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Photophysics and hydrolytic stability of betalains in aqueous trifluoroethanol

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Abstract

Betalains are natural antioxidant pigments responsible for the visible fluorescence of flowers. Although these compounds are almost exclusively soluble in water, they are very sensitive to both hydrolysis and water-catalyzed isomerization. We show that three representative betalains are soluble in 2,2,2-trifluoroethanol (TFE) and that the hydrolytic stability of these model compounds in hydroalcoholic solutions increases with increasing amount of TFE. Furthermore, TFE increases the fluorescence quantum yields of betaxanthins.

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Acknowledgments

Funding was provided by the São Paulo Research Foundation (FAPESP) (07/00684-6, 10/15042-2, 11/23036-5). F.H.B. was supported by a FAPESP (10/16082-8) postdoctoral fellowship. L.C.P.G. was supported by FAPESP (07/59407-1) and Coordination for the Improvement of Higher Education Personnel (CAPES) (PNPD 427-10/2009) fellowships. E.L.B and E.P. thank the CNPq for productivity fellowships.

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Authors and Affiliations

  1. Departamento de Química Fundamental, Instituto de Química, Universidade de São Paulo, Av. Prof. Lineu Prestes, 748, Bl. 4 sup., r. 460, São Paulo, SP, 05508-000, Brazil

    Erick L. Bastos

  2. Centro de Ciências Naturais e Humanas, Universidade Federal do ABC, Av. dos Estados, 5001, Bl. B, Santo André, São Paulo, SP, 09210-580, Brazil

    Fernando H. Bartoloni, Letícia Christina P. Gonçalves & Ana Clara B. Rodrigues

  3. Departamento de Análises Clínicas e Toxicológicas, Faculdade de Ciências Farmacêuticas, Universidade de São Paulo, Av. Prof. Lineu Prestes, 580, Bl. 17, São Paulo, SP, 05508-900, Brazil

    Felipe Augusto Dörr & Ernani Pinto

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  1. Fernando H. Bartoloni
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  2. Letícia Christina P. Gonçalves
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  3. Ana Clara B. Rodrigues
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  4. Felipe Augusto Dörr
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  6. Erick L. Bastos
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Correspondence to Erick L. Bastos.

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Bartoloni, F.H., Gonçalves, L.C.P., Rodrigues, A.C.B. et al. Photophysics and hydrolytic stability of betalains in aqueous trifluoroethanol. Monatsh Chem 144, 567–571 (2013). https://doi.org/10.1007/s00706-012-0883-5

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  • DOI: https://doi.org/10.1007/s00706-012-0883-5

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