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WO2008156139A1 - 同位体化合物を標識として使用するタンパク質の分析方法 - Google Patents

同位体化合物を標識として使用するタンパク質の分析方法 Download PDF

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Publication number
WO2008156139A1
WO2008156139A1 PCT/JP2008/061243 JP2008061243W WO2008156139A1 WO 2008156139 A1 WO2008156139 A1 WO 2008156139A1 JP 2008061243 W JP2008061243 W JP 2008061243W WO 2008156139 A1 WO2008156139 A1 WO 2008156139A1
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WO
WIPO (PCT)
Prior art keywords
analysis method
label
protein analysis
isotope compound
protein
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.)
Ceased
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PCT/JP2008/061243
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English (en)
French (fr)
Inventor
Shigeru Matsukawa
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University of Fukui NUC
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University of Fukui NUC
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Filing date
Publication date
Application filed by University of Fukui NUC filed Critical University of Fukui NUC
Priority to US12/452,233 priority Critical patent/US8071392B2/en
Priority to JP2009520532A priority patent/JP4883540B2/ja
Publication of WO2008156139A1 publication Critical patent/WO2008156139A1/ja
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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    • 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
    • G01N2458/00Labels used in chemical analysis of biological material
    • G01N2458/15Non-radioactive isotope labels, e.g. for detection by mass spectrometry
    • YGENERAL 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
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10TTECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T436/00Chemistry: analytical and immunological testing
    • Y10T436/24Nuclear 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)
  • Molecular Biology (AREA)
  • Physics & Mathematics (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Bioinformatics & Computational Biology (AREA)
  • Chemical & Material Sciences (AREA)
  • Urology & Nephrology (AREA)
  • Immunology (AREA)
  • Biomedical Technology (AREA)
  • Hematology (AREA)
  • Cell Biology (AREA)
  • Medicinal Chemistry (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Microbiology (AREA)
  • Biophysics (AREA)
  • Spectroscopy & Molecular Physics (AREA)
  • Food Science & Technology (AREA)
  • Biotechnology (AREA)
  • Analytical Chemistry (AREA)
  • Biochemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • General Physics & Mathematics (AREA)
  • Pathology (AREA)
  • Other Investigation Or Analysis Of Materials By Electrical Means (AREA)
  • Investigating Or Analysing Biological Materials (AREA)

Abstract

 本発明は、式(I): (式中、R1、R2及びR3はそれぞれ同一又は異なって、水素、ハロゲン又はアルキルを示す) で表される化合物又はその塩の2種以上の安定同位体の組み合わせを標識化合物として用いてそれぞれの試料に含まれる同種のタンパク質に質量差を与えることを含む、タンパク質分析方法を提供する。
PCT/JP2008/061243 2007-06-21 2008-06-19 同位体化合物を標識として使用するタンパク質の分析方法 Ceased WO2008156139A1 (ja)

Priority Applications (2)

Application Number Priority Date Filing Date Title
US12/452,233 US8071392B2 (en) 2007-06-21 2008-06-19 Mass spectrometric analysis of proteins using stable isotopes of pyrylium derivates as labels
JP2009520532A JP4883540B2 (ja) 2007-06-21 2008-06-19 同位体化合物を標識として使用するタンパク質の分析方法

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2007164249 2007-06-21
JP2007-164249 2007-06-21

Publications (1)

Publication Number Publication Date
WO2008156139A1 true WO2008156139A1 (ja) 2008-12-24

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PCT/JP2008/061243 Ceased WO2008156139A1 (ja) 2007-06-21 2008-06-19 同位体化合物を標識として使用するタンパク質の分析方法

Country Status (3)

Country Link
US (1) US8071392B2 (ja)
JP (1) JP4883540B2 (ja)
WO (1) WO2008156139A1 (ja)

Cited By (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2012215556A (ja) * 2011-03-31 2012-11-08 Univ Of Fukui アミノ基含有非ペプチド化合物を高効率かつ高感度で多重定量する方法およびそのためのキット
WO2013147096A1 (ja) 2012-03-30 2013-10-03 国立大学法人福井大学 同位体標識ピリリウム化合物
JP2014522496A (ja) * 2011-06-06 2014-09-04 ウオーターズ・テクノロジーズ・コーポレイシヨン 試料中の標的分析物を定量化するための組成物、方法およびキット
JP2015068762A (ja) * 2013-09-30 2015-04-13 大陽日酸株式会社 タンパク質又はペプチドの解析方法、及び、ピリリウム化ペプチド精製濃縮キット
JP2015518167A (ja) * 2012-05-29 2015-06-25 バイオデシックス・インコーポレイテッドBiodesix Inc 複合的生物試料(例えば、血清)のディープ−malditof質量分析方法およびその使用
JP2018077250A (ja) * 2009-12-11 2018-05-17 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 複合試料中のステロイド化合物の質量分析
US10267810B2 (en) 2005-04-06 2019-04-23 Quest Diagnostics Investments Incorporated Methods for detecting vitamin D metabolites by mass spectrometry
US10429398B2 (en) 2009-12-03 2019-10-01 Quest Diagnostics Investments Incorporated Vitamin D metabolite determination utilizing mass spectrometry following derivatization
US10753950B2 (en) 2009-12-11 2020-08-25 Quest Diagnostics Investments Incorporated Mass spectrometric determination of non-derivatized, non-metabolized vitamin D
CN112876532A (zh) * 2019-11-29 2021-06-01 中国科学院大连化学物理研究所 一种基于光化学的蛋白质标记方法
US11650216B2 (en) 2007-11-28 2023-05-16 Quest Diagnostics Investments Incorporated Methods for detecting dihydroxyvitamin D metabolites by mass spectrometry

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN103282770B (zh) * 2011-01-07 2015-08-12 株式会社日立高新技术 质量分析装置、分析法和校准试样
WO2013098609A1 (en) 2011-12-30 2013-07-04 Dh Technologies Development Pte. Ltd. Systems and methods for sequencing peptides by mass spectrometry
EP3126184B1 (en) 2014-04-04 2019-09-04 Superpedestrian, Inc. Systems, methods, and devices for the operation of electrically motorized vehicles
WO2016086057A1 (en) 2014-11-24 2016-06-02 Superpedestrian, Inc. Devices and methods of a motorized wheel
CN112630345B (zh) * 2020-12-14 2022-09-30 中国计量科学研究院 检测氘标记化合物同位素分布与丰度的方法

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2003107066A (ja) * 1998-08-25 2003-04-09 Univ Of Washington 複合した混合物中のタンパク質またはタンパク質機能の迅速定量分析
JP2005181011A (ja) * 2003-12-17 2005-07-07 Yoshio Yamauchi タンパク質解析方法
JP2007127631A (ja) * 2005-10-17 2007-05-24 Centro De Ingenieria Genetica Y Biotechnologia 定量的プロテオミクスに適用可能な多重荷電されたペプチドの選択的分離方法

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2003107066A (ja) * 1998-08-25 2003-04-09 Univ Of Washington 複合した混合物中のタンパク質またはタンパク質機能の迅速定量分析
JP2005181011A (ja) * 2003-12-17 2005-07-07 Yoshio Yamauchi タンパク質解析方法
JP2007127631A (ja) * 2005-10-17 2007-05-24 Centro De Ingenieria Genetica Y Biotechnologia 定量的プロテオミクスに適用可能な多重荷電されたペプチドの選択的分離方法

Non-Patent Citations (3)

* Cited by examiner, † Cited by third party
Title
CRAIG D.B. ET AL.: "Determination of picomolar concentrations of proteins using novel amino reactive chameleon labels and capillary electrophoresis laser-induced fluorescence detection", ELECTROPHORESIS, vol. 26, no. 11, 9 May 2005 (2005-05-09), pages 2208 - 2213, XP002504553 *
GOSHE M.B. ET AL.: "Stable isotope-coded proteomic mass spectrometry", CURRENT OPINION IN BIOTECHNOLOGY, vol. 14, no. 1, February 2003 (2003-02-01), pages 101 - 109, XP009020301 *
ION GHIVIRGA ET AL.: "Rotation Barriers in Pyridinium Salts Depend on the Number of Available Ground State Conformations", CROATICA CHEMICA ACTA, vol. 77, no. 1-2, 2004, pages 391 - 396 *

Cited By (30)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US11579154B2 (en) 2005-04-06 2023-02-14 Quest Diagnostics Investments Incorporated Methods for detecting vitamin D metabolites by mass spectrometry
US12287346B2 (en) 2005-04-06 2025-04-29 Quest Diagnostics Investments Llc Methods for detecting vitamin D metabolites by mass spectrometry
US11921122B2 (en) 2005-04-06 2024-03-05 Quest Diagnostics Investments Incorporated Methods for detecting vitamin D metabolites by mass spectrometry
US10935558B2 (en) 2005-04-06 2021-03-02 Quest Diagnostics Investments Incorporated Methods for detecting vitamin D metabolites by mass spectrometry
US10267810B2 (en) 2005-04-06 2019-04-23 Quest Diagnostics Investments Incorporated Methods for detecting vitamin D metabolites by mass spectrometry
US12066446B2 (en) 2007-11-28 2024-08-20 Quest Diagnostics Investments Incorporated Methods for detecting dihydroxyvitamin D metabolites by mass spectrometry
US11650216B2 (en) 2007-11-28 2023-05-16 Quest Diagnostics Investments Incorporated Methods for detecting dihydroxyvitamin D metabolites by mass spectrometry
US10429398B2 (en) 2009-12-03 2019-10-01 Quest Diagnostics Investments Incorporated Vitamin D metabolite determination utilizing mass spectrometry following derivatization
US12282032B2 (en) 2009-12-03 2025-04-22 Quest Diagnostics Investments Llc Vitamin D metabolite determination utilizing mass spectrometry following derivatization
US11885820B2 (en) 2009-12-03 2024-01-30 Quest Diagnostics Investments Incorporated Vitamin D metabolite determination utilizing mass spectrometry following derivatization
US11105821B2 (en) 2009-12-03 2021-08-31 Quest Diagnostics Investments Incorporated Vitamin D metabolite determination utilizing mass spectrometry following derivatization
JP2018077250A (ja) * 2009-12-11 2018-05-17 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 複合試料中のステロイド化合物の質量分析
US11808773B2 (en) 2009-12-11 2023-11-07 Quest Diagnostics Investments Incorporated Mass spectrometry of steroidal compounds in multiplexed patient samples
US10753950B2 (en) 2009-12-11 2020-08-25 Quest Diagnostics Investments Incorporated Mass spectrometric determination of non-derivatized, non-metabolized vitamin D
US11549954B2 (en) 2009-12-11 2023-01-10 Quest Diagnostics Investments Incorporated Mass spectrometric determination of non-derivatized, non-metabolized vitamin D
US10955424B2 (en) 2009-12-11 2021-03-23 Quest Diagnostics Investments Incorporated Mass spectrometry of steroidal compounds in multiplexed patient samples
US11852636B2 (en) 2009-12-11 2023-12-26 Quest Diagnostics Investments Incorporated Mass spectrometric determination of non-derivatized, non-metabolized vitamin D
US11280799B2 (en) 2009-12-11 2022-03-22 Quest Diagnostics Investments Incorporated Mass spectrometric determination of non-derivatized, non-metabolized vitamin D
JP2012215556A (ja) * 2011-03-31 2012-11-08 Univ Of Fukui アミノ基含有非ペプチド化合物を高効率かつ高感度で多重定量する方法およびそのためのキット
US9768001B2 (en) 2011-06-06 2017-09-19 Waters Technologies Corporation Compositions, methods, and kits for quantifying target analytes in a sample
US10304670B2 (en) 2011-06-06 2019-05-28 Waters Technologies Corporation Compositions, methods, and kits for quantifying target analytes in a sample
JP2014522496A (ja) * 2011-06-06 2014-09-04 ウオーターズ・テクノロジーズ・コーポレイシヨン 試料中の標的分析物を定量化するための組成物、方法およびキット
WO2013147096A1 (ja) 2012-03-30 2013-10-03 国立大学法人福井大学 同位体標識ピリリウム化合物
US9347949B2 (en) 2012-03-30 2016-05-24 National University Corporation University Of Fukui Isotope-labeled pyrylium compound
JPWO2013147096A1 (ja) * 2012-03-30 2015-12-14 国立大学法人福井大学 同位体標識ピリリウム化合物
US9606101B2 (en) 2012-05-29 2017-03-28 Biodesix, Inc. Deep MALDI TOF mass spectrometry of complex biological samples, e.g., serum, and uses thereof
JP2015518167A (ja) * 2012-05-29 2015-06-25 バイオデシックス・インコーポレイテッドBiodesix Inc 複合的生物試料(例えば、血清)のディープ−malditof質量分析方法およびその使用
JP2015068762A (ja) * 2013-09-30 2015-04-13 大陽日酸株式会社 タンパク質又はペプチドの解析方法、及び、ピリリウム化ペプチド精製濃縮キット
CN112876532B (zh) * 2019-11-29 2022-09-30 中国科学院大连化学物理研究所 一种基于光化学的蛋白质标记方法
CN112876532A (zh) * 2019-11-29 2021-06-01 中国科学院大连化学物理研究所 一种基于光化学的蛋白质标记方法

Also Published As

Publication number Publication date
US8071392B2 (en) 2011-12-06
US20100190261A1 (en) 2010-07-29
JPWO2008156139A1 (ja) 2010-08-26
JP4883540B2 (ja) 2012-02-22

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