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Facile Synthesis of Monofunctional Pentamethine Carbocyanine Fluorophores.


ABSTRACT: A high yield route to symmetric, conjugatable pentamethine carbocyanine dyes with far-red/near infrared (NIR) emission between 650 and 700 nm is reported. The dyes are prepared via condensation of indolium or benz[e]indolium inner salts with an alkyl carboxylic acid derivatized malonaldehyde dianil or alternatively in a one-pot reaction without isolation of the malonaldehyde intermediate. The fluorophores are water-soluble, have bright fluorescence emission, are easily prepared in good yield, and are promising candidates for use in a variety of biochemical and in vivo imaging applications.

SUBMITTER: Shao F 

PROVIDER: S-EPMC3070263 | biostudies-literature | 2011 Apr

REPOSITORIES: biostudies-literature

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Facile Synthesis of Monofunctional Pentamethine Carbocyanine Fluorophores.

Shao Fangwei F   Yuan Hushan H   Josephson Lee L   Weissleder Ralph R   Hilderbrand Scott A SA  

Dyes and pigments : an international journal 20110401 2


A high yield route to symmetric, conjugatable pentamethine carbocyanine dyes with far-red/near infrared (NIR) emission between 650 and 700 nm is reported. The dyes are prepared via condensation of indolium or benz[e]indolium inner salts with an alkyl carboxylic acid derivatized malonaldehyde dianil or alternatively in a one-pot reaction without isolation of the malonaldehyde intermediate. The fluorophores are water-soluble, have bright fluorescence emission, are easily prepared in good yield, an  ...[more]

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