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

Info

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
Authority
WO
WIPO (PCT)
Prior art keywords
analysis method
label
protein analysis
isotope compound
protein
Prior art date
Application number
PCT/JP2008/061243
Other languages
English (en)
French (fr)
Inventor
Shigeru Matsukawa
Original Assignee
National University Corporation University Of Fukui
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
Application filed by National University Corporation University Of Fukui filed Critical National University Corporation University Of Fukui
Priority to JP2009520532A priority Critical patent/JP4883540B2/ja
Priority to US12/452,233 priority patent/US8071392B2/en
Publication of WO2008156139A1 publication Critical patent/WO2008156139A1/ja

Links

Classifications

    • 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

Landscapes

  • 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 WO2008156139A1 (ja)

Priority Applications (2)

Application Number Priority Date Filing Date Title
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
US12/452,233 US8071392B2 (en) 2007-06-21 2008-06-19 Mass spectrometric analysis of proteins using stable isotopes of pyrylium derivates as labels

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

Family

ID=40156297

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/JP2008/061243 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 (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US9027681B2 (en) 2009-12-04 2015-05-12 Massachusetts Institute Of Technology Hybrid sensor-enabled electric wheel and associated systems, multi-hub wheel spoking systems, and methods of manufacturing and installing wheel spokes
JP5427962B2 (ja) * 2011-01-07 2014-02-26 株式会社日立ハイテクノロジーズ 質量分析装置、分析法およびキャリブレーション試料
EP2798658B1 (en) * 2011-12-30 2017-03-01 DH Technologies Development Pte. Ltd. Systems and methods for sequencing peptides by mass spectrometry
WO2015154046A1 (en) 2014-04-04 2015-10-08 Superpedestrian, Inc. Systems, methods, and devices for the operation of electrically motorized vehicles
US10308065B2 (en) 2014-04-04 2019-06-04 Superpedestrian, Inc. Devices and methods for connecting a spoke to a hub
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 (27)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US10267810B2 (en) 2005-04-06 2019-04-23 Quest Diagnostics Investments Incorporated 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
US11579154B2 (en) 2005-04-06 2023-02-14 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
US11650216B2 (en) 2007-11-28 2023-05-16 Quest Diagnostics Investments Incorporated Methods for detecting dihydroxyvitamin D metabolites by mass spectrometry
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
US10429398B2 (en) 2009-12-03 2019-10-01 Quest Diagnostics Investments Incorporated Vitamin D metabolite determination utilizing mass spectrometry following derivatization
US11280799B2 (en) 2009-12-11 2022-03-22 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
US10753950B2 (en) 2009-12-11 2020-08-25 Quest Diagnostics Investments Incorporated Mass spectrometric determination of non-derivatized, non-metabolized vitamin D
US11852636B2 (en) 2009-12-11 2023-12-26 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
US11808773B2 (en) 2009-12-11 2023-11-07 Quest Diagnostics Investments Incorporated Mass spectrometry of steroidal compounds in multiplexed patient samples
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
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
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
US9347949B2 (en) 2012-03-30 2016-05-24 National University Corporation University Of Fukui Isotope-labeled pyrylium compound
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
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
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
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
JP4883540B2 (ja) 2012-02-22
JPWO2008156139A1 (ja) 2010-08-26
US20100190261A1 (en) 2010-07-29

Similar Documents

Publication Publication Date Title
WO2008156139A1 (ja) 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
WO2009086509A3 (en) Reagents for biomolecular labeling, detection and quantification employing raman spectroscopy
EP2130835A4 (en) CONNECTION WITH STRUCTURE DERIVED FROM A MONONUCLEOSIDE OR MONONUCLEOTIDE, NUCLEIC ACID LABELING SUBSIDY, AND METHOD AND KIT FOR NUCLEIC ACID DETECTION
WO2007005644A3 (en) Novel aryloxypropanamines
WO2008126374A1 (ja) 植物の耐アルカリ性向上剤及び耐アルカリ性向上方法
WO2007005643A3 (en) Novel aryloxyphenylpropanamines
WO2009133556A3 (en) Cisatracurium derivatives, preparation and uses thereof
UA107443C2 (uk) Хімічний спосіб
ATE479669T1 (de) Markierungsreagentien, markierte analyten, einschliesslich mischungen davon, und davon abgeleitete fragmentionen und verfahren zu deren analyse
MX2008012305A (es) Herramienta de corte.
ATE439869T1 (de) Automatisches radioaktives markierungsverafhren
EP1591120A4 (en) RECEPTOR AGONISTS
WO2006039250A3 (en) Chemokine-binding heterocyclic compound salts, and methods of use thereof
MX2009013655A (es) Metodo de espectrometria de masas para medir la vitamina b6 en un fluido corporal.
PT1763586E (pt) Nova sequência para melhorar a expressão de ácido nucleico
NO20064884L (no) Kjemisk fremgangsmate og ny krystallinsk form
NO20080468L (no) Diazepinokinoliner, synteser av disse samt intermediater
WO2006071138A8 (fr) Hydrochlorure de saxitoxine marque au tritium et procede de fabrication correspondant
WO2008072976A3 (en) Synthesis of a radiofluorinated peptide using microwave activation technology
WO2006135938A3 (en) Fluorometric method for monitoring a clean-in-place system
WO2006079720A8 (fr) Nouveaux derives d1oximes heterocycliques, leur procede de preparation et leur utilisation comme agents hypoglycemiants et hypoli pemiants
WO2008103367A3 (en) Method for assembling high-purity chemical libraries, proapoptotic compounds discovered by same
WO2011047192A3 (en) Protected amine labels and use in detecting analytes
NO20082698L (no) Nye derivater, deres salter og antisoppmidler inneholdende disse
DE602006014001D1 (de) Herstellung von 2-aminothiazol-5-carbonsäurederivaten

Legal Events

Date Code Title Description
121 Ep: the epo has been informed by wipo that ep was designated in this application

Ref document number: 08790556

Country of ref document: EP

Kind code of ref document: A1

DPE1 Request for preliminary examination filed after expiration of 19th month from priority date (pct application filed from 20040101)
WWE Wipo information: entry into national phase

Ref document number: 2009520532

Country of ref document: JP

NENP Non-entry into the national phase

Ref country code: DE

WWE Wipo information: entry into national phase

Ref document number: 12452233

Country of ref document: US

122 Ep: pct application non-entry in european phase

Ref document number: 08790556

Country of ref document: EP

Kind code of ref document: A1