JP2002542794A - 標識担持標的を検出するための単層および電極ならびにその使用方法 - Google Patents
標識担持標的を検出するための単層および電極ならびにその使用方法Info
- Publication number
- JP2002542794A JP2002542794A JP2000614433A JP2000614433A JP2002542794A JP 2002542794 A JP2002542794 A JP 2002542794A JP 2000614433 A JP2000614433 A JP 2000614433A JP 2000614433 A JP2000614433 A JP 2000614433A JP 2002542794 A JP2002542794 A JP 2002542794A
- Authority
- JP
- Japan
- Prior art keywords
- group
- phosphonate
- monolayer
- self
- target
- 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.)
- Withdrawn
Links
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- 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
- C12Q1/68—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions involving nucleic acids
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- 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
- C12Q1/68—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions involving nucleic acids
- C12Q1/6813—Hybridisation assays
- C12Q1/6816—Hybridisation assays characterised by the detection means
- C12Q1/6825—Nucleic acid detection involving sensors
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- B82Y—SPECIFIC USES OR APPLICATIONS OF NANOSTRUCTURES; MEASUREMENT OR ANALYSIS OF NANOSTRUCTURES; MANUFACTURE OR TREATMENT OF NANOSTRUCTURES
- B82Y15/00—Nanotechnology for interacting, sensing or actuating, e.g. quantum dots as markers in protein assays or molecular motors
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B82—NANOTECHNOLOGY
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- B82Y30/00—Nanotechnology for materials or surface science, e.g. nanocomposites
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- Investigating Or Analyzing Materials By The Use Of Electric Means (AREA)
- Force Measurement Appropriate To Specific Purposes (AREA)
- Peptides Or Proteins (AREA)
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| PCT/US2000/002976 WO2000065099A1 (en) | 1999-04-22 | 2000-02-04 | Monolayer and electrode for detecting a label-bearing target and method of use thereof |
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| US8048377B1 (en) | 2004-03-08 | 2011-11-01 | Hewlett-Packard Development Company, L.P. | Immobilizing chemical or biological sensing molecules on semi-conducting nanowires |
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| US6207369B1 (en) * | 1995-03-10 | 2001-03-27 | Meso Scale Technologies, Llc | Multi-array, multi-specific electrochemiluminescence testing |
| US6346387B1 (en) | 1995-06-27 | 2002-02-12 | Xanthon, Inc. | Detection of binding reactions using labels detected by mediated catalytic electrochemistry |
| US7815963B2 (en) * | 1996-10-17 | 2010-10-19 | The Trustees Of Princeton University | Enhanced bonding layers on titanium materials |
| US6013459A (en) | 1997-06-12 | 2000-01-11 | Clinical Micro Sensors, Inc. | Detection of analytes using reorganization energy |
| US6833267B1 (en) * | 1998-12-30 | 2004-12-21 | Clinical Micro Sensors, Inc. | Tissue collection devices containing biosensors |
| US20020177135A1 (en) * | 1999-07-27 | 2002-11-28 | Doung Hau H. | Devices and methods for biochip multiplexing |
| US7348183B2 (en) * | 2000-10-16 | 2008-03-25 | Board Of Trustees Of The University Of Arkansas | Self-contained microelectrochemical bioassay platforms and methods |
| US20020155476A1 (en) * | 2000-10-20 | 2002-10-24 | Nader Pourmand | Transient electrical signal based methods and devices for characterizing molecular interaction and/or motion in a sample |
| US6632536B2 (en) * | 2000-12-28 | 2003-10-14 | International Business Machines Corporation | Self-assembled monolayer etch barrier for indium-tin-oxide useful in manufacturing thin film transistor-liquid crystal displays |
| DE10126798A1 (de) * | 2001-06-01 | 2002-12-19 | Nanotype Gmbh | Verfahren zur Bestimmung einer Probe |
| US20020182606A1 (en) * | 2001-06-04 | 2002-12-05 | Xanthon, Inc. | Detection of single nucleotide polymorphisms |
| US6824974B2 (en) * | 2001-06-11 | 2004-11-30 | Genorx, Inc. | Electronic detection of biological molecules using thin layers |
| JP2005509846A (ja) * | 2001-06-11 | 2005-04-14 | ジェノークス,インコーポレーテッド | 薄層を用いた生体分子の電子的検出 |
| DK2461156T3 (da) * | 2001-06-29 | 2020-08-03 | Meso Scale Technologies Llc | Indretning til luminescenstestmålinger |
| AU2002365115A1 (en) * | 2001-07-20 | 2003-09-02 | North Carolina State University | Light addressable electrochemical detection of duplex structures |
| JP4262426B2 (ja) * | 2001-09-03 | 2009-05-13 | 富士フイルム株式会社 | 核酸断片固定電極及びその利用 |
| EP1425583A1 (en) * | 2001-09-12 | 2004-06-09 | Eidgenössische Technische Hochschule Zürich | Device with chemical surface patterns |
| EP1583842A4 (en) * | 2001-09-24 | 2007-07-04 | Univ North Carolina | PROCESS FOR ELECTROCHEMICAL DETECTION OF MULTIPLE TARGET LINKS |
| AU2004201425B2 (en) * | 2001-09-24 | 2007-06-28 | University Of North Carolina At Chapel Hill | Methods for the electrochemical detection of multiple target compounds |
| US7202028B2 (en) * | 2001-09-24 | 2007-04-10 | The University Of North Carolina At Chapel Hill | Methods for the electrochemical detection of multiple target compounds |
| AU2003216180A1 (en) * | 2002-02-06 | 2003-09-02 | Ge Healthcare Bio-Sciences Ab | Compositions and methods for rolling circle amplification |
| GB0205455D0 (en) | 2002-03-07 | 2002-04-24 | Molecular Sensing Plc | Nucleic acid probes, their synthesis and use |
| GB0211449D0 (en) * | 2002-05-17 | 2002-06-26 | Oxford Biosensors Ltd | Analyte measurement |
| WO2004057027A1 (fr) * | 2002-12-11 | 2004-07-08 | Centre National De La Recherche Scientifique | Procede de detection electronique d'au moins une interaction specifique entre des molecules sondes et des biomolecules cibles. |
| US20040180369A1 (en) * | 2003-01-16 | 2004-09-16 | North Carolina State University | Photothermal detection of nucleic acid hybridization |
| US7138121B2 (en) * | 2003-01-23 | 2006-11-21 | Spangler Brenda D | Biosensors utilizing dendrimer-immobilized ligands and there use thereof |
| KR100547015B1 (ko) * | 2003-05-23 | 2006-01-26 | 주식회사 올메디쿠스 | 일정한 크기 이상의 분석물질을 정량 분석하기 위한바이오센서 및 그 제조방법 |
| WO2005042783A1 (en) * | 2003-10-30 | 2005-05-12 | North Carolina State University | Temperature-jump enhanced electrochemical detection of nucleic acid hybridization |
| WO2005042785A1 (en) * | 2003-10-30 | 2005-05-12 | North Carolina State University | Electrochemical detection of nucleic acid hybridization |
| US7981362B2 (en) | 2003-11-04 | 2011-07-19 | Meso Scale Technologies, Llc | Modular assay plates, reader systems and methods for test measurements |
| US7462452B2 (en) | 2004-04-30 | 2008-12-09 | Pacific Biosciences Of California, Inc. | Field-switch sequencing |
| US20060094024A1 (en) * | 2004-11-01 | 2006-05-04 | Pirrung Michael C | Electrochemical arrays |
| US20090203547A1 (en) * | 2005-02-18 | 2009-08-13 | Albert Banes | Gene and Cognate Protein Profiles and Methods to Determine Connective Tissue Markers in Normal and Pathologic Conditions |
| US20070235346A1 (en) * | 2006-04-11 | 2007-10-11 | Popovich Natasha D | System and methods for providing corrected analyte concentration measurements |
| US7909983B2 (en) * | 2006-05-04 | 2011-03-22 | Nipro Diagnostics, Inc. | System and methods for automatically recognizing a control solution |
| WO2008022538A1 (en) * | 2006-08-11 | 2008-02-28 | The Hong Kong University Of Science And Technology | Method and system for real time quantification and monitoring of nucleic acid amplification using electroconductive or electrochemically active labels |
| US20080131709A1 (en) * | 2006-09-28 | 2008-06-05 | Aculon Inc. | Composite structure with organophosphonate adherent layer and method of preparing |
| US9688718B2 (en) | 2008-01-11 | 2017-06-27 | Lawrence Livermore National Security, Llc | Nanolipoprotein particles comprising hydrogenases and related products, methods and systems |
| US20090203549A1 (en) * | 2008-02-07 | 2009-08-13 | Hoeprich Jr Paul D | Functionalized platform for arrays configured for optical detection of targets and related arrays, methods and systems |
| US9303273B2 (en) | 2008-05-09 | 2016-04-05 | Lawrence Livermore National Security, Llc | Nanolipoprotein particles comprising a natural rubber biosynthetic enzyme complex and related products, methods and systems |
| US20110195862A1 (en) | 2010-02-08 | 2011-08-11 | Pett-Ridge Jennifer | Devices, methods and systems for target detection |
| JP6087293B2 (ja) | 2011-01-06 | 2017-03-01 | メソ スケール テクノロジーズ エルエルシー | アッセイカートリッジ及びその使用方法 |
| US9644038B2 (en) | 2011-12-21 | 2017-05-09 | The Regents Of The University Of California | Apolipoprotein nanodiscs with telodendrimer |
| WO2016049061A1 (en) | 2014-09-22 | 2016-03-31 | Lawrence Livermore National Security, Llc | Electrochemical flow-cell for hydrogen production and nicotinamide co-factor dependent target reduction, and related methods and systems |
| US12226529B2 (en) | 2015-08-25 | 2025-02-18 | Lawrence Livermore National Security, Llc | Stable nanolipoprotein particles and related compositions methods and systems |
| US11279749B2 (en) | 2015-09-11 | 2022-03-22 | Lawrence Livermore National Security, Llc | Synthetic apolipoproteins, and related compositions methods and systems for nanolipoprotein particles formation |
| KR101862198B1 (ko) * | 2016-09-30 | 2018-05-30 | (주)스파크바이오파마 | 2차원 겔 전기영동에서의 열 안정성 변화-기반 형광 차이를 이용한 표적 단백질의 규명 방법 |
| US12083223B2 (en) | 2017-05-02 | 2024-09-10 | Lawrence Livermore National Security, Llc | Nanolipoprotein particles and related compositions methods and systems for loading RNA |
| WO2018204421A2 (en) | 2017-05-02 | 2018-11-08 | Lawrence Livermore National Security, Llc | Momp telonanoparticles, and related compositions, methods and systems |
| EP3694707B1 (en) * | 2017-10-11 | 2024-01-24 | Microvention, Inc. | Phosphonates and uses thereof |
| CN116242814B (zh) * | 2023-04-14 | 2025-10-03 | 中国农业大学 | 一种联吡啶类化合物的荧光检测方法 |
Family Cites Families (44)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3278334D1 (en) * | 1981-10-23 | 1988-05-19 | Genetics Int Inc | Sensor for components of a liquid mixture |
| EP0149339B1 (en) * | 1983-12-16 | 1989-08-23 | MediSense, Inc. | Assay for nucleic acids |
| US4704353A (en) * | 1984-04-27 | 1987-11-03 | Molecular Devices Corporation | Photoresponsive redox detection and discrimination |
| US4883579A (en) * | 1984-04-27 | 1989-11-28 | Molecular Devices Corporation | Photoresponsive redox detection and discrimination |
| GB8417301D0 (en) * | 1984-07-06 | 1984-08-08 | Serono Diagnostics Ltd | Assay |
| US5157032A (en) * | 1985-01-18 | 1992-10-20 | The Trustees Of Columbia University In The City Of New York | Mixed ligand complexes and uses thereof as binding agents and probes to DNA |
| US5112974A (en) * | 1985-01-18 | 1992-05-12 | The Trustees Of Columbia University In The City Of New York | Mixed ligand complexes and uses thereof as binding agents to DNA |
| US4683195A (en) * | 1986-01-30 | 1987-07-28 | Cetus Corporation | Process for amplifying, detecting, and/or-cloning nucleic acid sequences |
| US4965188A (en) * | 1986-08-22 | 1990-10-23 | Cetus Corporation | Process for amplifying, detecting, and/or cloning nucleic acid sequences using a thermostable enzyme |
| US4683202A (en) * | 1985-03-28 | 1987-07-28 | Cetus Corporation | Process for amplifying nucleic acid sequences |
| US4800159A (en) * | 1986-02-07 | 1989-01-24 | Cetus Corporation | Process for amplifying, detecting, and/or cloning nucleic acid sequences |
| GB8606719D0 (en) * | 1986-03-19 | 1986-04-23 | Lister Preventive Med | Genetic probes |
| US5066372A (en) * | 1986-05-02 | 1991-11-19 | Ciba Corning Diagnostics Corp. | Unitary multiple electrode sensor |
| US4908307A (en) * | 1986-12-19 | 1990-03-13 | Karin D. Rodland | Hybridization method and probe for detecting nucleic acid sequences |
| US4963815A (en) * | 1987-07-10 | 1990-10-16 | Molecular Devices Corporation | Photoresponsive electrode for determination of redox potential |
| US4995402A (en) * | 1988-10-12 | 1991-02-26 | Thorne, Smith, Astill Technologies, Inc. | Medical droplet whole blood and like monitoring |
| US5143854A (en) * | 1989-06-07 | 1992-09-01 | Affymax Technologies N.V. | Large scale photolithographic solid phase synthesis of polypeptides and receptor binding screening thereof |
| US5156810A (en) * | 1989-06-15 | 1992-10-20 | Biocircuits Corporation | Biosensors employing electrical, optical and mechanical signals |
| US5194372A (en) * | 1989-07-10 | 1993-03-16 | Hitachi, Ltd. | Method and apparatus for detecting disorders in genomic substances |
| JPH0376600A (ja) * | 1989-08-21 | 1991-04-02 | Hitachi Ltd | 遺伝子変異検出法 |
| CA2033692A1 (en) * | 1990-01-25 | 1991-07-26 | Wilhelm Bannwarth | Energy transfer systems |
| WO1991015768A1 (en) * | 1990-04-06 | 1991-10-17 | Syngene, Inc. | Process and composition for performing dna assays |
| US5667976A (en) * | 1990-05-11 | 1997-09-16 | Becton Dickinson And Company | Solid supports for nucleic acid hybridization assays |
| US5776672A (en) * | 1990-09-28 | 1998-07-07 | Kabushiki Kaisha Toshiba | Gene detection method |
| EP0478319B1 (en) * | 1990-09-28 | 1997-04-02 | Kabushiki Kaisha Toshiba | Gene detection method |
| JP3076600B2 (ja) | 1990-11-20 | 2000-08-14 | 株式会社日本マイクロニクス | 表示パネル用プローバ |
| US5272056A (en) * | 1991-01-03 | 1993-12-21 | The Research Foundation Of State University Of New York | Modification of DNA and oligonucleotides using metal complexes of polyaza ligands |
| US5439829A (en) * | 1991-01-30 | 1995-08-08 | Eli Lilly And Company | Immobilization of biologically active molecules by changing the Oxidation state of a chelated transition metal ion |
| FR2673289B1 (fr) * | 1991-02-21 | 1994-06-17 | Asulab Sa | Capteur de mesure de la quantite d'un composant en solution. |
| US5171853A (en) * | 1991-08-05 | 1992-12-15 | North Carolina State University | Process of cleaving nucleic acids with oxoruthenium(IV) complexes |
| US5632957A (en) * | 1993-11-01 | 1997-05-27 | Nanogen | Molecular biological diagnostic systems including electrodes |
| US5605662A (en) * | 1993-11-01 | 1997-02-25 | Nanogen, Inc. | Active programmable electronic devices for molecular biological analysis and diagnostics |
| ATE272068T1 (de) * | 1991-11-07 | 2004-08-15 | Nanotronics Inc | Hybridisierung von mit chromophoren und fluorophoren konjugierten polynukleotiden zur erzeugung eines donor-donor energietransfersystems |
| GB9206671D0 (en) * | 1992-03-27 | 1992-05-13 | Cranfield Biotech Ltd | Electrochemical detection of dna hybridisation |
| US5552274A (en) * | 1992-09-07 | 1996-09-03 | Terumo Kabushiki Kaisha | Method for detecting target sequences by oscillation frequency |
| US5312527A (en) * | 1992-10-06 | 1994-05-17 | Concordia University | Voltammetric sequence-selective sensor for target polynucleotide sequences |
| FR2703359B1 (fr) * | 1993-03-31 | 1995-06-23 | Cis Bio Int | Copolymère nucléotide(s)/polymère conducteur électronique ; son procédé de préparation et son utilisation . |
| WO1995000530A1 (en) * | 1993-06-25 | 1995-01-05 | Affymax Technologies N.V. | Hybridization and sequencing of nucleic acids |
| US5494562A (en) * | 1994-06-27 | 1996-02-27 | Ciba Corning Diagnostics Corp. | Electrochemical sensors |
| US5688642A (en) * | 1994-12-01 | 1997-11-18 | The United States Of America As Represented By The Secretary Of The Navy | Selective attachment of nucleic acid molecules to patterned self-assembled surfaces |
| IT1275482B (it) * | 1995-07-05 | 1997-08-07 | Cooperativa Centro Ricerche Po | Biosensori elettrochimici basati su trasduttori compositi |
| CA2255952A1 (en) * | 1996-05-22 | 1997-11-27 | Australian Membrane And Biotechnology Research Institute | Nucleic acid sensor |
| EP0939762A2 (en) * | 1996-11-05 | 1999-09-08 | Clinical Micro Sensors | Electrodes linked via conductive oligomers to nucleic acids |
| WO1998023948A1 (en) * | 1996-11-29 | 1998-06-04 | The Board Of Trustees Of The Leland Stanford Junior University | Arrays of independently-addressable supported fluid bilayer membranes and methods of use thereof |
-
1999
- 1999-04-22 US US09/296,929 patent/US6127127A/en not_active Expired - Lifetime
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2000
- 2000-02-04 HK HK02106722.0A patent/HK1045178B/en not_active IP Right Cessation
- 2000-02-04 KR KR1020017013429A patent/KR20020008157A/ko not_active Ceased
- 2000-02-04 CN CN00806497A patent/CN1347460A/zh active Pending
- 2000-02-04 DE DE60024618T patent/DE60024618D1/de not_active Expired - Lifetime
- 2000-02-04 AT AT00913366T patent/ATE312200T1/de not_active IP Right Cessation
- 2000-02-04 WO PCT/US2000/002976 patent/WO2000065099A1/en not_active Ceased
- 2000-02-04 EP EP00913366A patent/EP1185692B1/en not_active Expired - Lifetime
- 2000-02-04 CA CA002367594A patent/CA2367594A1/en not_active Abandoned
- 2000-02-04 NZ NZ514682A patent/NZ514682A/en unknown
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- 2000-02-04 AU AU34830/00A patent/AU781085B2/en not_active Ceased
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2001
- 2001-10-08 NO NO20014882A patent/NO20014882L/no unknown
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8048377B1 (en) | 2004-03-08 | 2011-11-01 | Hewlett-Packard Development Company, L.P. | Immobilizing chemical or biological sensing molecules on semi-conducting nanowires |
Also Published As
| Publication number | Publication date |
|---|---|
| EP1185692A1 (en) | 2002-03-13 |
| CN1347460A (zh) | 2002-05-01 |
| KR20020008157A (ko) | 2002-01-29 |
| AU781085B2 (en) | 2005-05-05 |
| DE60024618D1 (de) | 2006-01-12 |
| AU3483000A (en) | 2000-11-10 |
| EP1185692B1 (en) | 2005-12-07 |
| NO20014882D0 (no) | 2001-10-08 |
| ATE312200T1 (de) | 2005-12-15 |
| CA2367594A1 (en) | 2000-11-02 |
| US6127127A (en) | 2000-10-03 |
| NZ514682A (en) | 2003-07-25 |
| NO20014882L (no) | 2001-12-27 |
| WO2000065099A1 (en) | 2000-11-02 |
| HK1045178B (en) | 2006-08-11 |
| HK1045178A1 (en) | 2002-11-15 |
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