Microwave-Assisted Synthesis of Azacoumarin Fluorophores and the Fluorescence Characterization

By screening of reaction conditions and evaluation of its fluorescent properties, an environmentally sensitive fluorescent group, 8-aza-7-hydroxy-4-methylcoumarin, was synthesized in 70% yield using MgBr2 as a Lewis acid under microwave irradiation. It has a high fluorescent quantum yield, is adequa...

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Published inJournal of organic chemistry Vol. 82; no. 5; pp. 2739 - 2744
Main Authors Takano, Hikaru, Narumi, Tetsuo, Nomura, Wataru, Tamamura, Hirokazu
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 03.03.2017
Amer Chemical Soc
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Abstract By screening of reaction conditions and evaluation of its fluorescent properties, an environmentally sensitive fluorescent group, 8-aza-7-hydroxy-4-methylcoumarin, was synthesized in 70% yield using MgBr2 as a Lewis acid under microwave irradiation. It has a high fluorescent quantum yield, is adequately soluble in water, and produces fluorescent emission in protic solvents and at neutral pH. Therefore, it could be useful in biosensors that are required to emit in hydrophilic environments such as cells.
AbstractList By screening of reaction conditions and evaluation of its fluorescent properties, an environmentally sensitive fluorescent group, 8-aza-7-hydroxy-4-methylcoumarin, was synthesized in. 70% yield using MgBr2 as a Lewis acid under microwave irradiation. It has a high fluorescent quantum yield, is adequately soluble in water, and produces fluorescent emission in protic solvents and at neutral pH. Therefore, it could be useful in biosensors that are required to emit in hydrophilic environments such as cells.
By screening of reaction conditions and evaluation of its fluorescent properties, an environmentally sensitive fluorescent group, 8-aza-7-hydroxy-4-methylcoumarin, was synthesized in 70% yield using MgBr as a Lewis acid under microwave irradiation. It has a high fluorescent quantum yield, is adequately soluble in water, and produces fluorescent emission in protic solvents and at neutral pH. Therefore, it could be useful in biosensors that are required to emit in hydrophilic environments such as cells.
Author Narumi, Tetsuo
Takano, Hikaru
Nomura, Wataru
Tamamura, Hirokazu
AuthorAffiliation Institution of Biomaterial and Bioengineering
Tokyo Medical and Dental University
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  givenname: Hikaru
  surname: Takano
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  givenname: Tetsuo
  surname: Narumi
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  givenname: Wataru
  surname: Nomura
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  givenname: Hirokazu
  orcidid: 0000-0003-2788-2579
  surname: Tamamura
  fullname: Tamamura, Hirokazu
  email: tamamura.mr@tmd.ac.jp
BackLink https://www.ncbi.nlm.nih.gov/pubmed/28150494$$D View this record in MEDLINE/PubMed
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Snippet By screening of reaction conditions and evaluation of its fluorescent properties, an environmentally sensitive fluorescent group,...
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SubjectTerms Chemistry
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Title Microwave-Assisted Synthesis of Azacoumarin Fluorophores and the Fluorescence Characterization
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