DE69132100T2 - Verfahren zum Nachweis von Bilirubin - Google Patents
Verfahren zum Nachweis von BilirubinInfo
- Publication number
- DE69132100T2 DE69132100T2 DE69132100T DE69132100T DE69132100T2 DE 69132100 T2 DE69132100 T2 DE 69132100T2 DE 69132100 T DE69132100 T DE 69132100T DE 69132100 T DE69132100 T DE 69132100T DE 69132100 T2 DE69132100 T2 DE 69132100T2
- Authority
- DE
- Germany
- Prior art keywords
- bilirubin
- ions
- measuring
- oxidizing agent
- iii
- 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 - Fee Related
Links
- 238000000034 method Methods 0.000 title claims description 59
- BPYKTIZUTYGOLE-IFADSCNNSA-N Bilirubin Chemical compound N1C(=O)C(C)=C(C=C)\C1=C\C1=C(C)C(CCC(O)=O)=C(CC2=C(C(C)=C(\C=C/3C(=C(C=C)C(=O)N\3)C)N2)CCC(O)=O)N1 BPYKTIZUTYGOLE-IFADSCNNSA-N 0.000 title description 88
- 238000001514 detection method Methods 0.000 title 1
- 238000008789 Direct Bilirubin Methods 0.000 claims description 33
- 239000003153 chemical reaction reagent Substances 0.000 claims description 29
- 239000000126 substance Substances 0.000 claims description 22
- 239000007800 oxidant agent Substances 0.000 claims description 19
- -1 manganese (III) ions Chemical class 0.000 claims description 18
- 239000002683 reaction inhibitor Substances 0.000 claims description 17
- 150000001875 compounds Chemical class 0.000 claims description 13
- 239000002736 nonionic surfactant Substances 0.000 claims description 13
- 239000002738 chelating agent Substances 0.000 claims description 10
- 229920000642 polymer Polymers 0.000 claims description 9
- 125000001931 aliphatic group Chemical group 0.000 claims description 8
- 150000001412 amines Chemical class 0.000 claims description 8
- 150000002429 hydrazines Chemical class 0.000 claims description 8
- 150000002443 hydroxylamines Chemical class 0.000 claims description 8
- 239000000203 mixture Substances 0.000 claims description 8
- 150000002923 oximes Chemical class 0.000 claims description 8
- 239000002253 acid Substances 0.000 claims description 7
- 150000002989 phenols Chemical class 0.000 claims description 7
- JPVYNHNXODAKFH-UHFFFAOYSA-N Cu2+ Chemical compound [Cu+2] JPVYNHNXODAKFH-UHFFFAOYSA-N 0.000 claims description 6
- 229910001431 copper ion Inorganic materials 0.000 claims description 6
- 210000001124 body fluid Anatomy 0.000 claims description 5
- 239000010839 body fluid Substances 0.000 claims description 5
- 150000002500 ions Chemical class 0.000 claims description 5
- 239000004094 surface-active agent Substances 0.000 claims description 4
- LEONUFNNVUYDNQ-UHFFFAOYSA-N vanadium atom Chemical compound [V] LEONUFNNVUYDNQ-UHFFFAOYSA-N 0.000 claims description 4
- 239000012530 fluid Substances 0.000 claims description 3
- 230000003287 optical effect Effects 0.000 claims description 3
- 239000000243 solution Substances 0.000 description 27
- 238000007254 oxidation reaction Methods 0.000 description 18
- 238000005259 measurement Methods 0.000 description 16
- 230000003647 oxidation Effects 0.000 description 15
- 238000002835 absorbance Methods 0.000 description 13
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 13
- 230000003595 spectral effect Effects 0.000 description 12
- 108010015428 Bilirubin oxidase Proteins 0.000 description 8
- 238000008050 Total Bilirubin Reagent Methods 0.000 description 6
- 229920004896 Triton X-405 Polymers 0.000 description 4
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 3
- 206010023126 Jaundice Diseases 0.000 description 3
- 239000007853 buffer solution Substances 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 238000003745 diagnosis Methods 0.000 description 3
- 150000008049 diazo compounds Chemical class 0.000 description 3
- 238000004128 high performance liquid chromatography Methods 0.000 description 3
- 230000002401 inhibitory effect Effects 0.000 description 3
- 208000019423 liver disease Diseases 0.000 description 3
- 230000001590 oxidative effect Effects 0.000 description 3
- 210000002966 serum Anatomy 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- JWAZRIHNYRIHIV-UHFFFAOYSA-N 2-naphthol Chemical compound C1=CC=CC2=CC(O)=CC=C21 JWAZRIHNYRIHIV-UHFFFAOYSA-N 0.000 description 2
- ZVZFHCZCIBYFMZ-UHFFFAOYSA-N 6-methylheptoxybenzene Chemical compound CC(C)CCCCCOC1=CC=CC=C1 ZVZFHCZCIBYFMZ-UHFFFAOYSA-N 0.000 description 2
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 102000001554 Hemoglobins Human genes 0.000 description 2
- 108010054147 Hemoglobins Proteins 0.000 description 2
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 2
- QPCDCPDFJACHGM-UHFFFAOYSA-N N,N-bis{2-[bis(carboxymethyl)amino]ethyl}glycine Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(=O)O)CCN(CC(O)=O)CC(O)=O QPCDCPDFJACHGM-UHFFFAOYSA-N 0.000 description 2
- JYXGIOKAKDAARW-UHFFFAOYSA-N N-(2-hydroxyethyl)iminodiacetic acid Chemical compound OCCN(CC(O)=O)CC(O)=O JYXGIOKAKDAARW-UHFFFAOYSA-N 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 2
- 239000013504 Triton X-100 Substances 0.000 description 2
- 229920004890 Triton X-100 Polymers 0.000 description 2
- 230000002421 anti-septic effect Effects 0.000 description 2
- 229940064004 antiseptic throat preparations Drugs 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 210000004369 blood Anatomy 0.000 description 2
- 239000008280 blood Substances 0.000 description 2
- 239000000872 buffer Substances 0.000 description 2
- 150000001805 chlorine compounds Chemical class 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 230000007423 decrease Effects 0.000 description 2
- VKYKSIONXSXAKP-UHFFFAOYSA-N hexamethylenetetramine Chemical compound C1N(C2)CN3CN1CN2C3 VKYKSIONXSXAKP-UHFFFAOYSA-N 0.000 description 2
- 229910052500 inorganic mineral Inorganic materials 0.000 description 2
- 230000007246 mechanism Effects 0.000 description 2
- 229910021645 metal ion Inorganic materials 0.000 description 2
- 239000011707 mineral Substances 0.000 description 2
- 229960003330 pentetic acid Drugs 0.000 description 2
- 210000002381 plasma Anatomy 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 239000007974 sodium acetate buffer Substances 0.000 description 2
- BHZOKUMUHVTPBX-UHFFFAOYSA-M sodium acetic acid acetate Chemical compound [Na+].CC(O)=O.CC([O-])=O BHZOKUMUHVTPBX-UHFFFAOYSA-M 0.000 description 2
- 238000010561 standard procedure Methods 0.000 description 2
- 239000012086 standard solution Substances 0.000 description 2
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 2
- UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 description 2
- 210000002700 urine Anatomy 0.000 description 2
- VILCJCGEZXAXTO-UHFFFAOYSA-N 2,2,2-tetramine Chemical compound NCCNCCNCCN VILCJCGEZXAXTO-UHFFFAOYSA-N 0.000 description 1
- QOPUBSBYMCLLKW-UHFFFAOYSA-N 2-[2-[bis(carboxymethyl)amino]ethyl-(carboxymethyl)amino]-4-hydroxybutanoic acid Chemical compound OCCC(C(O)=O)N(CC(O)=O)CCN(CC(O)=O)CC(O)=O QOPUBSBYMCLLKW-UHFFFAOYSA-N 0.000 description 1
- RNMCCPMYXUKHAZ-UHFFFAOYSA-N 2-[3,3-diamino-1,2,2-tris(carboxymethyl)cyclohexyl]acetic acid Chemical compound NC1(N)CCCC(CC(O)=O)(CC(O)=O)C1(CC(O)=O)CC(O)=O RNMCCPMYXUKHAZ-UHFFFAOYSA-N 0.000 description 1
- LVSPDZAGCBEQAV-UHFFFAOYSA-N 4-chloronaphthalen-1-ol Chemical compound C1=CC=C2C(O)=CC=C(Cl)C2=C1 LVSPDZAGCBEQAV-UHFFFAOYSA-N 0.000 description 1
- WXNZTHHGJRFXKQ-UHFFFAOYSA-N 4-chlorophenol Chemical compound OC1=CC=C(Cl)C=C1 WXNZTHHGJRFXKQ-UHFFFAOYSA-N 0.000 description 1
- 108090000790 Enzymes Proteins 0.000 description 1
- 102000004190 Enzymes Human genes 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- DBVJJBKOTRCVKF-UHFFFAOYSA-N Etidronic acid Chemical compound OP(=O)(O)C(O)(C)P(O)(O)=O DBVJJBKOTRCVKF-UHFFFAOYSA-N 0.000 description 1
- AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical compound ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 description 1
- 239000002211 L-ascorbic acid Substances 0.000 description 1
- 235000000069 L-ascorbic acid Nutrition 0.000 description 1
- CKRZKMFTZCFYGB-UHFFFAOYSA-N N-phenylhydroxylamine Chemical compound ONC1=CC=CC=C1 CKRZKMFTZCFYGB-UHFFFAOYSA-N 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Natural products NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- PXAJQJMDEXJWFB-UHFFFAOYSA-N acetone oxime Chemical compound CC(C)=NO PXAJQJMDEXJWFB-UHFFFAOYSA-N 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 229960005070 ascorbic acid Drugs 0.000 description 1
- 238000003556 assay Methods 0.000 description 1
- 229950011260 betanaphthol Drugs 0.000 description 1
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 1
- 238000011088 calibration curve Methods 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000012937 correction Methods 0.000 description 1
- 230000009089 cytolysis Effects 0.000 description 1
- FSEUPUDHEBLWJY-HWKANZROSA-N diacetylmonoxime Chemical compound CC(=O)C(\C)=N\O FSEUPUDHEBLWJY-HWKANZROSA-N 0.000 description 1
- 210000003743 erythrocyte Anatomy 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 229930182480 glucuronide Natural products 0.000 description 1
- 150000008134 glucuronides Chemical class 0.000 description 1
- 239000004312 hexamethylene tetramine Substances 0.000 description 1
- 235000010299 hexamethylene tetramine Nutrition 0.000 description 1
- 229910003002 lithium salt Inorganic materials 0.000 description 1
- 159000000002 lithium salts Chemical class 0.000 description 1
- MGFYIUFZLHCRTH-UHFFFAOYSA-N nitrilotriacetic acid Chemical compound OC(=O)CN(CC(O)=O)CC(O)=O MGFYIUFZLHCRTH-UHFFFAOYSA-N 0.000 description 1
- HKOOXMFOFWEVGF-UHFFFAOYSA-N phenylhydrazine Chemical compound NNC1=CC=CC=C1 HKOOXMFOFWEVGF-UHFFFAOYSA-N 0.000 description 1
- 229940067157 phenylhydrazine Drugs 0.000 description 1
- 229920000259 polyoxyethylene lauryl ether Polymers 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 235000019422 polyvinyl alcohol Nutrition 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- 159000000001 potassium salts Chemical class 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- ORIHZIZPTZTNCU-YVMONPNESA-N salicylaldoxime Chemical compound O\N=C/C1=CC=CC=C1O ORIHZIZPTZTNCU-YVMONPNESA-N 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- FAGUFWYHJQFNRV-UHFFFAOYSA-N tetraethylenepentamine Chemical compound NCCNCCNCCNCCN FAGUFWYHJQFNRV-UHFFFAOYSA-N 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
- C12Q1/26—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions involving oxidoreductase
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N33/00—Investigating or analysing materials by specific methods not covered by groups G01N1/00 - G01N31/00
- G01N33/48—Biological material, e.g. blood, urine; Haemocytometers
- G01N33/50—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing
- G01N33/72—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing involving blood pigments, e.g. haemoglobin, bilirubin or other porphyrins; involving occult blood
- G01N33/728—Bilirubin; including biliverdin
-
- 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]
- Y10T436/145555—Hetero-N
- Y10T436/146666—Bile pigment
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Immunology (AREA)
- Hematology (AREA)
- Organic Chemistry (AREA)
- Molecular Biology (AREA)
- Zoology (AREA)
- Biotechnology (AREA)
- Microbiology (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Urology & Nephrology (AREA)
- Wood Science & Technology (AREA)
- Physics & Mathematics (AREA)
- Biochemistry (AREA)
- Biomedical Technology (AREA)
- Analytical Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- General Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Cell Biology (AREA)
- Biophysics (AREA)
- Food Science & Technology (AREA)
- Medicinal Chemistry (AREA)
- General Physics & Mathematics (AREA)
- Pathology (AREA)
- Investigating Or Analysing Biological Materials (AREA)
- Measuring Or Testing Involving Enzymes Or Micro-Organisms (AREA)
- Investigating Or Analysing Materials By The Use Of Chemical Reactions (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP29322790 | 1990-10-30 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE69132100D1 DE69132100D1 (de) | 2000-05-11 |
| DE69132100T2 true DE69132100T2 (de) | 2000-10-05 |
Family
ID=17792074
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE69120373T Expired - Lifetime DE69120373T2 (de) | 1990-10-30 | 1991-10-30 | Verfahren zum Nachweis von Bilirubin |
| DE69132100T Expired - Fee Related DE69132100T2 (de) | 1990-10-30 | 1991-10-30 | Verfahren zum Nachweis von Bilirubin |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE69120373T Expired - Lifetime DE69120373T2 (de) | 1990-10-30 | 1991-10-30 | Verfahren zum Nachweis von Bilirubin |
Country Status (5)
| Country | Link |
|---|---|
| US (2) | US5449623A (enExample) |
| EP (2) | EP0484133B1 (enExample) |
| JP (1) | JP2666632B2 (enExample) |
| DE (2) | DE69120373T2 (enExample) |
| ES (2) | ES2088473T3 (enExample) |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP3091094B2 (ja) * | 1993-12-28 | 2000-09-25 | ユニチカ株式会社 | 直接型ビリルビン測定用試薬 |
| US5872009A (en) * | 1994-12-02 | 1999-02-16 | Nitto Boseki Co., Ltd. | Method for measuring bilirubin |
| AP931A (en) * | 1995-10-23 | 2001-02-02 | Cytometrics Inc | Method and apparatus for reflected imaging analysis. |
| KR970022316A (ko) * | 1995-10-27 | 1997-05-28 | 후루야 아끼라 | 빌리루빈의 정량 방법 |
| JP3734115B2 (ja) * | 1997-02-28 | 2006-01-11 | 日東紡績株式会社 | ビリルビン画分の測定方法 |
| EP0882800B1 (en) * | 1997-06-06 | 2003-08-27 | Nitto Boseki Co., Ltd. | Method for determination of direct bilirubin and reagent therefor |
| JP2000166595A (ja) * | 1998-12-11 | 2000-06-20 | Azwell Inc | 抱合型ビリルビン測定用試薬 |
| CN101055271B (zh) * | 2006-04-12 | 2011-01-26 | 上海复星医药（集团）股份有限公司 | 酶法检测直胆红素试剂盒 |
| US7749766B2 (en) * | 2007-01-12 | 2010-07-06 | Nova Biomedical Corporation | Bilirubin sensor |
| CN101963611B (zh) * | 2009-07-23 | 2014-08-13 | 深圳迈瑞生物医疗电子股份有限公司 | 一种临床检验试剂、试剂盒及方法 |
| ES2735949T3 (es) * | 2015-04-28 | 2019-12-20 | Sicpa Holding Sa | Proceso de impresión offset en húmedo |
| CN107091934B (zh) * | 2016-02-18 | 2018-07-06 | 四川新健康成生物股份有限公司 | 一种直接胆红素测定试剂盒及配置方法以及其运用 |
| EP3462176A1 (en) * | 2017-09-29 | 2019-04-03 | Universität Basel | Method and computer program for predicting bilirubin levels in neonates |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4115064A (en) * | 1977-02-07 | 1978-09-19 | Pierce Chemical Company | Method for bilirubin determination |
| US4288343A (en) * | 1978-07-17 | 1981-09-08 | Beckman Instruments, Inc. | Method for increasing shelf-life of a serum bilirubin reference composition and composition produced thereby |
| US4311483A (en) * | 1979-06-18 | 1982-01-19 | Beckman Instruments, Inc. | Kinetic method for directly determining total bilirubin |
| IT1219781B (it) * | 1981-04-17 | 1990-05-24 | Augusta Brega | Metodo per la determinazione rapida della bilirubina totale e diretta nei liquidi biologici con monoreattivo |
| US4404286A (en) * | 1982-02-22 | 1983-09-13 | The Dow Chemical Company | Bilirubin assay |
| JPS59160764A (ja) * | 1983-03-02 | 1984-09-11 | Amano Pharmaceut Co Ltd | 総ビリルビンの定量法 |
| JPS6040957A (ja) * | 1983-08-15 | 1985-03-04 | Toyobo Co Ltd | 抱合型ビリルビンの安定化法 |
| JPS60233559A (ja) * | 1984-05-02 | 1985-11-20 | Terumo Corp | 試験片 |
| US4820416A (en) * | 1987-09-10 | 1989-04-11 | The Royal Institution For The Advancement For Learning (Mcgill University) | Removal of bilirubin by the pseudoperoxidase activity of immobilized hemoglobin |
| JP2856757B2 (ja) * | 1989-03-13 | 1999-02-10 | ユニチカ株式会社 | 総ビリルビンの測定方法および測定用試薬 |
-
1991
- 1991-10-30 ES ES91310026T patent/ES2088473T3/es not_active Expired - Lifetime
- 1991-10-30 EP EP91310026A patent/EP0484133B1/en not_active Expired - Lifetime
- 1991-10-30 ES ES95113156T patent/ES2144550T3/es not_active Expired - Lifetime
- 1991-10-30 EP EP95113156A patent/EP0686849B1/en not_active Expired - Lifetime
- 1991-10-30 DE DE69120373T patent/DE69120373T2/de not_active Expired - Lifetime
- 1991-10-30 DE DE69132100T patent/DE69132100T2/de not_active Expired - Fee Related
- 1991-10-30 JP JP3335805A patent/JP2666632B2/ja not_active Expired - Lifetime
-
1994
- 1994-09-23 US US08/312,003 patent/US5449623A/en not_active Expired - Lifetime
-
1995
- 1995-04-07 US US08/418,685 patent/US5563072A/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| EP0686849B1 (en) | 2000-04-05 |
| US5449623A (en) | 1995-09-12 |
| JP2666632B2 (ja) | 1997-10-22 |
| ES2088473T3 (es) | 1996-08-16 |
| ES2144550T3 (es) | 2000-06-16 |
| EP0484133A3 (en) | 1993-04-21 |
| DE69120373T2 (de) | 1997-02-06 |
| EP0484133A2 (en) | 1992-05-06 |
| US5563072A (en) | 1996-10-08 |
| EP0484133B1 (en) | 1996-06-19 |
| DE69120373D1 (de) | 1996-07-25 |
| DE69132100D1 (de) | 2000-05-11 |
| EP0686849A3 (enExample) | 1996-01-17 |
| EP0686849A2 (en) | 1995-12-13 |
| JPH0518978A (ja) | 1993-01-26 |
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