JPH0573397B2 - - Google Patents

Info

Publication number: JPH0573397B2
Authority: JP; Japan
Prior art keywords: hydrogen peroxide; oxidase; enzyme; sample; fluorescent substance
Prior art date: 1985-04-12
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

Application number

JP7906785A

Other languages

English (en)

Japanese (ja)

Other versions

JPS61237060A (ja

Inventor

Haruo Watanabe

Noboru Mitsuhida

Minoru Ando

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.)

Toyobo Co Ltd

Original Assignee

Toyobo 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.)

1985-04-12

Filing date

1985-04-12

Publication date

1993-10-14

1985-04-12 Application filed by Toyobo Co Ltd filed Critical Toyobo Co Ltd

1985-04-12 Priority to JP7906785A priority Critical patent/JPS61237060A/ja

1986-10-22 Publication of JPS61237060A publication Critical patent/JPS61237060A/ja

1993-10-14 Publication of JPH0573397B2 publication Critical patent/JPH0573397B2/ja

Status Granted legal-status Critical Current

Links

238000000034 method Methods 0.000 claims description 50
MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims description 48
102000004190 Enzymes Human genes 0.000 claims description 26
108090000790 Enzymes Proteins 0.000 claims description 26
239000000126 substance Substances 0.000 claims description 22
239000000758 substrate Substances 0.000 claims description 17
239000012472 biological sample Substances 0.000 claims description 15
238000004020 luminiscence type Methods 0.000 claims description 12
239000003054 catalyst Substances 0.000 claims description 11
238000006243 chemical reaction Methods 0.000 claims description 11
230000003647 oxidation Effects 0.000 claims description 11
238000007254 oxidation reaction Methods 0.000 claims description 11
MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Natural products OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 claims description 9
-1 oxalic acid diester Chemical class 0.000 claims description 9
230000000694 effects Effects 0.000 claims description 8
238000006911 enzymatic reaction Methods 0.000 claims description 4
235000006408 oxalic acid Nutrition 0.000 claims description 4
230000001590 oxidative effect Effects 0.000 claims description 4
230000002401 inhibitory effect Effects 0.000 claims description 3
239000003153 chemical reaction reagent Substances 0.000 description 24
229940088598 enzyme Drugs 0.000 description 23
WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 18
239000000523 sample Substances 0.000 description 16
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 14
LEHOTFFKMJEONL-UHFFFAOYSA-N Uric Acid Chemical compound N1C(=O)NC(=O)C2=C1NC(=O)N2 LEHOTFFKMJEONL-UHFFFAOYSA-N 0.000 description 12
TVWHNULVHGKJHS-UHFFFAOYSA-N Uric acid Natural products N1C(=O)NC(=O)C2NC(=O)NC21 TVWHNULVHGKJHS-UHFFFAOYSA-N 0.000 description 12
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XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 9
238000005259 measurement Methods 0.000 description 9
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LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 6
CVSVTCORWBXHQV-UHFFFAOYSA-N creatine Chemical compound NC(=[NH2+])N(C)CC([O-])=O CVSVTCORWBXHQV-UHFFFAOYSA-N 0.000 description 6
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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 3
JVTAAEKCZFNVCJ-UHFFFAOYSA-M Lactate Chemical compound CC(O)C([O-])=O JVTAAEKCZFNVCJ-UHFFFAOYSA-M 0.000 description 3
239000005700 Putrescine Substances 0.000 description 3
LCTONWCANYUPML-UHFFFAOYSA-M Pyruvate Chemical compound CC(=O)C([O-])=O LCTONWCANYUPML-UHFFFAOYSA-M 0.000 description 3
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150000003626 triacylglycerols Chemical class 0.000 description 3
UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 description 3
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VFEXYZINKMLLAK-UHFFFAOYSA-N 2-(trichloromethyl)oxirane Chemical compound ClC(Cl)(Cl)C1CO1 VFEXYZINKMLLAK-UHFFFAOYSA-N 0.000 description 2
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108010015776 Glucose oxidase Proteins 0.000 description 2
239000004366 Glucose oxidase Substances 0.000 description 2
102000000587 Glycerolphosphate Dehydrogenase Human genes 0.000 description 2
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VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
GUBGYTABKSRVRQ-PICCSMPSSA-N Maltose Natural products O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1O[C@@H]1[C@@H](CO)OC(O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-PICCSMPSSA-N 0.000 description 2
102100037209 Peroxisomal N(1)-acetyl-spermine/spermidine oxidase Human genes 0.000 description 2
PXIPVTKHYLBLMZ-UHFFFAOYSA-N Sodium azide Chemical compound [Na+].[N-]=[N+]=[N-] PXIPVTKHYLBLMZ-UHFFFAOYSA-N 0.000 description 2
239000007983 Tris buffer Substances 0.000 description 2
POJWUDADGALRAB-UHFFFAOYSA-N allantoin Chemical compound NC(=O)NC1NC(=O)NC1=O POJWUDADGALRAB-UHFFFAOYSA-N 0.000 description 2
235000019418 amylase Nutrition 0.000 description 2
WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 description 2
210000004369 blood Anatomy 0.000 description 2
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210000001124 body fluid Anatomy 0.000 description 2
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150000001840 cholesterol esters Chemical class 0.000 description 2
229960001231 choline Drugs 0.000 description 2
OEYIOHPDSNJKLS-UHFFFAOYSA-N choline Chemical compound C[N+](C)(C)CCO OEYIOHPDSNJKLS-UHFFFAOYSA-N 0.000 description 2
150000001875 compounds Chemical class 0.000 description 2
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235000014113 dietary fatty acids Nutrition 0.000 description 2
229930195729 fatty acid Natural products 0.000 description 2
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150000004665 fatty acids Chemical class 0.000 description 2
229940116332 glucose oxidase Drugs 0.000 description 2
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QRMZSPFSDQBLIX-UHFFFAOYSA-N homovanillic acid Chemical compound COC1=CC(CC(O)=O)=CC=C1O QRMZSPFSDQBLIX-UHFFFAOYSA-N 0.000 description 2
230000006698 induction Effects 0.000 description 2
229940001447 lactate Drugs 0.000 description 2
QTWZICCBKBYHDM-UHFFFAOYSA-N leucomethylene blue Chemical compound C1=C(N(C)C)C=C2SC3=CC(N(C)C)=CC=C3NC2=C1 QTWZICCBKBYHDM-UHFFFAOYSA-N 0.000 description 2
238000002796 luminescence method Methods 0.000 description 2
FYGDTMLNYKFZSV-UHFFFAOYSA-N mannotriose Natural products OC1C(O)C(O)C(CO)OC1OC1C(CO)OC(OC2C(OC(O)C(O)C2O)CO)C(O)C1O FYGDTMLNYKFZSV-UHFFFAOYSA-N 0.000 description 2
238000006395 oxidase reaction Methods 0.000 description 2
IWDCLRJOBJJRNH-UHFFFAOYSA-N p-cresol Chemical compound CC1=CC=C(O)C=C1 IWDCLRJOBJJRNH-UHFFFAOYSA-N 0.000 description 2
NMHMNPHRMNGLLB-UHFFFAOYSA-N phloretic acid Chemical compound OC(=O)CCC1=CC=C(O)C=C1 NMHMNPHRMNGLLB-UHFFFAOYSA-N 0.000 description 2
238000005375 photometry Methods 0.000 description 2
108010089000 polyamine oxidase Proteins 0.000 description 2
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AWUCVROLDVIAJX-VKHMYHEASA-N sn-glycerol 1-phosphate Chemical compound OC[C@H](O)COP(O)(O)=O AWUCVROLDVIAJX-VKHMYHEASA-N 0.000 description 2
229940063673 spermidine Drugs 0.000 description 2
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GEVPIWPYWJZSPR-UHFFFAOYSA-N tcpo Chemical compound ClC1=CC(Cl)=CC(Cl)=C1OC(=O)C(=O)OC1=C(Cl)C=C(Cl)C=C1Cl GEVPIWPYWJZSPR-UHFFFAOYSA-N 0.000 description 2
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FYGDTMLNYKFZSV-BYLHFPJWSA-N β-1,4-galactotrioside Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@H](CO)O[C@@H](O[C@@H]2[C@@H](O[C@@H](O)[C@H](O)[C@H]2O)CO)[C@H](O)[C@H]1O FYGDTMLNYKFZSV-BYLHFPJWSA-N 0.000 description 2
QVFHQENRNSAHEK-UHFFFAOYSA-M 2-benzoyloxyethyl(trimethyl)azanium;chloride Chemical compound [Cl-].C[N+](C)(C)CCOC(=O)C1=CC=CC=C1 QVFHQENRNSAHEK-UHFFFAOYSA-M 0.000 description 1
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HWYHZTIRURJOHG-UHFFFAOYSA-N luminol Chemical compound O=C1NNC(=O)C2=C1C(N)=CC=C2 HWYHZTIRURJOHG-UHFFFAOYSA-N 0.000 description 1
FJCUPROCOFFUSR-UHFFFAOYSA-N malto-pentaose Natural products OC1C(O)C(OC(C(O)CO)C(O)C(O)C=O)OC(CO)C1OC1C(O)C(O)C(OC2C(C(O)C(OC3C(C(O)C(O)C(CO)O3)O)C(CO)O2)O)C(CO)O1 FJCUPROCOFFUSR-UHFFFAOYSA-N 0.000 description 1
FJCUPROCOFFUSR-GMMZZHHDSA-N maltopentaose Chemical compound O[C@@H]1[C@@H](O)[C@@H](O[C@H]([C@H](O)CO)[C@H](O)[C@@H](O)C=O)O[C@H](CO)[C@H]1O[C@@H]1[C@H](O)[C@@H](O)[C@H](O[C@@H]2[C@@H]([C@@H](O)[C@H](O[C@@H]3[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O3)O)[C@@H](CO)O2)O)[C@@H](CO)O1 FJCUPROCOFFUSR-GMMZZHHDSA-N 0.000 description 1
239000000463 material Substances 0.000 description 1
229960000907 methylthioninium chloride Drugs 0.000 description 1
108010029942 microperoxidase Proteins 0.000 description 1
238000002156 mixing Methods 0.000 description 1
239000000203 mixture Substances 0.000 description 1
OSZNNLWOYWAHSS-UHFFFAOYSA-M neostigmine methyl sulfate Chemical compound COS([O-])(=O)=O.CN(C)C(=O)OC1=CC=CC([N+](C)(C)C)=C1 OSZNNLWOYWAHSS-UHFFFAOYSA-M 0.000 description 1
229960002253 neostigmine methylsulfate Drugs 0.000 description 1
230000007935 neutral effect Effects 0.000 description 1
229930027945 nicotinamide-adenine dinucleotide Natural products 0.000 description 1
BOPGDPNILDQYTO-NNYOXOHSSA-N nicotinamide-adenine dinucleotide Chemical compound C1=CCC(C(=O)N)=CN1[C@H]1[C@H](O)[C@H](O)[C@@H](COP(O)(=O)OP(O)(=O)OC[C@@H]2[C@H]([C@@H](O)[C@@H](O2)N2C3=NC=NC(N)=C3N=C2)O)O1 BOPGDPNILDQYTO-NNYOXOHSSA-N 0.000 description 1
ZPLUZNXSYCCJOE-UHFFFAOYSA-N phosphoric acid;propan-2-one Chemical compound CC(C)=O.OP(O)(O)=O ZPLUZNXSYCCJOE-UHFFFAOYSA-N 0.000 description 1
NNFCIKHAZHQZJG-UHFFFAOYSA-N potassium cyanide Chemical compound [K+].N#[C-] NNFCIKHAZHQZJG-UHFFFAOYSA-N 0.000 description 1
238000012802 pre-warming Methods 0.000 description 1
108010019718 putrescine oxidase Proteins 0.000 description 1
PYWVYCXTNDRMGF-UHFFFAOYSA-N rhodamine B Chemical compound [Cl-].C=12C=CC(=[N+](CC)CC)C=C2OC2=CC(N(CC)CC)=CC=C2C=1C1=CC=CC=C1C(O)=O PYWVYCXTNDRMGF-UHFFFAOYSA-N 0.000 description 1
229940043267 rhodamine b Drugs 0.000 description 1
210000003296 saliva Anatomy 0.000 description 1
239000012898 sample dilution Substances 0.000 description 1
HFHDHCJBZVLPGP-UHFFFAOYSA-N schardinger α-dextrin Chemical compound O1C(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(O)C2O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC2C(O)C(O)C1OC2CO HFHDHCJBZVLPGP-UHFFFAOYSA-N 0.000 description 1
241000894007 species Species 0.000 description 1
239000013076 target substance Substances 0.000 description 1
229960003732 tyramine Drugs 0.000 description 1
DZGWFCGJZKJUFP-UHFFFAOYSA-O tyraminium Chemical compound [NH3+]CCC1=CC=C(O)C=C1 DZGWFCGJZKJUFP-UHFFFAOYSA-O 0.000 description 1

Landscapes

Investigating Or Analysing Biological Materials (AREA)
Measuring Or Testing Involving Enzymes Or Micro-Organisms (AREA)

JP7906785A 1985-04-12 1985-04-12 化学発光法による生体成分の定量法 Granted JPS61237060A (ja)

Priority Applications (1)

Application Number	Priority Date	Filing Date	Title
JP7906785A JPS61237060A (ja)	1985-04-12	1985-04-12	化学発光法による生体成分の定量法

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
JP7906785A JPS61237060A (ja)	1985-04-12	1985-04-12	化学発光法による生体成分の定量法

Publications (2)

Publication Number	Publication Date
JPS61237060A JPS61237060A (ja)	1986-10-22
JPH0573397B2 true JPH0573397B2 (fr)	1993-10-14

Family

ID=13679539

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
JP7906785A Granted JPS61237060A (ja)	1985-04-12	1985-04-12	化学発光法による生体成分の定量法

Country Status (1)

Country	Link
JP (1)	JPS61237060A (fr)

1985
- 1985-04-12 JP JP7906785A patent/JPS61237060A/ja active Granted

Also Published As

Publication number	Publication date
JPS61237060A (ja)	1986-10-22

Publication	Publication Date	Title
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EP0496793B1 (fr)	1995-12-20	Analyse chimiluminescente amelioree
JPH02174695A (ja)	1990-07-06	酵素酸化によるアナライトの比色定量方法および試剤、およびそのための還元発色性電子受容体
JPH0354304B2 (fr)	1991-08-19
EP0124909B1 (fr)	1989-02-15	Procédé de détermination de formes réduites de coenzymes
US10125385B2 (en)	2018-11-13	Electrochemiluminescence (ECL) detection reagents and related methods for measuring enzyme activity
JP2528457B2 (ja)	1996-08-28	過酸化水素の定量法
US6099760A (en)	2000-08-08	Hydrogen peroxide based ECL
EP0100217A2 (fr)	1984-02-08	Procédé pour la détermination quantitative d'un substrat traité avec oxidase
JPH0220239B2 (fr)	1990-05-08
JPH0573397B2 (fr)	1993-10-14
JP2804079B2 (ja)	1998-09-24	Ｎａｄ（ｐ）ｈの定量法
JP2001078797A (ja)	2001-03-27	グルコースおよび／またはグルコノ−１，５−ラクトン消去試薬
JP2003502671A (ja)	2003-01-21	生物学的サンプル中の被検体を定量するための化学発光酸化還元アッセイ
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JP3402487B2 (ja)	2003-05-06	１，５−アンヒドログルシトールの定量法
JPS61173799A (ja)	1986-08-05	基質又は酵素活性の定量方法
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GB2237383A (en)	1991-05-01	Enhanced chemiluminescent assay
JPH0698030B2 (ja)	1994-12-07	Ｎａｄｐｈの化学発光法による定量法
JPH01320998A (ja)	1989-12-27	グルコースを含有する試料中の１，５−アンヒドログルシトールの測定法
JPH1118798A (ja)	1999-01-26	コレステロールの定量方法及び定量用試薬