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Altering Fundamental Trends in the Emission of Xanthene Dyes.
Wang, Lei G; Munhenzva, Ian; Sibrian-Vazquez, Martha; Escobedo, Jorge O; Kitts, Catherine H; Fronczek, Frank R; Strongin, Robert M.
Afiliação
  • Wang LG; Department of Biomedical Engineering , Oregon Health & Science University , 3181 SW Sam Jackson Park Road , Portland , Oregon 97239 , United States.
  • Munhenzva I; Department of Chemistry , Portland State University , 1719 SW 10th Avenue , Portland , Oregon 97201 , United States.
  • Sibrian-Vazquez M; Department of Chemistry , Portland State University , 1719 SW 10th Avenue , Portland , Oregon 97201 , United States.
  • Escobedo JO; Department of Chemistry , Portland State University , 1719 SW 10th Avenue , Portland , Oregon 97201 , United States.
  • Kitts CH; Department of Chemistry , Portland State University , 1719 SW 10th Avenue , Portland , Oregon 97201 , United States.
  • Fronczek FR; Department of Chemistry , Louisiana State University , 232 Choppin Hall , Baton Rouge , Louisiana 70803 , United States.
  • Strongin RM; Department of Chemistry , Portland State University , 1719 SW 10th Avenue , Portland , Oregon 97201 , United States.
J Org Chem ; 84(5): 2585-2595, 2019 03 01.
Article em En | MEDLINE | ID: mdl-30719911
Fluorescent small molecules enable researchers and clinicians to visualize biological events in living cells, tissues, and organs in real time. Herein, the focus is on the structure and properties of the relatively rare benzo[ a]xanthenes that exhibit enhanced steric and electronic interactions due to their annulated structures. Three types of fluorophores were synthesized: (i) pH- and solvent-dependent seminaphthorhodafluors, (ii) pH- and solvent-independent seminaphthorhodafluors, and (iii) pH-independent but solvent-sensitive seminaphthorhodamines. The probes exhibited promising far-red to near-infrared (NIR) emission, large Stoke shifts, broad full width at half-maximum (fwhm), relatively high quantum yields, and utility in immunofluorescence staining. Deviation of the π-system from planarity due to changes in the fluorophore ionization state resulted in fluorescence properties that are atypical of common xanthene dyes.
Assuntos

Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Assunto principal: Xantenos / Corantes Fluorescentes Limite: Humans Idioma: En Ano de publicação: 2019 Tipo de documento: Article

Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Assunto principal: Xantenos / Corantes Fluorescentes Limite: Humans Idioma: En Ano de publicação: 2019 Tipo de documento: Article