WO2008027075A3 - Sulfhydryl-reactive, water soluble dyes - Google Patents

Sulfhydryl-reactive, water soluble dyes Download PDF

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Publication number
WO2008027075A3
WO2008027075A3 PCT/US2007/004065 US2007004065W WO2008027075A3 WO 2008027075 A3 WO2008027075 A3 WO 2008027075A3 US 2007004065 W US2007004065 W US 2007004065W WO 2008027075 A3 WO2008027075 A3 WO 2008027075A3
Authority
WO
WIPO (PCT)
Prior art keywords
sulfhydryl
reactive
water soluble
soluble dyes
compounds
Prior art date
Application number
PCT/US2007/004065
Other languages
French (fr)
Other versions
WO2008027075A2 (en
Inventor
Klaus M Hahn
Alexei Toutchkine
Dmitriy Gremyachinskiy
Original Assignee
Scripps Research Inst
Klaus M Hahn
Alexei Toutchkine
Dmitriy Gremyachinskiy
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 Scripps Research Inst, Klaus M Hahn, Alexei Toutchkine, Dmitriy Gremyachinskiy filed Critical Scripps Research Inst
Publication of WO2008027075A2 publication Critical patent/WO2008027075A2/en
Publication of WO2008027075A3 publication Critical patent/WO2008027075A3/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B23/00—Methine or polymethine dyes, e.g. cyanine dyes
    • C09B23/10—The polymethine chain containing an even number of >CH- groups
    • C09B23/107—The polymethine chain containing an even number of >CH- groups four >CH- groups
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B23/00—Methine or polymethine dyes, e.g. cyanine dyes
    • C09B23/02—Methine or polymethine dyes, e.g. cyanine dyes the polymethine chain containing an odd number of >CH- or >C[alkyl]- groups
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B23/00—Methine or polymethine dyes, e.g. cyanine dyes
    • C09B23/02—Methine or polymethine dyes, e.g. cyanine dyes the polymethine chain containing an odd number of >CH- or >C[alkyl]- groups
    • C09B23/08—Methine or polymethine dyes, e.g. cyanine dyes the polymethine chain containing an odd number of >CH- or >C[alkyl]- groups more than three >CH- groups, e.g. polycarbocyanines
    • C09B23/083—Methine or polymethine dyes, e.g. cyanine dyes the polymethine chain containing an odd number of >CH- or >C[alkyl]- groups more than three >CH- groups, e.g. polycarbocyanines five >CH- groups
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B23/00—Methine or polymethine dyes, e.g. cyanine dyes
    • C09B23/10—The polymethine chain containing an even number of >CH- groups
    • 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
    • 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
    • G01N33/582—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing involving labelled substances with fluorescent label

Landscapes

  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Immunology (AREA)
  • Engineering & Computer Science (AREA)
  • Molecular Biology (AREA)
  • Organic Chemistry (AREA)
  • Biomedical Technology (AREA)
  • Urology & Nephrology (AREA)
  • Hematology (AREA)
  • Biotechnology (AREA)
  • Biochemistry (AREA)
  • Cell Biology (AREA)
  • Food Science & Technology (AREA)
  • Medicinal Chemistry (AREA)
  • Physics & Mathematics (AREA)
  • Analytical Chemistry (AREA)
  • Microbiology (AREA)
  • General Health & Medical Sciences (AREA)
  • General Physics & Mathematics (AREA)
  • Pathology (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
  • Cosmetics (AREA)

Abstract

The invention relates to novel dye compounds and to methods of joining compounds, such as the dye compounds of the invention, to ulfhydryl-containing compounds.
PCT/US2007/004065 2006-02-16 2007-02-16 Sulfhydryl-reactive, water soluble dyes WO2008027075A2 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US74330506P 2006-02-16 2006-02-16
US60/743,305 2006-02-16

Publications (2)

Publication Number Publication Date
WO2008027075A2 WO2008027075A2 (en) 2008-03-06
WO2008027075A3 true WO2008027075A3 (en) 2008-08-28

Family

ID=38984463

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US2007/004065 WO2008027075A2 (en) 2006-02-16 2007-02-16 Sulfhydryl-reactive, water soluble dyes

Country Status (1)

Country Link
WO (1) WO2008027075A2 (en)

Families Citing this family (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6951947B2 (en) 2000-07-13 2005-10-04 The Scripps Research Institute Labeled peptides, proteins and antibodies and processes and intermediates useful for their preparation
US7320027B1 (en) * 2001-05-14 2008-01-15 At&T Corp. System having generalized client-server computing
WO2008157762A2 (en) * 2007-06-21 2008-12-24 The University Of North Carolina At Chapel Hill Methods to increase the photostability of dyes
CN103467410B (en) * 2013-07-17 2016-03-30 大连大学 A kind of acetate fluorescent probe compounds and application thereof
WO2015103587A2 (en) * 2014-01-06 2015-07-09 The University Of North Carolina At Chapel Hill Improved environment sensing cyanine and merocyanine dyes
CN103952143A (en) * 2014-03-04 2014-07-30 中国科学院武汉物理与数学研究所 Trimethyl cyanine fluorescence probe used for protein labeling and synthetic method thereof
CN103952142A (en) * 2014-03-04 2014-07-30 中国科学院武汉物理与数学研究所 Water-soluble near-infrared fluorescent probe used for protein labeling and synthetic method thereof
CN104478783A (en) * 2014-10-30 2015-04-01 顾新华 Synthesis method of compound for protein fluorescent labeling
CN104479392A (en) * 2014-10-30 2015-04-01 顾新华 Synthesis method of pentamethine cyanine dye for mercapto labeling
CN111551725B (en) * 2020-04-10 2023-07-28 湖州正熙医学检验实验室有限公司 Method for improving antibody fluorescent dye marking signal

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0985970A1 (en) * 1998-09-11 2000-03-15 Eastman Kodak Company Liquid crystalline filter dyes for imaging elements
WO2005088308A2 (en) * 2004-03-12 2005-09-22 The Scripps Research Institute Fluorescent signal emitting live cell biosensor molecules and dyes for detection and quantification of protein activities

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0985970A1 (en) * 1998-09-11 2000-03-15 Eastman Kodak Company Liquid crystalline filter dyes for imaging elements
WO2005088308A2 (en) * 2004-03-12 2005-09-22 The Scripps Research Institute Fluorescent signal emitting live cell biosensor molecules and dyes for detection and quantification of protein activities

Non-Patent Citations (9)

* Cited by examiner, † Cited by third party
Title
A.TOUTCHKINE ET AL.: "Facile Synthesis of Thiol-Reactive Cy3 and Cy5 Derivatives with enhanced Water Solubility", BIOCONJUGATE CHEMISTRY, vol. 13, no. 3, 2002, pages 387 - 391, XP002478020 *
F.WÜRTHNER ET AL.: "Dipolar Dye Aggregates: A Problem for Nonlinear Optics, but a Chance for Supramolecular Chemistry", ANGEW.CHEM.INT.ED., vol. 39, no. 11, 2000, pages 1978 - 1981, XP002478023 *
H.J.GRUBER ET AL.: "Preparation of Thiol-Reactive Cy5 Derivatives from Commercial Cy5 Succinimidyl Ester", BIOCONJUGATE CHEM., vol. 11, 2000, pages 161 - 166, XP002478025 *
L.A.ERNST ET AL.: "Cyanine Dye Labeling Reagent for Sulfhydryl Groups", CYTOMETRY, vol. 10, 1989, pages 3 - 10, XP002478019 *
LIN Y ET AL: "SYNTHESIS AND PROPERTIES OF SULFHYDRYL-REACTIVE NEAR-INFRARED CYANINE FLUOROCHROMES FOR FLUORESCENCE IMAGING", MOLECULAR IMAGING, MIT PRESS,, US, vol. 2, no. 2, April 2003 (2003-04-01), pages 87 - 92, XP008028332, ISSN: 1535-3508 *
P.J.MILLARD ET AL.: "Development of the FUN-1 Family of Fluorescent Probes for the Vacuole Labeling and Viability Testing of Yeasts", APPLIED AND ENVIRONMENTAL MICROBIOLOGY, vol. 63, no. 7, 1997, pages 2897 - 2905, XP002478021 *
S.J.MASON ET AL.: "Solid-Phase Methods for the Synthesis of Cyanine Dyes", J.ORG.CHEM., vol. 70, 2005, pages 2939 - 2949, XP002478024 *
S.R.MUJUMDAR ET AL.: "Cyanine-Labeling Reagents: Sulfobenzindocyanine Succinimidyl Esters", BIOCONJUGATE CHEM., vol. 7, 1996, pages 356 - 362, XP002478022 *
TOUTCHKINE ALEXEI ET AL: "Solvent-sensitive dyes to report protein conformational changes in living cells", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, AMERICAN CHEMICAL SOCIETY, WASHINGTON, DC, US, vol. 125, no. 14, 9 April 2003 (2003-04-09), pages 4132 - 4145, XP002349687, ISSN: 0002-7863 *

Also Published As

Publication number Publication date
WO2008027075A2 (en) 2008-03-06

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