CA2453628C - Procede de clivage de compose "bloques" - Google Patents
Procede de clivage de compose "bloques" Download PDFInfo
- Publication number
- CA2453628C CA2453628C CA2453628A CA2453628A CA2453628C CA 2453628 C CA2453628 C CA 2453628C CA 2453628 A CA2453628 A CA 2453628A CA 2453628 A CA2453628 A CA 2453628A CA 2453628 C CA2453628 C CA 2453628C
- Authority
- CA
- Canada
- Prior art keywords
- caged
- reaction
- light
- compound
- caged compound
- 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
- 150000001875 compounds Chemical class 0.000 title claims abstract description 118
- 238000000034 method Methods 0.000 title claims abstract description 87
- 230000008569 process Effects 0.000 title claims abstract description 44
- 238000006243 chemical reaction Methods 0.000 claims abstract description 135
- 239000000126 substance Substances 0.000 claims abstract description 24
- 239000012491 analyte Substances 0.000 claims abstract description 21
- 108060001084 Luciferase Proteins 0.000 claims description 26
- 239000011575 calcium Substances 0.000 claims description 24
- 239000005089 Luciferase Substances 0.000 claims description 20
- 238000000159 protein binding assay Methods 0.000 claims description 20
- IGXWBGJHJZYPQS-SSDOTTSWSA-N D-Luciferin Chemical compound OC(=O)[C@H]1CSC(C=2SC3=CC=C(O)C=C3N=2)=N1 IGXWBGJHJZYPQS-SSDOTTSWSA-N 0.000 claims description 18
- 108010047357 Luminescent Proteins Proteins 0.000 claims description 16
- 102000006830 Luminescent Proteins Human genes 0.000 claims description 16
- -1 2-nitro benzyl group Chemical group 0.000 claims description 13
- 125000006239 protecting group Chemical group 0.000 claims description 12
- BJGNCJDXODQBOB-UHFFFAOYSA-N Fivefly Luciferin Natural products OC(=O)C1CSC(C=2SC3=CC(O)=CC=C3N=2)=N1 BJGNCJDXODQBOB-UHFFFAOYSA-N 0.000 claims description 11
- CYCGRDQQIOGCKX-UHFFFAOYSA-N Dehydro-luciferin Natural products OC(=O)C1=CSC(C=2SC3=CC(O)=CC=C3N=2)=N1 CYCGRDQQIOGCKX-UHFFFAOYSA-N 0.000 claims description 10
- DDWFXDSYGUXRAY-UHFFFAOYSA-N Luciferin Natural products CCc1c(C)c(CC2NC(=O)C(=C2C=C)C)[nH]c1Cc3[nH]c4C(=C5/NC(CC(=O)O)C(C)C5CC(=O)O)CC(=O)c4c3C DDWFXDSYGUXRAY-UHFFFAOYSA-N 0.000 claims description 10
- 239000003153 chemical reaction reagent Substances 0.000 claims description 9
- 239000003792 electrolyte Substances 0.000 claims description 9
- YBJHBAHKTGYVGT-ZKWXMUAHSA-N (+)-Biotin Chemical compound N1C(=O)N[C@@H]2[C@H](CCCCC(=O)O)SC[C@@H]21 YBJHBAHKTGYVGT-ZKWXMUAHSA-N 0.000 claims description 8
- 230000007727 signaling mechanism Effects 0.000 claims description 8
- 108010000239 Aequorin Proteins 0.000 claims description 7
- 230000000977 initiatory effect Effects 0.000 claims description 7
- 239000000203 mixture Substances 0.000 claims description 7
- 230000009870 specific binding Effects 0.000 claims description 7
- INULNSAIIZKOQE-YOSAUDMPSA-N [(3r,4ar,10ar)-6-methoxy-1-methyl-3,4,4a,5,10,10a-hexahydro-2h-benzo[g]quinolin-3-yl]-[4-(4-nitrophenyl)piperazin-1-yl]methanone Chemical compound O=C([C@@H]1C[C@H]2[C@H](N(C1)C)CC=1C=CC=C(C=1C2)OC)N(CC1)CCN1C1=CC=C([N+]([O-])=O)C=C1 INULNSAIIZKOQE-YOSAUDMPSA-N 0.000 claims description 6
- 108010089433 obelin Proteins 0.000 claims description 6
- UOLVQBSMMHANLG-XZNUSECASA-N [[(2r,3s,4r,5r)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] [hydroxy-[1-(2-nitrophenyl)ethoxy]phosphoryl] hydrogen phosphate Chemical compound C([C@@H]1[C@H]([C@@H](O)[C@@H](O1)N1C2=NC=NC(N)=C2N=C1)O)OP(O)(=O)OP(O)(=O)OP(O)(=O)OC(C)C1=CC=CC=C1[N+]([O-])=O UOLVQBSMMHANLG-XZNUSECASA-N 0.000 claims description 5
- XKMLYUALXHKNFT-UUOKFMHZSA-N Guanosine-5'-triphosphate Chemical compound C1=2NC(N)=NC(=O)C=2N=CN1[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]1O XKMLYUALXHKNFT-UUOKFMHZSA-N 0.000 claims description 4
- 229960002685 biotin Drugs 0.000 claims description 4
- 235000020958 biotin Nutrition 0.000 claims description 4
- 239000011616 biotin Substances 0.000 claims description 4
- 108010090804 Streptavidin Proteins 0.000 claims description 3
- 229910001424 calcium ion Inorganic materials 0.000 claims description 3
- 239000003054 catalyst Substances 0.000 claims description 3
- BHPQYMZQTOCNFJ-UHFFFAOYSA-N Calcium cation Chemical compound [Ca+2] BHPQYMZQTOCNFJ-UHFFFAOYSA-N 0.000 claims description 2
- 241000238590 Ostracoda Species 0.000 claims description 2
- 125000003118 aryl group Chemical group 0.000 claims description 2
- 239000012530 fluid Substances 0.000 claims description 2
- GNBHRKFJIUUOQI-UHFFFAOYSA-N fluorescein Chemical compound O1C(=O)C2=CC=CC=C2C21C1=CC=C(O)C=C1OC1=CC(O)=CC=C21 GNBHRKFJIUUOQI-UHFFFAOYSA-N 0.000 claims description 2
- 125000005842 heteroatom Chemical group 0.000 claims description 2
- 108010023206 mnemiopsin Proteins 0.000 claims description 2
- ZKHQWZAMYRWXGA-KQYNXXCUSA-N Adenosine triphosphate Chemical compound C1=NC=2C(N)=NC=NC=2N1[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]1O ZKHQWZAMYRWXGA-KQYNXXCUSA-N 0.000 claims 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical group [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 claims 1
- 241000035538 Cypridina Species 0.000 claims 1
- 229910052791 calcium Inorganic materials 0.000 claims 1
- 230000003197 catalytic effect Effects 0.000 claims 1
- 230000000694 effects Effects 0.000 abstract description 10
- 238000005842 biochemical reaction Methods 0.000 abstract description 7
- 238000006303 photolysis reaction Methods 0.000 abstract description 7
- 230000015843 photosynthesis, light reaction Effects 0.000 abstract description 7
- 238000005259 measurement Methods 0.000 abstract description 4
- 238000010256 biochemical assay Methods 0.000 abstract description 2
- 238000002474 experimental method Methods 0.000 description 17
- ZKHQWZAMYRWXGA-KQYNXXCUSA-J ATP(4-) Chemical compound C1=NC=2C(N)=NC=NC=2N1[C@@H]1O[C@H](COP([O-])(=O)OP([O-])(=O)OP([O-])([O-])=O)[C@@H](O)[C@H]1O ZKHQWZAMYRWXGA-KQYNXXCUSA-J 0.000 description 13
- ZKHQWZAMYRWXGA-UHFFFAOYSA-N Adenosine triphosphate Natural products C1=NC=2C(N)=NC=NC=2N1C1OC(COP(O)(=O)OP(O)(=O)OP(O)(O)=O)C(O)C1O ZKHQWZAMYRWXGA-UHFFFAOYSA-N 0.000 description 13
- 238000009739 binding Methods 0.000 description 12
- 102000004190 Enzymes Human genes 0.000 description 11
- 108090000790 Enzymes Proteins 0.000 description 11
- 230000008859 change Effects 0.000 description 9
- 125000003636 chemical group Chemical group 0.000 description 9
- 239000000243 solution Substances 0.000 description 9
- 238000003776 cleavage reaction Methods 0.000 description 8
- 230000007017 scission Effects 0.000 description 8
- 230000027455 binding Effects 0.000 description 7
- 238000001514 detection method Methods 0.000 description 7
- 239000000758 substrate Substances 0.000 description 7
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 239000011777 magnesium Substances 0.000 description 6
- 230000008901 benefit Effects 0.000 description 5
- 239000003990 capacitor Substances 0.000 description 5
- 239000002738 chelating agent Substances 0.000 description 5
- 230000001404 mediated effect Effects 0.000 description 5
- 239000003068 molecular probe Substances 0.000 description 5
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 4
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 4
- SEQKRHFRPICQDD-UHFFFAOYSA-N N-tris(hydroxymethyl)methylglycine Chemical compound OCC(CO)(CO)[NH2+]CC([O-])=O SEQKRHFRPICQDD-UHFFFAOYSA-N 0.000 description 4
- 230000002255 enzymatic effect Effects 0.000 description 4
- 229910052760 oxygen Inorganic materials 0.000 description 4
- 239000002953 phosphate buffered saline Substances 0.000 description 4
- KRKNYBCHXYNGOX-UHFFFAOYSA-K Citrate Chemical compound [O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-K 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 238000003556 assay Methods 0.000 description 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 3
- 239000001301 oxygen Substances 0.000 description 3
- 239000000376 reactant Substances 0.000 description 3
- 239000012429 reaction media Substances 0.000 description 3
- 230000035945 sensitivity Effects 0.000 description 3
- 230000002123 temporal effect Effects 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- 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 2
- 108090000331 Firefly luciferases Proteins 0.000 description 2
- 108091093037 Peptide nucleic acid Proteins 0.000 description 2
- 239000007997 Tricine buffer Substances 0.000 description 2
- 238000004061 bleaching Methods 0.000 description 2
- 150000005829 chemical entities Chemical class 0.000 description 2
- 230000005672 electromagnetic field Effects 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 239000007850 fluorescent dye Substances 0.000 description 2
- 230000006870 function Effects 0.000 description 2
- 238000005286 illumination Methods 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 108020004707 nucleic acids Proteins 0.000 description 2
- 102000039446 nucleic acids Human genes 0.000 description 2
- 150000007523 nucleic acids Chemical class 0.000 description 2
- 230000003287 optical effect Effects 0.000 description 2
- 238000013032 photocatalytic reaction Methods 0.000 description 2
- BBEAQIROQSPTKN-UHFFFAOYSA-N pyrene Chemical compound C1=CC=C2C=CC3=CC=CC4=CC=C1C2=C43 BBEAQIROQSPTKN-UHFFFAOYSA-N 0.000 description 2
- 230000004044 response Effects 0.000 description 2
- 239000000523 sample Substances 0.000 description 2
- 238000001228 spectrum Methods 0.000 description 2
- 230000001960 triggered effect Effects 0.000 description 2
- 108091032973 (ribonucleotides)n+m Proteins 0.000 description 1
- GBHDKBBIYZJDQE-UHFFFAOYSA-N 1-(4,5-dimethoxy-2-nitrophenyl)ethene-1,2-diamine Chemical compound COC1=CC(C(N)=CN)=C([N+]([O-])=O)C=C1OC GBHDKBBIYZJDQE-UHFFFAOYSA-N 0.000 description 1
- MBRUVPHTBZUTKX-UHFFFAOYSA-N 2-[(4-azidobenzoyl)amino]acetyl bromide Chemical compound BrC(=O)CNC(=O)C1=CC=C(N=[N+]=[N-])C=C1 MBRUVPHTBZUTKX-UHFFFAOYSA-N 0.000 description 1
- PQXPAFTXDVNANI-UHFFFAOYSA-N 4-azidobenzoic acid Chemical compound OC(=O)C1=CC=C(N=[N+]=[N-])C=C1 PQXPAFTXDVNANI-UHFFFAOYSA-N 0.000 description 1
- BDDLHHRCDSJVKV-UHFFFAOYSA-N 7028-40-2 Chemical compound CC(O)=O.CC(O)=O.CC(O)=O.CC(O)=O BDDLHHRCDSJVKV-UHFFFAOYSA-N 0.000 description 1
- 108090001008 Avidin Proteins 0.000 description 1
- 241000894006 Bacteria Species 0.000 description 1
- 108010069941 DNA receptor Proteins 0.000 description 1
- 102000004856 Lectins Human genes 0.000 description 1
- 108090001090 Lectins Proteins 0.000 description 1
- 239000007993 MOPS buffer Substances 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- 108700008625 Reporter Genes Proteins 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- UZMAPBJVXOGOFT-UHFFFAOYSA-N Syringetin Natural products COC1=C(O)C(OC)=CC(C2=C(C(=O)C3=C(O)C=C(O)C=C3O2)O)=C1 UZMAPBJVXOGOFT-UHFFFAOYSA-N 0.000 description 1
- 238000005162 X-ray Laue diffraction Methods 0.000 description 1
- 238000002835 absorbance Methods 0.000 description 1
- 230000003213 activating effect Effects 0.000 description 1
- 230000004913 activation Effects 0.000 description 1
- 239000012190 activator Substances 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 230000004075 alteration Effects 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 150000001413 amino acids Chemical class 0.000 description 1
- 229910000266 aqualite Inorganic materials 0.000 description 1
- 238000003149 assay kit Methods 0.000 description 1
- 230000001580 bacterial effect Effects 0.000 description 1
- 230000003851 biochemical process Effects 0.000 description 1
- 238000010504 bond cleavage reaction Methods 0.000 description 1
- 238000006664 bond formation reaction Methods 0.000 description 1
- 239000000872 buffer Substances 0.000 description 1
- 239000007853 buffer solution Substances 0.000 description 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 238000000423 cell based assay Methods 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000013626 chemical specie Substances 0.000 description 1
- 239000000356 contaminant Substances 0.000 description 1
- 238000013270 controlled release Methods 0.000 description 1
- 230000008878 coupling Effects 0.000 description 1
- 238000010168 coupling process Methods 0.000 description 1
- 238000005859 coupling reaction Methods 0.000 description 1
- 239000013581 critical reagent Substances 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 230000006378 damage Effects 0.000 description 1
- 238000002716 delivery method Methods 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 230000001627 detrimental effect Effects 0.000 description 1
- 238000002050 diffraction method Methods 0.000 description 1
- KCFYHBSOLOXZIF-UHFFFAOYSA-N dihydrochrysin Natural products COC1=C(O)C(OC)=CC(C2OC3=CC(O)=CC(O)=C3C(=O)C2)=C1 KCFYHBSOLOXZIF-UHFFFAOYSA-N 0.000 description 1
- XPPKVPWEQAFLFU-UHFFFAOYSA-J diphosphate(4-) Chemical compound [O-]P([O-])(=O)OP([O-])([O-])=O XPPKVPWEQAFLFU-UHFFFAOYSA-J 0.000 description 1
- 235000011180 diphosphates Nutrition 0.000 description 1
- LOKCTEFSRHRXRJ-UHFFFAOYSA-I dipotassium trisodium dihydrogen phosphate hydrogen phosphate dichloride Chemical compound P(=O)(O)(O)[O-].[K+].P(=O)(O)([O-])[O-].[Na+].[Na+].[Cl-].[K+].[Cl-].[Na+] LOKCTEFSRHRXRJ-UHFFFAOYSA-I 0.000 description 1
- 238000007876 drug discovery Methods 0.000 description 1
- 238000006911 enzymatic reaction Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- GVEPBJHOBDJJJI-UHFFFAOYSA-N fluoranthrene Natural products C1=CC(C2=CC=CC=C22)=C3C2=CC=CC3=C1 GVEPBJHOBDJJJI-UHFFFAOYSA-N 0.000 description 1
- 230000004907 flux Effects 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 230000007274 generation of a signal involved in cell-cell signaling Effects 0.000 description 1
- 102000036124 hormone binding proteins Human genes 0.000 description 1
- 108091011044 hormone binding proteins Proteins 0.000 description 1
- 238000003018 immunoassay Methods 0.000 description 1
- 239000000543 intermediate Substances 0.000 description 1
- 230000001678 irradiating effect Effects 0.000 description 1
- 239000002523 lectin Substances 0.000 description 1
- 239000002502 liposome Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 238000012544 monitoring process Methods 0.000 description 1
- 125000006502 nitrobenzyl group Chemical group 0.000 description 1
- 230000002186 photoactivation Effects 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000001525 receptor binding assay Methods 0.000 description 1
- 238000009877 rendering Methods 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 210000002966 serum Anatomy 0.000 description 1
- 229910052709 silver Inorganic materials 0.000 description 1
- 239000004332 silver Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 230000004936 stimulating effect Effects 0.000 description 1
- 230000000638 stimulation Effects 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-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
- C12Q1/66—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions involving luciferase
-
- 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
- G01N33/58—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing involving labelled substances
- G01N33/582—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing involving labelled substances with fluorescent label
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N2458/00—Labels used in chemical analysis of biological material
- G01N2458/30—Electrochemically active labels
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Organic Chemistry (AREA)
- Molecular Biology (AREA)
- Immunology (AREA)
- Zoology (AREA)
- General Health & Medical Sciences (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Microbiology (AREA)
- Urology & Nephrology (AREA)
- Analytical Chemistry (AREA)
- Wood Science & Technology (AREA)
- Physics & Mathematics (AREA)
- Biochemistry (AREA)
- Hematology (AREA)
- Biomedical Technology (AREA)
- Biotechnology (AREA)
- Genetics & Genomics (AREA)
- General Engineering & Computer Science (AREA)
- Cell Biology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Biophysics (AREA)
- Food Science & Technology (AREA)
- Medicinal Chemistry (AREA)
- General Physics & Mathematics (AREA)
- Pathology (AREA)
- Investigating Or Analysing Materials By The Use Of Chemical Reactions (AREA)
- Measuring Or Testing Involving Enzymes Or Micro-Organisms (AREA)
Abstract
Des composés "bloqués", c'est-à-dire des composés chimiques synthétiques dont l'activité chimique ou biochimique est normalement contrôlée par la photolyse de manière à assurer la libération d'un groupe fonctionnel actif pour participer à une réaction chimique ou biochimique, sont soumis au courant électrique au lieu de la lumière; de cette manière, ils libèrent le groupe fonctionnel actif. Le procédé est particulièrement utile dans dosages biochimiques chimioluminescents, où il est nécessaire de mesurer la sortie de la lumière pour quantifier l'analyte pendant la mesure, de manière à éviter la confusion entre, d'une part, l'énergie d'entrée destinée à déclencher la réaction et, d'autre part, la sortie lumineuse à des fins de mesure.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CA2453628A CA2453628C (fr) | 2001-07-16 | 2002-07-15 | Procede de clivage de compose "bloques" |
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CA2,353,120 | 2001-07-16 | ||
| CA002353120A CA2353120A1 (fr) | 2001-07-16 | 2001-07-16 | Processus de clivage de composes cages |
| PCT/CA2002/001077 WO2003008969A1 (fr) | 2001-07-16 | 2002-07-15 | Procede de clivage de compose 'bloques' |
| CA2453628A CA2453628C (fr) | 2001-07-16 | 2002-07-15 | Procede de clivage de compose "bloques" |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2453628A1 CA2453628A1 (fr) | 2003-01-30 |
| CA2453628C true CA2453628C (fr) | 2011-09-20 |
Family
ID=32094416
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2453628A Expired - Fee Related CA2453628C (fr) | 2001-07-16 | 2002-07-15 | Procede de clivage de compose "bloques" |
Country Status (1)
| Country | Link |
|---|---|
| CA (1) | CA2453628C (fr) |
-
2002
- 2002-07-15 CA CA2453628A patent/CA2453628C/fr not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| CA2453628A1 (fr) | 2003-01-30 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP2681061B2 (ja) | 検出可能なシグナルのセンシタイザー誘導発生を利用したアッセイ | |
| Mayer et al. | Luminescent labels—more than just an alternative to radioisotopes? | |
| RU2135586C1 (ru) | Способ стандартизации химического анализа (варианты), набор для проведения стандартизации атф биолюминесцентного анализа | |
| EP1271133B1 (fr) | Méthode de mesure basée sur la fluorescence par transfert d'énergie utilisant un donneur fluorescent à longue durée de vie | |
| EP0421788A3 (en) | Haloperoxidase-acid-optimum chemiluminescence assay system | |
| JP2553519B2 (ja) | 光学発光法 | |
| US5981207A (en) | Caged enzyme substrates as probes for reporter enzyme activity | |
| JP2002501758A (ja) | 生物サンプル中のルシフェラーゼを検出するための方法及び組成物 | |
| WO1999015543A3 (fr) | Procede pour sequencer une molecule d'adn individuelle | |
| Rudnick et al. | Photoinactivation of the beta-galactoside transport system in Escherichia coli membrane vesicles with 2-nitro-4-azidophenyl-1-thio-beta-D-galactopyranoside. | |
| EP1407264B1 (fr) | Procede de clivage de compose "bloques" | |
| Midoux et al. | Fluorescence quenching of tryptophan by trifluoroacetamide | |
| EP1060025A1 (fr) | Systeme pour la conduite d'analyses sur une gouttelette soumise a l'action d'un levitateur | |
| US20040063165A1 (en) | Light-activated in vitro assay process for luciferase bioluminescence | |
| CN109777794A (zh) | 一种核糖核酸酶及其抑制剂筛选的发光体系,制备方法及其应用 | |
| CN104946728B (zh) | 一种萤火虫荧光素酶活性的测定方法 | |
| US5494827A (en) | Method using azide catalyst for peroxyoxalate chemiluminescence reaction | |
| CN1067257A (zh) | 化学发光方法和组合物 | |
| JP3005238B2 (ja) | 化学発光検定法 | |
| Hammler | Synthesis and Characterization of Dye-Labeled Nucleotides to Follow Protein Activity | |
| Desa | THE DISCOVERY, ISOLATION AND PARTIAL CHARACTERIZATION OF A BIOLUMINESCENTPARTICLE FROM THE MARINE DINOFLAGELLATE, GONYAULAX POLYEDRA. | |
| Liu et al. | Nanosecond Time-Resolved Fluorescence Assays | |
| CA2431785A1 (fr) | Essai biologique luminescent declenche par photons | |
| JP2004502148A (ja) | アクリダン化合物からの電気化学ルミネセンス | |
| 井元 et al. | Development of Photochemical Tools for |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request | ||
| MKLA | Lapsed |
Effective date: 20160715 |