CN102115610B - 一类荧光染料、制备方法及其应用 - Google Patents

一类荧光染料、制备方法及其应用 Download PDF

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CN102115610B
CN102115610B CN201010022414.6A CN201010022414A CN102115610B CN 102115610 B CN102115610 B CN 102115610B CN 201010022414 A CN201010022414 A CN 201010022414A CN 102115610 B CN102115610 B CN 102115610B
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compound
alkyl
reaction
formula
fluorescent dye
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CN102115610A (zh
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彭孝军
吴彤
樊江莉
孙世国
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Shenzhen Mindray Bio Medical Electronics Co Ltd
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Dalian University of Technology
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Priority to JP2012510098A priority patent/JP5671525B2/ja
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    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B23/00Methine or polymethine dyes, e.g. cyanine dyes
    • C09B23/02Methine or polymethine dyes, e.g. cyanine dyes the polymethine chain containing an odd number of >CH- or >C[alkyl]- groups
    • C09B23/06Methine or polymethine dyes, e.g. cyanine dyes the polymethine chain containing an odd number of >CH- or >C[alkyl]- groups three >CH- groups, e.g. carbocyanines
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    • C07ORGANIC CHEMISTRY
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    • C07D401/00Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/06Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
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    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D413/00Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D413/02Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
    • C07D413/06Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
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    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D417/00Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
    • C07D417/02Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
    • C07D417/06Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
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    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D421/00Heterocyclic compounds containing two or more hetero rings, at least one ring having selenium, tellurium, or halogen atoms as ring hetero atoms
    • C07D421/02Heterocyclic compounds containing two or more hetero rings, at least one ring having selenium, tellurium, or halogen atoms as ring hetero atoms containing two hetero rings
    • C07D421/06Heterocyclic compounds containing two or more hetero rings, at least one ring having selenium, tellurium, or halogen atoms as ring hetero atoms containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
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    • C09K11/00Luminescent materials, e.g. electroluminescent or chemiluminescent
    • C09K11/06Luminescent materials, e.g. electroluminescent or chemiluminescent containing organic luminescent materials
    • 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
    • G01N33/52Use of compounds or compositions for colorimetric, spectrophotometric or fluorometric investigation, e.g. use of reagent paper and including single- and multilayer analytical elements
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    • C09K2211/00Chemical nature of organic luminescent or tenebrescent compounds
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    • C09K2211/1029Heterocyclic compounds characterised by ligands containing one nitrogen atom as the heteroatom
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    • C09K2211/1029Heterocyclic compounds characterised by ligands containing one nitrogen atom as the heteroatom
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    • C09K2211/00Chemical nature of organic luminescent or tenebrescent compounds
    • C09K2211/10Non-macromolecular compounds
    • C09K2211/1018Heterocyclic compounds
    • C09K2211/1025Heterocyclic compounds characterised by ligands
    • C09K2211/1029Heterocyclic compounds characterised by ligands containing one nitrogen atom as the heteroatom
    • C09K2211/104Heterocyclic compounds characterised by ligands containing one nitrogen atom as the heteroatom with other heteroatoms

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CN201010022414.6A 2010-01-05 2010-01-05 一类荧光染料、制备方法及其应用 Active CN102115610B (zh)

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Application Number Priority Date Filing Date Title
CN201010022414.6A CN102115610B (zh) 2010-01-05 2010-01-05 一类荧光染料、制备方法及其应用
US13/119,752 US8298766B2 (en) 2010-01-05 2010-04-30 Fluorescent dyes, methods of synthesis and applications thereof
JP2012510098A JP5671525B2 (ja) 2010-01-05 2010-04-30 蛍光染料、合成方法及びその利用
PCT/CN2010/072378 WO2011082566A1 (zh) 2010-01-05 2010-04-30 一类荧光染料、制备方法及其应用

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN108485307A (zh) * 2018-05-14 2018-09-04 浙江工业大学 一种具有荧光开启性质的荧光染料、制备方法及其应用

Families Citing this family (20)

* Cited by examiner, † Cited by third party
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CN102618060A (zh) * 2012-03-17 2012-08-01 江南大学 一种不对称菁染料的制备及其用于牛血清白蛋白检测的方法
CN102766346B (zh) * 2012-07-30 2014-12-17 北京福罗泰科技有限责任公司 一种菁类荧光染料
CN104073019B (zh) * 2014-07-01 2016-01-06 浙江大学 一种不对称菁染料化合物及应用
KR102502117B1 (ko) * 2015-07-16 2023-02-22 에스에프씨 주식회사 염료 화합물
CN106675553A (zh) * 2016-12-30 2017-05-17 大连理工大学 菁类化合物在制备生物染色剂中的应用
JP2020066637A (ja) * 2017-02-27 2020-04-30 富士フイルム株式会社 病理診断用染色剤、細胞核染色方法、病理標本の製造方法、及び色素
CN109796781A (zh) * 2017-11-16 2019-05-24 上海生物芯片有限公司 双链dna结合荧光染料及其制备与应用
ES2976491T3 (es) * 2018-05-24 2024-08-02 Philipps Univ Marburg Colorantes de cianina y su uso para la tinción in vivo de microorganismos
CN110330511B (zh) * 2018-12-31 2022-04-19 湖北大学 一种咪唑类配体的合成方法及生物检测应用
CN110006870B (zh) * 2019-04-29 2021-06-08 陕西科技大学 一种高效检测二乙胺的荧光传感器及其制备方法和应用
CN111518093A (zh) * 2020-04-20 2020-08-11 中铁十八局集团有限公司 一种检测硫化物的荧光探针及其制备和应用
JP7809329B2 (ja) * 2021-02-15 2026-02-02 国立大学法人大阪大学 ケージド化合物から化合物を放出させる方法
CN113686943B (zh) * 2021-08-03 2024-01-26 苏州优逸兰迪生物科技有限公司 一种多功能核酸染料及其制备方法与应用
CN113583467B (zh) * 2021-08-20 2022-04-26 四川大学 一种核酸荧光染料及其制备和应用
EP4137794B1 (en) 2021-08-20 2025-11-19 Philipps-Universität Marburg Cyanine dyes and their usage for in vivo staining of microorganisms and other living cells
CN114181204B (zh) * 2021-12-13 2023-07-11 洛兮医疗科技(杭州)有限公司 一种检测粘度的近红外荧光探针及其制备和应用
CN116143772B (zh) * 2023-02-20 2025-03-18 河南农业大学 一种基于苯并噻唑腙的光分子开关及其制备方法和应用
CN116239893B (zh) * 2023-03-21 2024-07-09 大连理工大学 一种季铵盐修饰的花菁类荧光染料及其合成方法和应用
CN118085600B (zh) * 2024-02-01 2025-10-21 大连理工大学 一类三甲川吡啶菁染料、其制备方法和应用
CN119039557B (zh) * 2024-08-29 2026-03-20 华南理工大学 一种具有防伪功能的荧光水性聚氨酯及其制备与应用

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101343420A (zh) * 2007-07-12 2009-01-14 大连理工大学 一类不对称菁类荧光染料
CN101475754A (zh) * 2008-01-04 2009-07-08 深圳迈瑞生物医疗电子股份有限公司 不对称菁类荧光染料,组合物及在生物样品染色中的用途

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5747493A (en) * 1980-09-02 1982-03-18 Fuji Photo Film Co Ltd Method of determining a trace amount of enzyme
US5734058A (en) * 1995-11-09 1998-03-31 Biometric Imaging, Inc. Fluorescent DNA-Intercalating cyanine dyes including a positively charged benzothiazole substituent
US5658735A (en) * 1995-11-09 1997-08-19 Biometric Imaging, Inc. Cyclized fluorescent nucleic acid intercalating cyanine dyes and nucleic acid detection methods
FR2875130B1 (fr) * 2004-09-13 2006-12-15 Oreal Composition comprenant au moins un derive substitue de carbocyanine, procede de traitement des fibres keratiniques la mettant en oeuvre, dispositif et utilisation
CN101555246B (zh) * 2008-04-11 2012-05-30 大连理工大学 含卤素不对称菁类化合物、制备方法及应用

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101343420A (zh) * 2007-07-12 2009-01-14 大连理工大学 一类不对称菁类荧光染料
CN101475754A (zh) * 2008-01-04 2009-07-08 深圳迈瑞生物医疗电子股份有限公司 不对称菁类荧光染料,组合物及在生物样品染色中的用途

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
Nikolai I. Gadjev, et al..Preparation of monomethine cyanine dyes as noncovalent labels for nucleic acids.《Dyes and Pigments》.1999,第40卷181-186.
Preparation of monomethine cyanine dyes as noncovalent labels for nucleic acids;Nikolai I. Gadjev, et al.;《Dyes and Pigments》;19991231;第40卷;181-186 *

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN108485307A (zh) * 2018-05-14 2018-09-04 浙江工业大学 一种具有荧光开启性质的荧光染料、制备方法及其应用

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WO2011082566A1 (zh) 2011-07-14
US8298766B2 (en) 2012-10-30
US20110262904A1 (en) 2011-10-27
JP5671525B2 (ja) 2015-02-18
JP2012526862A (ja) 2012-11-01
CN102115610A (zh) 2011-07-06

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