WO2003069328A1 - Procede d'analyse aminofonctionnelle et reactif analytique - Google Patents

Procede d'analyse aminofonctionnelle et reactif analytique Download PDF

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Publication number
WO2003069328A1
WO2003069328A1 PCT/JP2003/001463 JP0301463W WO03069328A1 WO 2003069328 A1 WO2003069328 A1 WO 2003069328A1 JP 0301463 W JP0301463 W JP 0301463W WO 03069328 A1 WO03069328 A1 WO 03069328A1
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WO
WIPO (PCT)
Prior art keywords
compound
aminofunctional
analyzing
aminofunctional compound
analytical reagent
Prior art date
Application number
PCT/JP2003/001463
Other languages
English (en)
French (fr)
Inventor
Hiroshi Miyano
Akihisa Yahashi
Kazutaka Shimbo
Masakazu Nakazawa
Kazuo Hirayama
Original Assignee
Ajinomoto Co., Inc.
Priority date (The priority date 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 date listed.)
Filing date
Publication date
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Application filed by Ajinomoto Co., Inc. filed Critical Ajinomoto Co., Inc.
Priority to AU2003211941A priority Critical patent/AU2003211941A1/en
Priority to JP2003568398A priority patent/JP4453363B2/ja
Priority to CA2475011A priority patent/CA2475011C/en
Priority to EP03705088.7A priority patent/EP1475632B1/en
Publication of WO2003069328A1 publication Critical patent/WO2003069328A1/ja
Priority to US10/918,380 priority patent/US7148069B2/en
Priority to US11/514,130 priority patent/US9274123B2/en
Priority to US15/003,235 priority patent/US9658234B2/en

Links

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
    • G01N33/58—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing involving labelled substances
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/46—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with hetero atoms directly attached to the ring nitrogen atom
    • 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
    • G01N33/68—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing involving proteins, peptides or amino acids
    • G01N33/6803—General methods of protein analysis not limited to specific proteins or families of proteins
    • 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
    • G01N33/68—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing involving proteins, peptides or amino acids
    • G01N33/6803—General methods of protein analysis not limited to specific proteins or families of proteins
    • G01N33/6806—Determination of free amino acids
    • 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
    • G01N33/68—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing involving proteins, peptides or amino acids
    • G01N33/6803—General methods of protein analysis not limited to specific proteins or families of proteins
    • G01N33/6848—Methods of protein analysis involving mass spectrometry
    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N2458/00—Labels used in chemical analysis of biological material
    • G01N2458/15—Non-radioactive isotope labels, e.g. for detection by mass spectrometry
    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N2560/00—Chemical aspects of mass spectrometric analysis of biological material
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T436/00—Chemistry: analytical and immunological testing
    • Y10T436/13—Tracers or tags
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T436/00—Chemistry: analytical and immunological testing
    • Y10T436/14—Heterocyclic carbon compound [i.e., O, S, N, Se, Te, as only ring hetero atom]
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T436/00—Chemistry: analytical and immunological testing
    • Y10T436/14—Heterocyclic carbon compound [i.e., O, S, N, Se, Te, as only ring hetero atom]
    • Y10T436/145555—Hetero-N
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T436/00—Chemistry: analytical and immunological testing
    • Y10T436/24—Nuclear magnetic resonance, electron spin resonance or other spin effects or mass spectrometry

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  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical & Material Sciences (AREA)
  • Molecular Biology (AREA)
  • Hematology (AREA)
  • Physics & Mathematics (AREA)
  • Urology & Nephrology (AREA)
  • Immunology (AREA)
  • Biomedical Technology (AREA)
  • Organic Chemistry (AREA)
  • Biochemistry (AREA)
  • Pathology (AREA)
  • Biotechnology (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Microbiology (AREA)
  • Cell Biology (AREA)
  • General Physics & Mathematics (AREA)
  • Food Science & Technology (AREA)
  • Medicinal Chemistry (AREA)
  • Analytical Chemistry (AREA)
  • Bioinformatics & Computational Biology (AREA)
  • General Health & Medical Sciences (AREA)
  • Biophysics (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Spectroscopy & Molecular Physics (AREA)
  • Other Investigation Or Analysis Of Materials By Electrical Means (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Pyrrole Compounds (AREA)
PCT/JP2003/001463 2002-02-14 2003-02-13 Procede d'analyse aminofonctionnelle et reactif analytique WO2003069328A1 (fr)

Priority Applications (7)

Application Number Priority Date Filing Date Title
AU2003211941A AU2003211941A1 (en) 2002-02-14 2003-02-13 Method of analyzing aminofunctional compound and analytical reagent
JP2003568398A JP4453363B2 (ja) 2002-02-14 2003-02-13 アミノ官能性化合物の分析方法及び分析試薬
CA2475011A CA2475011C (en) 2002-02-14 2003-02-13 Method for analysis of compounds with amino group and analytical reagent therefor
EP03705088.7A EP1475632B1 (en) 2002-02-14 2003-02-13 Method of analyzing aminofunctional compound and analytical reagent
US10/918,380 US7148069B2 (en) 2002-02-14 2004-08-16 Method for analysis of compounds with amino group and analytical reagent therefor
US11/514,130 US9274123B2 (en) 2002-02-14 2006-09-01 Method for analysis of compounds with amino group and analytical reagent therefor
US15/003,235 US9658234B2 (en) 2002-02-14 2016-01-21 Method for analysis of compounds with amino group and analytical reagent therefor

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2002036446 2002-02-14
JP2002-36446 2002-02-14

Related Child Applications (1)

Application Number Title Priority Date Filing Date
US10/918,380 Continuation US7148069B2 (en) 2002-02-14 2004-08-16 Method for analysis of compounds with amino group and analytical reagent therefor

Publications (1)

Publication Number Publication Date
WO2003069328A1 true WO2003069328A1 (fr) 2003-08-21

Family

ID=27678084

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/JP2003/001463 WO2003069328A1 (fr) 2002-02-14 2003-02-13 Procede d'analyse aminofonctionnelle et reactif analytique

Country Status (6)

Country Link
US (3) US7148069B2 (ja)
EP (3) EP2317307B1 (ja)
JP (6) JP4453363B2 (ja)
AU (1) AU2003211941A1 (ja)
CA (1) CA2475011C (ja)
WO (1) WO2003069328A1 (ja)

Cited By (22)

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WO2005116629A1 (ja) * 2004-05-26 2005-12-08 Ajinomoto Co., Inc. アミノ官能性化合物の分析方法及び装置
WO2006017208A1 (en) * 2004-07-12 2006-02-16 Applera Corporation Mass tags for quantitative analyses
JPWO2005050188A1 (ja) * 2003-11-21 2007-06-07 エーザイ・アール・アンド・ディー・マネジメント株式会社 同位体標識化内部標準物質を用いる定量方法、該定量方法を実行する解析システムおよび該解析のためのプログラム
WO2007091628A1 (ja) * 2006-02-08 2007-08-16 Nec Corporation ペプチドの修飾方法及びペプチドの同定方法
WO2009054350A1 (ja) 2007-10-25 2009-04-30 Ajinomoto Co., Inc. 耐糖能異常の評価方法
JP2010532481A (ja) * 2007-06-29 2010-10-07 クエスト ダイアグノスティックス インヴェストメンツ インコーポレイテッド 液体クロマトグラフィー質量分析による体液中のアミノ酸分析
JP4771296B2 (ja) * 2006-02-08 2011-09-14 日本電気株式会社 ペプチドのｃ末端のペプチド結合を切断する方法、及びペプチドのｃ末端アミノ酸配列の決定方法
US8501498B2 (en) 2004-07-12 2013-08-06 Dh Technologies Development Pte. Ltd. Mass tags for quantitative analyses
US8569071B2 (en) 2005-02-09 2013-10-29 Dh Technologies Development Pte. Ltd. Amine-containing compound analysis methods
US8633031B2 (en) 2004-05-19 2014-01-21 Dh Technologies Development Pte. Ltd. Expression quantification using mass spectrometry
KR20140056217A (ko) 2011-07-21 2014-05-09 와코 쥰야꾸 고교 가부시키가이샤 혈장중 아미노산 분석용 표준액
US8969089B2 (en) 2004-10-12 2015-03-03 Quest Diagnostics Investments, Inc. Analysis of amino acids in body fluid by liquid chromatography-mass spectrometry
US9274123B2 (en) 2002-02-14 2016-03-01 Ajinomoto Co., Inc. Method for analysis of compounds with amino group and analytical reagent therefor
US9772333B2 (en) 2011-09-28 2017-09-26 Water Technologies Corporation Rapid fluorescence tagging of glycans and other biomolecules with enhanced MS signals
WO2019130920A1 (ja) 2017-12-28 2019-07-04 味の素株式会社 給餌管理システムおよび給餌管理方法
US10436790B2 (en) 2011-09-28 2019-10-08 Waters Technologies Corporation Rapid fluorescence tagging of glycans and other biomolecules with enhanced MS signals
US10502720B2 (en) 2014-11-13 2019-12-10 Waters Technologies Corporation Methods for liquid chromatography calibration for rapid labeled N-glycans
WO2020067386A1 (ja) 2018-09-26 2020-04-02 味の素株式会社 軽度認知障害の評価方法、算出方法、評価装置、算出装置、評価プログラム、算出プログラム、記録媒体、評価システムおよび端末装置
US10962550B2 (en) 2004-10-12 2021-03-30 Quest Diagnostics Investments Incorporated Analysis of amino acids in body fluid by liquid chromotography-mass spectrometry
JP2021119345A (ja) * 2014-10-30 2021-08-12 ウオーターズ・テクノロジーズ・コーポレイシヨン 標識化グリコシルアミンの迅速調製およびそれを生成するグリコシル化生体分子の分析方法
US11352325B2 (en) 2011-09-28 2022-06-07 Waters Technologies Corporation Rapid fluorescence tagging of glycans and other biomolecules with enhanced MS signals
EP4428538A2 (en) 2016-06-30 2024-09-11 Ajinomoto Co., Inc. Method for evaluating postpartum ketosis

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US20050014279A1 (en) * 2003-07-14 2005-01-20 Nguyen Hoa Duc Method of analysis of amine by mass spectrometry
US20080206737A1 (en) * 2004-05-19 2008-08-28 Hunter Christie L Expression quantification using mass spectrometry
JP2007163423A (ja) * 2005-12-16 2007-06-28 Ajinomoto Co Inc 質量分析計によるアミノ酸分析方法
US20100285593A1 (en) * 2007-11-26 2010-11-11 Waters Technologies Corporation Internal standards and methods for use in quantitatively measuring analytes in a sample
EP2252584B1 (en) 2008-02-04 2016-12-07 Prozyme, Inc. Compounds and methods for rapid labeling of n-glycans
DE102009060102A1 (de) * 2009-12-21 2011-06-22 Martin-Luther-Universität Halle-Wittenberg, 06108 Derivatisierungsreagenzien zur tandem-massenspektrometrischen Quantifizierung von Proteinen
KR101627841B1 (ko) * 2015-05-27 2016-06-07 다이아텍코리아 주식회사 싸이오크로멘 타입 화합물 및 그 용도
EP3304051B1 (en) 2015-05-29 2020-08-26 Agilent Technologies, Inc. Compounds for labeling amine-containing compounds, and their use
CN105548432A (zh) * 2015-12-18 2016-05-04 乐普药业股份有限公司 一种比伐卢定中氨基酸的检测分析方法
JP7005515B2 (ja) 2016-04-24 2022-02-10 ウオーターズ・テクノロジーズ・コーポレイシヨン 荷電表面逆相クロマトグラフィ材料による両親媒性強塩基性部分で修飾されたグリカンの分析方法
WO2017222955A1 (en) 2016-06-21 2017-12-28 Waters Technologies Corporation Methods of electrospray ionization of glycans modified with amphipathic, strongly basic moieties
WO2017222954A1 (en) 2016-06-21 2017-12-28 Waters Technologies Corporation Fluorescence tagging of glycans and other biomolecules through reductive amination for enhanced ms signals
CN114839302A (zh) 2016-07-01 2022-08-02 沃特世科技公司 使用分子量截留过滤和过滤器上去糖基化从复杂基质快速制备标记的葡基胺的方法
US20180094293A1 (en) 2016-10-03 2018-04-05 Waters Technologies Corporation Labeled glycan amino acid complexes useful in lc-ms analysis and methods of making the same
KR20200052329A (ko) * 2017-09-08 2020-05-14 에프. 호프만-라 로슈 아게 질량 분석법용의 설폭사이드 기반 시약
CN114354801B (zh) * 2021-12-31 2023-07-18 山东大学 （R）-3-Boc-氨基哌啶中三种氨基吡啶异构体含量的分析方法
CN115925614B (zh) * 2022-12-02 2024-03-08 中山大学 用于发现可与醛基反应的活性物质的小分子探针

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Cited By (40)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US9658234B2 (en) 2002-02-14 2017-05-23 Ajinomoto Co., Inc. Method for analysis of compounds with amino group and analytical reagent therefor
US9274123B2 (en) 2002-02-14 2016-03-01 Ajinomoto Co., Inc. Method for analysis of compounds with amino group and analytical reagent therefor
JPWO2005050188A1 (ja) * 2003-11-21 2007-06-07 エーザイ・アール・アンド・ディー・マネジメント株式会社 同位体標識化内部標準物質を用いる定量方法、該定量方法を実行する解析システムおよび該解析のためのプログラム
JP2011047956A (ja) * 2003-11-21 2011-03-10 Eisai R & D Management Co Ltd 同位体標識化内部標準物質を用いる定量方法、該定量方法を実行する解析システムおよび該解析のためのプログラム
JP4714584B2 (ja) * 2003-11-21 2011-06-29 エーザイ・アール・アンド・ディー・マネジメント株式会社 同位体標識化内部標準物質を用いる定量方法、該定量方法を実行する解析システムおよび該解析のためのプログラム
US8633031B2 (en) 2004-05-19 2014-01-21 Dh Technologies Development Pte. Ltd. Expression quantification using mass spectrometry
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