTAMYLTRANSFERASE ACTIVITY AND KITS CONTAINING A NOVEL SUBSTRATE SOLUTION FOR USE THEREIN |
-
1971
- 1971-06-29 AT AT563371A patent/AT308050B/de not_active IP Right Cessation
- 1971-07-16 IL IL37325A patent/IL37325A/xx unknown
- 1971-07-29 CA CA119,470A patent/CA939597A/en not_active Expired
- 1971-08-11 US US00170968A patent/US3773626A/en not_active Expired - Lifetime
- 1971-08-11 IT IT27437/71A patent/IT961512B/it active
- 1971-08-24 GB GB1288699D patent/GB1288699A/en not_active Expired
- 1971-08-25 SE SE7110769A patent/SE386277B/xx unknown
- 1971-08-25 NL NLAANVRAGE7111669,A patent/NL174373C/xx not_active IP Right Cessation
- 1971-08-27 FR FR7131227A patent/FR2106163A5/fr not_active Expired
- 1971-08-27 FI FI712406A patent/FI51639C/fi active
Cited By (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3878048A (en) * | 1972-08-21 | 1975-04-15 | Warner Lambert Co | Determination of gamma-glutamyl transpeptidase in biological fluids and diagnostic reagents used therefor |
US3892631A (en) * | 1972-08-21 | 1975-07-01 | Warner Lambert Co | Diagnostic reagents used for the determination of gamma-glutamyl transpeptidase in biological fluids |
US3986931A (en) * | 1972-12-05 | 1976-10-19 | Boehringer Mannheim G.M.B.H. | γ-GLUTAMYL-4-NITROANILIDE COMPOUNDS AND THEIR USE IN DETERMINING γ-GLUTAMYL TRANSPEPTIDASE |
US4049702A (en) * | 1972-12-05 | 1977-09-20 | Boehringer Mannheim G.M.B.H. | γ-Glutamyl-4-nitroanilide compounds |
US4167449A (en) * | 1976-07-29 | 1979-09-11 | American Hospital Supply Corporation | Composition and method for determining transferase and protease activity |
US4425427A (en) | 1980-03-13 | 1984-01-10 | Vitafin N.V. | Simultaneous, kinetic, spectrophotometric analysis of blood serum for multiple components |
US4321364A (en) * | 1980-04-17 | 1982-03-23 | Minister For Public Works For The State Of New South Wales | Preparation of soluble chromogenic substrates |
US4448715A (en) * | 1981-11-02 | 1984-05-15 | University Of Miami | Tagged pyroglu-L-Phe-L-Arg derivatives, substrates and assays for kallikrein |
US4511651A (en) * | 1982-07-30 | 1985-04-16 | American Monitor Corporation | Reagent composition and assay for the determination of γ-glutamyltransferase activity |
US5506114A (en) * | 1992-02-07 | 1996-04-09 | Osborn Laboratories | Methods and kits for detecting the presence or concentration of biological analytes |
WO2001012653A1 (en) * | 1999-08-17 | 2001-02-22 | Novo Nordisk A/S | Stabilisation of freeze-dried cake |
US6586574B1 (en) | 1999-08-17 | 2003-07-01 | Nn A/S | Stabilization of freeze-dried cake |
Also Published As
Publication number | Publication date |
---|---|
AT308050B (de) | 1973-06-25 |
GB1288699A (enrdf_load_stackoverflow) | 1972-09-13 |
FI51639C (fi) | 1977-02-10 |
NL174373C (nl) | 1984-06-01 |
IT961512B (it) | 1973-12-10 |
NL174373B (nl) | 1984-01-02 |
NL7111669A (enrdf_load_stackoverflow) | 1972-03-01 |
FI51639B (enrdf_load_stackoverflow) | 1976-11-01 |
DE2042829B2 (de) | 1972-11-09 |
CA939597A (en) | 1974-01-08 |
SE386277B (sv) | 1976-08-02 |
DE2042829A1 (de) | 1972-03-16 |
IL37325A0 (en) | 1971-10-20 |
IL37325A (en) | 1975-02-10 |
FR2106163A5 (enrdf_load_stackoverflow) | 1972-04-28 |
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