JP2016524140A5 - - Google Patents
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- Publication number
- JP2016524140A5 JP2016524140A5 JP2016514048A JP2016514048A JP2016524140A5 JP 2016524140 A5 JP2016524140 A5 JP 2016524140A5 JP 2016514048 A JP2016514048 A JP 2016514048A JP 2016514048 A JP2016514048 A JP 2016514048A JP 2016524140 A5 JP2016524140 A5 JP 2016524140A5
- Authority
- JP
- Japan
- Prior art keywords
- motomeko
- der
- group
- surfactant
- cetyltrimethylammonium chloride
- 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
- 238000000034 method Methods 0.000 claims 23
- WOWHHFRSBJGXCM-UHFFFAOYSA-M cetyltrimethylammonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCC[N+](C)(C)C WOWHHFRSBJGXCM-UHFFFAOYSA-M 0.000 claims 12
- 125000003710 aryl alkyl group Chemical group 0.000 claims 10
- 239000004094 surface-active agent Substances 0.000 claims 10
- 125000000304 alkynyl group Chemical group 0.000 claims 8
- 125000005842 heteroatom Chemical group 0.000 claims 8
- 125000000217 alkyl group Chemical group 0.000 claims 6
- 125000000753 cycloalkyl group Chemical group 0.000 claims 6
- 230000001965 increasing effect Effects 0.000 claims 5
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims 4
- 125000003342 alkenyl group Chemical group 0.000 claims 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 claims 4
- 238000004020 luminiscence type Methods 0.000 claims 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims 3
- 239000002253 acid Substances 0.000 claims 3
- BDQRMEBGHYKVLA-UHFFFAOYSA-N acridine-1-sulfonamide Chemical compound C1=CC=C2C=C3C(S(=O)(=O)N)=CC=CC3=NC2=C1 BDQRMEBGHYKVLA-UHFFFAOYSA-N 0.000 claims 3
- 150000002148 esters Chemical class 0.000 claims 3
- 125000000008 (C1-C10) alkyl group Chemical group 0.000 claims 2
- 125000003837 (C1-C20) alkyl group Chemical group 0.000 claims 2
- 125000006649 (C2-C20) alkynyl group Chemical group 0.000 claims 2
- 125000006376 (C3-C10) cycloalkyl group Chemical group 0.000 claims 2
- 125000006651 (C3-C20) cycloalkyl group Chemical group 0.000 claims 2
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 claims 2
- 125000006374 C2-C10 alkenyl group Chemical group 0.000 claims 2
- 125000003358 C2-C20 alkenyl group Chemical group 0.000 claims 2
- 125000000739 C2-C30 alkenyl group Chemical group 0.000 claims 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 2
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical group [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims 2
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims 2
- 125000000129 anionic group Chemical group 0.000 claims 2
- 229940006460 bromide ion Drugs 0.000 claims 2
- 239000003093 cationic surfactant Substances 0.000 claims 2
- 229910052739 hydrogen Inorganic materials 0.000 claims 2
- 239000001257 hydrogen Substances 0.000 claims 2
- 230000007062 hydrolysis Effects 0.000 claims 2
- 238000006460 hydrolysis reaction Methods 0.000 claims 2
- XMBWDFGMSWQBCA-UHFFFAOYSA-M iodide Chemical compound [I-] XMBWDFGMSWQBCA-UHFFFAOYSA-M 0.000 claims 2
- 229940006461 iodide ion Drugs 0.000 claims 2
- 229910052757 nitrogen Inorganic materials 0.000 claims 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 2
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims 2
- 229910052698 phosphorus Chemical group 0.000 claims 2
- 239000011574 phosphorus Chemical group 0.000 claims 2
- -1 sulfonate ion Chemical class 0.000 claims 2
- RPAJSBKBKSSMLJ-DFWYDOINSA-N (2s)-2-aminopentanedioic acid;hydrochloride Chemical class Cl.OC(=O)[C@@H](N)CCC(O)=O RPAJSBKBKSSMLJ-DFWYDOINSA-N 0.000 claims 1
- CLWAXFZCVYJLLM-UHFFFAOYSA-N 1-chlorohexadecane Chemical compound CCCCCCCCCCCCCCCCCl CLWAXFZCVYJLLM-UHFFFAOYSA-N 0.000 claims 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims 1
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 claims 1
- 239000012445 acidic reagent Substances 0.000 claims 1
- 239000003153 chemical reaction reagent Substances 0.000 claims 1
- 229940125904 compound 1 Drugs 0.000 claims 1
- 229940125782 compound 2 Drugs 0.000 claims 1
- 230000002708 enhancing effect Effects 0.000 claims 1
- 238000003018 immunoassay Methods 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 229910017604 nitric acid Inorganic materials 0.000 claims 1
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201361823162P | 2013-05-14 | 2013-05-14 | |
| US61/823,162 | 2013-05-14 | ||
| PCT/US2014/037914 WO2014186406A2 (en) | 2013-05-14 | 2014-05-13 | Degradable cationic surfactants and use thereof in enhancing chemiluminescence |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2016524140A JP2016524140A (ja) | 2016-08-12 |
| JP2016524140A5 true JP2016524140A5 (https=) | 2017-06-29 |
| JP6494599B2 JP6494599B2 (ja) | 2019-04-03 |
Family
ID=51898994
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2016514048A Active JP6494599B2 (ja) | 2013-05-14 | 2014-05-13 | 分解可能なカチオン界面活性剤および化学発光を増強するためのその利用 |
Country Status (6)
| Country | Link |
|---|---|
| US (2) | US10073039B2 (https=) |
| EP (1) | EP2997355B1 (https=) |
| JP (1) | JP6494599B2 (https=) |
| CN (1) | CN105264377B (https=) |
| ES (1) | ES2769887T3 (https=) |
| WO (1) | WO2014186406A2 (https=) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ES2769887T3 (es) | 2013-05-14 | 2020-06-29 | Siemens Healthcare Diagnostics Inc | Tensioactivos catiónicos degradables y su uso para la mejora de la quimioluminiscencia |
| DE112022003796T5 (de) * | 2021-07-29 | 2024-06-20 | Euroimmun Medizinische Labordiagnostika Ag | Verfahren und Reagenzien zur Erhöhung des chemilumineszenten Signals |
| CN116559150A (zh) * | 2023-04-03 | 2023-08-08 | 深圳市天大生物医疗器械有限公司 | 一种发光底物增强剂及其制备方法与试剂盒 |
| US20250101296A1 (en) * | 2023-09-22 | 2025-03-27 | Ji Hoon Lee | Reagent for acridinium ester chemiluminescence including graphene oxide, reagent system including the same, and method of detecting target antigen using the same |
Family Cites Families (24)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4228042A (en) * | 1978-06-26 | 1980-10-14 | The Procter & Gamble Company | Biodegradable cationic surface-active agents containing ester or amide and polyalkoxy group |
| US4927769A (en) | 1987-07-08 | 1990-05-22 | Ciba Corning Diagnostics Corp. | Method for enhancement of chemiluminescence |
| US5656426A (en) | 1988-08-01 | 1997-08-12 | Chiron Diagnostics Corporation | Functionaized hydrophilic acridinium esters |
| JP3708140B2 (ja) | 1994-04-11 | 2005-10-19 | 協和メデックス株式会社 | アクリジニウム誘導体で標識された抗原または抗体の安定化法 |
| EP0774121A1 (en) * | 1994-07-15 | 1997-05-21 | Abbott Laboratories | Chemiluminescent signal enhancement |
| JPH08313443A (ja) | 1995-05-19 | 1996-11-29 | Kdk Corp | 改良型化学発光測定方法 |
| JPH1081900A (ja) | 1996-07-15 | 1998-03-31 | Lion Corp | 液体洗浄剤組成物 |
| JP2001097840A (ja) | 1999-09-30 | 2001-04-10 | Kao Corp | 皮膚化粧料 |
| JP4672849B2 (ja) | 2000-10-17 | 2011-04-20 | 株式会社Adeka | カーボネート結合を有する界面活性剤の製造方法 |
| US6664043B2 (en) | 2001-07-03 | 2003-12-16 | Bayer Corporation | Acridinium ester labels having hydrophilic modifiers |
| CN1301961C (zh) | 2001-09-28 | 2007-02-28 | Lg生活健康株式会社 | 阳离子表面活性剂的制备方法及使用该表面活性剂的织物柔软剂组合物 |
| US6924154B2 (en) | 2002-08-20 | 2005-08-02 | Quest Diagnostics Investments Incorporated | Hydrophilic chemilumescent acridinium labeling reagents |
| US7319041B2 (en) | 2002-09-27 | 2008-01-15 | Siemens Medical Solutions Diagnostic | Applications of acridinium compounds and derivatives in homogeneous assays |
| US7781588B1 (en) | 2004-12-30 | 2010-08-24 | E.I. Du Pont De Nemours And Company | Acridan monomers and polymers |
| US7521399B2 (en) | 2005-01-25 | 2009-04-21 | Halliburton Energy Services, Inc. | Drilling fluids containing biodegradable organophilic clay |
| ES2392900T3 (es) | 2006-10-13 | 2012-12-14 | Siemens Healthcare Diagnostics Inc. | Ésteres de acridinio estables con emisión de luz rápida |
| CN101226200A (zh) * | 2007-01-19 | 2008-07-23 | 天津天美生物技术有限公司 | 吖啶酯和碱性磷酸酶化学发光免疫分析检测心肌钙蛋白t超敏感方法 |
| US7906293B2 (en) | 2007-04-09 | 2011-03-15 | Abbott Laboratories | Acridinium phenyl esters useful in the analysis of biological |
| US8293908B2 (en) | 2007-11-20 | 2012-10-23 | Siemens Healthcare Diagnostics Inc. | Facile N-alkylation of acridine compounds in ionic liquids |
| US8778624B2 (en) | 2009-11-16 | 2014-07-15 | Siemens Healthcare Diagnostics Inc. | Zwitterion-containing acridinium compounds |
| CN102311731B (zh) * | 2010-06-30 | 2016-08-03 | 深圳迈瑞生物医疗电子股份有限公司 | 增强化学发光的试剂、方法和化学发光液 |
| US20130168620A1 (en) * | 2011-12-30 | 2013-07-04 | Maggilume, LLC | Chemiluminescent system |
| ES2618042T3 (es) * | 2012-07-10 | 2017-06-20 | Siemens Healthcare Diagnostics Inc. | Síntesis de compuestos de acridinio mediante n-alquilación de acridanos |
| ES2769887T3 (es) | 2013-05-14 | 2020-06-29 | Siemens Healthcare Diagnostics Inc | Tensioactivos catiónicos degradables y su uso para la mejora de la quimioluminiscencia |
-
2014
- 2014-05-13 ES ES14798016T patent/ES2769887T3/es active Active
- 2014-05-13 US US14/891,262 patent/US10073039B2/en active Active
- 2014-05-13 EP EP14798016.3A patent/EP2997355B1/en active Active
- 2014-05-13 WO PCT/US2014/037914 patent/WO2014186406A2/en not_active Ceased
- 2014-05-13 JP JP2016514048A patent/JP6494599B2/ja active Active
- 2014-05-13 CN CN201480027784.5A patent/CN105264377B/zh active Active
-
2018
- 2018-09-07 US US16/125,656 patent/US10859504B2/en active Active
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