JP7568648B2 - 二次元lc-ms/msシステム - Google Patents

二次元lc-ms/msシステム Download PDF

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JP7568648B2
JP7568648B2 JP2021567966A JP2021567966A JP7568648B2 JP 7568648 B2 JP7568648 B2 JP 7568648B2 JP 2021567966 A JP2021567966 A JP 2021567966A JP 2021567966 A JP2021567966 A JP 2021567966A JP 7568648 B2 JP7568648 B2 JP 7568648B2
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acetonitrile
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JP2022534363A5 (https=
JP2022534363A (ja
JPWO2020243502A5 (https=
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ウェイ-リエン・チュアン
フェリペ・ガソス・ロペス
ホシュア・パチェコ
ジェラード・サンデリンク
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Genzyme Corp
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Genzyme Corp
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    • GPHYSICS
    • G01MEASURING; TESTING
    • G01NINVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N30/00Investigating or analysing materials by separation into components using adsorption, absorption or similar phenomena or using ion-exchange, e.g. chromatography or field flow fractionation
    • G01N30/02Column chromatography
    • G01N30/26Conditioning of the fluid carrier; Flow patterns
    • G01N30/38Flow patterns
    • G01N30/46Flow patterns using more than one column
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D15/00Separating processes involving the treatment of liquids with solid sorbents; Apparatus therefor
    • B01D15/08Selective adsorption, e.g. chromatography
    • B01D15/10Selective adsorption, e.g. chromatography characterised by constructional or operational features
    • B01D15/18Selective adsorption, e.g. chromatography characterised by constructional or operational features relating to flow patterns
    • B01D15/1864Selective adsorption, e.g. chromatography characterised by constructional or operational features relating to flow patterns using two or more columns
    • B01D15/1871Selective adsorption, e.g. chromatography characterised by constructional or operational features relating to flow patterns using two or more columns placed in series
    • B01D15/1878Selective adsorption, e.g. chromatography characterised by constructional or operational features relating to flow patterns using two or more columns placed in series for multi-dimensional chromatography
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D15/00Separating processes involving the treatment of liquids with solid sorbents; Apparatus therefor
    • B01D15/08Selective adsorption, e.g. chromatography
    • B01D15/26Selective adsorption, e.g. chromatography characterised by the separation mechanism
    • B01D15/32Bonded phase chromatography
    • B01D15/322Normal bonded phase
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D15/00Separating processes involving the treatment of liquids with solid sorbents; Apparatus therefor
    • B01D15/08Selective adsorption, e.g. chromatography
    • B01D15/26Selective adsorption, e.g. chromatography characterised by the separation mechanism
    • B01D15/32Bonded phase chromatography
    • B01D15/325Reversed phase
    • GPHYSICS
    • G01MEASURING; TESTING
    • G01NINVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N30/00Investigating or analysing materials by separation into components using adsorption, absorption or similar phenomena or using ion-exchange, e.g. chromatography or field flow fractionation
    • G01N30/02Column chromatography
    • G01N30/04Preparation or injection of sample to be analysed
    • G01N30/06Preparation
    • G01N30/14Preparation by elimination of some components
    • GPHYSICS
    • G01MEASURING; TESTING
    • G01NINVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N30/00Investigating or analysing materials by separation into components using adsorption, absorption or similar phenomena or using ion-exchange, e.g. chromatography or field flow fractionation
    • G01N30/02Column chromatography
    • G01N30/26Conditioning of the fluid carrier; Flow patterns
    • G01N30/38Flow patterns
    • G01N30/46Flow patterns using more than one column
    • G01N30/461Flow patterns using more than one column with serial coupling of separation columns
    • G01N30/463Flow patterns using more than one column with serial coupling of separation columns for multidimensional chromatography
    • GPHYSICS
    • G01MEASURING; TESTING
    • G01NINVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N30/00Investigating or analysing materials by separation into components using adsorption, absorption or similar phenomena or using ion-exchange, e.g. chromatography or field flow fractionation
    • G01N30/02Column chromatography
    • G01N30/26Conditioning of the fluid carrier; Flow patterns
    • G01N30/38Flow patterns
    • G01N30/46Flow patterns using more than one column
    • G01N30/468Flow patterns using more than one column involving switching between different column configurations
    • GPHYSICS
    • G01MEASURING; TESTING
    • G01NINVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N30/00Investigating or analysing materials by separation into components using adsorption, absorption or similar phenomena or using ion-exchange, e.g. chromatography or field flow fractionation
    • G01N30/02Column chromatography
    • G01N30/62Detectors specially adapted therefor
    • G01N30/72Mass spectrometers
    • G01N30/7233Mass spectrometers interfaced to liquid or supercritical fluid chromatograph
    • GPHYSICS
    • G01MEASURING; TESTING
    • G01NINVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N30/00Investigating or analysing materials by separation into components using adsorption, absorption or similar phenomena or using ion-exchange, e.g. chromatography or field flow fractionation
    • G01N30/89Inverse chromatography
    • GPHYSICS
    • G01MEASURING; TESTING
    • G01NINVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N33/00Investigating or analysing materials by specific methods not covered by groups G01N1/00 - G01N31/00
    • G01N33/48Biological material, e.g. blood, urine; Haemocytometers
    • G01N33/50Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing
    • G01N33/68Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing involving proteins, peptides or amino acids
    • G01N33/6803General methods of protein analysis not limited to specific proteins or families of proteins
    • G01N33/6848Methods of protein analysis involving mass spectrometry
    • GPHYSICS
    • G01MEASURING; TESTING
    • G01NINVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N33/00Investigating or analysing materials by specific methods not covered by groups G01N1/00 - G01N31/00
    • G01N33/48Biological material, e.g. blood, urine; Haemocytometers
    • G01N33/50Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing
    • G01N33/92Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing involving lipids, e.g. cholesterol, lipoproteins, or their receptors
    • GPHYSICS
    • G01MEASURING; TESTING
    • G01NINVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N30/00Investigating or analysing materials by separation into components using adsorption, absorption or similar phenomena or using ion-exchange, e.g. chromatography or field flow fractionation
    • G01N30/02Column chromatography
    • G01N2030/022Column chromatography characterised by the kind of separation mechanism
    • G01N2030/027Liquid chromatography
    • GPHYSICS
    • G01MEASURING; TESTING
    • G01NINVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N2405/00Assays, e.g. immunoassays or enzyme assays, involving lipids
    • G01N2405/08Sphingolipids
    • GPHYSICS
    • G01MEASURING; TESTING
    • G01NINVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N2800/00Detection or diagnosis of diseases
    • G01N2800/04Endocrine or metabolic disorders
    • G01N2800/044Hyperlipemia or hypolipemia, e.g. dyslipidaemia, obesity

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  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Analytical Chemistry (AREA)
  • Physics & Mathematics (AREA)
  • Immunology (AREA)
  • Biochemistry (AREA)
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  • Biomedical Technology (AREA)
  • Urology & Nephrology (AREA)
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  • Bioinformatics & Computational Biology (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Cell Biology (AREA)
  • Biotechnology (AREA)
  • Biophysics (AREA)
  • Microbiology (AREA)
  • Food Science & Technology (AREA)
  • Medicinal Chemistry (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Spectroscopy & Molecular Physics (AREA)
  • Endocrinology (AREA)
  • Other Investigation Or Analysis Of Materials By Electrical Means (AREA)
  • Electron Tubes For Measurement (AREA)
  • Investigating Or Analysing Biological Materials (AREA)
JP2021567966A 2019-05-31 2020-05-29 二次元lc-ms/msシステム Active JP7568648B2 (ja)

Priority Applications (2)

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JP2024172920A JP7804023B2 (ja) 2019-05-31 2024-10-02 二次元lc-ms/msシステム
JP2026001177A JP2026062952A (ja) 2019-05-31 2026-01-07 二次元lc-ms/msシステム

Applications Claiming Priority (3)

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US201962855636P 2019-05-31 2019-05-31
US62/855,636 2019-05-31
PCT/US2020/035231 WO2020243502A1 (en) 2019-05-31 2020-05-29 Two-dimensional lc-ms/ms systems

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JP2022534363A JP2022534363A (ja) 2022-07-29
JP2022534363A5 JP2022534363A5 (https=) 2023-06-01
JPWO2020243502A5 JPWO2020243502A5 (https=) 2023-06-01
JP7568648B2 true JP7568648B2 (ja) 2024-10-16

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US (2) US12292424B2 (https=)
EP (2) EP3976218B1 (https=)
JP (3) JP7568648B2 (https=)
KR (2) KR20260040656A (https=)
CN (2) CN119861166A (https=)
AU (1) AU2020282831B2 (https=)
CA (1) CA3140183A1 (https=)
DK (1) DK3976218T3 (https=)
ES (1) ES3026686T3 (https=)
HU (1) HUE071194T2 (https=)
IL (2) IL288497B1 (https=)
PL (1) PL3976218T3 (https=)
TW (1) TWI862597B (https=)
WO (1) WO2020243502A1 (https=)

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CN120254137B (zh) * 2025-06-05 2026-04-14 科诺美(北京)科技有限公司 辅酶q10的检测方法及其应用
CN120820662B (zh) * 2025-09-17 2025-11-18 岛津企业管理(中国)有限公司 一种同步分析检测水产品中代谢物和脂质的方法

Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2003028849A (ja) 2001-07-10 2003-01-29 Hiromasa Tojo 自動化脂質組成一斉分析装置
JP2007205954A (ja) 2006-02-03 2007-08-16 Hitachi High-Technologies Corp 3次元液体クロマトグラフィ
JP2014514541A (ja) 2011-03-23 2014-06-19 アイデックス ヘルス アンド サイエンス エルエルシー 多次元液体分析用バルブ及び分割システム
JP2016522406A (ja) 2013-05-14 2016-07-28 セントジーン アーゲー ニーマン・ピック病の診断のための方法
JP2016526050A (ja) 2013-06-07 2016-09-01 ジェンザイム・コーポレーション 酸性スフィンゴミエリナーゼ障害のマーカーおよびその使用
JP2017173281A (ja) 2016-03-25 2017-09-28 公立大学法人大阪府立大学 分析方法及び分析装置
US10018603B2 (en) 2014-08-20 2018-07-10 Korea Research Institute Of Standards And Science Two-dimensional liquid chromatography system for heart-cut method
US20180306797A1 (en) 2017-04-24 2018-10-25 Washington University Methods of detecting ceramide

Family Cites Families (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0998229A4 (en) * 1997-06-17 2001-04-04 Cool Laser Optics Inc METHOD AND APPARATUS FOR REGULATING BIOLOGICAL TISSUE TEMPERATURE BY SIMULTANEOUS IRRADIATION
WO2000045929A1 (en) * 1999-02-08 2000-08-10 Admetric Biochem Inc. Chromatographic system with pre-detector eluent switching
JP2004184215A (ja) 2002-12-03 2004-07-02 Shimadzu Corp アクリルアミドの分析方法及び装置
EP1635174A1 (en) 2003-02-28 2006-03-15 Japan Science and Technology Agency Method of separating sugar from compound having glycoside bond, sugar separation system, sugar separation agent kit, standardized sample for sugar separation and assessment system
KR100614099B1 (ko) 2005-11-25 2006-08-22 한국과학기술연구원 뇨 또는 플라즈마 시료 중의 디에이치이에이 설페이트의검출방법
US20080183401A1 (en) * 2007-01-29 2008-07-31 Teledyne Isco, Inc. Apparatuses and methods for wireless monitoring and control of enviromental sampling and chromatographic apparatuses
JP5054439B2 (ja) 2007-06-15 2012-10-24 株式会社日立ハイテクノロジーズ イオン交換および順相カラムによる2次元液体クロマトグラフ
DE102008013500A1 (de) * 2008-03-10 2009-09-17 Evonik Degussa Gmbh Neue chirale Selektoren und stationäre Phasen zur Trennung von Enantiomerengemischen
JP6385103B2 (ja) * 2014-03-31 2018-09-05 株式会社島津製作所 順相・逆相カラムを備えた超臨界流体クロマトグラフとそれを用いた分析方法
US20160195502A1 (en) * 2014-12-31 2016-07-07 Castle Medical, LLC Method for chiral separation of methamphetamine and amphatamine enantiomers
WO2016160544A1 (en) * 2015-03-27 2016-10-06 The Scripps Research Institute Lipid probes and uses thereof
GB201601667D0 (en) 2016-01-29 2016-03-16 Ge Healthcare Bio Sciences Ab Improvements in and relating to liquid fraction collectors
TWI613445B (zh) 2016-04-01 2018-02-01 行政院農業委員會農業藥物毒物試驗所 搭配質譜影像分析檢驗農藥殘留之方法及其系統
HUE057483T2 (hu) 2017-06-02 2022-05-28 Genzyme Corp Eljárások kis gyakoriságú polipeptidek abszolút kvantifikálására tömeg-spektrometria alkalmazásával
KR20250025051A (ko) * 2017-08-24 2025-02-20 사노피 산성 스핑고미엘린분해효소 결핍증 환자에서의 비정상적 골병태의 치료
CN109187822A (zh) 2018-11-22 2019-01-11 上海烟草集团有限责任公司 一种中心切割二维色谱质谱联用分析烟草中农残的方法

Patent Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2003028849A (ja) 2001-07-10 2003-01-29 Hiromasa Tojo 自動化脂質組成一斉分析装置
JP2007205954A (ja) 2006-02-03 2007-08-16 Hitachi High-Technologies Corp 3次元液体クロマトグラフィ
JP2014514541A (ja) 2011-03-23 2014-06-19 アイデックス ヘルス アンド サイエンス エルエルシー 多次元液体分析用バルブ及び分割システム
JP2016522406A (ja) 2013-05-14 2016-07-28 セントジーン アーゲー ニーマン・ピック病の診断のための方法
JP2016526050A (ja) 2013-06-07 2016-09-01 ジェンザイム・コーポレーション 酸性スフィンゴミエリナーゼ障害のマーカーおよびその使用
US10018603B2 (en) 2014-08-20 2018-07-10 Korea Research Institute Of Standards And Science Two-dimensional liquid chromatography system for heart-cut method
JP2017173281A (ja) 2016-03-25 2017-09-28 公立大学法人大阪府立大学 分析方法及び分析装置
US20180306797A1 (en) 2017-04-24 2018-10-25 Washington University Methods of detecting ceramide

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Publication number Publication date
JP7804023B2 (ja) 2026-01-21
PL3976218T3 (pl) 2025-06-09
CA3140183A1 (en) 2020-12-03
AU2020282831B2 (en) 2026-03-05
JP2026062952A (ja) 2026-04-10
ES3026686T3 (en) 2025-06-11
EP3976218B1 (en) 2025-02-19
AU2020282831A1 (en) 2021-12-16
IL288497B1 (en) 2026-04-01
KR20260040656A (ko) 2026-03-25
EP4560320A3 (en) 2025-08-13
IL326850A (en) 2026-04-01
IL288497A (en) 2022-01-01
JP2025000908A (ja) 2025-01-07
EP4560320A2 (en) 2025-05-28
CN119861166A (zh) 2025-04-22
KR20220016103A (ko) 2022-02-08
US20220252559A1 (en) 2022-08-11
DK3976218T3 (da) 2025-05-05
JP2022534363A (ja) 2022-07-29
CN114364980B (zh) 2024-12-27
KR102936574B1 (ko) 2026-03-09
WO2020243502A1 (en) 2020-12-03
CN114364980A (zh) 2022-04-15
TW202111322A (zh) 2021-03-16
TWI862597B (zh) 2024-11-21
US12292424B2 (en) 2025-05-06
US20250327780A1 (en) 2025-10-23
HUE071194T2 (hu) 2025-08-28
EP3976218A1 (en) 2022-04-06

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