CA2368495A1 - Electron-deficient nitrogen heterocycle-substituted fluorescein dyes - Google Patents

Electron-deficient nitrogen heterocycle-substituted fluorescein dyes Download PDF

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Publication number
CA2368495A1
CA2368495A1 CA002368495A CA2368495A CA2368495A1 CA 2368495 A1 CA2368495 A1 CA 2368495A1 CA 002368495 A CA002368495 A CA 002368495A CA 2368495 A CA2368495 A CA 2368495A CA 2368495 A1 CA2368495 A1 CA 2368495A1
Authority
CA
Canada
Prior art keywords
electron
nitrogen heterocycle
fluorescein dyes
deficient nitrogen
substituted fluorescein
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.)
Granted
Application number
CA002368495A
Other languages
French (fr)
Other versions
CA2368495C (en
Inventor
Krishna G. Upadhya
Steven M. Menchen
Weiguo Zhen
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Applied Biosystems LLC
Original Assignee
Applera Corporation
Krishna G. Upadhya
Steven M. Menchen
Weiguo Zhen
Pe Corporation
Applied Biosystems Inc.
Applied Biosystems, Llc
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 Applera Corporation, Krishna G. Upadhya, Steven M. Menchen, Weiguo Zhen, Pe Corporation, Applied Biosystems Inc., Applied Biosystems, Llc filed Critical Applera Corporation
Publication of CA2368495A1 publication Critical patent/CA2368495A1/en
Application granted granted Critical
Publication of CA2368495C publication Critical patent/CA2368495C/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
    • C07D405/04—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/14—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing three or more hetero rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H21/00—Compounds containing two or more mononucleotide units having separate phosphate or polyphosphate groups linked by saccharide radicals of nucleoside groups, e.g. nucleic acids
    • 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
    • C09B11/00—Diaryl- or thriarylmethane dyes
    • C09B11/04—Diaryl- or thriarylmethane dyes derived from triarylmethanes, i.e. central C-atom is substituted by amino, cyano, alkyl
    • C09B11/06—Hydroxy derivatives of triarylmethanes in which at least one OH group is bound to an aryl nucleus and their ethers or esters
    • C09B11/08—Phthaleins; Phenolphthaleins; Fluorescein
    • 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
    • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S436/00—Chemistry: analytical and immunological testing
    • Y10S436/80—Fluorescent dyes, e.g. rhodamine

Abstract

The invention provides compositions electron-deficient nitrogen heterocycle-substituted fluorescein dyes and meth-ods in which the dyes are conjugated to substrates and used as detection labels in molecular biology experiments. The electron-de-ficient nitrogen heterocycles include pyridine, quinoline, pyrazine, and the like. Substrates include polynucleotides, nucleosides, nucleotides, peptides, proteins, carbohydrates, and ligands.
CA002368495A 2000-02-07 2001-02-05 Electron-deficient nitrogen heterocycle-substituted fluorescein dyes Expired - Lifetime CA2368495C (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US09/498,702 2000-02-07
US09/498,702 US6221604B1 (en) 2000-02-07 2000-02-07 Electron-deficient nitrogen heterocycle-substituted fluorescein dyes
PCT/US2001/003772 WO2001057264A2 (en) 2000-02-07 2001-02-05 Electron-deficient nitrogen heterocycle-substituted fluorescein dyes

Publications (2)

Publication Number Publication Date
CA2368495A1 true CA2368495A1 (en) 2001-08-09
CA2368495C CA2368495C (en) 2009-09-29

Family

ID=23982139

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002368495A Expired - Lifetime CA2368495C (en) 2000-02-07 2001-02-05 Electron-deficient nitrogen heterocycle-substituted fluorescein dyes

Country Status (9)

Country Link
US (2) US6221604B1 (en)
EP (1) EP1196640B1 (en)
JP (5) JP2003521571A (en)
AT (1) ATE258992T1 (en)
AU (1) AU772739B2 (en)
CA (1) CA2368495C (en)
DE (1) DE60101939T2 (en)
ES (1) ES2211768T3 (en)
WO (1) WO2001057264A2 (en)

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US7767834B2 (en) * 2004-08-13 2010-08-03 Elitech Holding B.V. Phosphonylated fluorescent dyes and conjugates
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KR101718994B1 (en) * 2009-09-16 2017-03-23 포항공과대학교 산학협력단 A chemodosimeter approach to fluorescent sensing and imaging of inorganic and methylmercury species
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US8586799B2 (en) 2011-03-24 2013-11-19 Unigen, Inc. Compounds and methods for preparation of diarylpropanes
CA2835283C (en) 2011-05-24 2019-08-06 Elitech Holding B.V. Detection of methicillin-resistant staphylococcus aureus
CN102321063B (en) * 2011-07-19 2015-07-01 华东理工大学 Method for preparing unsymmetrical rhodamine
WO2013015282A1 (en) 2011-07-28 2013-01-31 コニカミノルタホールディングス株式会社 Method for measuring amount of analyte and device for spfs
CN103012354A (en) * 2012-12-24 2013-04-03 广州医药研究总院 Preparation method of 5(6)-carboxyl carboxyl luciferin isomer
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JP6675758B2 (en) * 2015-02-20 2020-04-01 国立大学法人名古屋大学 Phosphafluorescein compound or salt thereof, or fluorescent dye using the same
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Also Published As

Publication number Publication date
WO2001057264A2 (en) 2001-08-09
US6221604B1 (en) 2001-04-24
CA2368495C (en) 2009-09-29
ES2211768T3 (en) 2004-07-16
AU3483901A (en) 2001-08-14
EP1196640A2 (en) 2002-04-17
DE60101939D1 (en) 2004-03-11
JP2006257427A (en) 2006-09-28
JP2007277565A (en) 2007-10-25
USRE39663E1 (en) 2007-05-29
EP1196640B1 (en) 2004-02-04
DE60101939T2 (en) 2005-01-05
ATE258992T1 (en) 2004-02-15
JP4942150B2 (en) 2012-05-30
WO2001057264A3 (en) 2002-02-21
AU772739B2 (en) 2004-05-06
JP2007277564A (en) 2007-10-25
JP2003521571A (en) 2003-07-15
JP2006070270A (en) 2006-03-16

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Effective date: 20210205