CA2308125A1 - Nouvelles molecules reporters fluorescentes, applications de ces molecules et dosages des caspases - Google Patents

Nouvelles molecules reporters fluorescentes, applications de ces molecules et dosages des caspases Download PDF

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Publication number
CA2308125A1
CA2308125A1 CA002308125A CA2308125A CA2308125A1 CA 2308125 A1 CA2308125 A1 CA 2308125A1 CA 002308125 A CA002308125 A CA 002308125A CA 2308125 A CA2308125 A CA 2308125A CA 2308125 A1 CA2308125 A1 CA 2308125A1
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CA
Canada
Prior art keywords
seq
rhodamine
cells
compound
asp
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.)
Abandoned
Application number
CA002308125A
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English (en)
Inventor
Eckard Weber
Sui Xiong Cai
John F. W. Keana
John A. Drewe
Han-Zhong Zhang
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Individual
Original Assignee
Cocensys Inc
Cytovia 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
Application filed by Cocensys Inc, Cytovia Inc filed Critical Cocensys Inc
Publication of CA2308125A1 publication Critical patent/CA2308125A1/fr
Abandoned legal-status Critical Current

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
    • C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
    • C07K5/06—Dipeptides
    • C07K5/06008—Dipeptides with the first amino acid being neutral
    • C07K5/06017—Dipeptides with the first amino acid being neutral and aliphatic
    • C07K5/06026—Dipeptides with the first amino acid being neutral and aliphatic the side chain containing 0 or 1 carbon atom, i.e. Gly or Ala
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K9/00—Peptides having up to 20 amino acids, containing saccharide radicals and having a fully defined sequence; Derivatives thereof
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
    • C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
    • C07K5/06—Dipeptides
    • C07K5/06008—Dipeptides with the first amino acid being neutral
    • C07K5/06017—Dipeptides with the first amino acid being neutral and aliphatic
    • C07K5/06034—Dipeptides with the first amino acid being neutral and aliphatic the side chain containing 2 to 4 carbon atoms
    • C07K5/06052—Val-amino acid
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
    • C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
    • C07K5/08—Tripeptides
    • C07K5/0802—Tripeptides with the first amino acid being neutral
    • C07K5/0804—Tripeptides with the first amino acid being neutral and aliphatic
    • C07K5/0806—Tripeptides with the first amino acid being neutral and aliphatic the side chain containing 0 or 1 carbon atoms, i.e. Gly, Ala
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
    • C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
    • C07K5/08—Tripeptides
    • C07K5/0802—Tripeptides with the first amino acid being neutral
    • C07K5/0804—Tripeptides with the first amino acid being neutral and aliphatic
    • C07K5/0808—Tripeptides with the first amino acid being neutral and aliphatic the side chain containing 2 to 4 carbon atoms, e.g. Val, Ile, Leu
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
    • C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
    • C07K5/10—Tetrapeptides
    • C07K5/1002—Tetrapeptides with the first amino acid being neutral
    • C07K5/1005—Tetrapeptides with the first amino acid being neutral and aliphatic
    • C07K5/101—Tetrapeptides with the first amino acid being neutral and aliphatic the side chain containing 2 to 4 carbon atoms, e.g. Val, Ile, Leu
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
    • C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
    • C07K5/10—Tetrapeptides
    • C07K5/1002—Tetrapeptides with the first amino acid being neutral
    • C07K5/1005—Tetrapeptides with the first amino acid being neutral and aliphatic
    • C07K5/1013—Tetrapeptides with the first amino acid being neutral and aliphatic the side chain containing O or S as heteroatoms, e.g. Cys, Ser
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
    • C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
    • C07K5/10—Tetrapeptides
    • C07K5/1002—Tetrapeptides with the first amino acid being neutral
    • C07K5/1016—Tetrapeptides with the first amino acid being neutral and aromatic or cycloaliphatic
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
    • C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
    • C07K5/10—Tetrapeptides
    • C07K5/1021—Tetrapeptides with the first amino acid being acidic
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12Q—MEASURING OR TESTING PROCESSES INVOLVING ENZYMES, NUCLEIC ACIDS OR MICROORGANISMS; COMPOSITIONS OR TEST PAPERS THEREFOR; PROCESSES OF PREPARING SUCH COMPOSITIONS; CONDITION-RESPONSIVE CONTROL IN MICROBIOLOGICAL OR ENZYMOLOGICAL PROCESSES
    • C12Q1/00—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions
    • C12Q1/68—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions involving nucleic acids
    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N15/00—Investigating characteristics of particles; Investigating permeability, pore-volume or surface-area of porous materials
    • G01N15/10—Investigating individual particles
    • G01N15/14—Optical investigation techniques, e.g. flow cytometry
    • G01N15/1456—Optical investigation techniques, e.g. flow cytometry without spatial resolution of the texture or inner structure of the particle, e.g. processing of pulse signals
    • 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
    • G01N33/53—Immunoassay; Biospecific binding assay; Materials therefor
    • G01N33/531—Production of immunochemical test materials
    • G01N33/532—Production of labelled immunochemicals
    • G01N33/533—Production of labelled immunochemicals with fluorescent label
    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N15/00—Investigating characteristics of particles; Investigating permeability, pore-volume or surface-area of porous materials
    • G01N15/10—Investigating individual particles
    • G01N2015/1006—Investigating individual particles for cytology
    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N15/00—Investigating characteristics of particles; Investigating permeability, pore-volume or surface-area of porous materials
    • G01N15/10—Investigating individual particles
    • G01N15/14—Optical investigation techniques, e.g. flow cytometry
    • G01N2015/1488—Methods for deciding
    • 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
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Molecular Biology (AREA)
  • Biochemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Medicinal Chemistry (AREA)
  • Genetics & Genomics (AREA)
  • Biophysics (AREA)
  • Immunology (AREA)
  • Engineering & Computer Science (AREA)
  • Physics & Mathematics (AREA)
  • Analytical Chemistry (AREA)
  • Microbiology (AREA)
  • Biomedical Technology (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Urology & Nephrology (AREA)
  • Biotechnology (AREA)
  • Hematology (AREA)
  • General Physics & Mathematics (AREA)
  • Pathology (AREA)
  • General Engineering & Computer Science (AREA)
  • Cell Biology (AREA)
  • Dispersion Chemistry (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Food Science & Technology (AREA)
  • Measuring Or Testing Involving Enzymes Or Micro-Organisms (AREA)
  • Investigating Or Analysing Biological Materials (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
  • Peptides Or Proteins (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)

Abstract

La présente invention concerne de nouveaux colorants fluorescents, de nouvelles molécules fluorogènes et fluorescentes et de nouveaux procédés de dosages enzymatiques qui peuvent être utilisés pour détecter l'activité des caspases et d'autres enzymes impliqués dans l'apoptose des cellules entières, des lignées cellulaires et des échantillons tissulaires dérivés d'un organisme vivant ou d'un organe. Les molécules reporters et les procédés de dosage peuvent être utilisés dans des procédures de dosage de médicaments pour identifier des composés qui jouent le rôle d'inhibiteurs ou d'inducteurs des caspases en cascase dans les cellules entières ou les tissus. Les réactifs et les dosages décrits ici permettent de déterminer la chimiosensibilité de cellules cancéreuses de l'homme au traitement par des médicaments chimiothérapeutiques. La présente invention a également pour objet de nouvelles molécules reporters fluorogènes et fluorescentes et de nouveaux procédés de dosage enzymatiques qui peuvent être utilisés pour détecter l'activité de la méthionine aminopeptidase de type 2, du dipeptidyle peptidase IV, du calpain, de l'aminopeptidase, la protéase du VIH, la protéase d'adénovirus, la protéase HSV-A, la protéase HCMV et la protéase HCV.
CA002308125A 1997-10-10 1998-10-09 Nouvelles molecules reporters fluorescentes, applications de ces molecules et dosages des caspases Abandoned CA2308125A1 (fr)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
US6158297P 1997-10-10 1997-10-10
US60/061,582 1997-10-10
US3366198A 1998-03-03 1998-03-03
US09/033,661 1998-03-03
PCT/US1998/021231 WO1999018856A1 (fr) 1997-10-10 1998-10-09 Nouvelles molecules reporters fluorescentes, applications de ces molecules et dosages des caspases

Publications (1)

Publication Number Publication Date
CA2308125A1 true CA2308125A1 (fr) 1999-04-22

Family

ID=26709974

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002308125A Abandoned CA2308125A1 (fr) 1997-10-10 1998-10-09 Nouvelles molecules reporters fluorescentes, applications de ces molecules et dosages des caspases

Country Status (15)

Country Link
EP (1) EP1026988A4 (fr)
JP (1) JP2001519368A (fr)
KR (1) KR20010031056A (fr)
CN (1) CN1281346A (fr)
AU (1) AU754634B2 (fr)
BR (1) BR9814816A (fr)
CA (1) CA2308125A1 (fr)
EA (1) EA200000408A1 (fr)
HU (1) HUP0100079A2 (fr)
IL (1) IL135365A0 (fr)
IS (1) IS5414A (fr)
NO (1) NO20001322L (fr)
NZ (1) NZ503619A (fr)
PL (1) PL341661A1 (fr)
WO (1) WO1999018856A1 (fr)

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CN106146611B (zh) * 2015-05-14 2019-09-17 中国科学院大连化学物理研究所 一种测定二肽基肽酶iv活性的荧光探针底物及其应用
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WO2018071556A1 (fr) 2016-10-11 2018-04-19 The Regents Of The University Of California Détection, identification et purification d'enzymes de dégradation et de non dégradation dans des échantillons biologiques
CN107987019A (zh) * 2018-01-08 2018-05-04 深圳市佶达德科技有限公司 一种若丹明双吡唑乙酸酯有机激光材料的制备方法
CN108129388A (zh) * 2018-01-08 2018-06-08 深圳市佶达德科技有限公司 一种若丹明双吡唑乙酸酯有机激光材料及其应用
CN108760234B (zh) * 2018-06-05 2020-05-15 哈尔滨工程大学 一种基于piv和ptv技术的流体流动与固体运动信息同步测试方法和装置
KR102138256B1 (ko) * 2018-09-13 2020-08-13 한국과학기술연구원 케스페이즈-1 활성 측정용 프로브, 이를 포함하는 염증성 질환 진단용 조성물
CN112961209B (zh) * 2021-04-07 2022-06-24 中国科学院武汉病毒研究所 caspase抑制剂及其应用
CN114107435A (zh) * 2021-11-30 2022-03-01 广东省人民医院 一种用于免疫治疗实时监测的可激活光声-荧光双模探针及应用
CN117143949B (zh) * 2023-08-31 2024-04-05 青岛海洋食品营养与健康创新研究院 一种南极磷虾源高f值寡肽及其在护肝中的应用
CN121449684A (zh) * 2025-10-30 2026-02-03 浙江大学 一种基于FRET的caspase-1响应性荧光探针、制备方法、应用及产品

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EP1100520B1 (fr) * 1998-07-21 2004-09-22 Cytovia, Inc. Nouveaux colorants fluorescents et leurs applications dans des methodes de criblage par fluorescence de cellules entieres pour des caspases, peptidases, proteases et autres enzymes ainsi que leurs procedes d' utilisation

Also Published As

Publication number Publication date
AU754634B2 (en) 2002-11-21
AU1072299A (en) 1999-05-03
JP2001519368A (ja) 2001-10-23
KR20010031056A (ko) 2001-04-16
NO20001322L (no) 2000-06-13
EA200000408A1 (ru) 2000-12-25
IL135365A0 (en) 2001-05-20
CN1281346A (zh) 2001-01-24
EP1026988A1 (fr) 2000-08-16
HUP0100079A2 (hu) 2001-05-28
EP1026988A4 (fr) 2005-03-30
PL341661A1 (en) 2001-04-23
IS5414A (is) 2000-03-24
NO20001322D0 (no) 2000-03-14
WO1999018856A1 (fr) 1999-04-22
NZ503619A (en) 2001-11-30
BR9814816A (pt) 2004-06-22

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