Ultrafast Fluorescence Dynamics in Flurbiprofen–Amino Acid Dyads and in the Supramolecular Drug/Protein Complex

Authors

  • Ignacio Vayá Departamento de Química/Instituto de Tecnología, Química UPV-CSIC, Universitat Politècnica de València Camino de Vera s/n, 46022 Valencia, Spain, School of Chemistry, University of East Anglia, Norwich Research Park NR4 7TJ, Norwich, United Kingdom;, Email: i.vaya-perez@uea.ac.uk
  • M. Consuelo Jiménez Departamento de Química/Instituto de Tecnología, Química UPV-CSIC, Universitat Politècnica de València Camino de Vera s/n, 46022 Valencia, Spain
  • Miguel A. Miranda Departamento de Química/Instituto de Tecnología, Química UPV-CSIC, Universitat Politècnica de València Camino de Vera s/n, 46022 Valencia, Spain
  • Aninda Chatterjee LIDYL, Laboratoire Interactions, Dynamiques et Lasers CEA, CNRS, Université Paris-Saclay, CEA Saclay 91191 Gif-sur-Yvette, France
  • Thomas Gustavsson LIDYL, Laboratoire Interactions, Dynamiques et Lasers CEA, CNRS, Université Paris-Saclay, CEA Saclay 91191 Gif-sur-Yvette, France;, Email: thomas.gustavsson@cea.fr

DOI:

https://doi.org/10.2533/chimia.2017.18

Keywords:

Drug/protein binding, Fluorescence upconversion, Flurbiprofen, Human serum albumin, Time-correlated single photon counting, Time-resolved fluorescence, Tryptophan, Tyrosine

Abstract

The interaction dynamics between the drug flurbiprofen (FBP) and human serum albumin (HSA) has been investigated by time-resolved fluorescence spectroscopy, combining femtosecond fluorescence upconversion and picosecond time-correlated single photon counting. In order to obtain additional information on the drug/ protein interaction, several covalently linked model dyads, composed of FBP and tryptophan or tyrosine, were also studied. For all systems, the main feature was a remarkable dynamic FBP fluorescence quenching, more prominent in the dyads than in the protein complex. All systems also displayed a clear stereoselectivity depending on the (S)- or (R)-form of FBP, that was strongly influenced by the conformational arrangement of the investigated chromophores.

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Published

2017-02-22

Issue

Section

Scientific Articles

How to Cite

[1]
I. Vayá, M. C. Jiménez, M. A. Miranda, A. Chatterjee, T. Gustavsson, Chimia 2017, 71, 18, DOI: 10.2533/chimia.2017.18.