JP2019537434A5 - - Google Patents
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- Publication number
- JP2019537434A5 JP2019537434A5 JP2019519212A JP2019519212A JP2019537434A5 JP 2019537434 A5 JP2019537434 A5 JP 2019537434A5 JP 2019519212 A JP2019519212 A JP 2019519212A JP 2019519212 A JP2019519212 A JP 2019519212A JP 2019537434 A5 JP2019537434 A5 JP 2019537434A5
- Authority
- JP
- Japan
- Prior art keywords
- seq
- inhibitor
- atp
- sample
- luciferase
- 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.)
- Granted
Links
- 108060001084 Luciferase Proteins 0.000 claims description 39
- 239000005089 Luciferase Substances 0.000 claims description 38
- 239000003112 inhibitor Substances 0.000 claims description 32
- 238000006467 substitution reaction Methods 0.000 claims description 30
- CYCGRDQQIOGCKX-UHFFFAOYSA-N dehydroluciferin Chemical compound OC(=O)C1=CSC(C=2SC3=CC(O)=CC=C3N=2)=N1 CYCGRDQQIOGCKX-UHFFFAOYSA-N 0.000 claims description 24
- 238000000034 method Methods 0.000 claims description 24
- 239000000523 sample Substances 0.000 claims description 24
- 239000003153 chemical reaction reagent Substances 0.000 claims description 23
- 239000000203 mixture Substances 0.000 claims description 22
- 238000003556 assay Methods 0.000 claims description 13
- 238000004020 luminiscence type Methods 0.000 claims description 9
- 230000035772 mutation Effects 0.000 claims description 7
- 102000004190 Enzymes Human genes 0.000 claims description 6
- 108090000790 Enzymes Proteins 0.000 claims description 6
- 239000013592 cell lysate Substances 0.000 claims description 6
- 239000002532 enzyme inhibitor Substances 0.000 claims description 5
- 229940121819 ATPase inhibitor Drugs 0.000 claims description 4
- RGJOEKWQDUBAIZ-IBOSZNHHSA-N CoASH Chemical compound O[C@@H]1[C@H](OP(O)(O)=O)[C@@H](COP(O)(=O)OP(O)(=O)OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCS)O[C@H]1N1C2=NC=NC(N)=C2N=C1 RGJOEKWQDUBAIZ-IBOSZNHHSA-N 0.000 claims description 4
- 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 4
- 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 4
- 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 4
- 239000000362 adenosine triphosphatase inhibitor Substances 0.000 claims description 4
- 239000002518 antifoaming agent Substances 0.000 claims description 4
- 239000000872 buffer Substances 0.000 claims description 4
- 239000003093 cationic surfactant Substances 0.000 claims description 4
- 239000002738 chelating agent Substances 0.000 claims description 4
- 239000000356 contaminant Substances 0.000 claims description 4
- 230000000694 effects Effects 0.000 claims description 4
- 229910021645 metal ion Inorganic materials 0.000 claims description 4
- 150000003839 salts Chemical class 0.000 claims description 4
- 239000003381 stabilizer Substances 0.000 claims description 4
- 239000003774 sulfhydryl reagent Substances 0.000 claims description 4
- 239000004094 surface-active agent Substances 0.000 claims description 4
- 239000003795 chemical substances by application Substances 0.000 claims description 3
- RGJOEKWQDUBAIZ-UHFFFAOYSA-N coenzime A Natural products OC1C(OP(O)(O)=O)C(COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCS)OC1N1C2=NC=NC(N)=C2N=C1 RGJOEKWQDUBAIZ-UHFFFAOYSA-N 0.000 claims description 3
- 239000005516 coenzyme A Substances 0.000 claims description 3
- 229940093530 coenzyme a Drugs 0.000 claims description 3
- KDTSHFARGAKYJN-UHFFFAOYSA-N dephosphocoenzyme A Natural products OC1C(O)C(COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCS)OC1N1C2=NC=NC(N)=C2N=C1 KDTSHFARGAKYJN-UHFFFAOYSA-N 0.000 claims description 3
- 238000001514 detection method Methods 0.000 claims description 3
- 229940125532 enzyme inhibitor Drugs 0.000 claims description 3
- 238000011002 quantification Methods 0.000 claims description 3
- DHXTYZTWSYZBIJ-PJKMHFRUSA-N 1-[(2S,4S,5R)-2-amino-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methyl-2-sulfanylidenepyrimidin-4-one Chemical compound N[C@@]1(C[C@H](O)[C@@H](CO)O1)N1C(=S)NC(=O)C(C)=C1 DHXTYZTWSYZBIJ-PJKMHFRUSA-N 0.000 claims description 2
- NKOTXYPTXKUCDL-UHFFFAOYSA-N 4-(trifluoromethyl)pyrimidin-2-amine Chemical compound NC1=NC=CC(C(F)(F)F)=N1 NKOTXYPTXKUCDL-UHFFFAOYSA-N 0.000 claims description 2
- LZZYPRNAOMGNLH-UHFFFAOYSA-M Cetrimonium bromide Chemical compound [Br-].CCCCCCCCCCCCCCCC[N+](C)(C)C LZZYPRNAOMGNLH-UHFFFAOYSA-M 0.000 claims description 2
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 claims description 2
- 229960000686 benzalkonium chloride Drugs 0.000 claims description 2
- CADWTSSKOVRVJC-UHFFFAOYSA-N benzyl(dimethyl)azanium;chloride Chemical compound [Cl-].C[NH+](C)CC1=CC=CC=C1 CADWTSSKOVRVJC-UHFFFAOYSA-N 0.000 claims description 2
- RLGQACBPNDBWTB-UHFFFAOYSA-N cetyltrimethylammonium ion Chemical compound CCCCCCCCCCCCCCCC[N+](C)(C)C RLGQACBPNDBWTB-UHFFFAOYSA-N 0.000 claims description 2
- 239000013068 control sample Substances 0.000 claims description 2
- 239000007857 degradation product Substances 0.000 claims description 2
- 229940042399 direct acting antivirals protease inhibitors Drugs 0.000 claims description 2
- LIYGYAHYXQDGEP-UHFFFAOYSA-N firefly oxyluciferin Natural products Oc1csc(n1)-c1nc2ccc(O)cc2s1 LIYGYAHYXQDGEP-UHFFFAOYSA-N 0.000 claims description 2
- 230000005764 inhibitory process Effects 0.000 claims description 2
- 239000007788 liquid Substances 0.000 claims description 2
- 229910052749 magnesium Inorganic materials 0.000 claims description 2
- 239000011777 magnesium Substances 0.000 claims description 2
- JJVOROULKOMTKG-UHFFFAOYSA-N oxidized Photinus luciferin Chemical compound S1C2=CC(O)=CC=C2N=C1C1=NC(=O)CS1 JJVOROULKOMTKG-UHFFFAOYSA-N 0.000 claims description 2
- 239000000137 peptide hydrolase inhibitor Substances 0.000 claims description 2
- 238000012207 quantitative assay Methods 0.000 claims description 2
- 239000000758 substrate Substances 0.000 claims description 2
- PBLNBZIONSLZBU-UHFFFAOYSA-N 1-bromododecane Chemical compound CCCCCCCCCCCCBr PBLNBZIONSLZBU-UHFFFAOYSA-N 0.000 claims 1
- 230000001461 cytolytic effect Effects 0.000 claims 1
- PLMFYJJFUUUCRZ-UHFFFAOYSA-M decyltrimethylammonium bromide Chemical compound [Br-].CCCCCCCCCC[N+](C)(C)C PLMFYJJFUUUCRZ-UHFFFAOYSA-M 0.000 claims 1
- 239000000284 extract Substances 0.000 claims 1
- 230000001568 sexual effect Effects 0.000 claims 1
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 claims 1
- XJWSAJYUBXQQDR-UHFFFAOYSA-M dodecyltrimethylammonium bromide Chemical group [Br-].CCCCCCCCCCCC[N+](C)(C)C XJWSAJYUBXQQDR-UHFFFAOYSA-M 0.000 description 2
- 230000002934 lysing effect Effects 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 1
- 230000002860 competitive effect Effects 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- 238000012417 linear regression Methods 0.000 description 1
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2022162232A JP7615100B2 (ja) | 2016-10-13 | 2022-10-07 | ルシフェリン分解産物による阻害に対して改善された耐性を持つ熱安定性ルシフェラーゼ |
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201662407815P | 2016-10-13 | 2016-10-13 | |
| US62/407,815 | 2016-10-13 | ||
| PCT/US2017/056571 WO2018071807A2 (en) | 2016-10-13 | 2017-10-13 | Thermal stable luciferase with improved resistance to inhibition by luciferin break-down products |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2022162232A Division JP7615100B2 (ja) | 2016-10-13 | 2022-10-07 | ルシフェリン分解産物による阻害に対して改善された耐性を持つ熱安定性ルシフェラーゼ |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2019537434A JP2019537434A (ja) | 2019-12-26 |
| JP2019537434A5 true JP2019537434A5 (cg-RX-API-DMAC7.html) | 2020-11-26 |
| JP7175881B2 JP7175881B2 (ja) | 2022-11-21 |
Family
ID=61905997
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2019519212A Active JP7175881B2 (ja) | 2016-10-13 | 2017-10-13 | ルシフェリン分解産物による阻害に対して改善された耐性を持つ熱安定性ルシフェラーゼ |
| JP2022162232A Active JP7615100B2 (ja) | 2016-10-13 | 2022-10-07 | ルシフェリン分解産物による阻害に対して改善された耐性を持つ熱安定性ルシフェラーゼ |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2022162232A Active JP7615100B2 (ja) | 2016-10-13 | 2022-10-07 | ルシフェリン分解産物による阻害に対して改善された耐性を持つ熱安定性ルシフェラーゼ |
Country Status (4)
| Country | Link |
|---|---|
| US (1) | US11261478B2 (cg-RX-API-DMAC7.html) |
| EP (1) | EP3526343B1 (cg-RX-API-DMAC7.html) |
| JP (2) | JP7175881B2 (cg-RX-API-DMAC7.html) |
| WO (1) | WO2018071807A2 (cg-RX-API-DMAC7.html) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP3802853A1 (en) | 2018-06-05 | 2021-04-14 | Promega Corporation | Luciferase enzymes for use with thermostable luciferins in bioluminescent assays |
| US11596895B2 (en) | 2020-07-17 | 2023-03-07 | Air Products And Chemicals, Inc. | Radial adsorber, adsorption system, and adsorption methods |
| EP4656723A1 (en) | 2023-01-27 | 2025-12-03 | Kikkoman Corporation | Luciferase variant |
| CN117925547B (zh) * | 2023-08-01 | 2024-10-11 | 上海碧云天生物技术股份有限公司 | 经改造的萤火虫萤光素酶、其制备方法及应用 |
Family Cites Families (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ES2301160T3 (es) | 1994-01-03 | 2008-06-16 | Promega Corporation | Luciferasas mutantes. |
| GB9707486D0 (en) * | 1997-04-11 | 1997-05-28 | Secr Defence | Enzyme assays |
| US6602677B1 (en) | 1997-09-19 | 2003-08-05 | Promega Corporation | Thermostable luciferases and methods of production |
| JP3749628B2 (ja) | 1997-12-26 | 2006-03-01 | キッコーマン株式会社 | ルシフェラーゼおよびそれを用いる細胞内ａｔｐの測定法 |
| GB9823468D0 (en) * | 1998-10-28 | 1998-12-23 | Secr Defence | Novel enzyme |
| US7192729B2 (en) * | 1999-07-06 | 2007-03-20 | General Atomics | Methods for assaying homocysteine |
| US7083911B2 (en) * | 2001-02-16 | 2006-08-01 | Promega Corporation | Method for detection of ATP |
| WO2005035719A2 (en) | 2003-10-03 | 2005-04-21 | Board Of Control Of Michigan Technological University | Modified luciferase |
| DE102006054562A1 (de) | 2006-11-20 | 2008-05-21 | Bayer Healthcare Ag | Verfahren zum Nachweis von Pyrophosphat mit Biolumineszenz Detektion |
| JP5188771B2 (ja) * | 2007-09-26 | 2013-04-24 | 株式会社日立製作所 | 変異型ホタルルシフェラーゼ |
| JPWO2009066673A1 (ja) | 2007-11-20 | 2011-04-07 | キッコーマン株式会社 | 核酸分析用組成物 |
| WO2009140662A1 (en) * | 2008-05-15 | 2009-11-19 | Illumina, Inc. | Engineered luciferases |
| EP2990479B1 (en) * | 2010-05-11 | 2019-03-27 | Promega Corporation | Mutant protease biosensors with enhanced detection characteristics |
| WO2012109470A2 (en) * | 2011-02-09 | 2012-08-16 | University Of Massachusetts | Mutant luciferases |
| CA2931862C (en) * | 2013-11-08 | 2024-01-23 | Carlos Filipe | Method of stabilizing molecules without refrigeration using water soluble polymers and applications thereof in performing chemical reactions |
-
2017
- 2017-10-13 WO PCT/US2017/056571 patent/WO2018071807A2/en not_active Ceased
- 2017-10-13 US US16/335,638 patent/US11261478B2/en active Active
- 2017-10-13 JP JP2019519212A patent/JP7175881B2/ja active Active
- 2017-10-13 EP EP17860669.5A patent/EP3526343B1/en active Active
-
2022
- 2022-10-07 JP JP2022162232A patent/JP7615100B2/ja active Active
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