ZA200103796B - Assay for phosphatase-targeting toxins. - Google Patents
Assay for phosphatase-targeting toxins. Download PDFInfo
- Publication number
- ZA200103796B ZA200103796B ZA200103796A ZA200103796A ZA200103796B ZA 200103796 B ZA200103796 B ZA 200103796B ZA 200103796 A ZA200103796 A ZA 200103796A ZA 200103796 A ZA200103796 A ZA 200103796A ZA 200103796 B ZA200103796 B ZA 200103796B
- Authority
- ZA
- South Africa
- Prior art keywords
- toxin
- immobilized
- ligand
- phosphatase
- immobilized ligand
- Prior art date
Links
- 231100000765 toxin Toxicity 0.000 title claims description 141
- 239000003053 toxin Substances 0.000 title claims description 141
- 108700012359 toxins Proteins 0.000 title claims description 141
- 238000003556 assay Methods 0.000 title claims description 38
- 239000003446 ligand Substances 0.000 claims description 116
- 230000027455 binding Effects 0.000 claims description 50
- 102000045595 Phosphoprotein Phosphatases Human genes 0.000 claims description 32
- 102000004160 Phosphoric Monoester Hydrolases Human genes 0.000 claims description 28
- 108090000608 Phosphoric Monoester Hydrolases Proteins 0.000 claims description 28
- 108010073357 cyanoginosin LR Proteins 0.000 claims description 28
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 28
- 108700019535 Phosphoprotein Phosphatases Proteins 0.000 claims description 26
- 102000006478 Protein Phosphatase 2 Human genes 0.000 claims description 25
- 108010058956 Protein Phosphatase 2 Proteins 0.000 claims description 25
- 235000015170 shellfish Nutrition 0.000 claims description 20
- OWHASZQTEFAUJC-UHFFFAOYSA-N MCYR Natural products COC(Cc1ccccc1)C(C)C=C(/C)C=CC2NC(=O)C(CCCNC(=N)N)NC(=O)C(C)C(NC(=O)C(Cc3ccc(O)cc3)NC(=O)C(C)NC(=O)C(=C)N(C)C(=O)CCC(NC(=O)C2C)C(=O)O)C(=O)O OWHASZQTEFAUJC-UHFFFAOYSA-N 0.000 claims description 19
- 108010080307 microcystin YR Proteins 0.000 claims description 19
- OWHASZQTEFAUJC-BKBILFGQSA-N microcystin-YR Natural products CO[C@@H](Cc1ccccc1)[C@@H](C)C=C(C)C=C[C@@H]2NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@@H](C)[C@@H](NC(=O)[C@H](Cc3ccc(O)cc3)NC(=O)[C@@H](C)NC(=O)C(=C)N(C)C(=O)CC[C@@H](NC(=O)[C@H]2C)C(=O)O)C(=O)O OWHASZQTEFAUJC-BKBILFGQSA-N 0.000 claims description 19
- 239000011324 bead Substances 0.000 claims description 18
- OWHASZQTEFAUJC-GJRPNUFSSA-N (5r,8s,11r,12s,15s,18s,19s,22r)-15-[3-(diaminomethylideneamino)propyl]-8-[(4-hydroxyphenyl)methyl]-18-[(1e,3e,5s,6s)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dienyl]-1,5,12,19-tetramethyl-2-methylidene-3,6,9,13,16,20,25-heptaoxo-1,4,7,10,14,17,21-heptazac Chemical compound C([C@H](OC)[C@@H](C)\C=C(/C)\C=C\[C@H]1[C@@H](C(=O)N[C@H](CCC(=O)N(C)C(=C)C(=O)N[C@H](C)C(=O)N[C@@H](CC=2C=CC(O)=CC=2)C(=O)N[C@H]([C@H](C)C(=O)N[C@@H](CCCN=C(N)N)C(=O)N1)C(O)=O)C(O)=O)C)C1=CC=CC=C1 OWHASZQTEFAUJC-GJRPNUFSSA-N 0.000 claims description 16
- 241000192700 Cyanobacteria Species 0.000 claims description 16
- VEFJHAYOIAAXEU-UHFFFAOYSA-N okadaic acid Natural products CC(CC(O)C1OC2CCC3(CCC(O3)C=CC(C)C4CC(=CC5(OC(CC(C)(O)C(=O)O)CCC5O)O4)C)OC2C(O)C1C)C6OC7(CCCCO7)CCC6C VEFJHAYOIAAXEU-UHFFFAOYSA-N 0.000 claims description 16
- QNDVLZJODHBUFM-WFXQOWMNSA-N okadaic acid Chemical compound C([C@H](O1)[C@H](C)/C=C/[C@H]2CC[C@@]3(CC[C@H]4O[C@@H](C([C@@H](O)[C@@H]4O3)=C)[C@@H](O)C[C@H](C)[C@@H]3[C@@H](CC[C@@]4(OCCCC4)O3)C)O2)C(C)=C[C@]21O[C@H](C[C@@](C)(O)C(O)=O)CC[C@H]2O QNDVLZJODHBUFM-WFXQOWMNSA-N 0.000 claims description 15
- 241000195493 Cryptophyta Species 0.000 claims description 13
- 239000007787 solid Substances 0.000 claims description 13
- 230000024033 toxin binding Effects 0.000 claims description 13
- 108090000765 processed proteins & peptides Proteins 0.000 claims description 11
- 239000007790 solid phase Substances 0.000 claims description 11
- 230000008685 targeting Effects 0.000 claims description 10
- IXBQSRWSVIBXNC-HSKGSTCASA-N Nodularin Chemical compound C([C@H](OC)[C@@H](C)\C=C(/C)\C=C\[C@H]1[C@@H](C(=O)N[C@H](CCC(=O)N(C)C(=C\C)/C(=O)N[C@H]([C@H](C)C(=O)N[C@@H](CCCN=C(N)N)C(=O)N1)C(O)=O)C(O)=O)C)C1=CC=CC=C1 IXBQSRWSVIBXNC-HSKGSTCASA-N 0.000 claims description 9
- IXBQSRWSVIBXNC-UHFFFAOYSA-N Nodularin Natural products N1C(=O)C(CCCN=C(N)N)NC(=O)C(C)C(C(O)=O)NC(=O)C(=CC)N(C)C(=O)CCC(C(O)=O)NC(=O)C(C)C1C=CC(C)=CC(C)C(OC)CC1=CC=CC=C1 IXBQSRWSVIBXNC-UHFFFAOYSA-N 0.000 claims description 9
- 108010065793 nodularin Proteins 0.000 claims description 9
- 238000001514 detection method Methods 0.000 claims description 8
- 238000011835 investigation Methods 0.000 claims description 8
- 102000008394 Immunoglobulin Fragments Human genes 0.000 claims description 7
- 108010021625 Immunoglobulin Fragments Proteins 0.000 claims description 7
- SRUWWOSWHXIIIA-UKPGNTDSSA-N Cyanoginosin Chemical compound N1C(=O)[C@H](CCCN=C(N)N)NC(=O)[C@@H](C)[C@H](C(O)=O)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](C)NC(=O)C(=C)N(C)C(=O)CC[C@H](C(O)=O)N(C)C(=O)[C@@H](C)[C@@H]1\C=C\C(\C)=C\[C@H](C)[C@@H](O)CC1=CC=CC=C1 SRUWWOSWHXIIIA-UKPGNTDSSA-N 0.000 claims description 6
- 231100000784 hepatotoxin Toxicity 0.000 claims description 6
- 230000002401 inhibitory effect Effects 0.000 claims description 6
- 108010067094 microcystin Proteins 0.000 claims description 6
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 claims description 5
- 239000010931 gold Substances 0.000 claims description 5
- 229910052737 gold Inorganic materials 0.000 claims description 5
- 239000004005 microsphere Substances 0.000 claims description 4
- 229920000642 polymer Polymers 0.000 claims description 4
- 239000007864 aqueous solution Substances 0.000 claims description 3
- 239000011159 matrix material Substances 0.000 claims description 3
- 230000001419 dependent effect Effects 0.000 claims description 2
- 239000000243 solution Substances 0.000 claims description 2
- 239000000523 sample Substances 0.000 description 32
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 14
- 238000000034 method Methods 0.000 description 13
- 239000000758 substrate Substances 0.000 description 11
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 9
- ZYZCGGRZINLQBL-GWRQVWKTSA-N microcystin-LR Chemical compound C([C@H](OC)[C@@H](C)\C=C(/C)\C=C\[C@H]1[C@@H](C(=O)N[C@H](CCC(=O)N(C)C(=C)C(=O)N[C@H](C)C(=O)N[C@@H](CC(C)C)C(=O)N[C@H]([C@H](C)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N1)C(O)=O)C(O)=O)C)C1=CC=CC=C1 ZYZCGGRZINLQBL-GWRQVWKTSA-N 0.000 description 9
- DIDLWIPCWUSYPF-UHFFFAOYSA-N microcystin-LR Natural products COC(Cc1ccccc1)C(C)C=C(/C)C=CC2NC(=O)C(NC(CCCNC(=N)N)C(=O)O)NC(=O)C(C)C(NC(=O)C(NC(CC(C)C)C(=O)O)NC(=O)C(C)NC(=O)C(=C)N(C)C(=O)CCC(NC(=O)C2C)C(=O)O)C(=O)O DIDLWIPCWUSYPF-UHFFFAOYSA-N 0.000 description 9
- 150000001875 compounds Chemical class 0.000 description 8
- 241000199914 Dinophyceae Species 0.000 description 7
- 108010058683 Immobilized Proteins Proteins 0.000 description 7
- 241000237536 Mytilus edulis Species 0.000 description 7
- 238000012875 competitive assay Methods 0.000 description 7
- 230000000694 effects Effects 0.000 description 7
- 235000020638 mussel Nutrition 0.000 description 7
- 238000010586 diagram Methods 0.000 description 6
- 239000000284 extract Substances 0.000 description 6
- 238000003345 scintillation counting Methods 0.000 description 6
- 102000004190 Enzymes Human genes 0.000 description 5
- 108090000790 Enzymes Proteins 0.000 description 5
- 238000004458 analytical method Methods 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- JKMHFZQWWAIEOD-UHFFFAOYSA-N 2-[4-(2-hydroxyethyl)piperazin-1-yl]ethanesulfonic acid Chemical compound OCC[NH+]1CCN(CCS([O-])(=O)=O)CC1 JKMHFZQWWAIEOD-UHFFFAOYSA-N 0.000 description 4
- 206010028980 Neoplasm Diseases 0.000 description 4
- 208000005374 Poisoning Diseases 0.000 description 4
- 238000005516 engineering process Methods 0.000 description 4
- 238000002474 experimental method Methods 0.000 description 4
- 238000004128 high performance liquid chromatography Methods 0.000 description 4
- 231100000572 poisoning Toxicity 0.000 description 4
- 230000000607 poisoning effect Effects 0.000 description 4
- 102000004196 processed proteins & peptides Human genes 0.000 description 4
- 239000011541 reaction mixture Substances 0.000 description 4
- 108020004414 DNA Proteins 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 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- 108010033040 Histones Proteins 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 241000059630 Nodularia <Cyanobacteria> Species 0.000 description 3
- 102000015636 Oligopeptides Human genes 0.000 description 3
- 108010038807 Oligopeptides Proteins 0.000 description 3
- 241000237502 Ostreidae Species 0.000 description 3
- 238000007413 biotinylation Methods 0.000 description 3
- 230000006287 biotinylation Effects 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 238000011109 contamination Methods 0.000 description 3
- 230000007423 decrease Effects 0.000 description 3
- DEFVIWRASFVYLL-UHFFFAOYSA-N ethylene glycol bis(2-aminoethyl)tetraacetic acid Chemical compound OC(=O)CN(CC(O)=O)CCOCCOCCN(CC(O)=O)CC(O)=O DEFVIWRASFVYLL-UHFFFAOYSA-N 0.000 description 3
- 239000003673 groundwater Substances 0.000 description 3
- 230000001939 inductive effect Effects 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 235000020636 oyster Nutrition 0.000 description 3
- 238000002823 phage display Methods 0.000 description 3
- 229920001184 polypeptide Polymers 0.000 description 3
- 238000000159 protein binding assay Methods 0.000 description 3
- 239000013535 sea water Substances 0.000 description 3
- 238000000926 separation method Methods 0.000 description 3
- 241000894007 species Species 0.000 description 3
- 241000251468 Actinopterygii Species 0.000 description 2
- 241000192660 Aphanizomenon Species 0.000 description 2
- 241000218612 Dinophysis Species 0.000 description 2
- 241000192709 Microcystis sp. Species 0.000 description 2
- 241000237503 Pectinidae Species 0.000 description 2
- 241000571822 Prorocentrum sp. Species 0.000 description 2
- 208000004891 Shellfish Poisoning Diseases 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 108010090804 Streptavidin Proteins 0.000 description 2
- RFCWHQNNCOJYTR-IRCAEPKSSA-N Tautomycin Chemical compound O([C@H]([C@H](CC1)C)[C@H](C)CC[C@H](O)[C@H](C)C(=O)C[C@@H](O)[C@@H](OC)[C@H](OC(=O)C[C@@H](O)C=2C(OC(=O)C=2C)=O)C(C)C)[C@@]21CC[C@@H](C)[C@H](CC[C@H](C)C(C)=O)O2 RFCWHQNNCOJYTR-IRCAEPKSSA-N 0.000 description 2
- RFCWHQNNCOJYTR-UHFFFAOYSA-N Tautomycin Natural products CC=1C(=O)OC(=O)C=1C(O)CC(=O)OC(C(C)C)C(OC)C(O)CC(=O)C(C)C(O)CCC(C)C(C(CC1)C)OC21CCC(C)C(CCC(C)C(C)=O)O2 RFCWHQNNCOJYTR-UHFFFAOYSA-N 0.000 description 2
- 101710162629 Trypsin inhibitor Proteins 0.000 description 2
- 229940122618 Trypsin inhibitor Drugs 0.000 description 2
- FKAWLXNLHHIHLA-YCBIHMBMSA-N [(2r,3r,5r,7r,8s,9s)-2-[(1s,3s,4s,5r,6r,7e,9e,11e,13z)-14-cyano-3,5-dihydroxy-1-methoxy-4,6,8,9,13-pentamethyltetradeca-7,9,11,13-tetraenyl]-9-[(e)-3-[2-[(2s)-4-[[(2s,3s,4s)-4-(dimethylamino)-2,3-dihydroxy-5-methoxypentanoyl]amino]butan-2-yl]-1,3-oxazol-4 Chemical compound O1C([C@@H](C)CCNC(=O)[C@@H](O)[C@@H](O)[C@H](COC)N(C)C)=NC(\C=C\C[C@H]2[C@H]([C@H](O)C[C@]3(O2)C([C@@H](OP(O)(O)=O)[C@@H]([C@H](C[C@H](O)[C@H](C)[C@H](O)[C@H](C)\C=C(/C)\C(\C)=C\C=C\C(\C)=C/C#N)OC)O3)(C)C)C)=C1 FKAWLXNLHHIHLA-YCBIHMBMSA-N 0.000 description 2
- 230000002745 absorbent Effects 0.000 description 2
- 239000002250 absorbent Substances 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- 239000011230 binding agent Substances 0.000 description 2
- 201000011510 cancer Diseases 0.000 description 2
- VDQQXEISLMTGAB-UHFFFAOYSA-N chloramine T Chemical compound [Na+].CC1=CC=C(S(=O)(=O)[N-]Cl)C=C1 VDQQXEISLMTGAB-UHFFFAOYSA-N 0.000 description 2
- 238000007598 dipping method Methods 0.000 description 2
- 230000035622 drinking Effects 0.000 description 2
- 235000013305 food Nutrition 0.000 description 2
- 230000037406 food intake Effects 0.000 description 2
- 239000012634 fragment Substances 0.000 description 2
- 238000001641 gel filtration chromatography Methods 0.000 description 2
- 238000002523 gelfiltration Methods 0.000 description 2
- 238000000227 grinding Methods 0.000 description 2
- 210000000514 hepatopancreas Anatomy 0.000 description 2
- 210000004408 hybridoma Anatomy 0.000 description 2
- 238000006192 iodination reaction Methods 0.000 description 2
- 210000004185 liver Anatomy 0.000 description 2
- 239000002581 neurotoxin Substances 0.000 description 2
- 231100000618 neurotoxin Toxicity 0.000 description 2
- 230000000243 photosynthetic effect Effects 0.000 description 2
- 102000004169 proteins and genes Human genes 0.000 description 2
- 108090000623 proteins and genes Proteins 0.000 description 2
- 235000020637 scallop Nutrition 0.000 description 2
- 230000035945 sensitivity Effects 0.000 description 2
- 238000002791 soaking Methods 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- 239000002753 trypsin inhibitor Substances 0.000 description 2
- UMCMPZBLKLEWAF-BCTGSCMUSA-N 3-[(3-cholamidopropyl)dimethylammonio]propane-1-sulfonate Chemical compound C([C@H]1C[C@H]2O)[C@H](O)CC[C@]1(C)[C@@H]1[C@@H]2[C@@H]2CC[C@H]([C@@H](CCC(=O)NCCC[N+](C)(C)CCCS([O-])(=O)=O)C)[C@@]2(C)[C@@H](O)C1 UMCMPZBLKLEWAF-BCTGSCMUSA-N 0.000 description 1
- 108010088751 Albumins Proteins 0.000 description 1
- 102000009027 Albumins Human genes 0.000 description 1
- USFZMSVCRYTOJT-UHFFFAOYSA-N Ammonium acetate Chemical compound N.CC(O)=O USFZMSVCRYTOJT-UHFFFAOYSA-N 0.000 description 1
- 239000005695 Ammonium acetate Substances 0.000 description 1
- 241000237519 Bivalvia Species 0.000 description 1
- 241000238557 Decapoda Species 0.000 description 1
- 206010012735 Diarrhoea Diseases 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 241000238558 Eucarida Species 0.000 description 1
- 235000010469 Glycine max Nutrition 0.000 description 1
- 244000068988 Glycine max Species 0.000 description 1
- 108010093096 Immobilized Enzymes Proteins 0.000 description 1
- 206010067125 Liver injury Diseases 0.000 description 1
- 241000124008 Mammalia Species 0.000 description 1
- 241000192701 Microcystis Species 0.000 description 1
- 241000699666 Mus <mouse, genus> Species 0.000 description 1
- 241000699670 Mus sp. Species 0.000 description 1
- 206010028813 Nausea Diseases 0.000 description 1
- 241000192520 Oscillatoria sp. Species 0.000 description 1
- 206010033799 Paralysis Diseases 0.000 description 1
- 108020004511 Recombinant DNA Proteins 0.000 description 1
- 229920005654 Sephadex Polymers 0.000 description 1
- 239000012507 Sephadex™ Substances 0.000 description 1
- 101710182532 Toxin a Proteins 0.000 description 1
- 229920004890 Triton X-100 Polymers 0.000 description 1
- 239000013504 Triton X-100 Substances 0.000 description 1
- 206010047700 Vomiting Diseases 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 235000019257 ammonium acetate Nutrition 0.000 description 1
- 229940043376 ammonium acetate Drugs 0.000 description 1
- 239000003948 anatoxin Substances 0.000 description 1
- 238000000149 argon plasma sintering Methods 0.000 description 1
- 238000003287 bathing Methods 0.000 description 1
- 210000004027 cell Anatomy 0.000 description 1
- 238000005119 centrifugation Methods 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 239000003593 chromogenic compound Substances 0.000 description 1
- 235000020639 clam Nutrition 0.000 description 1
- 239000003653 coastal water Substances 0.000 description 1
- 239000003086 colorant Substances 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
- 230000030609 dephosphorylation Effects 0.000 description 1
- 238000006209 dephosphorylation reaction Methods 0.000 description 1
- 235000005911 diet Nutrition 0.000 description 1
- 230000037213 diet Effects 0.000 description 1
- 235000015872 dietary supplement Nutrition 0.000 description 1
- 239000003651 drinking water Substances 0.000 description 1
- 235000020188 drinking water Nutrition 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 239000007850 fluorescent dye Substances 0.000 description 1
- 238000011010 flushing procedure Methods 0.000 description 1
- 239000002778 food additive Substances 0.000 description 1
- 235000013373 food additive Nutrition 0.000 description 1
- 230000008014 freezing Effects 0.000 description 1
- 238000007710 freezing Methods 0.000 description 1
- 239000013505 freshwater Substances 0.000 description 1
- 230000002496 gastric effect Effects 0.000 description 1
- 239000000499 gel Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 239000000383 hazardous chemical Substances 0.000 description 1
- 235000013402 health food Nutrition 0.000 description 1
- 231100000234 hepatic damage Toxicity 0.000 description 1
- 231100000334 hepatotoxic Toxicity 0.000 description 1
- 230000003082 hepatotoxic effect Effects 0.000 description 1
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 1
- 238000011534 incubation Methods 0.000 description 1
- 230000005764 inhibitory process Effects 0.000 description 1
- 230000026045 iodination Effects 0.000 description 1
- 238000002372 labelling Methods 0.000 description 1
- 239000004816 latex Substances 0.000 description 1
- 229920000126 latex Polymers 0.000 description 1
- 230000000670 limiting effect Effects 0.000 description 1
- 230000008818 liver damage Effects 0.000 description 1
- 239000006249 magnetic particle Substances 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 244000005700 microbiome Species 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 230000009149 molecular binding Effects 0.000 description 1
- 238000012544 monitoring process Methods 0.000 description 1
- UPSFMJHZUCSEHU-JYGUBCOQSA-N n-[(2s,3r,4r,5s,6r)-2-[(2r,3s,4r,5r,6s)-5-acetamido-4-hydroxy-2-(hydroxymethyl)-6-(4-methyl-2-oxochromen-7-yl)oxyoxan-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide Chemical compound CC(=O)N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1O[C@H]1[C@H](O)[C@@H](NC(C)=O)[C@H](OC=2C=C3OC(=O)C=C(C)C3=CC=2)O[C@@H]1CO UPSFMJHZUCSEHU-JYGUBCOQSA-N 0.000 description 1
- 230000008693 nausea Effects 0.000 description 1
- 230000010807 negative regulation of binding Effects 0.000 description 1
- 230000009871 nonspecific binding Effects 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical compound N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 238000003908 quality control method Methods 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 230000002829 reductive effect Effects 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 238000002821 scintillation proximity assay Methods 0.000 description 1
- 235000014102 seafood Nutrition 0.000 description 1
- -1 sheets Substances 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 230000000391 smoking effect Effects 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- HRZFUMHJMZEROT-UHFFFAOYSA-L sodium disulfite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])(=O)=O HRZFUMHJMZEROT-UHFFFAOYSA-L 0.000 description 1
- 229940001584 sodium metabisulfite Drugs 0.000 description 1
- 235000010262 sodium metabisulphite Nutrition 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 238000004611 spectroscopical analysis Methods 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 230000004083 survival effect Effects 0.000 description 1
- WROMPOXWARCANT-UHFFFAOYSA-N tfa trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F.OC(=O)C(F)(F)F WROMPOXWARCANT-UHFFFAOYSA-N 0.000 description 1
- ANRHNWWPFJCPAZ-UHFFFAOYSA-M thionine Chemical compound [Cl-].C1=CC(N)=CC2=[S+]C3=CC(N)=CC=C3N=C21 ANRHNWWPFJCPAZ-UHFFFAOYSA-M 0.000 description 1
- 125000002221 trityl group Chemical group [H]C1=C([H])C([H])=C([H])C([H])=C1C([*])(C1=C(C(=C(C(=C1[H])[H])[H])[H])[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
- 230000008673 vomiting Effects 0.000 description 1
- 239000003643 water by type Substances 0.000 description 1
Classifications
-
- 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
- G01N33/53—Immunoassay; Biospecific binding assay; Materials therefor
-
- 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
- C12Q1/34—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions involving hydrolase
- C12Q1/42—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions involving hydrolase involving phosphatase
-
- 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
- G01N33/53—Immunoassay; Biospecific binding assay; Materials therefor
- G01N33/5308—Immunoassay; Biospecific binding assay; Materials therefor for analytes not provided for elsewhere, e.g. nucleic acids, uric acid, worms, mites
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical & Material Sciences (AREA)
- Immunology (AREA)
- Molecular Biology (AREA)
- Biomedical Technology (AREA)
- Hematology (AREA)
- Urology & Nephrology (AREA)
- Biochemistry (AREA)
- Organic Chemistry (AREA)
- Microbiology (AREA)
- General Health & Medical Sciences (AREA)
- Biotechnology (AREA)
- Physics & Mathematics (AREA)
- Analytical Chemistry (AREA)
- Zoology (AREA)
- Food Science & Technology (AREA)
- General Physics & Mathematics (AREA)
- Pathology (AREA)
- Medicinal Chemistry (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Cell Biology (AREA)
- Wood Science & Technology (AREA)
- Biophysics (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Engineering & Computer Science (AREA)
- Genetics & Genomics (AREA)
- Tropical Medicine & Parasitology (AREA)
- Measuring Or Testing Involving Enzymes Or Micro-Organisms (AREA)
- Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
- Devices For Conveying Motion By Means Of Endless Flexible Members (AREA)
- Mechanical Treatment Of Semiconductor (AREA)
- Measuring And Recording Apparatus For Diagnosis (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GBGB9824772.9A GB9824772D0 (en) | 1998-11-11 | 1998-11-11 | Assay |
Publications (1)
Publication Number | Publication Date |
---|---|
ZA200103796B true ZA200103796B (en) | 2001-11-22 |
Family
ID=10842302
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
ZA200103796A ZA200103796B (en) | 1998-11-11 | 2001-05-10 | Assay for phosphatase-targeting toxins. |
Country Status (23)
Country | Link |
---|---|
EP (1) | EP1129352B1 (no) |
JP (1) | JP4460779B2 (no) |
KR (1) | KR100674517B1 (no) |
CN (1) | CN1249435C (no) |
AT (1) | ATE288588T1 (no) |
AU (1) | AU769203B2 (no) |
BR (1) | BR9915299A (no) |
CA (1) | CA2349942A1 (no) |
CZ (1) | CZ20011673A3 (no) |
DE (1) | DE69923581T2 (no) |
DK (1) | DK1129352T3 (no) |
EA (1) | EA002710B1 (no) |
ES (1) | ES2237953T3 (no) |
GB (1) | GB9824772D0 (no) |
HK (1) | HK1040546B (no) |
HU (1) | HUP0104194A2 (no) |
ID (1) | ID30236A (no) |
IL (2) | IL143047A0 (no) |
NO (1) | NO328021B1 (no) |
NZ (1) | NZ511757A (no) |
PL (1) | PL198749B1 (no) |
WO (1) | WO2000028325A1 (no) |
ZA (1) | ZA200103796B (no) |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
KR100381718B1 (ko) * | 2000-06-26 | 2003-04-26 | 한국생명공학연구원 | 프로테인 포스파테이스를 이용한 마이크로시스틴의비색정량법 |
JP2003079365A (ja) * | 2001-09-07 | 2003-03-18 | Kanegafuchi Chem Ind Co Ltd | 環境有害化学物質の高感度検出法 |
CN109735434B (zh) * | 2016-09-14 | 2022-09-23 | 四川蓝光英诺生物科技股份有限公司 | 人工组织前体及制备其的方法 |
Family Cites Families (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CA1302920C (en) * | 1987-10-09 | 1992-06-09 | Taizo Uda | Monoclonal antibody to okadaic acids, process for producing the monoclonal antibody, assay reagent for assaying okadaic acids using the monoclonal antibody, and assay method |
US5180665A (en) * | 1990-11-21 | 1993-01-19 | Her Majesty The Queen In Right Of Canada, As Represented By The National Research Council Of Canada | Method for quantitatively assaying the presence of diarrhetic shellfish poisoning toxins in marine samples |
US5525476A (en) * | 1991-08-09 | 1996-06-11 | Iatron Laboratories, Inc. | Immunoassay, monoclonal antibody, and hybridoma |
US5525525A (en) * | 1994-05-11 | 1996-06-11 | Asian Pacific Research Foundation | Immuno-latex chromatographic procedure for detection of ciguatoxin, and related polyether marine toxins |
-
1998
- 1998-11-11 GB GBGB9824772.9A patent/GB9824772D0/en not_active Ceased
-
1999
- 1999-11-11 IL IL14304799A patent/IL143047A0/xx active IP Right Grant
- 1999-11-11 EP EP99954218A patent/EP1129352B1/en not_active Expired - Lifetime
- 1999-11-11 CZ CZ20011673A patent/CZ20011673A3/cs unknown
- 1999-11-11 JP JP2000581452A patent/JP4460779B2/ja not_active Expired - Fee Related
- 1999-11-11 NZ NZ511757A patent/NZ511757A/en not_active IP Right Cessation
- 1999-11-11 KR KR1020017005894A patent/KR100674517B1/ko not_active IP Right Cessation
- 1999-11-11 AU AU10635/00A patent/AU769203B2/en not_active Ceased
- 1999-11-11 ES ES99954218T patent/ES2237953T3/es not_active Expired - Lifetime
- 1999-11-11 ID IDW00200101252A patent/ID30236A/id unknown
- 1999-11-11 PL PL347632A patent/PL198749B1/pl unknown
- 1999-11-11 BR BR9915299-1A patent/BR9915299A/pt not_active IP Right Cessation
- 1999-11-11 EA EA200100452A patent/EA002710B1/ru not_active IP Right Cessation
- 1999-11-11 DE DE69923581T patent/DE69923581T2/de not_active Expired - Lifetime
- 1999-11-11 AT AT99954218T patent/ATE288588T1/de not_active IP Right Cessation
- 1999-11-11 DK DK99954218T patent/DK1129352T3/da active
- 1999-11-11 WO PCT/GB1999/003756 patent/WO2000028325A1/en not_active Application Discontinuation
- 1999-11-11 HU HU0104194A patent/HUP0104194A2/hu unknown
- 1999-11-11 CN CNB998145688A patent/CN1249435C/zh not_active Expired - Fee Related
- 1999-11-11 CA CA002349942A patent/CA2349942A1/en not_active Abandoned
-
2001
- 2001-05-08 IL IL143047A patent/IL143047A/en not_active IP Right Cessation
- 2001-05-10 ZA ZA200103796A patent/ZA200103796B/en unknown
- 2001-05-10 NO NO20012304A patent/NO328021B1/no not_active IP Right Cessation
-
2002
- 2002-02-23 HK HK02101402.8A patent/HK1040546B/zh not_active IP Right Cessation
Also Published As
Publication number | Publication date |
---|---|
ATE288588T1 (de) | 2005-02-15 |
EA200100452A1 (ru) | 2002-02-28 |
NO328021B1 (no) | 2009-11-09 |
AU769203B2 (en) | 2004-01-22 |
HK1040546B (zh) | 2005-06-24 |
EA002710B1 (ru) | 2002-08-29 |
PL347632A1 (en) | 2002-04-22 |
EP1129352A1 (en) | 2001-09-05 |
PL198749B1 (pl) | 2008-07-31 |
KR20010092728A (ko) | 2001-10-26 |
KR100674517B1 (ko) | 2007-01-26 |
DE69923581T2 (de) | 2005-12-29 |
DE69923581D1 (de) | 2005-03-10 |
WO2000028325A1 (en) | 2000-05-18 |
CZ20011673A3 (cs) | 2001-11-14 |
IL143047A (en) | 2007-07-04 |
AU1063500A (en) | 2000-05-29 |
CN1249435C (zh) | 2006-04-05 |
IL143047A0 (en) | 2002-04-21 |
JP4460779B2 (ja) | 2010-05-12 |
HK1040546A1 (en) | 2002-06-14 |
HUP0104194A2 (hu) | 2002-03-28 |
JP2002529738A (ja) | 2002-09-10 |
BR9915299A (pt) | 2001-08-07 |
NO20012304D0 (no) | 2001-05-10 |
NZ511757A (en) | 2003-10-31 |
ID30236A (id) | 2001-11-15 |
CN1338051A (zh) | 2002-02-27 |
ES2237953T3 (es) | 2005-08-01 |
EP1129352B1 (en) | 2005-02-02 |
GB9824772D0 (en) | 1999-01-06 |
NO20012304L (no) | 2001-06-28 |
CA2349942A1 (en) | 2000-05-18 |
DK1129352T3 (da) | 2005-06-06 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
JP3253300B2 (ja) | ダイオキシン類似化合物の間接的な免疫学的検定法 | |
EP2919011B1 (en) | Method and kit for measuring component to be assayed in specimen | |
Negri et al. | Comparative analyses by HPLC and the sodium channel and saxiphilin 3H-saxitoxin receptor assays for paralytic shellfish toxins in crustaceans and molluscs from tropical North West Australia | |
KR20090086231A (ko) | 측정 대상 성분의 면역 측정법 | |
JP2004524516A (ja) | 麻痺性貝毒のアッセイ | |
EP1129352B1 (en) | Assay for phosphatase-targeting toxins | |
Staknis et al. | Members of a family of proteins (the RD family) detected by a U1 70K monoclonal antibody are present in spliceosomal complexes | |
Danis et al. | Contrasting effects of coplanar versus non-coplanar PCB congeners on immunomodulation and CYP1A levels (determined using an adapted ELISA method) in the common sea star Asterias rubens L. | |
AU2007200433B2 (en) | Biomolecular toxicity assay | |
MXPA01004700A (en) | Assay for phosphatase-targeting toxins | |
Orellana et al. | Tracing the source and fate of biopolymers in seawater: application of an immunological technique | |
JPH04504757A (ja) | 環境の質用亜致死性バイオアッセイ | |
CN209764883U (zh) | 用于检测贝类中大田软海绵酸毒素的酶标板及elisa试剂盒 | |
EP1143010B1 (en) | Quantification of paralyzing toxins (psp) by fluorimetry in excitable cells | |
Zuki et al. | Development of an Enzyme-Linked Immunosorbent Assay (ELISA) for Domoic Acid Detection in Selected Shellfish Seafood Using α-Amino-3-Hydroxy-5-Methyl-4-Isoxazolepropionic Acid (AMPA) Receptor | |
CN103675286A (zh) | 一种林可霉素化学发光酶联免疫快速检测试剂盒 | |
US5250413A (en) | Sublethal bioassay for environmental quality | |
Palleschi et al. | Rapid detection of seafood toxins | |
Krahn et al. | 28 anti-hepatitis B core immunoglobulin Mdetermination in the serological evaluation of hepatitis B infection |