JP4453363B2 - アミノ官能性化合物の分析方法及び分析試薬 - Google Patents

アミノ官能性化合物の分析方法及び分析試薬 Download PDF

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JP4453363B2
JP4453363B2 JP2003568398A JP2003568398A JP4453363B2 JP 4453363 B2 JP4453363 B2 JP 4453363B2 JP 2003568398 A JP2003568398 A JP 2003568398A JP 2003568398 A JP2003568398 A JP 2003568398A JP 4453363 B2 JP4453363 B2 JP 4453363B2
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group
compound
amino
carbamate
reagent
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JPWO2003069328A1 (ja
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博 宮野
昭久 矢橋
和高 新保
正和 中沢
和雄 平山
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Ajinomoto Co Inc
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    • 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)
  • Urology & Nephrology (AREA)
  • Physics & Mathematics (AREA)
  • Biomedical Technology (AREA)
  • Immunology (AREA)
  • Organic Chemistry (AREA)
  • Microbiology (AREA)
  • Biochemistry (AREA)
  • Biotechnology (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Pathology (AREA)
  • Bioinformatics & Computational Biology (AREA)
  • Food Science & Technology (AREA)
  • Medicinal Chemistry (AREA)
  • Analytical Chemistry (AREA)
  • Cell Biology (AREA)
  • General Health & Medical Sciences (AREA)
  • General Physics & Mathematics (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)
  • Investigating Or Analysing Biological Materials (AREA)
JP2003568398A 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 Expired - Lifetime JP4453363B2 (ja)

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JP2002036446 2002-02-14
JP2002036446 2002-02-14
PCT/JP2003/001463 WO2003069328A1 (en) 2002-02-14 2003-02-13 Method of analyzing aminofunctional compound and analytical reagent

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JP2003568398A Expired - Lifetime 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
JP2009269796A Expired - Lifetime JP5136542B2 (ja) 2002-02-14 2009-11-27 アミノ官能性化合物の分析方法及び分析試薬
JP2012216013A Expired - Lifetime JP5842775B2 (ja) 2002-02-14 2012-09-28 アミノ官能性化合物の分析方法及び分析試薬
JP2015188056A Expired - Lifetime JP6278210B2 (ja) 2002-02-14 2015-09-25 アミノ官能性化合物の分析方法及び分析試薬
JP2017234081A Expired - Lifetime JP6699645B2 (ja) 2002-02-14 2017-12-06 アミノ官能性化合物の分析方法及び分析試薬
JP2020008872A Expired - Lifetime JP7055267B2 (ja) 2002-02-14 2020-01-23 アミノ官能性化合物の分析方法及び分析試薬

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JP2012216013A Expired - Lifetime JP5842775B2 (ja) 2002-02-14 2012-09-28 アミノ官能性化合物の分析方法及び分析試薬
JP2015188056A Expired - Lifetime JP6278210B2 (ja) 2002-02-14 2015-09-25 アミノ官能性化合物の分析方法及び分析試薬
JP2017234081A Expired - Lifetime JP6699645B2 (ja) 2002-02-14 2017-12-06 アミノ官能性化合物の分析方法及び分析試薬
JP2020008872A Expired - Lifetime JP7055267B2 (ja) 2002-02-14 2020-01-23 アミノ官能性化合物の分析方法及び分析試薬

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EP (3) EP2317307B1 (enExample)
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AU (1) AU2003211941A1 (enExample)
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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US9274123B2 (en) 2002-02-14 2016-03-01 Ajinomoto Co., Inc. Method for analysis of compounds with amino group and analytical reagent therefor

Families Citing this family (43)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20050014279A1 (en) * 2003-07-14 2005-01-20 Nguyen Hoa Duc Method of analysis of amine by mass spectrometry
US7759130B2 (en) * 2003-11-21 2010-07-20 Eisai R & D Management Co., Ltd. Mass spectrometric quantitation method for biomolecules based on metabolically labeled internal standards
US20070054345A1 (en) 2004-05-19 2007-03-08 Hunter Christie L Expression quantification using mass spectrometry
US20080206737A1 (en) * 2004-05-19 2008-08-28 Hunter Christie L Expression quantification using mass spectrometry
JP5030586B2 (ja) * 2004-05-26 2012-09-19 味の素株式会社 アミノ官能性化合物の分析方法及び装置
US20070048752A1 (en) 2004-07-12 2007-03-01 Applera Corporation Mass tags for quantitative analyses
WO2006017208A1 (en) * 2004-07-12 2006-02-16 Applera Corporation Mass tags for quantitative analyses
US8969089B2 (en) 2004-10-12 2015-03-03 Quest Diagnostics Investments, Inc. Analysis of amino acids in body fluid by liquid chromatography-mass spectrometry
US20060183238A1 (en) 2005-02-09 2006-08-17 Applera Corporation Amine-containing compound analysis methods
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
EP1983346A4 (en) * 2006-02-08 2010-03-17 Nec Corp METHOD FOR CLEAVING A PEPTIDE BOND AT THE C-TERMINAL END OF A PEPTIDE, AND A METHOD FOR DETERMINING THE C-TERMINAL END-ACE AMINO ACID SEQUENCE OF A PEPTIDE
CN101379074A (zh) * 2006-02-08 2009-03-04 日本电气株式会社 修饰肽的方法和鉴定肽的方法
CN104076100A (zh) * 2007-06-29 2014-10-01 奎斯特诊断投资公司 用液相层析-质谱法分析体液内的氨基酸
US12367163B2 (en) 2007-06-29 2025-07-22 Quest Diagnostics Investments Llc Analysis of amino acids in body fluid by liquid chromatography—mass spectrometry
WO2009054350A1 (ja) 2007-10-25 2009-04-30 Ajinomoto Co., Inc. 耐糖能異常の評価方法
JP2011504596A (ja) * 2007-11-26 2011-02-10 ウオーターズ・テクノロジーズ・コーポレイシヨン サンプル中の分析物を定量測定する際に使用するための内部標準および方法
ES2608484T3 (es) * 2008-02-04 2017-04-11 Prozyme, Inc. Compuestos y métodos para un marcaje rápido de N-glicanos
DE102009060102A1 (de) * 2009-12-21 2011-06-22 Martin-Luther-Universität Halle-Wittenberg, 06108 Derivatisierungsreagenzien zur tandem-massenspektrometrischen Quantifizierung von Proteinen
KR102002770B1 (ko) 2011-07-21 2019-07-24 후지필름 와코 준야꾸 가부시키가이샤 혈장중 아미노산 분석용 표준액
US10436790B2 (en) 2011-09-28 2019-10-08 Waters Technologies Corporation Rapid fluorescence tagging of glycans and other biomolecules with enhanced MS signals
US11352325B2 (en) 2011-09-28 2022-06-07 Waters Technologies Corporation Rapid fluorescence tagging of glycans and other biomolecules with enhanced MS signals
EP2761296B1 (en) 2011-09-28 2017-08-30 Waters Technologies Corporation Rapid fluorescence tagging of glycans and other biomolecules with enhanced ms signals
EP3557605B1 (en) 2011-11-23 2021-07-14 Quest Diagnostics Investments Incorporated Kisspeptin-54 detection by tandem mass spectrometry
JP6269502B2 (ja) 2012-11-27 2018-01-31 味の素株式会社 膵臓癌の評価方法、膵臓癌評価装置、膵臓癌評価方法、膵臓癌評価プログラム、膵臓癌評価システムおよび端末装置
JP7055634B2 (ja) 2014-10-30 2022-04-18 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
EP3218352B1 (en) 2014-11-13 2020-08-05 Waters Technologies Corporation Method for liquid chromatography calibration for labeled n-glycans, method for preparing a dextran ladder calibrant and calibrant
KR101627841B1 (ko) * 2015-05-27 2016-06-07 다이아텍코리아 주식회사 싸이오크로멘 타입 화합물 및 그 용도
US11002742B2 (en) 2015-05-29 2021-05-11 Agilent Technologies, Inc. Compound for labeling amine-containing compounds, and its 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
EP3449253B1 (en) 2016-04-24 2025-05-28 Waters Technologies Corporation Isolation of glycans modified with amphipathic, strongly basic moieties, using charged surface reversed phase chromatopgraphic materials
US11061023B2 (en) 2016-06-21 2021-07-13 Waters Technologies Corporation Fluorescence tagging of glycans and other biomolecules through reductive amination for enhanced MS signals
EP4234062A3 (en) 2016-06-21 2023-10-25 Waters Technologies Corporation Methods of electrospray ionization of glycans modified with amphipathic, strongly basic moieties
PT3480599T (pt) 2016-06-30 2024-10-18 Ajinomoto Kk Método de avaliação da cetose pós-parto
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
CN110023763A (zh) 2016-10-03 2019-07-16 沃特世科技公司 可用于lc-ms分析的标记的聚糖氨基酸复合物及其制备方法
KR20200052329A (ko) * 2017-09-08 2020-05-14 에프. 호프만-라 로슈 아게 질량 분석법용의 설폭사이드 기반 시약
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
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
CN113624862B (zh) * 2021-07-13 2023-04-07 清华大学 一种覆盖多种代谢物的代谢组和代谢流分析方法和试剂盒
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
EP4702837A1 (en) 2023-04-28 2026-03-04 Ajinomoto Co., Inc. Method for evaluating metabolic disease following calving
CN122459686A (zh) 2023-12-28 2026-07-24 味之素株式会社 分娩后的炎症的评价方法

Family Cites Families (27)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4003912A (en) * 1973-06-11 1977-01-18 Monsanto Company Dicarboximido-N-phenylsubstituted carbamates and derivatives
JPS5855754A (ja) 1981-09-30 1983-04-02 Hitachi Ltd アミノ酸分析方法
JPS6444848A (en) 1987-08-14 1989-02-17 Hitachi Ltd Analysis of amino acid
US5296599A (en) 1991-09-19 1994-03-22 Millipore Corporation Activated carbamates compounds
WO1996002003A1 (en) * 1994-07-08 1996-01-25 City Of Hope N-terminal protein sequencing reagents and methods which form amino acid derivatives
JP3346965B2 (ja) * 1995-09-14 2002-11-18 株式会社日立製作所 アミノ酸分析装置
TW358097B (en) * 1996-05-24 1999-05-11 Hoffmann La Roche Beta-lactams and their process and pharmaceutical compositions
JP4085443B2 (ja) 1997-05-07 2008-05-14 株式会社島津製作所 アミノ酸の分析試薬及びアミノ酸の分析方法
US6379971B1 (en) * 1998-02-24 2002-04-30 Target Discovery, Inc. Methods for sequencing proteins
ATE253126T1 (de) * 1998-08-25 2003-11-15 Univ Washington Schnelle quantitative analyse von proteinen oder proteinfunktionen in komplexen gemischen
GB9821393D0 (en) 1998-10-01 1998-11-25 Brax Genomics Ltd Protein profiling 2
US6629040B1 (en) * 1999-03-19 2003-09-30 University Of Washington Isotope distribution encoded tags for protein identification
US6677114B1 (en) * 1999-04-20 2004-01-13 Target Discovery, Inc. Polypeptide fingerprinting methods and bioinformatics database system
JP4505905B2 (ja) 1999-11-22 2010-07-21 住友化学株式会社 ペプチドのアミノ酸配列決定方法
JP3341041B2 (ja) * 2000-02-23 2002-11-05 独立行政法人産業技術総合研究所 ペプチドのアミノ酸配列解析方法
AUPQ664300A0 (en) * 2000-04-03 2000-05-04 Proteome Systems Ltd Macromolecule detection
US6716634B1 (en) * 2000-05-31 2004-04-06 Agilent Technologies, Inc. Increasing ionization efficiency in mass spectrometry
US7301018B2 (en) * 2000-07-11 2007-11-27 Japan Science And Technology Corporation Probe for mass spectrometry of liquid sample
US20060141632A1 (en) 2000-07-25 2006-06-29 The Procter & Gamble Co. New methods and kits for sequencing polypeptides
JP3508710B2 (ja) 2000-09-01 2004-03-22 株式会社日立製作所 アミノ酸分析方法および装置
ATE405839T1 (de) * 2000-10-23 2008-09-15 Genetics Inst Llc Isotop-kodierte ionisierung-förderende reagenzien zur hochdurchsatz protein identifikation und quantifikation mit massenspectrometrie
EP1330654B1 (en) * 2000-10-23 2006-03-08 Genetics Institute, LLC Acid-labile isotope-coded extractant (alice) in mass spectometric analysis
US20030045552A1 (en) * 2000-12-27 2003-03-06 Robarge Michael J. Isoindole-imide compounds, compositions, and uses thereof
US6818454B2 (en) * 2001-02-16 2004-11-16 Battelle Memorial Institute Phosphoprotein binding agents and methods of their use
JP3464665B2 (ja) 2002-01-07 2003-11-10 株式会社日立製作所 アミノ酸分析装置
EP2317307B1 (en) 2002-02-14 2013-11-20 Ajinomoto Co., Inc. Method of analyzing amino- and/or imino-functional compounds, and analytical reagent
JP5030586B2 (ja) * 2004-05-26 2012-09-19 味の素株式会社 アミノ官能性化合物の分析方法及び装置

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US9274123B2 (en) 2002-02-14 2016-03-01 Ajinomoto Co., Inc. Method for analysis of compounds with amino group and analytical reagent therefor
JP2016029068A (ja) * 2002-02-14 2016-03-03 味の素株式会社 アミノ官能性化合物の分析方法及び分析試薬
US9658234B2 (en) 2002-02-14 2017-05-23 Ajinomoto Co., Inc. Method for analysis of compounds with amino group and analytical reagent therefor

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JP6699645B2 (ja) 2020-05-27
AU2003211941A1 (en) 2003-09-04
EP1475632B1 (en) 2013-05-22
EP1475632A4 (en) 2008-06-25
EP2317307B1 (en) 2013-11-20
CA2475011C (en) 2015-07-07
US9658234B2 (en) 2017-05-23
JP2020073916A (ja) 2020-05-14
WO2003069328A1 (en) 2003-08-21
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